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;Oxacillin Impurity 22
- CBNumber:
- CB7163623
- Molecular Formula:
- C19H18ClN3O5S
- Molecular Weight:
- 435.88
- MDL Number:
- MFCD00242583
- MOL File:
- 61-72-3.mol
- MSDS File:
- SDS
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) | 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)
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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Guangzhou Tosun Pharmaceutical Limited | +8618922120635 | sales@toref-standards.com | China | 1000 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12495 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5895 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21663 | 55 |
Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9284 | 55 |
Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | alice@crovellbio.com | China | 8820 | 58 |
Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 13392 | 58 |
Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30250 | 58 |
Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 7726 | 58 |
Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | China | 52861 | 58 |
View Lastest Price from Cloxacillin manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-09-29 | CLOXACILLIN
61-72-3
|
US $10.70 / KG | 10KG | 99% | 10000kg | Hebei Chuanghai Biotechnology Co,.LTD | ||
2024-04-11 | Oxacillin sodium EP Impurity E
61-72-3
|
US $0.00 / mg | 1mg | above 96% | 50mg | Guangzhou Tosun Pharmaceutical Limited | ||
2023-08-30 | CLOXACILLIN
61-72-3
|
US $0.00 / KG | 1KG | 99% | 20tons | Hebei Mojin Biotechnology Co., Ltd |
- CLOXACILLIN
61-72-3
- US $10.70 / KG
- 99%
- Hebei Chuanghai Biotechnology Co,.LTD
- Oxacillin sodium EP Impurity E
61-72-3
- US $0.00 / mg
- above 96%
- Guangzhou Tosun Pharmaceutical Limited
- CLOXACILLIN
61-72-3
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd