This document summarizes the synthesis and spectral analysis of a novel benzyl derivative of ciprofloxacin (Cip-D) and its copper(II) and cobalt(II) complexes. Cip-D was synthesized by reacting ciprofloxacin with benzyl chloride in the presence of triethylamine to introduce an amide group. Spectral analysis using 1H NMR, IR, and mass spectroscopy confirmed the structure of Cip-D and indicated bonding between the metal ions and Cip-D in the complexes. Analysis showed shifts in peaks for the complexes, indicating coordination between the metal ions and Cip-D. The Cip-D and its Cu(II) and Co(II)
Solvent Extraction Method for the Separation of Cerium(III) as
Cations From Aqueous Media By use 4-[N-(5-methyl isoxazol-3-
yl)benzene sulfonamide azo]-1- Naphthol Coupled With
Spectroscopic Method For Determination
Novel coumarin isoxazoline derivatives: Synthesis and study of antibacterial ...Ratnakaram Venkata Nadh
A highly efficient and mild protocol for the syntheses of ethyl-3-
[7-benzyloxy-4-methyl-2-oxo-2H-8-chromenyl]-5-aryl-4,5-dihydro-4-
isoxazole carboxylates and ethyl-3-[7-benzyloxy-3-chloro-4-methyl-2-
oxo-2H-8-chromenyl]-5-aryl-4,5-dihydro-4-isoxazole carboxylates in
good yields via [3 þ 2] cycloaddition of in situ–generated nitrile
oxides from 7-benzyloxy-4-methyl-coumarin hydroxymoylchlorides
and 7-benzyloxy-3-chloro-4-methyl-coumarin hydroxymoylchlorides
respectively with ethyl-3-aryl prop-2-enoate has been developed.
The new compounds are screened for antibacterial activity.
International Journal of Pharmaceutical Science Invention (IJPSI) is an international journal intended for professionals and researchers in all fields of Pahrmaceutical Science. IJPSI publishes research articles and reviews within the whole field Pharmacy and Pharmaceutical Science, new teaching methods, assessment, validation and the impact of new technologies and it will continue to provide information on the latest trends and developments in this ever-expanding subject. The publications of papers are selected through double peer reviewed to ensure originality, relevance, and readability. The articles published in our journal can be accessed online.
Solvent Extraction Method for the Separation of Cerium(III) as
Cations From Aqueous Media By use 4-[N-(5-methyl isoxazol-3-
yl)benzene sulfonamide azo]-1- Naphthol Coupled With
Spectroscopic Method For Determination
Novel coumarin isoxazoline derivatives: Synthesis and study of antibacterial ...Ratnakaram Venkata Nadh
A highly efficient and mild protocol for the syntheses of ethyl-3-
[7-benzyloxy-4-methyl-2-oxo-2H-8-chromenyl]-5-aryl-4,5-dihydro-4-
isoxazole carboxylates and ethyl-3-[7-benzyloxy-3-chloro-4-methyl-2-
oxo-2H-8-chromenyl]-5-aryl-4,5-dihydro-4-isoxazole carboxylates in
good yields via [3 þ 2] cycloaddition of in situ–generated nitrile
oxides from 7-benzyloxy-4-methyl-coumarin hydroxymoylchlorides
and 7-benzyloxy-3-chloro-4-methyl-coumarin hydroxymoylchlorides
respectively with ethyl-3-aryl prop-2-enoate has been developed.
The new compounds are screened for antibacterial activity.
International Journal of Pharmaceutical Science Invention (IJPSI) is an international journal intended for professionals and researchers in all fields of Pahrmaceutical Science. IJPSI publishes research articles and reviews within the whole field Pharmacy and Pharmaceutical Science, new teaching methods, assessment, validation and the impact of new technologies and it will continue to provide information on the latest trends and developments in this ever-expanding subject. The publications of papers are selected through double peer reviewed to ensure originality, relevance, and readability. The articles published in our journal can be accessed online.
IJERA (International journal of Engineering Research and Applications) is International online, ... peer reviewed journal. For more detail or submit your article, please visit www.ijera.com
This PDF presentation describes briefly my research experiences in synthetic organic. The time period of these research projects range from 1999 to 10/2005. Projects of later positions were also included but not all. Time period, place of work and position were mentioned at the beginning of each project. To noted that all the experimental synthesis, separation/purification, characterization and spectral interpretation were performed independently by me.
