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Substance Name: Ambenonium chloride [USP:INN:BAN:JAN]
RN: 115-79-7
UNII: 51FOB87G3I
InChIKey: DXUUXWKFVDVHIK-UHFFFAOYSA-N

Note

  • A quaternary ammonium compound that is an inhibitor of cholinesterase activity with actions similar to those of NEOSTIGMINE, but of longer duration. Ambenonium is given by mouth in the treatment of myasthenia gravis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1112)

Molecular Formula

  • C28-H42-Cl2-N4-O2.2Cl

Molecular Weight

  • 608.4778
 

Classification Codes

  • Autonomic Agents
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Neurotransmitter Agents
  • Parasympathomimetics
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Ambenonium chloride
  • Ambenonium chloride [USP:INN:BAN:JAN]

MeSH Heading

  • Ambenonium chloride

Synonyms

  • (Oxalylbis(iminoethylen))bis(2-chlorbenzyl)diethylammonium chlorid)
  • (Oxalylbis(iminoethylene))bis((o-chlorobenzyl)diethylammonium) dichloride
  • AI3-22370
  • Ambenonii chloridum
  • Ambenonii chloridum [INN-Latin]
  • Ambenonium chloride
  • Ambenonium dichloride
  • Ambestigmin chloride
  • Benzenemethanaminium, N,N'-((1,2-dioxo-1,2-ethanediyl)bis(imino-2,1-ethanediyl))bis(2-chloro-N,N-diethyl-, dichloride
  • Chlorure d'ambenonium
  • Chlorure d'ambenonium [INN-French]
  • Cloruro de ambenonio
  • Cloruro de ambenonio [INN-Spanish]
  • EINECS 204-107-5
  • Misuran
  • Mysuran
  • Mytelase
  • N,N'-Bis(2-diethylaminoethyl)oxamid bis-2-chlorbenzyl chlorid
  • N,N'-Bis(2-diethylaminoethyl)oxamide bis(2-chlorobenzyl chloride)
  • Oksazil
  • Oxamizil
  • Oxazil
  • Oxazyl
  • Oxazylum
  • UNII-51FOB87G3I
  • Win 8077

Systematic Names

  • Ambenonium chloride
  • Ammonium, (oxalylbis(iminoethylene))bis((o-chlorobenzyl)diethyl-, dichloride
  • Benzenemethanaminium, N,N'-((1,2-dioxo-1,2-ethanediyl)bis(imino-2,1-ethanediyl))bis(2-chloro-N,N-diethyl-, dichloride

Registry Numbers

CAS Registry Number

  • 115-79-7

FDA UNII

  • 51FOB87G3I

System Generated Number

  • 0000115797

Molecular Formulas

Molecular Formula

  • C28-H42-Cl2-N4-O2.2Cl

Molecular Formula Fragments

  • C28-H42-Cl2-N4-O2
  • Cl
  • COMPONENT

Structure Descriptors

InChI

1S/C28H40Cl2N4O2.2ClH/c1-5-33(6-2,21-23-13-9-11-15-25(23)29)19-17-31-27(35)28(36)32-18-20-34(7-3,8-4)22-24-14-10-12-16-26(24)30;;/h9-16H,5-8,17-22H2,1-4H3;2*1H

InChIKey

DXUUXWKFVDVHIK-UHFFFAOYSA-N

Smiles

CC[N+](CC)(CCNC(=O)C(=O)NCC[N+](CC)(CC)Cc1ccccc1Cl)Cc2ccccc2Cl.[Cl-].[Cl-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 1600ug/kg (1.6mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

PERIPHERAL NERVE AND SENSATION: FASCICULATIONS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 115, Pg. 185, 1955.
mouse LD50 intraperitoneal 6300ug/kg (6.3mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 307, 1960.
mouse LD50 intravenous 1510ug/kg (1.51mg/kg)   Drugs in Japan Vol. 6, Pg. 132, 1982.
mouse LD50 oral 145mg/kg (145mg/kg)   Drugs in Japan Vol. 6, Pg. 132, 1982.
mouse LD50 subcutaneous 3700ug/kg (3.7mg/kg)   Drugs in Japan Vol. 6, Pg. 132, 1982.
rat LD50 intravenous 2720ug/kg (2.72mg/kg)   Drugs in Japan Vol. 6, Pg. 132, 1982.
rat LD50 oral 18500ug/kg (18.5mg/kg)   Drugs in Japan Vol. 6, Pg. 132, 1982.
rat LD50 subcutaneous 4500ug/kg (4.5mg/kg)   Drugs in Japan Vol. 6, Pg. 132, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 197.5 deg C   EXP
log P (octanol-water) -2.640 (none)   EST
Water Solubility 1.00E+06 mg/L   EXP
Atmospheric OH Rate Constant 9.79E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.