methacholine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1726 55-92-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • methacholine chloride
  • methacholine
  • acetylmethylcholine
  • mecholin
  • mecholine
  • methacholin
  • beta-methylacetylcholine
A quaternary ammonium parasympathomimetic agent with the muscarinic actions of ACETYLCHOLINE. It is hydrolyzed by ACETYLCHOLINESTERASE at a considerably slower rate than ACETYLCHOLINE and is more resistant to hydrolysis by nonspecific CHOLINESTERASES so that its actions are more prolonged. It is used as a parasympathomimetic bronchoconstrictor agent and as a diagnostic aid for bronchial asthma. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1116)
  • Molecular weight: 160.24
  • Formula: C8H18NO2
  • CLOGP: -3.16
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 0
  • TPSA: 26.30
  • ALOGS: -3.46
  • ROTB: 4

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Oct. 31, 1986 FDA METHAPHARM

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC V04CX03 VARIOUS
DIAGNOSTIC AGENTS
OTHER DIAGNOSTIC AGENTS
Other diagnostic agents
CHEBI has role CHEBI:38325 muscarinic agonist
CHEBI has role CHEBI:50141 bronchoconstrictor agent
CHEBI has role CHEBI:38324 cholinergic agonist
CHEBI has role CHEBI:35620 vasodilator agent
FDA EPC N0000175884 Cholinergic Receptor Agonist
MeSH PA D016085 Bronchoconstrictor Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018679 Cholinergic Agonists
MeSH PA D008916 Miotics
MeSH PA D018721 Muscarinic Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D010277 Parasympathomimetics
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D019141 Respiratory System Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Diagnostic Test for Asthma indication
Gastritis contraindication 4556007 DOID:4029
Urinary tract obstruction contraindication 7163005 DOID:5200
Peptic ulcer contraindication 13200003 DOID:750
Disorder of thyroid gland contraindication 14304000 DOID:50
Increased gastric tonus contraindication 18644006
Gastrointestinal ulcer contraindication 40845000
Body fluid retention contraindication 43498006
Bradycardia contraindication 48867003
Disorder of cardiovascular system contraindication 49601007 DOID:1287
Vitamin K deficiency contraindication 52675005 DOID:11249
Nasal polyp contraindication 52756005
Hepatic failure contraindication 59927004
Blood coagulation disorder contraindication 64779008 DOID:1247
Diabetes mellitus contraindication 73211009 DOID:9351
Factor II deficiency contraindication 73975000
Gastrointestinal hemorrhage contraindication 74474003
Thrombotic thrombocytopenic purpura contraindication 78129009 DOID:10772
Epilepsy contraindication 84757009 DOID:1826
Kidney disease contraindication 90708001 DOID:557
Thyrotoxicosis contraindication 90739004 DOID:7997
Hemophilia contraindication 90935002
Anemia due to enzyme deficiency contraindication 111577008
Gastroesophageal reflux disease contraindication 235595009 DOID:8534
Disease of liver contraindication 235856003 DOID:409
Anemia contraindication 271737000 DOID:2355
Pregnancy, function contraindication 289908002
Cardiovascular event risk contraindication 395112001
Breastfeeding (mother) contraindication 413712001

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Muscarinic acetylcholine receptor M3 GPCR AGONIST CHEMBL CHEMBL
Muscarinic acetylcholine receptor M2 GPCR Ki 7.23 CHEMBL
Muscarinic acetylcholine receptor M4 GPCR Ki 5.80 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR Ki 7.64 PDSP
Muscarinic acetylcholine receptor M4 GPCR Ki 5.80 CHEMBL
Muscarinic acetylcholine receptor M1 GPCR AGONIST EC50 6.40 IUPHAR
Muscarinic acetylcholine receptor M2 GPCR Ki 7.23 CHEMBL
Muscarinic acetylcholine receptor M3 GPCR AGONIST EC50 6.92 IUPHAR

External reference:

IDSource
4020262 VUID
N0000148153 NUI
C0079829 UMLSCUI
D04970 KEGG_DRUG
0W5ETF9M2K UNII
3161 INN_ID
62-51-1 SECONDARY_CAS_RN
155080 RXNORM
372766003 SNOMEDCT_US
d03667 MMSL
53584007 SNOMEDCT_US
4020540 VANDF
001688 NDDF
1993 PUBCHEM_CID
CHEBI:6804 CHEBI
CHEMBL978 ChEMBL_ID
CHEMBL1200764 ChEMBL_ID
DB06709 DRUGBANK_ID
D016210 MESH_DESCRIPTOR_UI
7438 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Provocholine HUMAN PRESCRIPTION DRUG LABEL 1 64281-100 POWDER, FOR SOLUTION 100 mg RESPIRATORY (INHALATION) NDA 14 sections