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Substance Name: Obidoxime chloride [USAN:INN]
RN: 114-90-9
UNII: 3HXR312Z9M
InChIKey: ZIFJVJZWVSPZLE-UHFFFAOYSA-N

Note

  • Cholinesterase reactivator occurring in two interchangeable isomeric forms, syn and anti.

Molecular Formulas

  • C14-H16-Cl2-N4-O3
  • C14-H16-N4-O3.2Cl

Molecular Weight

  • 359.2114
 

Classification Codes

  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase Reactivator
  • Cholinesterase Reactivators
  • Drug / Therapeutic Agent
  • Enzyme Reactivators
  • Neurotransmitter Agents
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Names and Synonyms

Name of Substance

  • Obidoxime chloride
  • Obidoxime chloride [USAN:INN]

MeSH Heading

  • Obidoxime chloride

Synonyms

  • 1,1'-(Oxybis(methylene))bis(4-(hydroxyimino)methyl)pyridinium dichloride
  • 1,1'-(Oxydimethylene)bis(4-formylpyridinium) dichloride dioxime
  • 1,1'-(Oxydimethylene)bis(4-formylpyridinium) dioxime dichloride
  • 1,1'-(Oxydimethylene)bis(4-formylpyridinium)dichloride dioxime
  • 1,3-Bis(4-aldoximinopyridinium) dimethyl ether bichloride
  • 1,3-Bis(4-hydroxyiminomethyl-1-pyridinio)-2-oxapropane dichloride
  • Bis(4-hydroxyiminomethylpyridinium-1-methyl)ether dichloride
  • Bis(isonicotinaldoxime 1-methyl) ether dichloride
  • Chlorure d'obidoxime
  • Chlorure d'obidoxime [INN-French]
  • Cloruro de obidoxima
  • Cloruro de obidoxima [INN-Spanish]
  • EINECS 204-059-5
  • Ether bis-14-hydroxy-iminomethylopyridine-(1)-metylodichloride
  • Ether bis-14-hydroxy-iminomethylopyridine-(1)-metylodichloride [Polish]
  • LUEH 6
  • Luh(sub 6)
  • LUH6
  • N,N-Dimethyleneoxidebis(pyridinium-4-aldoxime) dichloride
  • N,N-Dimethylenoxid-bis-(pyridinium-4-aldoxim)-dichlorid
  • N,N-Dimethylenoxid-bis-(pyridinium-4-aldoxim)-dichlorid [German]
  • Obidoxim
  • Obidoxime
  • Obidoxime chloride
  • Obidoxime dichloride
  • Obidoxime hydrochloride
  • Obidoximi chloridum
  • Obidoximi chloridum [INN-Latin]
  • Pyridinium, 1,1'-(oxybis(methylene))bis(4-(hydroxyimino)methyl)-, dichloride
  • Toksobidin
  • Toxogonin
  • Toxogonine
  • UNII-3HXR312Z9M

Systematic Names

  • Obidoxime chloride
  • Pyridinium, 1,1'-(oxybis(methylene))bis(4-(hydroxyimino)methyl)-, dichloride
  • Pyridinium, 1,1'-(oxydimethylene)bis(4-formyl-, dichloride, dioxime

Registry Numbers

CAS Registry Number

  • 114-90-9

FDA UNII

  • 3HXR312Z9M

System Generated Number

  • 0000114909

Molecular Formulas

Molecular Formulas

  • C14-H16-Cl2-N4-O3
  • C14-H16-N4-O3.2Cl

Molecular Formula Fragments

  • C14-H16-N4-O3
  • Cl
  • COMPONENT

Structure Descriptors

InChI

1S/C14H14N4O3.2ClH/c19-15-9-13-1-5-17(6-2-13)11-21-12-18-7-3-14(4-8-18)10-16-20;;/h1-10H,11-12H2;2*1H

InChIKey

ZIFJVJZWVSPZLE-UHFFFAOYSA-N

Smiles

[Cl-].[Cl-].O\N=C\c1cc[n+](COC[n+]2ccc(\C=N\O)cc2)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intramuscular 135mg/kg (135mg/kg)   Russian Pharmacology and Toxicology Vol. 38, Pg. 168, 1975.
cat LD50 intravenous 100mg/kg (100mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 5, 1964.
dog LD50 intravenous > 70mg/kg (70mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 5, 1964.
guinea pig LD50 intramuscular 79mg/kg (79mg/kg)   Toxicology and Applied Pharmacology. Vol. 16, Pg. 40, 1970.
mouse LD50 intramuscular 172mg/kg (172mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 870, 1964.
mouse LD50 intraperitoneal 111mg/kg (111mg/kg)   Fundamental and Applied Toxicology. Vol. 3, Pg. 533, 1983.
mouse LD50 intravenous 70mg/kg (70mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 870, 1964.
mouse LD50 oral > 2240mg/kg (2240mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 5, 1964.
mouse LD50 subcutaneous 183mg/kg (183mg/kg)   Russian Pharmacology and Toxicology Vol. 38, Pg. 168, 1975.
mouse LD50 unreported 146mg/kg (146mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 2055, 1978.
rabbit LD50 intravenous 100mg/kg (100mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 5, 1964.
rat LD50 intramuscular 205mg/kg (205mg/kg)   Russian Pharmacology and Toxicology Vol. 38, Pg. 168, 1975.
rat LD50 intraperitoneal 110mg/kg (110mg/kg)   Journal of Pharmaceutical Sciences. Vol. 59, Pg. 793, 1970.
rat LD50 intravenous 133mg/kg (133mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 5, 1964.
rat LD50 oral > 4gm/kg (4000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 5, 1964.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 220 deg C   EXP
log P (octanol-water) -1.990 (none)   EST
Atmospheric OH Rate Constant 3.70E-11 cm3/molecule-sec 25 EST

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