Synthesis and Characterization of Carboxymethyl Chitosan and its Effect on Tu...IOSR Journals
The Chitosan derivative named Carboxymethyl Chitosan was synthesized by direct Alkylation method. The Chitosan was obtained by Chemical method from White Prawn/Indian Prawn (FenneropenaeusIndicus) and was used for preparation of Carboxymethyl Chitosan. The Chitosan composition was found 51.17%Carbon, 41.61% Oxygen and 5.22% Nitrogen with 81.3% degree of deacetylation. The prepared Carboxymethyl Chitosan was characterized by SEM, FT-IR and TGA. The Carboxymethyl Chitosan examined as flocculant for turbidity removal of Indusriver water samples. The experimental condition was optimized and found that the maximum separation efficiency was achievedat pH-7 and 0.2 mg/L dose. The separation efficiency range placed between 81.2% and 87.1%. The total suspended solids and turbidity relation was also evaluated.
Synthesis of new chelating ion exchange resins derived from guaran and diviny...IOSR Journals
New chelating ion exchange resin containing hydroximate of 5 amino salicylic acid was synthesized by incorporating it in divinylbenzene styrene (DVBS) copolymer. Hydrophilic polysaccharidematrix ofguaran was also used to incorporate hydroximate of 5 amino salicylic acid in it. The resin characteristics were studied by determining its bulk density, specific bulk volume, moisture content, degree of substitution and ion exchange capacity. The resin was characterized by means of IR spectra, Nitrogen content and pH titration. The distribution coefficient values of different metal ions namely Fe(II), Cu(II) , Zn(II) , Cd(II) , Co(II) , Ni(II), Ca(II), U(VI), Cr(VI) & W(VI) was carried out on these resins as a function of pH . Metal analysis was done by Atomic Absorption Spectrophotometer. The hydroximate derivative of guaran is found to be more selective than that of diving benzene co-polymer.
Synthesis and characterization of resin copolymer derived from cardanol-furfu...ijceronline
International Journal of Computational Engineering Research (IJCER) is dedicated to protecting personal information and will make every reasonable effort to handle collected information appropriately. All information collected, as well as related requests, will be handled as carefully and efficiently as possible in accordance with IJCER standards for integrity and objectivity.
การวิเคราะห์ฤทธิ์ต้านอนุมูลอิสระที่ระยะต่างกันในกล้วยเล็บมือนาง
Analysis of Antioxidant Activity at Different Stage in Musa (AA group) ‘Kluai Leb Mu Nang’
อดิศร จำรูญ
Structural elucidation, Identification, quantization of process related impur...IOSR Journals
Major process related unknown impurity associated with the synthesis of Hydralazine hydrochloride bulk drug was detected by high performance liquid chromatography (HPLC) and was subjected to high resolution accurate liquid chromatography mass spectroscopy (HR/AM-LCMS) for identification. The proposed impurity was isolated from Hydralazine hydrochloride active pharmaceutical ingredient (API) by preparative chromatographic method and was injected on HPLC for comparison of retention time with that of the unknown process related impurity in Hydralazine hydrochloride. The molecular ion peak of preparatively isolated impurity and that of unknown process related impurity in Hydralazine hydrochloride were compared for confirmation. The postulated structure was unambiguously confirmed with the help of HR/AM- LC MS/MS, NMR and FTIR data proposed to be 1-(2-phthalazin-1-ylhydrazino)phthalazine (Hazh Dimer). This impurity of Hydralazine hydrochloride is not been previously reported. A rapid Acquity H-class gradient method with runtime of 15.0min was developed for Quantitation on Unisphere Cyno column and validated for parameters such as accuracy, precision, linearity and range, robustness. The LOD and LOQ of method were 0081% and 0.0246% respectively.
IJERA (International journal of Engineering Research and Applications) is International online, ... peer reviewed journal. For more detail or submit your article, please visit www.ijera.com
This PDF presentation describes briefly my research experiences in synthetic organic. The time period of these research projects range from 1999 to 10/2005. Projects of later positions were also included but not all. Time period, place of work and position were mentioned at the beginning of each project. To noted that all the experimental synthesis, separation/purification, characterization and spectral interpretation were performed independently by me.
Synthesis and Characterization of Carboxymethyl Chitosan and its Effect on Tu...IOSR Journals
The Chitosan derivative named Carboxymethyl Chitosan was synthesized by direct Alkylation method. The Chitosan was obtained by Chemical method from White Prawn/Indian Prawn (FenneropenaeusIndicus) and was used for preparation of Carboxymethyl Chitosan. The Chitosan composition was found 51.17%Carbon, 41.61% Oxygen and 5.22% Nitrogen with 81.3% degree of deacetylation. The prepared Carboxymethyl Chitosan was characterized by SEM, FT-IR and TGA. The Carboxymethyl Chitosan examined as flocculant for turbidity removal of Indusriver water samples. The experimental condition was optimized and found that the maximum separation efficiency was achievedat pH-7 and 0.2 mg/L dose. The separation efficiency range placed between 81.2% and 87.1%. The total suspended solids and turbidity relation was also evaluated.
