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Substance Name: Methacholine
RN: 55-92-5
UNII: 03V657ZD3V
InChIKey: NZWOPGCLSHLLPA-UHFFFAOYSA-N

Note

  • A Slowly hydrolyzed muscarinic agonist. It is used as a parasympathomimetic bronchoconstrictor agent and as a diagnostic aid for bronchial asthma. It has also been used in the treatment of glaucoma and in the treatment of Raynaud's syndrome and other vasospastic conditions.

Molecular Formula

  • C8-H18-N-O2

Molecular Weight

  • 160.235
 

Classification Code

  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Methacholine

Synonyms

  • 1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-
  • Acetylmethylcholine
  • beta-Methylacetylcholine
  • BRN 1769932
  • Choline, acetyl-beta-methyl-
  • MCH
  • Mecholin
  • Mecholine
  • Methacholin
  • Methacholine
  • Methacholinum
  • UNII-03V657ZD3V

Systematic Name

  • Ammonium, (2-hydroxypropyl)trimethyl-, acetate (ester)

Registry Numbers

CAS Registry Number

  • 55-92-5

FDA UNII

  • 03V657ZD3V

Related Registry Number

  • 62-51-1 (Parent)

System Generated Number

  • 0000055925

Structure Descriptors

InChI

1S/C8H18NO2/c1-7(11-8(2)10)6-9(3,4)5/h7H,6H2,1-5H3/q+1

InChIKey

NZWOPGCLSHLLPA-UHFFFAOYSA-N

Smiles

C([N+](C)(C)C)[C@@H](OC(C)=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo subcutaneous 4800ug/kg (4.8mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 51, Pg. 237, 1934.
mouse LD50 intraperitoneal 44mg/kg (44mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 192, Pg. 88, 1971.
rat LDLo intraperitoneal 55mg/kg (55mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 156, 1959.