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Substance Name: Ethambutol hydrochloride [USAN:USP:JAN]
RN: 1070-11-7
UNII: QE4VW5FO07
InChIKey: AUAHHJJRFHRVPV-BZDVOYDHSA-N

Note

  • An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863)

Molecular Formula

  • C10-H24-N2-O2.2Cl-H

Molecular Weight

  • 277.2334
 

Classification Codes

  • Antibacterial (Tuberculostatic)
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data

Names and Synonyms

Name of Substance

  • Ethambutol hydrochloride [USAN:USP:JAN]

Synonyms

  • (+)-2,2'-(Ethylenediimino)-di-1-butanol dihydrochloride
  • 1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, dihydrochloride, (S-(R*,R*))-
  • CCRIS 6606
  • CL 40881
  • Dadibutol
  • EINECS 213-970-7
  • EMB
  • Ethambutol dihydrochloride
  • Ethambutol HCl
  • Ethambutol hydrochloride
  • Myambutol
  • UNII-QE4VW5FO07

Systematic Names

  • (S-(R*,R*))-2,2'-(Ethylenediimino)dibutan-1-ol dihydrochloride
  • 1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, dihydrochloride, (R-(R*,R*))- (9CI)
  • 1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, dihydrochloride, (S-(R*,R*))-
  • 1-Butanol, 2,2'-(ethylenediimino)di-, dihydrochloride, (+)-
  • Ethambutol hydrochloride

Registry Numbers

CAS Registry Number

  • 1070-11-7

FDA UNII

  • QE4VW5FO07

System Generated Number

  • 0001070117

Molecular Formulas

Molecular Formula

  • C10-H24-N2-O2.2Cl-H

Molecular Formula Fragments

  • C10-H24-N2-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C10H24N2O2.2ClH/c1-3-9(7-13)11-5-6-12-10(4-2)8-14;;/h9-14H,3-8H2,1-2H3;2*1H/t9-,10-;;/m0../s1

InChIKey

AUAHHJJRFHRVPV-BZDVOYDHSA-N

Smiles

Cl.Cl.CC[C@@H](CO)NCCN[C@@H](CC)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 45mg/kg/3D-I (45mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
British Journal of Diseases of the Chest. Vol. 80, Pg. 288, 1986.
man TDLo oral 46mg/kg/3D-I (46mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE Postgraduate Medical Journal. Vol. 61, Pg. 811, 1985.
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

PERIPHERAL NERVE AND SENSATION: LOCAL ANESTHETIC

BEHAVIORAL: TREMOR
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 724, 1967.
mouse LD50 intravenous 230mg/kg (230mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
mouse LD50 oral 8900mg/kg (8900mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
mouse LD50 subcutaneous 1800mg/kg (1800mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
rat LD50 intraperitoneal 1200mg/kg (1200mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
rat LD50 intravenous 300mg/kg (300mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
rat LD50 oral 6800mg/kg (6800mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 2, Pg. 70, 1968.
women TDLo unreported 720mg/kg/48D (720mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE Annals of Ophthalmology. Vol. 2, Pg. 578, 1970.