Carbachol

Modify Date: 2026-07-01 12:21:55

Carbachol Structure
Carbachol structure
Common Name Carbachol
CAS Number 51-83-2 Molecular Weight 182.648
Density N/A Boiling Point N/A
Molecular Formula C6H15ClN2O2 Melting Point 200-204 ºC
MSDS Chinese USA Flash Point 90°C(lit.)
Symbol GHS06
GHS06
Signal Word Danger

 Use of Carbachol


Carbamoylcholine chloride is used to study responses mediated by nAChR and mAChR, including smooth muscle contraction, gut motility, and neuronal signaling.IC50 value: 10 to 10,000 nM (Ki)Target: nAChR, mAChRCarbamoylcholine is an analog of acetylcholine that activates acetylcholine receptors (AChR). Carbamoylcholine is an agonist of both nicotinic (nAChR) and muscarinic (mAChR) receptors, with reported Ki values ranging from 10 to 10,000 nM for different receptors and different preparations.

 Names

Name Carbachol
Synonym More Synonyms

 Carbachol Biological Activity

Description Carbamoylcholine chloride is used to study responses mediated by nAChR and mAChR, including smooth muscle contraction, gut motility, and neuronal signaling.IC50 value: 10 to 10,000 nM (Ki)Target: nAChR, mAChRCarbamoylcholine is an analog of acetylcholine that activates acetylcholine receptors (AChR). Carbamoylcholine is an agonist of both nicotinic (nAChR) and muscarinic (mAChR) receptors, with reported Ki values ranging from 10 to 10,000 nM for different receptors and different preparations.
Related Catalog

 Chemical & Physical Properties

Melting Point 200-204 ºC
Molecular Formula C6H15ClN2O2
Molecular Weight 182.648
Flash Point 90°C(lit.)
Exact Mass 182.082199
PSA 52.32000
Appearance of Characters crystalline | white
InChIKey AIXAANGOTKPUOY-UHFFFAOYSA-N
SMILES C[N+](C)(C)CCOC(N)=O.[Cl-]
Water Solubility 1.0 G/ML

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GA0875000
CHEMICAL NAME :
Choline, chloride, carbamate
CAS REGISTRY NUMBER :
51-83-2
LAST UPDATED :
199701
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C6-H15-N2-O2.Cl
MOLECULAR WEIGHT :
182.68
WISWESSER LINE NOTATION :
ZVO2K1&1&1 &Q &G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
1428 ng/kg
TOXIC EFFECTS :
Vascular - BP lowering not characterized in autonomic section Vascular - regional or general arteriolar or venous dilation Gastrointestinal - nausea or vomiting
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 113,79,1933
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Human
DOSE/DURATION :
6 ug/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - lacrimation Vascular - regional or general arteriolar or venous dilation Skin and Appendages - sweating
REFERENCE :
SCALA9 Scalpel. (Brussels, Belgium) 1920-71. Discontinued. Volume(issue)/page/year: (36),1,1933
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
2857 ng/kg
TOXIC EFFECTS :
Vascular - BP lowering not characterized in autonomic section
REFERENCE :
CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 113,79,1933
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2 mg/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Autonomic Nervous System - other (direct) parasympathomimetic Behavioral - excitement
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 149,560,1964
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
15 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 20(4),32,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
3 mg/kg
TOXIC EFFECTS :
Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - nausea or vomiting
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 164,346,1932
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
100 ug/kg
TOXIC EFFECTS :
Gastrointestinal - changes in structure or function of salivary glands Gastrointestinal - hypermotility, diarrhea Gastrointestinal - nausea or vomiting
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 164,346,1932
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
75 ug/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 164,346,1932
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
5 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - altered sleep time (including change in righting reflex) Cardiac - other changes
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 164,346,1932 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3600 No. of Facilities: 38 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 921 (estimated) No. of Female Employees: 761 (estimated)

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H300
Precautionary Statements P264-P301 + P310
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic;
Risk Phrases R25;R36/37/38
Safety Phrases S45-S36/37/39-S28A-S26
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS GA0875000
Packaging Group II
Hazard Class 6.1
HS Code 2924199090

 Synthetic Route

~%

Carbachol Structure

Carbachol

CAS#:51-83-2

Learn More
Literature: Journal of the Chemical Society, , p. 179

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2924199090
Summary 2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles185

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Involvement of the Tyr kinase/JNK pathway in carbachol-induced bronchial smooth muscle contraction in the rat.

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 CarbacholBioassay

View more

Name: Stimulation of phosphoinositol hydrolysis in the mouse fibroblast cell line A9L-M1 ex...
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M1
External Id: CHEMBL746418
Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Tested against Muscarinic acetylcholine receptor M1 expressed in A9 L cell line
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M1
External Id: CHEMBL746423
Name: Stimulation of phosphoinositol hydrolysis in the mouse fibroblast cell line A9L-M1 ex...
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M1
External Id: CHEMBL746421
Name: Ability to stimulate biochemical responses in cell lines expressing muscarinic A9 L r...
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M3
External Id: CHEMBL745520
Name: Increase the activity of the Burkholderia fixLJ 2-component system
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: Burkholderia multivorans
External Id: HMS1625
Name: Amplification of transfected NIH3T3 cells was measured in Muscarinic acetylcholine re...
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M3
External Id: CHEMBL746367
Name: Effect on gastrointestinal motility in fasted Sprague-Dawley rat assessed as distance...
Source: ChEMBL
Target: Rattus norvegicus
External Id: CHEMBL984889
Name: In Vitro activity at the cloned Human Muscarinic acetylcholine receptor M3 determined...
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M3
External Id: CHEMBL746366
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 Synonyms

ethanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride
EINECS 200-127-3
2-carbamoyloxyethyl(trimethyl)azanium,chloride
Ethanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1)
Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride
Carbamoylcholine chloride
(2-Hydroxyethyl)trimethylammonium chloride carbamate Carbachol Carbamylcholine chloride
Carbachol,Carbamylcholine chloride
MFCD00012011
Carbamylcholine Chloride
(2-Hydroxyethyl)trimethylammonium chloride carbamate,Carbachol,Carbamoylcholine chloride
2-(Carbamoyloxy)-N,N,N-trimethylethanaminium chloride
Carbamoylcholine (chloride)
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