Synthesis of new chelating ion exchange resins derived from guaran and diviny...IOSR Journals
New chelating ion exchange resin containing hydroximate of 5 amino salicylic acid was synthesized by incorporating it in divinylbenzene styrene (DVBS) copolymer. Hydrophilic polysaccharidematrix ofguaran was also used to incorporate hydroximate of 5 amino salicylic acid in it. The resin characteristics were studied by determining its bulk density, specific bulk volume, moisture content, degree of substitution and ion exchange capacity. The resin was characterized by means of IR spectra, Nitrogen content and pH titration. The distribution coefficient values of different metal ions namely Fe(II), Cu(II) , Zn(II) , Cd(II) , Co(II) , Ni(II), Ca(II), U(VI), Cr(VI) & W(VI) was carried out on these resins as a function of pH . Metal analysis was done by Atomic Absorption Spectrophotometer. The hydroximate derivative of guaran is found to be more selective than that of diving benzene co-polymer.
Synthesis and characterization of resin copolymer derived from cardanol-furfu...ijceronline
International Journal of Computational Engineering Research (IJCER) is dedicated to protecting personal information and will make every reasonable effort to handle collected information appropriately. All information collected, as well as related requests, will be handled as carefully and efficiently as possible in accordance with IJCER standards for integrity and objectivity.
การวิเคราะห์ฤทธิ์ต้านอนุมูลอิสระที่ระยะต่างกันในกล้วยเล็บมือนาง
Analysis of Antioxidant Activity at Different Stage in Musa (AA group) ‘Kluai Leb Mu Nang’
อดิศร จำรูญ
Structural elucidation, Identification, quantization of process related impur...IOSR Journals
Major process related unknown impurity associated with the synthesis of Hydralazine hydrochloride bulk drug was detected by high performance liquid chromatography (HPLC) and was subjected to high resolution accurate liquid chromatography mass spectroscopy (HR/AM-LCMS) for identification. The proposed impurity was isolated from Hydralazine hydrochloride active pharmaceutical ingredient (API) by preparative chromatographic method and was injected on HPLC for comparison of retention time with that of the unknown process related impurity in Hydralazine hydrochloride. The molecular ion peak of preparatively isolated impurity and that of unknown process related impurity in Hydralazine hydrochloride were compared for confirmation. The postulated structure was unambiguously confirmed with the help of HR/AM- LC MS/MS, NMR and FTIR data proposed to be 1-(2-phthalazin-1-ylhydrazino)phthalazine (Hazh Dimer). This impurity of Hydralazine hydrochloride is not been previously reported. A rapid Acquity H-class gradient method with runtime of 15.0min was developed for Quantitation on Unisphere Cyno column and validated for parameters such as accuracy, precision, linearity and range, robustness. The LOD and LOQ of method were 0081% and 0.0246% respectively.
CEO Kris Austin and President Aaron Pogue tell the authors of NINC Conference 2015 the dangers of making your novels available as widely as possible. They also talk a bit about how their company, Draft2Digital, solved many of those dangers.
A Controlled Experiment to Evaluate the Effects of Mindfulness in Software En...ISA Group
Is good practicing mindfulness for software engineers?
To present a controlled experiment carried out for
evaluating the effects of mindfulness in:
• quality
• performance
of conceptual models developed by our students
perselisihan antara Ir soekarno dan soeharto .
menentukan arah politik republik indonesia .
mereka berdua saling mendapat dukungan dan mendapat cacian oleh masing masing lawan?kelompok
Synthesis, Characterization and Study of Antioxidant Activities of Some New P...IJRES Journal
A series of substituted pyrazoline derivatives 5(a-c) have been synthesized by the reaction of substituted chalcones 4(a-c) with isatinhydrazide. The starting materials, chalcones were prepared by clasien schimidt condensation of appropriate 1-hydroxy-2-acetonaphthone with substituted aldehydes in the presence of sodium hydroxide and in poly ethylene glycol (PEG-400). The structures of the synthesized compounds were confirmed by IR, 1HNMR & Mass spectral data. The synthesized compounds were screened for Antioxidant Activity by DPPH method.
Syntheses and Characterizations of Some New N-alkyl, Isoxazole and Dioxazole ...IJAEMSJORNAL
N-alkyl and cycloadducts derivatives of 5-Chloroisatin were synthesized in good to excellent yields. The method evidences a selective N-alkylation when using 1,2-bis (2-chloroethoxy) ethane as efficient spacer at room temperature on the 5-Chloroisatin moiety. A general method for the 1,3-dipolar cycloaddition of 4-Chlorobenzaldoxime to alkynes provides a useful alternative route to get newisoxazole et dioxazole derivatives.
