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carbachol

Structure via PubChem · Public domain (PubChem)

EntityQ419401· pop 23· linked from 915 articles

Also known as CAR405, 2-(carbamoyloxy)-N,N,N-trimethylethanaminium, (2-hydroxyethyl)trimethylammonium chloride carbamate, (2-hydroxyethyl)trimethyl ammonium chloride carbamate, 2-[(aminocarbonyl)oxy]-N,N,N-trimethylethanaminum chloride, carbamylcholine, choline chlorine carbamate, 2-[(aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride

Carbachol, also known as carbamylcholine and sold under the brand name Miostat among others, is a cholinomimetic drug that binds and activates acetylcholine receptors. Thus it is classified as a cholinergic agonist. It is primarily used for various ophthalmic purposes, such as for treating glaucoma, or for use during ophthalmic surgery. It is generally administered as an ophthalmic solution (i.e., eye drops).

Chemical data

Formula
C6H15ClN2O2
Molecular weight
182.65 g/mol
IUPAC name
2-carbamoyloxyethyl(trimethyl)azanium chloride
SMILES
C[N+](C)(C)CCOC(=O)N.[Cl-]
InChIKey
AIXAANGOTKPUOY-UHFFFAOYSA-N
Polar surface area
52.3 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

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Research

19,551 papers

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Wikidata facts

Mass
182.082
Show 5 more facts
defined daily dose
0.4
chemical formula
C₆H₁₅ClN₂O₂
Commons category
Carbachol
World Health Organisation international non-proprietary name
carbachol
canonical SMILES
C[N+](C)(C)CCOC(=O)N.[Cl-]
Sources (5)

via Wikidata · CC0

~4 min read

Article

7 sections
Contents
  • Chemistry and pharmacology
  • Synthesis
  • Indications
  • Contraindications
  • Overdose
  • References
  • External links

Carbachol, also known as carbamylcholine and sold under the brand name Miostat among others, is a cholinomimetic drug that binds and activates acetylcholine receptors. Thus it is classified as a cholinergic agonist. It is primarily used for various ophthalmic purposes, such as for treating glaucoma, or for use during ophthalmic surgery. It is generally administered as an ophthalmic solution (i.e., eye drops).

Carbachol produces effects comparable to those of sarin if a massive overdose is administered (as may occur following industrial and shipping accidents) and therefore it is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.

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