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Substance Name: Carbachol [USP:INN:BAN:JAN]
RN: 51-83-2
UNII: 8Y164V895Y
InChIKey: AIXAANGOTKPUOY-UHFFFAOYSA-N

Note

  • A slowly hydrolyzed cholinergic agonist that acts at both muscarinic and nicotinic receptors.

Molecular Formula

  • C6-H15-N2-O2.Cl

Molecular Weight

  • 182.65
 

Classification Codes

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Autonomic Agents
  • Cardiotonic Agents
  • Cardiovascular Agents
  • Central Nervous System Agents
  • Cholinergic (Ophthalmic)
  • Cholinergic Agents
  • Cholinergic Agonists
  • Drug / Therapeutic Agent
  • Human Data
  • Miotics
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Protective Agents
  • Sensory System Agents

Superlist Classification Code

  • Threshold Planning Quantity (TPQ) = 500/10000 lb

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Carbachol

Synonyms

  • (2-Carbamoyloxyethyl)trimethylammonium chloride
  • (2-Hydroxyethyl)trimethyl ammonium chloride carbamate
  • (2-Hydroxyethyl)trimethylammonium chloride carbamate
  • 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride
  • 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride
  • Carbach
  • Carbachol
  • Carbachol chloride
  • Carbachol hydrochloride
  • Carbacholin
  • Carbacholine
  • Carbacholine chloride
  • Carbacholini chloridum
  • Carbacholinium chloratum
  • Carbacholinum
  • Carbacholum
  • Carbacholum chloratum
  • Carbacholum [INN-Latin]
  • Carbacol
  • Carbacol [INN-Spanish]
  • Carbacolina
  • Carbacolo
  • Carbacolo [DCIT]
  • Carbamic acid, ester with choline chloride
  • Carbaminocholine chloride
  • Carbaminoylcholine chloride
  • Carbamiotin
  • Carbamoylcholine chloride
  • Carbamoylcholine-hydrochloride
  • Carbamylcholine chloride
  • Carbastat
  • Carbochol
  • Carbocholin
  • Carbocholine
  • Carbyl
  • Carcholin
  • Choline carbamate chloride
  • Choline chloride, carbamate
  • Choline chloride, carbamoyl-
  • Choline chlorine carbamate
  • Choline, chloride carbamate(ester)
  • Choline, chloride, carbamate, hydrochloride
  • Coletyl
  • Doryl
  • Doryl (pharmaceutical)
  • Doryl (VAN)
  • EINECS 200-127-3
  • Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride
  • Ethanaminium, 2-(aminocarbonyl)oxy-N,N,N-trimethyl-, chloride
  • gamma-Carbamoyl choline chloride
  • HSDB 6373
  • Isopto Carbachol
  • Jestryl
  • Karbachol
  • Karbachol [Czech]
  • Karbamoylcholin chlorid
  • Karbamoylcholin chlorid [Czech]
  • Lentin
  • Lentine
  • Lentine [French]
  • Miostat
  • Mistura C
  • Moryl
  • NSC 32865
  • P. V. Carbachol
  • Rilentol
  • TL 457
  • UNII-8Y164V895Y
  • Vasoperif

Systematic Names

  • Carbachol
  • Choline, chloride, carbamate
  • Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride
  • Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride (1:1)

Superlist Name

  • Carbachol chloride

Registry Numbers

CAS Registry Number

  • 51-83-2

FDA UNII

  • 8Y164V895Y

System Generated Number

  • 0000051832

Molecular Formulas

Molecular Formula

  • C6-H15-N2-O2.Cl

Molecular Formula Fragments

  • C6-H15-N2-O2
  • Cl
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H

InChIKey

AIXAANGOTKPUOY-UHFFFAOYSA-N

Smiles

[Cl-].C[N+](C)(C)CCOC(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 3mg/kg (3mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: NAUSEA OR VOMITING		 Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 164, Pg. 346, 1932.
dog LDLo subcutaneous 100ug/kg (0.1mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 164, Pg. 346, 1932.
frog LDLo unreported 5mg/kg (5mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

CARDIAC: OTHER CHANGES		 Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 164, Pg. 346, 1932.
guinea pig LDLo subcutaneous 75ug/kg (0.075mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 164, Pg. 346, 1932.
human TDLo intramuscular 6ug/kg (0.006mg/kg) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE		 Scalpel. Vol. (36), Pg. 1, 1933.
man TDLo intramuscular 2857ng/kg (0.002857mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 113, Pg. 79, 1933.
man TDLo intravenous 1428ng/kg (0.001428mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION		 Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 113, Pg. 79, 1933.
mouse LD50 intraperitoneal 50ug/kg (0.05mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Farmakologiya i Toksikologiya Vol. 20(4), Pg. 32, 1957.
mouse LD50 intravenous 300ug/kg (0.3mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
mouse LD50 oral 15mg/kg (15mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
mouse LD50 subcutaneous 3mg/kg (3mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
rat LD50 intraperitoneal 2mg/kg (2mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

BEHAVIORAL: EXCITEMENT

AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC		 Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 560, 1964.
rat LD50 intravenous 100ug/kg (0.1mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
rat LD50 oral 40mg/kg (40mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.
rat LD50 subcutaneous 4mg/kg (4mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 58, Pg. 337, 1936.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 210 dec deg C   EXP
log P (octanol-water) -3.780 (none)   EST
Atmospheric OH Rate Constant 2.27E-11 cm3/molecule-sec 25 EST

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