Synthesis, Characterization and invitro Anti- inflammatory activity of 1, 3, ...SriramNagarajan19
Oxadiazole derivatives have played a vital part in the development of heterocyclic compounds. In this present work, a series of 5-(2-aminophenyl)-1,3,4-oxadiazole-2(3H)-thione derivatives (1-10) have been synthesized by Mannich reaction. The reaction progress of the synthesized compounds was checked by TLC. The structures of the newly synthesized compounds were confirmed by IR and 1H NMR spectral data. The in-vitro anti-inflammatory activity of 1, 3, 4-oxadiazole compounds (1-10) was assessed by HRBC Membrane Stabilization Method. Among the newly synthesized 1,3,4-oxadiazole derivatives, compounds OFP, OAP, OBNP, OPBNP, ORP, OUP, OPClBP, OFD, OAD and OBND possessed highly significant anti-inflammatory activity at a dose of 1000µg/ml when compared with standard, Diclofenac potassium.
A STUDY ON FORMATION OF SALYCILIC ACID FORMALDEHYDE POLYMER SAMPLEEDITOR IJCRCPS
Condensation of salicylic acid (0.02 mole) with formaldehyde (0.016 mole) in presence of aqueous 40% H2SO4.
Keywords: pipette,thermometer,spectro-photometer,conicalflakk,waterbath.
Synthesis And Antibacterial Activity Of 3-[(3-Phenyl-5-Thioxo-1, 5-Dihydro-4h...inventionjournals
A series of 3-[(3-phenyl-5-thioxo-1,5-dihydro-4H-1,2,4-triazol-4-yl)imino]-1,3-dihydro-2Hindole-2-one derivatives were synthesised through the nucleophilic substitution at carbonyl carbon of Isatin. Structure of synthesized compounds were elucidated by using IR, 1H NMR & 13C NMR spectrometry. Synthesised compounds showed significant antibacterial activity against E.coli (ATCC 35218), S.aureus (ATCC 25323), E.faecalis (Clinical isolate), K. Pneumonia, P. aeruginosa (ATCC 27893) using agar well diffusion method.
Extraction experiments for Zn(II) ions from aqueous phase by new laboratory prepared Azo
derivation as complex agent 2- [4-bromo-2,6-diethyl phenylazo] -4,5-diphenylimidazole(BDPI)shows the
optimum conditions for this extraction method was (pH= 8) (10 minutes) shaking time and 50μg
concentration of Zn(II)ions in aqueous phase. Organic solvents effect study shows there is not any linear
relation between distribution ratio (D) for extraction of Zn+2 ions and dielectric constant (ε)for organic
solvents used but there is in effect for organic solvent structure on the extraction of Zn+2 ions and
distribution ratio (D) values. Stoichiometric studies demonstrated the more probable structure ion pair
complex extracted for Zn+2 was 1:1.
SYNTHESIS OF SALICYLIC ACID –FORMALDEHYDE POLYMERSEDITOR IJCRCPS
Abstract Details of only typical methods are furnished. In other cases only the amount of the reactants used is given. Condensation
of salicylic acid (0.02 Mole) with formaldehyde (0.016 Mole) in presence of aqueous 40% H2SO4.
Keywords: Water bath, Thermometer, Spectrophotometer, Condensation.
Synthesis and Biological Evaluation of Novel3, 5-Disubstituted 4h-1, 2, 4-Tri...IOSR Journals
A general method was developed for the synthesis of novel unsymmetrical 3, 5-disubstituted 4H-1, 2,
4-triazoles with benzyl group in the 4-ring position (5a-j). A series of novel N-acyl amidrazone derivatives (4a-j)
have been synthesized. The chemical structures of newly synthesis zed compounds were characterized by IR,
H1NMR,C13NMR and mass. The newly synthesized compounds were screened for antimicrobial activity
Facial and Simple Synthesis of Some New (Pyrazole and Triazole) Coumarin Deri...IOSRJAC
2-oxo-2H-coumarin-3-carbohydrazide (2) which prepared from the reaction of ethyl-2-oxo-2Hcoumarin-3-carboxylate (1) with hydrazine hydrate in ethanol containing a catalytic amount of piperidine mixture consider a good and available starting intermediate for synthesis of series of functionalized coumarins. So, compound (2) was utilized as a key for the synthesis of some new (pyrazole, triazole)-2H- coumarin-2-one derivatives by the reaction with some selected reagents.
Synthesis and Pharmacological Evaluation of Novel Heterocyclic CompoundIJSRD
2-[(4-bromo anilino)]-4-chloro-6-morpholino-1,3,5-triazine[2a] and 4-chloro-N-(4-fluorophenyl)-6-morpholino-1,3,5-triazin-2-amine [2b]were synthesized and studied for their biological activity. These compounds were prepared by the condensation of 4-bromoaniline and 4-fluoroaniline with 4-(4,6-dichloro-1,3,5-triazin-2-yl) morpholine [1] which is prepared by the reaction between 2,4,6-trichloro-1,3,5-triazine and morpholine. All the compounds were characterized by elemental analysis and spectral studies.
