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Substance Name: Dicloxacillin sodium [USAN:USP:BAN:JAN]
RN: 13412-64-1
UNII: 4HZT2V9KX0
InChIKey: SIGZQNJITOWQEF-VICXVTCVSA-M

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data

Molecular Formulas

  • C19-H16-Cl2-N3-Na-O5-S.H2-O
  • C19-H16-Cl2-N3-O5-S.Na.H2-O

Molecular Weight

  • 510.3282
 
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Names and Synonyms

Name of Substance

  • Dicloxacillin sodium [USAN:USP:BAN:JAN]

Synonyms

  • 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl penicillin sodium monohydrate
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, (2S-(2alpha,5alpha,6beta))-
  • Bayer 5488
  • Biocloxin
  • BLP-1011
  • Brispen
  • BRL-1702
  • Ciclex
  • Clocil
  • Constaphyl
  • Dichlorstapenor sodium
  • Diclocil
  • Dicloxacillin sodium
  • Dicloxacillin sodium hydrate
  • Dicloxacillin sodium monohydrate
  • Dicloxacillin sodium salt hydrate
  • Diflor
  • Digloxilline
  • Dycill
  • Dynapen
  • MDI-PC
  • Monosodium (2S,5R,6R)-6-(3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate monohydrate
  • Novapen
  • Noxaben
  • P 1011
  • P-1011
  • Pathocil
  • Pen-Sint
  • R 13423
  • Sodium dicloxacillin hydrate
  • Sodium dicloxacillin monohydrate
  • Stampen
  • Staphcillin A banyu
  • UNII-4HZT2V9KX0

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate, (2S-(2alpha,5alpha,6beta))-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2,6-dichlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, monohydrate

Registry Numbers

CAS Registry Number

  • 13412-64-1

FDA UNII

  • 4HZT2V9KX0

Related Registry Number

  • 3116-76-5 (Parent)

System Generated Number

  • 0013412641

Molecular Formulas

Molecular Formulas

  • C19-H16-Cl2-N3-Na-O5-S.H2-O
  • C19-H16-Cl2-N3-O5-S.Na.H2-O

Molecular Formula Fragments

  • C19-H16-Cl2-N3-Na-O5-S
  • C19-H16-Cl2-N3-O5-S
  • COMPONENT
  • H2-O
  • Na

Structure Descriptors

InChI

1S/C19H17Cl2N3O5S.Na.H2O/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);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1

InChIKey

SIGZQNJITOWQEF-VICXVTCVSA-M

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 3gm/kg (3000mg/kg)   Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
man TDLo oral 71mg/kg/5D-I (71mg/kg) BEHAVIORAL: ANOREXIA (HUMAN

GASTROINTESTINAL: OTHER CHANGES

LIVER: "JAUNDICE, CHOLESTATIC"
Journal of Clinical Gastroenterology. Vol. 8, Pg. 77, 1986.
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg) GASTROINTESTINAL: OTHER CHANGES

LIVER: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
mouse LD50 intravenous 875mg/kg (875mg/kg) LIVER: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
mouse LD50 oral 4560mg/kg (4560mg/kg) LIVER: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: OTHER CHANGES
Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
mouse LD50 subcutaneous 1100mg/kg (1100mg/kg) GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LIVER: OTHER CHANGES
Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
rabbit LD50 intravenous 600mg/kg (600mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LIVER: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES
Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
rabbit LD50 oral > 5gm/kg (5000mg/kg)   Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
rat LD50 intraperitoneal 630mg/kg (630mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 322, 1965.
rat LD50 intravenous 520mg/kg (520mg/kg) LIVER: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Japanese Journal of Antibiotics. Vol. 21, Pg. 274, 1968.
rat LD50 oral 3579mg/kg (3579mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.