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Substance Name: Floxacillin sodium
RN: 1847-24-1
UNII: 05F65O42VK
InChIKey: OTEANHMVDHZOPB-SLINCCQESA-M

Note

  • Antibiotic analog of CLOXACILLIN.

Molecular Formulas

  • C19-H16-Cl-F-N3-O5-S.Na
  • C19-H17-Cl-F-N3-O5-S.Na

Molecular Weight

  • 475.8584
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Results Name

  • Floxacillin sodium

Name of Substance

  • Flucloxacillin sodium [JAN]

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-
  • 5-Methyl-3-(2-chloro-6-fluorophenyl)-4-isoxazolylpenicillin sodium
  • EINECS 217-428-0
  • Floxacillin Na salt
  • Floxacillin sodium
  • Floxapen sodium
  • Flucloxacillin sodium
  • Flucloxacillin sodium salt
  • MFI-PC
  • Monosodium flucloxacillin
  • NSC 277175
  • Sodium flucloxacillin
  • Stafopen sodium salt
  • Staphylex Sodium salt
  • UNII-05F65O42VK

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2-alpha,5-alpha,6-beta))-
  • Sodium (2S-(2alpha,5alpha,6beta))-6-(((3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)carbonyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

Registry Numbers

CAS Registry Number

  • 1847-24-1

FDA UNII

  • 05F65O42VK

System Generated Number

  • 0001847241

Molecular Formulas

Molecular Formulas

  • C19-H16-Cl-F-N3-O5-S.Na
  • C19-H17-Cl-F-N3-O5-S.Na

Molecular Formula Fragments

  • C19-H16-Cl-F-N3-O5-S
  • C19-H17-Cl-F-N3-O5-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C19H17ClFN3O5S.Na/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);/q;+1/p-1/t13-,14+,17-;/m1./s1

InChIKey

OTEANHMVDHZOPB-SLINCCQESA-M

Smiles

Cc1c(c(no1)c2c(cccc2Cl)F)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 670mg/kg (670mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Chemotherapy Vol. 17, Pg. 1523, 1969.
dog LD50 oral > 10gm/kg (10000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Chemotherapy Vol. 17, Pg. 1523, 1969.
mouse LD50 intraperitoneal 1350mg/kg (1350mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
mouse LD50 intravenous 1360mg/kg (1360mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
mouse LD50 oral 7600mg/kg (7600mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
mouse LD50 subcutaneous 1450mg/kg (1450mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Chemotherapy Vol. 17, Pg. 1523, 1969.
rabbit LD50 intravenous 710mg/kg (710mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 17, Pg. 1523, 1969.
rabbit LD50 oral > 8gm/kg (8000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"
Chemotherapy Vol. 17, Pg. 1523, 1969.
rat LD50 intraperitoneal 1100mg/kg (1100mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
rat LD50 intravenous 680mg/kg (680mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
rat LD50 oral 11gm/kg (11000mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
rat LD50 subcutaneous 2800mg/kg (2800mg/kg)   Drugs in Japan Vol. 6, Pg. 697, 1982.
women TDLo oral 120mg/kg/3D-I (120mg/kg) LIVER: "JAUNDICE, CHOLESTATIC" American Journal of Gastroenterology. Vol. 82, Pg. 483, 1987.
women TDLo oral 210mg/kg/7D-I (210mg/kg) LIVER: "JAUNDICE, CHOLESTATIC"

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"
Australian and New Zealand Journal of Medicine. Vol. 20, Pg. 251, 1990.