Anthranilic acid on heating with a primary amide
resulted in benzamidomethyl/ phthalimidomethyl-quinazolin 4
(3H) ones (II) which on treatment with phosphorus oxychloride
(POCl3) and phosphorus pentachloride (PCl5) afforded 4-chloro-
2-benzamidomethyl/phthalimidomethyl-quinazolines (III).
Reaction of (III) with o-phenylenediamine in anhydrous pyridine
furnished 2-benzamidomethyl/ phthalimido-methylbenzimidazolo
[2, 1-c] quinazolines (IV). A part of synthetic
strategy was also adopted for the synthesis of 2-
benzamidomethyl/ phthalimidomethyl-tetrazolo [1, 5-c]
quinazolines (V) with the interaction of (III) with sodium azide
(NaN3) indimethyl sulphoxide (DMSO) solvent (Scheme)
Synthesis, Characterization, and Antibacterial Activity of Some Novel 5-Chlor...IJERA Editor
The development of potential antibacterial requires the synthesis of a new series of 5- Chloroisatin derivatives incorporating various aromatic aldehydes in the case 1,3-Dipolar Cycloaddition including Nitrile oxide, as well as the cycloaddition Alcyne-Azide Catalytic with Copper. The charcterization of the structure of the synthesized compounds was confirmed by means of their IR, 1H-NMR and 13C-NMR spectral data. In addition, the antibacterial properties in vitro were tested against certain microorganisms using the disk diffusion technique. A majority of compounds show better activity against several of the microorganisms.
A optimized process for the synthesis of a key starting material for etodolac...IOSR Journals
Abstract An optimized process developed for the synthesis of 7-ethyltryptophol, a key starting material for etodolac, a non steroidal anti- inflammatory drug. Starting from commercially available 2-ethylphenylhydrazine. HCl and dihydro furan with con. H2SO4 as a catalyst in N, N- dimethyl acetamide ( DMAc). H2O (1:1) as a solvent in 75% yield . the method is easy, inexpensive , without purification getting pure solid. The process is very clean, high yielding & high quality and operationally simple.
Keywords: Etodolac, 7-ethyl tryptophol, 2-ethyl phenyl hydrazine hydrochloride, N,N-dimethyl acetamide.
A optimized process for the synthesis of a key starting material for etodolac...
JCPR-2012-4-2-1048-1051
1. Available online www.jocpr.com
Journal of Chemical and Pharmaceutical Research, 2012, 4(2):1048-1051
Research Article
ISSN : 0975-7384
CODEN(USA) : JCPRC5
1048
Synthesis and spectral studies of noval benzyl derivative of
ciprofloxacin and their Cu (II) and Co (II) complexes
Y.M. Thakre1
and M. D. Choudhary2
1
Department of Applied Chemistry of Engineering, DMIETR, Sawangi, Wardha
2
Department of Applied Chemistry of Engineering, BDCOE, Sevagram, Wardha
______________________________________________________________________________
ABSTRACT
Reaction of 1-cyclopropyl-6-flouro-1, 4-dihydro-4oxo-7- (1-piperazinyl)-3quinolone carboxylic acid (ciprofloxacin)
with The benzyl chloride in presence of base triethylamine,with introduction of amide group in ciprofloxacin to form
new benzyl derivative of 1-cyclopropyl-6-fluoro-4-oxo-7-[4-(phenyl carbonyl) piperazin-1-yl]-1,4-dihydroquinoline-
3-carboxylic acid(Cip-d) and their Cu(II) and Co(II)complexes were established on the basis of spectral studies
1HNMR,IR,Mass spectroscopy .
Key Words: Ciprofloxacin Derivative (Cip.D), Synthesis, Antimicrobial activity.
______________________________________________________________________________
INTRODUCTION
The emergence of bacterial resistance to different classes of antibacterial agents, such as B-lactans, quinolones
fluroquinolone and macrolides, is an alarming problem that seriously affects human health [1]
, To combat this
situations, humorous efforts have been made in the development of new approaches to treat bacterial infections,
particularly for therapeutics with novel mechanisms of action and little or no cross resistance [2, 4]
. As a result, new
antibacterial agents against hospital- acquired. Gram-positive bacterial pathogens[5]
, especially against methicillin-
resistance staphylococaus aureas (MRSA) and vancomycin- resistance enterococci (VRE), have become the centre
of attention in this highlighted research field [6].
