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

Stem definitionDrug idCAS RN
2752 7187-66-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • trimethaphan
  • trimetaphan
  • trimetaphan camsilate
  • trimetaphan camsylate
  • trimethaphan camsylate
A nicotinic antagonist that has been used as a ganglionic blocker in hypertension, as an adjunct to anesthesia, and to induce hypotension during surgery.
  • Molecular weight: 365.51
  • Formula: C22H25N2OS
  • CLOGP: 4.30
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 0
  • TPSA: 23.55
  • ALOGS: -4.78
  • ROTB: 4

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
0.25 g P

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.11 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
None FDA ROCHE

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC C02BA01 CARDIOVASCULAR SYSTEM
ANTIHYPERTENSIVES
ANTIADRENERGIC AGENTS, GANGLION-BLOCKING
Sulfonium derivatives
MeSH PA D000759 Adjuvants, Anesthesia
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D005730 Ganglionic Blockers
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018733 Nicotinic Antagonists
MeSH PA D018373 Peripheral Nervous System Agents
CHEBI has role CHEBI:60807 anaesthesia adjuvant
CHEBI has role CHEBI:35620 vasodilator agent
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:48878 nicotinic antagonist
MeSH PA D014665 Vasodilator Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Pulmonary edema indication 19242006 DOID:11396
Hypertensive Emergencies indication
Controlled Hypotension indication

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
Neuronal acetylcholine receptor; alpha3/beta4 Ion channel ANTAGONIST WOMBAT-PK CHEMBL
Neuronal acetylcholine receptor subunit alpha-7 Ion channel WOMBAT-PK
Neuronal acetylcholine receptor subunit alpha-10 Ion channel WOMBAT-PK
Nicotinic acetylcholine receptor alpha 5 subunit Ion channel Ki 5.56 CHEMBL
Acetylcholine receptor subunit alpha Ion channel IC50 5.15 CHEMBL

External reference:

IDSource
N0000007602 NUI
C0041040 UMLSCUI
D00612 KEGG_DRUG
373771001 SNOMEDCT_US
350607006 SNOMEDCT_US
10828 RXNORM
004498 NDDF
8W556014K9 UNII
296 INN_ID
68-91-7 SECONDARY_CAS_RN
CHEMBL1245 ChEMBL_ID
DB01116 DRUGBANK_ID
CHEBI:9728 CHEBI
CHEMBL1201329 ChEMBL_ID
D014294 MESH_DESCRIPTOR_UI
23576 PUBCHEM_CID
C017774 MESH_SUPPLEMENTAL_RECORD_UI

Pharmaceutical products:

None