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Cloxacillin

CAS No.
61-72-3
Chemical Name:
Cloxacillin
Synonyms
Syntarpen;MCIPC;brl1621;CLOXACILLIN;methocillins;Cloxacillin 13C4;Cloxacillin Impurity;Orbenin Extra Dry Cow;CLOXACILLIN USP/EP/BP;Cloxacillin (base and/or unspecified salts)
CBNumber:
CB7163623
Molecular Formula:
C19H18ClN3O5S
Molecular Weight:
435.88
MDL Number:
MFCD00242583
MOL File:
61-72-3.mol
MSDS File:
SDS
Last updated:2024-01-19 18:04:22

Cloxacillin Properties

Boiling point 689.7±55.0 °C(Predicted)
Density 1.2954 (rough estimate)
refractive index 1.6100 (estimate)
pka pKa 2.70±0.07(H2O t=35.0 c=0.0025) (Uncertain)
InChIKey LQOLIRLGBULYKD-JKIFEVAISA-N
SMILES N12[C@@]([H])([C@H](NC(C3=C(C)ON=C3C3=CC=CC=C3Cl)=O)C1=O)SC(C)(C)[C@@H]2C(O)=O
FDA 21 CFR 556.165
FDA UNII O6X5QGC2VB
ATC code J01CF02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P285-P304+P341-P342+P311-P501-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501

Cloxacillin price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AHH API-1040 Cloxacillin 98% 61-72-3 25g $340 2021-12-16 Buy
Product number Packaging Price Buy
API-1040 25g $340 Buy

Cloxacillin Chemical Properties,Uses,Production

Description

Cloxacillin induced contact dermatitis in a pharmaceutical factory worker with positive reactions to ampicillin but not to penicillin. The chemical formula of this is 3-o-chlorophenyl-5-methyl-4-isoxazolyl penicillin (Knudsen et al., 1962); this differs from oxacillin only by an additional chlorine atom.

Originator

Orbenin,Beecham,UK,1962

Uses

Cloxacillin is a semisynthetic beta-lactamase resistant penicillin antibiotic with antibacterial activity. It is used to treat a wide variety of bacterial infections.

Definition

ChEBI: Cloxacillin is a semisynthetic penicillin antibiotic carrying a 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxamido group at position 6. It has a role as an antibacterial agent and an antibacterial drug. It is a semisynthetic derivative, a penicillin allergen and a penicillin. It is functionally related to an oxacillin. It is a conjugate acid of a cloxacillin(1-).

Manufacturing Process

The reaction between 6-aminopenicillanic acid (6.5 g) and 3-o-chlorophenyl-5- methylisoxazole4-carbonyl chloride (7.66 g) gave the sodium salt of 3-o-chlorophenyl-5-methyl-4-isoxazolylpenicillin(Cloxacillin) (9.98 g) as a pale yellow solid. Colorimetric assay with hydroxylamine against a benzylpenicillin standard indicated a purity of 68%.The 3-o-chlorophenyl-5-methylisoxazole-4-carboxylic acid, from which the acid chloride was prepared, was obtained by hydrolysis of the ester product of the reaction between o-chlorobenzohydroxamic chloride and ethyl acetoacetate in methanolic sodium methoxide. Reaction with thionyl chloride gave the starting material.

brand name

Allypropymal;Alurate sodium;Aprozal;Isonal;Nervisal;Numal;Somnipron.

Therapeutic Function

Antibacterial

World Health Organization (WHO)

Ampicillin and cloxacillin are listed separately in the WHO Model List of Essential Drugs.

Contact allergens

Cloxacillin is a semisynthetic penicillin close to oxacillin. It induced contact dermatitis in a pharmaceutical factory worker with positive reactions to ampicillin, but not to penicillin. In cutaneous drug reactions such as acute generalized exanthematous pustulosis due to amoxicillin, cross-reactivity is frequent to cloxacillin (personal observations).