Ciprofloxacin hydrochloride, second-generation quinolone
antibiotic, is active against both Gram- positive and Gram-negative bacteria. It functions by inhibiting DNA gyrase,
a type II topoisomerase and topoisomerase IV, enzymes necessary to separate bacterial DNA, thereby inhibiting cell
division [].
Ciprofloxacin has been approved for the treatment of infections, especially urinary tract infections,
prostatitis, shigellosis [7, 8, 9]
. It has also been found to show anti-tumour activity against P388 leukemia
(Yamashita et al., 1992).ciprofloxacin is quinolone drug having a bicyclic ring structure having carbonyl group at
position 3,a keto at position 4 ,a fluorine atom at position 6 and nitrogen hetrocycle moiety at 7 position..The nature
of substitute at C-7 position has a great on potency, spectrum ,solubility and pharmacokinetics, Ciprofloxacin have
nitrogen heterocyclic linked to the C-7 position of quinolines ring through the heterocyclic nitrogen[10,11].
extensively
investigate substituent at N-H in piparizin respect significant modification. Structure of Cip-D is as follow. Early we
isolate the Cip-D by the reaction of 1-cyclopropyl-6-flouro-1, 4-dihydro-4oxo-7- (1-piperazinyl)-3quinolone
carboxylic acid (ciprofloxacin)with the 4-methoxy 1-chlorobenzen in presence of base triethylamine,with
introduction of amide group in ciprofloxacin to form derivative 1-cyclopropyl-6-fluoro-4-oxo-7-[4-(phenyl
carbonyl) piperazin-1-yl]-1,4-dihydroquinoline-3-carboxylic acid(Cip-D)[12]
2. Y.M. Thakre et al
______________________________________________________________________________
Figure
(a)Regeneration of free ciprofloxacin:
A solution of ciprofloxacin hydrochloride (l0 g) in water (50 ml) was treated with excess of 5% aqueous sodium
bicarbonate solution resulting in the formation of
and left to cry as a neutral ciprofloxacin (8.3 & 83%).
(b)Procedure for ciprofloxacin derivative
Ciprofloxacin was dissolve in one molar equivalent of appropriate 4
was refluxed. The product was analyses by TLC .Cool the resultant mixture, remove excess solvent in vacuum and
residue was suspended in brine and extracted with dichloromethane (3x50) the organic phase was dried over CaCl
and evaporated in presence of chloroform to afford the solid product in pure form.
(c)Complexes of Copper acetate [Cu
Take gm copper acetate (1mM) (anhydrous
(2Mm) cip-d in 5ml ethanol and 5ml distilled water. Add sol
stirring in solution of Cip-D. Solid
Wash with 50% alcohol
(d)Complex Cobalt-[C0 (Cip.D) 2]
Take gm Cobalt nitrate (1mM) (unhydrous).Dissolved in 5ml ethanol an
(2Mm) Cip-d in5ml ethanol and 5ml distilled water. Add
stirring in solution of cip-d.PH of
coloured complex was formed. It was filtered dried in air, Recrystallised from chloroform. Wash with 50% alcohol
The structure of the synthesized compound were
analysis as shown in table(1,2).Cip
piperazinyl)-3quinolone carboxylic acid (ciprofloxacin)with The benzyl chlorid
triethylamine,with introduction of amide group in ciprofloxacin to form derivative 1
[4-(phenyl carbonyl) piperazin-1-
Cu(II)and Co(II).the carbonyl C=O
at1724.35,which is present in Cip-
7.613, 7.941, 7.964, 7.985(m, 5H) shows the substitution
studyCu(II)andCo(II)metal ion with ciprofloxacin derivative(Cip
observed at 8.673(S, 1H) while in complex of Cu(II)
bonding with metal ion.
J. Chem. Pharm. Res., 2012, 4(
______________________________________________________________________________
1049
Figure 1; Synthesis of ciprofloxacin Derivative(Cip-D)
EXPERIMENTAL SECTION
(a)Regeneration of free ciprofloxacin:-
A solution of ciprofloxacin hydrochloride (l0 g) in water (50 ml) was treated with excess of 5% aqueous sodium
bicarbonate solution resulting in the formation of white precipitates which were filtered through suction filtration
and left to cry as a neutral ciprofloxacin (8.3 & 83%).
(b)Procedure for ciprofloxacin derivative
Ciprofloxacin was dissolve in one molar equivalent of appropriate 4-methoxy 1-chlorobenzen
was refluxed. The product was analyses by TLC .Cool the resultant mixture, remove excess solvent in vacuum and
residue was suspended in brine and extracted with dichloromethane (3x50) the organic phase was dried over CaCl
d in presence of chloroform to afford the solid product in pure form.
[Cu 2(Cip.D) 2]-
anhydrous).Dissolved in 5ml ethanol and 5ml distilled water. Now take
and 5ml distilled water. Add soln
of copper acetate (1mM) drop by drop with constant
Solid complex digested on water bath at 60C.on cooling pass through filter paper.
]
obalt nitrate (1mM) (unhydrous).Dissolved in 5ml ethanol and 5ml distilled water. Now take 0.872 gm
d in5ml ethanol and 5ml distilled water. Add Soln
of copper acetate (1mM) drop by drop with constant
d.PH of soln
was maintained 6.0-6.5 by HCl and NH4OH.Reflux for an hour, yellow
coloured complex was formed. It was filtered dried in air, Recrystallised from chloroform. Wash with 50% alcohol
RESULTS AND DISCUSSION
The structure of the synthesized compound were established on the basis of IR and NMR spectra data and element
analysis as shown in table(1,2).Cip-D isolated by the reaction of 1-cyclopropyl-6-flouro
3quinolone carboxylic acid (ciprofloxacin)with The benzyl chlorid
triethylamine,with introduction of amide group in ciprofloxacin to form derivative 1-cyclopropyl
-yl]-1,4-dihydroquinoline-3-carboxylic acid(Cip-D) and their complexes of
C=O stretch was absent in Cip-D complexes of cu and co at the region of
-D shows the bonding through c=o stretch. Similarly
7.613, 7.941, 7.964, 7.985(m, 5H) shows the substitution of benzoyl group in cip-D[H-9, 10, 11, 12 and13
studyCu(II)andCo(II)metal ion with ciprofloxacin derivative(Cip-D) shows slight shift of H
observed at 8.673(S, 1H) while in complex of Cu(II) and CO(II) it shift higher position at
J. Chem. Pharm. Res., 2012, 4(2):1048-1051
______________________________________________________________________________
A solution of ciprofloxacin hydrochloride (l0 g) in water (50 ml) was treated with excess of 5% aqueous sodium
white precipitates which were filtered through suction filtration
chlorobenzen and result mixture
was refluxed. The product was analyses by TLC .Cool the resultant mixture, remove excess solvent in vacuum and
residue was suspended in brine and extracted with dichloromethane (3x50) the organic phase was dried over CaCl2
).Dissolved in 5ml ethanol and 5ml distilled water. Now take 0.872 gm
of copper acetate (1mM) drop by drop with constant
complex digested on water bath at 60C.on cooling pass through filter paper.
d 5ml distilled water. Now take 0.872 gm
of copper acetate (1mM) drop by drop with constant
6.5 by HCl and NH4OH.Reflux for an hour, yellow
coloured complex was formed. It was filtered dried in air, Recrystallised from chloroform. Wash with 50% alcohol
established on the basis of IR and NMR spectra data and element
flouro-1, 4-dihydro-4oxo-7- (1-
e in presence of base
cyclopropyl-6-fluoro-4-oxo-7-
) and their complexes of
complexes of cu and co at the region of
stretch. Similarly five extra peak at7.589,
9, 10, 11, 12 and13].1HNMR
D) shows slight shift of H-5.In Cip-D the peak
it shift higher position at10.220(S, 1H) because of
3. Y.M. Thakre et al
______________________________________________________________________________
Sr.No M.P
Ciprofloxacin 255-257
Cip-d 274
[Cu 2(Cip.D)2] 269-271
[C0 (Cip.D)2] 266-267
Sr.
No
Name of
compound
1. Ciprofloxacin
Spectra of ciprofloxacin at1724.35
Keton at1624.99
2. Cip-d
3527-3207 cm
aromatic; 3051
for C-H stretch of CH
cm-1
.C=O Keton
3. Cu
3083.53 cm-1
is of C
is the C-H stretch of CH2.28O4.45
H stretch of CH
4. CO
3082.13 cm-1
is of C
is the C-H stretch of CH2; 28O4.45
C-H stretch of CH
Mass Spectrum:
The molecular ion peak is observed at m/z 436 corresponding to the
other peak at m/z 418,391.43, 312,231.09,210
J. Chem. Pharm. Res., 2012, 4(
______________________________________________________________________________
1050
(a) (b)
Fig-2 (a)Cip-D,(b)Cip-D comlexes.
