Cloxacillin

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Names

[ CAS No. ]:
61-72-3

[ Name ]:
Cloxacillin

[Synonym ]:
xo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
Cloxacillin (base and/or unspecified salts)
(2S,5R,6R)-6-[[[3-(2-Chlorophenyl)-5-methyl-4-isoxazolyl]carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
[5-Methyl-3-(o-chlorophenyl)-4-isoxazolyl]penicillin
MFCD00150735
[3-(o-chlorophenyl)-5-methyl-4-isoxazolyl]penicillin
methocillins
[2S-(2a,5a,6b)]-6-[[[3-(2-Chlorophenyl)-5-methyl-4-isoxazolyl]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-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
3-dimethyl-7-oxo-thyl-4-isoxazolecarboxamido)
Orbenin Extra Dry Cow
brl1621
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)-
cloxacillin
Syntarpen
EINECS 200-514-7
MCIPC
6-<5-Methyl-3-(2-chlor-phenyl)-isoxazolyl-(4)-formamino>-penicillansaeure

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
689.7±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C19H18ClN3O5S

[ Molecular Weight ]:
435.881

[ Flash Point ]:
370.9±31.5 °C

[ Exact Mass ]:
435.065582

[ PSA ]:
138.04000

[ LogP ]:
2.53

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.685

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XH8720000
CHEMICAL NAME :
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(o-chlorophenyl)-S-methyl-4- isoxazolecarboxamido)-3,3-dimethyl-7-oxo-
CAS REGISTRY NUMBER :
61-72-3
LAST UPDATED :
199709
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C19-H18-Cl-N3-O5-S
MOLECULAR WEIGHT :
435.91

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
429 mg/kg/10D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - interstitial nephritis Blood - eosinophilia
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
200 mg/kg/5D-I
TOXIC EFFECTS :
Liver - jaundice, other or unclassified Liver - liver function tests impaired
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - child
DOSE/DURATION :
5600 mg/kg/5W-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - interstitial nephritis Nutritional and Gross Metabolic - body temperature increase
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intracerebral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8100 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
7 gm/kg/4W-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - changes in lung weight Liver - changes in liver weight Endocrine - hypoglycemia

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
400 mg/L
REFERENCE :
BSIBAC Bolletino della Societe Italiana di Biologia Sperimentale. (Casa Editrice Idelson, Via A. de Gasperi, 55, 80133 Naples, Italy) V.2- 1927- Volume(issue)/page/year: 60,2143,1984

Synthetic Route

Precursor & DownStream

Precursor

  • o-chlorobenzaldoxime
  • methyl 3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carboxylate
  • 2-CHLOROBENZAMIDEOXIME
  • 3-(2-Chlorophenyl)-5-methylisoxazole-4-carboxylic acid
  • 6-Aminopenicillanic acid
  • 3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride

DownStream


Related Compounds

  • Cloxacillin Sodium
  • Cloxacillin Sodium
  • cloxacillin sodium
  • cloxacillin sulfone
  • Cloxacillin benzathine
  • Cloxacillin EP Impurity A
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 2,4-Dichloro-5-methylbenzodifluoride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 1-(Iodomethyl)-1-propoxycyclopentane