Skip Navigation
ChemIDplus Lite•Browse•Advanced

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
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

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.