Element analysis
Mol.wt Molecular formula
Element analysis
C H
257 331.34 C17H18FN3O3 61.623360 5.475509
435.44 C24H22FN3O4 66.198358 5.092303
271 933.448 C48H43F2N6O8Cu 65.782686 4.830312
267 928.835 C48H43F2N6O8Co 66.130749 4.855870
TABLE -2
IR 1H
Spectra of ciprofloxacin at1724.35 c; C=O stretch of
Keton at1624.99 cm; -1
3099.35 cm-1
assigned C-Hstr.CH2
1.296 (m-2H)-H 8, 8’,1.339(t
2.892(t-4H)-H 1-1,3.210(t, 4H)
1H) H-6,8.673(S, 1H)
4,7.501(d, 1H)-H-3,
-1
O-H stretch; 3180.4 cm-1
C-H stretch of
aromatic; 3051 cm-1
C-H stretch of CH2; 2854.45 cm-1
H stretch of CH3; C=O Carboxylic acid is 1720.39
Keton in 1616.24 cm-1
1.274 (m-2H)-H 8, 8’; 1.333(t
3.010(t-4H)-H 1-1, 3.125(t, 4H)
1H) H-6 ;8.673(S, 1H)
7.479 (d, 1H)-H-3; 7.589, 7.613, 7.941, 7.964,
7.985(m, 5H) [H-9, 10, 11, 12 and13 (Benzoyl
group).
is of C-H stretch of aromatic; 2916.38 cm-1
H stretch of CH2.28O4.45 cm-1
is the band for C-
H stretch of CH3; of Keton in 1629.77
2.500(t-4H)-H 1-1,1.240 (m
(m, 1H) H- 6, 7.857,
(m,5H(Benzoyl group
is of C-H stretch of aromatic; 2915.12 cm-1
H stretch of CH2; 28O4.45 cm-1
is the band for
H stretch of CH3; Keton in 1629.17
1.274 (m-2H)-H 8, 8’; 1.333(t
3.010(t-4H)-H 1-1, 3.125(t, 4H)
1H) H-6 ;8.673(S, 1H)
7.479 (d, 1H)-H-3; 7.589, 7.613, 7.941, 7.964,
7.985(m, 5H) [H-9, 10, 11, 12 and13 (Benzoyl
group).
The molecular ion peak is observed at m/z 436 corresponding to the calculated molecular weight of the
, 312,231.09,210 also observed.
Mass Fragmentation of Cip.D.
J. Chem. Pharm. Res., 2012, 4(2):1048-1051
______________________________________________________________________________
Element analysis
N
5.475509 12.681645
5.092303 9.649729
4.830312 3.196379
4.855870 3.213291
1H-NMR
H 8, 8’,1.339(t-2H)-H, 7-7’,
1,3.210(t, 4H)-H2-2,3.386(m,
6,8.673(S, 1H)-H-5,7.852(d, 1H)-H-
H 8, 8’; 1.333(t-2H)-H, 7-7’;
1, 3.125(t, 4H)-H2-2; 3.286(m,
6 ;8.673(S, 1H)-H-5; 7.920(d, 1H)-H-4;
3; 7.589, 7.613, 7.941, 7.964,
9, 10, 11, 12 and13 (Benzoyl
1.240 (m-2H)-H 8, 8’,3.344
7.857, 7.436, 7.357, 7.354, 7.350,
(Benzoyl group),
H 8, 8’; 1.333(t-2H)-H, 7-7’;
1, 3.125(t, 4H)-H2-2; 3.286(m,
;8.673(S, 1H)-H-5; 7.920(d, 1H)-H-4;
3; 7.589, 7.613, 7.941, 7.964,
9, 10, 11, 12 and13 (Benzoyl
molecular weight of the Cip.D. The
4. Y.M. Thakre et al
______________________________________________________________________________
Fig.4-1H-NMRCIP
Acknowledgments
Author is thankful to Datta Meghe Institute of Engineering and Technology, Sawangi
Bombay for their help in spectra analysis
[1] H. Goossens, M. Ferech, R. Vander Stichele, M
[2] T.A .Davies, R .Goldschmidt, S.
[3] B .Ann, D.Pharm, W.Christopher ,T. Cheryle Gurk,
[4] R.J.Fass, J.Barnishan , L.W. Ayers
[5] D.C. Hooper ,Lancet Infect Dis.
[6] F. D. Lowy, J Clin Invest. 2003; 111(9):1265
[7] Cooke F.J. Wain J.2004. Travel
[8] Fisher,J.F;Meroueh, S.O; Mobashery, S.
[9] Sandhya, R.G; McColm, J.M; Tapin, P; Barrowcliffe, S; Hevizi, S.
4842.
[10]Domagala,J.M;Heifetz,C.L;Hutt,M.P;
31,991.
[11]Chu, D.T.W,Femandes,P.B,Claiborne,A.K;Pihuleac,E;Nordeen,C.W;Maleczka,R.E;Pernet,
1985, 28, 1558.
[12]Thakre Y.M,Choudhary M.D, J.
J. Chem. Pharm. Res., 2012, 4(
______________________________________________________________________________
1051
NMRCIP-D Fig.3-1H-NMR of Ciprofloxacin
Author is thankful to Datta Meghe Institute of Engineering and Technology, Sawangi
Bombay for their help in spectra analysis.
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