OXACILLIN
- CAS No.
- 66-79-5
- Chemical Name:
- OXACILLIN
- Synonyms
- Oxazina;Bactocil;OXACILLIN;Penstapho;OXACILLIN USP/EP/BP;Annamycin Impurity 100;UWYHMGVUTGAWSP-JKIFEVAISA-N;OxacillinQ: What is Oxacillin Q: What is the CAS Number of Oxacillin;[2S-(2,5,6)]-3,3-dimethyl-6-(methyl-3-phenylisoxaz-4-ole-carboxamide-7-oxy-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2S,5R,6R)-3,3-Dimethyl-6-[(5-methyl-3-phenylisoxazol-4-yl)carbonylamino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- CBNumber:
- CB0208433
- Molecular Formula:
- C19H19N3O5S
- Molecular Weight:
- 401.44
- MOL File:
- 66-79-5.mol
- Modify Date:
- 2023/6/27 19:29:00
| Melting point | 188 °C |
|---|---|
| Boiling point | 686.8±55.0 °C(Predicted) |
| Density | 1.49±0.1 g/cm3(Predicted) |
| pka | pKa 2.72 (Uncertain) |
| CAS DataBase Reference | 66-79-5 |
| EPA Substance Registry System | 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-6-[[(5-methyl-3-phenyl-4-isoxazolyl)carbonyl]amino]-7-oxo-, (2S,5R,6R)- (66-79-5) |
OXACILLIN Chemical Properties,Uses,Production
Description
Chemically this is 3-methyl-5-phenyl-4-isoxazolyl penicillin. It was synthesized in 1961 and has been extensively used in North America. It is available as an oral solution of 120 mg/5 ml. It usually comes in an injectable formulation of 1 and 2 g. A 10-g injectable formulation is also marketed.
Indications
In terms of the spectrum of antimicrobial action, oxacillin is analogous to benzylpenicillin. However, it combines the resistance to penicillinase with durability in an acidic medium, which allows it to be used not only intramuscularly, but also orally. It is used for infections caused by penicillinase-producing staphylococci that are resistant to benzyl- and phenoxymethylpenicillins (septicemia, pneumonia, abscesses, empyemia, osteomyelitis, infected burns, infected wounds, and others). Synonyms of this drug are cryptocillin, liucipen, optocillin, totocillin, and others.
Definition
ChEBI: A penicillin antibiotic carrying a 5-methyl-3-phenylisoxazole-4-carboxamide group at position 6.
Antimicrobial activity
There is complete cross-resistance and tolerance with other group 3 penicillins. Oxacillin is frequently used to replace methicillin for standardized susceptibility testing to detect resistant staphylococci.
Acquired resistance
In addition to methicillin-resistant strains producing the low affinity PBP 2a, rare methicillin-susceptible isolates of Staph. aureus display reduced susceptibility to oxacillin, due to incompletely defined chromosomal resistance mechanisms.
Contact allergens
Oxacillin is a semisynthetic penicillin of the group M. It is closely related to cloxacillin.
Clinical Use
Uses are those of group 3 penicillins
Side effects
There is cross-allergy with other penicillins and reactions are generally typical of the group. Abnormalities of liver function, especially elevation of transaminase levels, may occur, sometimes accompanied by fever, nausea, vomiting and eosinophilia. As with benzylpenicillin, neurotoxicity may develop on high dosage in patients with renal failure. Pseudomembranous colitis has been reported.
OXACILLIN Preparation Products And Raw materials
Raw materials
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| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Medec Dragon Private Limited | +91-9768474716 | Maharashtra, India | 59 | 58 | Inquiry |
| Ebenezer Industries | Gujarat, India | 96 | 58 | Inquiry | |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
| Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | China | 9030 | 58 | Inquiry |
| LEAPCHEM CO., LTD. | +86-852-30606658 | China | 43348 | 58 | Inquiry |
| Xi'an Lechun Chemical Co., Ltd | 029-15596886083 15596886083 | China | 3866 | 58 | Inquiry |
| Hubei Yangxin Medical Technology Co., Ltd. | 15374522761 | China | 8256 | 55 | Inquiry |
| Aleshan (Guangzhou) Biotechnology Co., Ltd | 18636736628 | China | 3342 | 58 | Inquiry |