Oxacillin
Also known as Oxazocillin, Oxazocilline, Oxacilina
Key facts
What buyers check first
- CAS number
- 66-79-5
- Formula
- C19H19N3O5S
- Molar mass
- 401.44 g/mol
- EC number
- 200-635-5
- HS code
- 294110
- Category
- Antibiotics and anti-infectives
What is Oxacillin?
Plain description, key identifiers and synonyms
Oxacillin is a penicillin antibiotic carrying a 5-methyl-3-phenylisoxazole-4-carboxamide group at position 6beta. It has a role as an antibacterial agent and an antibacterial drug. It is a conjugate acid of an oxacillin(1-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- CAS number
- 66-79-5 CAS number cross-checkedOther or deprecated CAS: 1173-88-2
- EC numbers
- 200-635-5, 214-636-3
- Molecular formula
- C19H19N3O5S
- UNII
- UH95VD7V76
- InChIKey
- UWYHMGVUTGAWSP-JKIFEVAISA-N
- InChI
- InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
- Canonical SMILES
- Cc1onc(-c2ccccc2)c1C(=O)NC1C(=O)N2C1SC(C)(C)C2C(=O)O
- Isomeric SMILES
- CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
Synonyms
- Oxazocillin
- Oxazocilline
- Oxacilina
- Oxacilline
- Oxacillinum
- 5-Methyl-3-phenyl-4-isoxazolyl-penicillin
- (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Resistopen
- Oxabel
- Staphcillin V
- (5-methyl-3-phenyl-4-isoxazolyl)penicillin
- 6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanic acid
- (2S,5R,6R)-3,3-dimethyl-6-{[(5-methyl-3-phenylisoxazol-4-yl)carbonyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 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-(2alpha,5alpha,6beta))-
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamide)-7-oxo-
- Methylphenylisoxazolyl Penicillin
- Penicillin, Methylphenylisoxazolyl
- Oxacillin, Monosodium Salt, Anhydrous
- oxacillina
- Oxacillin, Sodium
- Sodium, Oxacillin
- (2S,5R,6R)-3,3-dimethyl-6-(((5-methyl-3-phenylisoxazol-4-yl)carbonyl)amino)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- (2S,5R,6R)-3,3-dimethyl-6-((5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
Show all 32 synonymsShow fewer synonyms
- MPI-penicillin
- Oxacillin (INN)
- Penicillin, (5-methyl-3-phenyl-4-isoxazolyl)-
- Ossacillina
- Prostaphlyn
- MPi-PC
- 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)-
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 401.44 g/molcalc.Computed value |
|---|---|
| Exact mass | 401.1045 Dacalc.Computed value |
| LogP (octanol/water) | 1.9calc.Computed value |
| Topological polar surface area | 112.7 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 6calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 28calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.37calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H315Causes skin irritation.
- H317May cause an allergic skin reaction.
- H319Causes serious eye irritation.
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
- H335May cause respiratory irritation.
Precautionary statements (23)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403Store in a well-ventilated place.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidOxacillin suppliers
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- India, BengaluruUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
- Spain, Llanera ManufacturerUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
- Egypt, Cairo ManufacturerUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
- India ManufacturerUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
- Germany, Hamburg ManufacturerUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
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- United States, San DiegoUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileOxacillinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
36 suppliers in 11 countries
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Oxacillin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- pharmaceutical
Pharmacology
Oxacillin is a Penicillin-class Antibacterial.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Oxacillin is traded under.
Penicillins and their derivatives with a penicillanic acid structure, salts thereof
* Partner reported figures, a lower bound.
The HS code shown for Oxacillin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Oxacillin, based on the data on this page
What is Oxacillin?
What is the CAS number of Oxacillin?
What is the molecular formula and weight of Oxacillin?
What is Oxacillin used for?
Is Oxacillin hazardous?
What is the HS code of Oxacillin?
Where can I buy Oxacillin?
Where can I buy Oxacillin in India?
What is the price of Oxacillin?
Guides for buyers
Practical guides that help when you source, ship or handle Oxacillin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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