Side effects

Common side effects include Upset stomach, nausea, vomiting, diarrhea, gas, and mouth sores may occur.

Purification Methods

Purify mandelic acid by Soxhlet extraction with *C6H6 (about 6mL/g) and allow the extract to crystallise. It can also be recrystallised from CHCl3. The S-benzylisothiuronium salt has m 169o (166o) (from H2O). Dry it at room temperature under vacuum. [Beilstein 10 IV 565.]

Cloxacillin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 78)Suppliers
Supplier Tel Email Country ProdList Advantage
Guangzhou Tosun Pharmaceutical Limited
+8618922120635 sales@toref-standards.com China 1000 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12452 58
Henan Tengmao Chemical Technology Co. LTD
+8615238638457 salesvip2@hntmhg.com China 415 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9354 55
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3979 58
Zhengzhou Alfa Chemical Co.,Ltd
+8618530059196 sale04@alfachem.cn China 12333 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30256 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9802 58

View Lastest Price from Cloxacillin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cloxacillin pictures 2024-01-20 Cloxacillin
61-72-3
US $110.00-90.00 / kilogram 1kilogram 99% 10 tons/per week Henan Tengmao Chemical Technology Co. LTD
CLOXACILLIN pictures 2023-08-30 CLOXACILLIN
61-72-3
US $0.00 / KG 1KG 99% 20tons Hebei Mojin Biotechnology Co., Ltd
Oxacillin sodium EP  Impurity E pictures 2023-07-11 Oxacillin sodium EP Impurity E
61-72-3
US $0.00 / mg 1mg above 96% 50mg Guangzhou Tosun Pharmaceutical Limited
  • Cloxacillin pictures
  • Cloxacillin
    61-72-3
  • US $110.00-90.00 / kilogram
  • 99%
  • Henan Tengmao Chemical Technology Co. LTD
  • CLOXACILLIN pictures
  • CLOXACILLIN
    61-72-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(3-(o-chlorophenyl)-s-me 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-, [2S-(2α,5α,6β)]- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo- (8CI) 6-(3-o-Chlorophenyl-5-methylisoxazol-4-ylamido) penicillanic acid 6-(5-Methyl-3-o-chlorophenylisoxazole-4-carboxamido) penicillanic acid 6-[3-(o-Chlorophenyl)-5-methyl-4-isoxazolecarboxamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 6-[3-(o-Chlorophenyl)-5-methyl-4-isoxazolylcarboxamido]penicillanic acid Orbenin Extra Dry Cow Cloxacillin (base and/or unspecified salts) (2S,5R,6R)-6-[[[5-Methyl-3-(2-chlorophenyl)-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-1-aza-4-thiabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5β)-6α-[[[3-(2-Chlorophenyl)-5-methylisoxazole-4-yl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2β-carboxylic acid MCIPC (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonylamino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-isoxazole-4-carbonyl]amino]-7-keto-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid [3-(o-chlorophenyl)-5-methyl-4-isoxazolyl]penicillin 3-dimethyl-7-oxo-thyl-4-isoxazolecarboxamido)- 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,6-(3-(o-chlorophenyl)-5-me CLOXACILLIN 6-(((3-(2-chlorophenyl)-5-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylicaci 6-[[[3-(2-chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-o 6-[3-(o-chlorophenyl)-5-methyl-4-isoxazolecarboxamido]penicillanicacid brl1621 methocillins methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-,(2s-(2alpha,5alpha,6b xo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid CLOXACILLIN USP/EP/BP Cloxacillin 13C4 CloxacillinQ: What is Cloxacillin Q: What is the CAS Number of Cloxacillin Syntarpen (2S,5R,6R)-6-[[[3-(2-chlorophenyl)-5-methylisoxazol-4-yl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid(cloxacillin), Cloxacillin Impurity Oxacillin Impurity 5 (Oxacillin EP Impurity E) 61-72-3 60-72-3 C19H18ClN3O5S C19H16N3ClO5S C19H18CL1N3O5S1