bethanechol indications/contra

Stem definitionDrug idCAS RN
358 674-38-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • bethanechol
  • carbamoyl-beta-methylcholine
  • carbamyl-beta-methylcholine
  • liberan
  • bethanechol chloride
A slowly hydrolyzing muscarinic agonist with no nicotinic effects. Bethanechol is generally used to increase smooth muscle tone, as in the GI tract following abdominal surgery or in urinary retention in the absence of obstruction. It may cause hypotension, HEART RATE changes, and BRONCHIAL SPASM.
  • Molecular weight: 161.22
  • Formula: C7H17N2O2
  • CLOGP: -4.01
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 1
  • TPSA: 52.32
  • ALOGS: -2.80
  • ROTB: 4

Drug dosage:

DoseUnitRoute
45 mg O

Approvals:

DateAgencyCompanyOrphan
Oct. 12, 1948 FDA

FDA Adverse Event Reporting System

None

Pharmacologic Action:

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SourceCodeDescription
ATC N07AB02 NERVOUS SYSTEM
OTHER NERVOUS SYSTEM DRUGS
PARASYMPATHOMIMETICS
Choline esters
CHEBI has role CHEBI:38325 muscarinic agonist
FDA EPC N0000175840 Cholinergic Muscarinic Agonist
FDA MoA N0000000104 Cholinergic Muscarinic Agonists
MeSH PA D001337 Autonomic Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018679 Cholinergic Agonists
MeSH PA D018721 Muscarinic Agonists
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D010277 Parasympathomimetics
MeSH PA D018373 Peripheral Nervous System Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Retention of urine indication 267064002
Urinary tract obstruction contraindication 7163005 DOID:5200
Irritable bowel syndrome contraindication 10743008 DOID:9778
Peptic ulcer contraindication 13200003 DOID:750
Increased gastric tonus contraindication 18644006
Inflammatory bowel disease contraindication 24526004 DOID:0050589
Orthostatic hypotension contraindication 28651003
Parkinsonism contraindication 32798002 DOID:13548
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Low blood pressure contraindication 45007003
Peritonitis contraindication 48661000
Bradycardia contraindication 48867003
Parkinson's disease contraindication 49049000 DOID:14330
Abnormal vasomotor function contraindication 70670009
Epilepsy contraindication 84757009 DOID:1826
Gastrointestinal obstruction contraindication 126765001
Asthma contraindication 195967001 DOID:2841
Atrioventricular block contraindication 233917008 DOID:0050820
Anastomosis of intestine contraindication 235407009
Bladder outflow obstruction contraindication 236645006
Operation on gastrointestinal tract contraindication 386621005
Disorder of coronary artery contraindication 414024009
Bladder Surgery contraindication

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:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Muscarinic acetylcholine receptor M3 GPCR AGONIST Ki 4.20 IUPHAR CHEMBL
Muscarinic acetylcholine receptor M2 GPCR AGONIST Ki 4 IUPHAR CHEMBL
Muscarinic acetylcholine receptor M4 GPCR Ki 4 IUPHAR
Muscarinic acetylcholine receptor M1 GPCR AGONIST Ki 4 IUPHAR
Muscarinic acetylcholine receptor GPCR Kd 4.90 CHEMBL
Muscarinic receptor 2 Unclassified EC50 6 CHEMBL

External reference:

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IDSource
CHEBI:3084 CHEBI
297 IUPHAR_LIGAND_ID
4019634 VUID
N0000147727 NUI
C0053526 UMLSCUI
D01000 KEGG_DRUG
DB01019 DRUGBANK_ID
4019634 VANDF
N0000007487 NDFRT
N0000147727 NDFRT
19257 RXNORM
31690003 SNOMEDCT_US
372698003 SNOMEDCT_US
d01427 MMSL
004683 NDDF
CHEMBL1482 ChEMBL_ID
CHEMBL1768 ChEMBL_ID
H4QBZ2LO84 UNII
590-63-6 SECONDARY_CAS_RN
D018723 MESH_DESCRIPTOR_UI
2370 PUBCHEM_CID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0527-1329 TABLET 50 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0527-1332 TABLET 5 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0527-1340 TABLET 10 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0527-1356 TABLET 25 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-2557 TABLET 10 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-2558 TABLET 25 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-7912 TABLET 25 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0832-0510 TABLET 5 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0832-0511 TABLET 10 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0832-0512 TABLET 25 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0832-0513 TABLET 50 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6176 TABLET 5 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6177 TABLET 10 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 0904-6178 TABLET 25 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-516 TABLET 10 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-517 TABLET 25 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 10135-518 TABLET 50 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 42291-169 TABLET 25 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 42291-170 TABLET 50 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 50111-323 TABLET 5 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 50111-324 TABLET 10 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 50111-325 TABLET 25 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 50111-326 TABLET 50 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 50268-113 TABLET 10 mg ORAL ANDA 11 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 50268-114 TABLET 25 mg ORAL ANDA 11 sections
Urecholine HUMAN PRESCRIPTION DRUG LABEL 1 51285-690 TABLET 10 mg ORAL ANDA 10 sections
Urecholine HUMAN PRESCRIPTION DRUG LABEL 1 51285-691 TABLET 25 mg ORAL ANDA 10 sections
Urecholine HUMAN PRESCRIPTION DRUG LABEL 1 51285-692 TABLET 50 mg ORAL ANDA 10 sections
Urecholine HUMAN PRESCRIPTION DRUG LABEL 1 51285-697 TABLET 5 mg ORAL ANDA 10 sections
Bethanechol Chloride HUMAN PRESCRIPTION DRUG LABEL 1 54868-1624 TABLET 10 mg ORAL ANDA 11 sections