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66-79-5

Basic Information
CAS No.: 66-79-5
Name: OXACILLIN
Article Data: 6
Molecular Structure:
Molecular Structure of 66-79-5 (OXACILLIN)
Formula: C19H19 N3 O5 S
Molecular Weight: 401.443
Synonyms: 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamido)-7-oxo- (8CI);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-(2a,5a,6b)]-; 5-Methyl-3-phenyl-4-isooxazolylpenicillin;5-Methyl-3-phenyl-4-isoxazolylpenicillin;6-(5-Methyl-3-phenyl-4-isoxazolyl)aminopenicillanic acid; MPI-penicillin;MPi-PC; Oxacillin; Oxazocillin; Oxazocilline; Penicillin,(5-methyl-3-phenyl-4-isoxazolyl)-; Prostaphlyn
EINECS: 200-635-5
Density: 1.49±0.1 g/cm3(Predicted)
Melting Point: 188oC
Boiling Point: 686.8±55.0 °C(Predicted)
Solubility: Soluble
Appearance: white to off white free flowing crystalline powder
Hazard Symbols: UN NO.
PSA: 138.04000
LogP: 2.22410
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Chemistry

Chemistry informtion about Oxacillin (CAS NO.66-79-5) is:
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
Synonyms: 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 ; Bactocil ; Oxazina ; Penstapho
MF: C19H19N3O5S
MW: 401.44
EINECS: 200-635-5 
Density: 1.49 g/cm3
Flash Point: 369.2 °C 
Boiling Point: 686.8 °C at 760 mmHg
Vapour Pressure: 8.32E-20 mmHg at 25°C 
Enthalpy of Vaporization: 105.76 kJ/mol
Following is the molecular structure of Oxacillin (CAS NO.66-79-5) is:

Uses

Oxacillin (CAS NO.66-79-5) is effective against penicillinase enzymes.Also, it is widely used clinically in the US, but in the UK is only used for laboratory identification of resistant organisms.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo intravenous 2550mg/kg/17D (2550mg/kg) blood: agranulocytosis Journal of Pediatrics. Vol. 90, Pg. 668, 1977.
guinea pig LD50 unreported 120mg/kg (120mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 42(9), Pg. 10, 1977.
infant TDLo intravenous 3800mg/kg/19D (3800mg/kg) blood: agranulocytosis Journal of Pediatrics. Vol. 89, Pg. 769, 1976.
man TDLo intravenous 3800mg/kg/19D (3800mg/kg) blood: agranulocytosis Journal of Pediatrics. Vol. 89, Pg. 769, 1976.
mouse LD50 intravenous 1490mg/kg (1490mg/kg)   Pharmaceutical Chemistry Journal Vol. 1, Pg. 245, 1967.
mouse LD50 oral 6500mg/kg (6500mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 95, 1982.
mouse LD50 unreported 28gm/kg (28000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 42(9), Pg. 10, 1977.
rat LD50 unreported 10gm/kg (10000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 42(9), Pg. 10, 1977.
women TDLo intravenous 40mg/kg/7H-I (40mg/kg) skin and appendages (skin): "dermatitis, other: after systemic exposure" Annals of Pharmacotherpy. Vol. 33, Pg. 1060, 1999.
women TDLo intravenous 5560mg/kg/20D (5560mg/kg) blood: agranulocytosis Southern Medical Journal. Vol. 70, Pg. 1245, 1977.
women TDLo oral 200mg/kg/10D- (200mg/kg) gastrointestinal: other changes Southern Medical Journal. Vol. 77, Pg. 532, 1984.

Safety Profile

Poison by an unspecified route. Moderately toxic by ingestion and intravenous routes. Human systemic effects: angranulocytosis. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also PENICILLIN; PENICILLIN compounded with CHOLINE CHLORIDE; PENICILLIN G BENETHAMINE; PENICILLIN G EPHEDRINE SALT; PENICILLIN G PROCAINE.

Specification

Oxacillin (CAS NO.66-79-5) is a narrow spectrum beta-lactam antibiotic of the penicillin class.