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Details

Stereochemistry ACHIRAL
Molecular Formula C29H34N2O2
Molecular Weight 442.5925
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DOTARIZINE

SMILES

C(CN1CCN(CC1)C(C2=CC=CC=C2)C3=CC=CC=C3)CC4(OCCO4)C5=CC=CC=C5

InChI

InChIKey=LRMJAFKKJLRDLE-UHFFFAOYSA-N
InChI=1S/C29H34N2O2/c1-4-11-25(12-5-1)28(26-13-6-2-7-14-26)31-21-19-30(20-22-31)18-10-17-29(32-23-24-33-29)27-15-8-3-9-16-27/h1-9,11-16,28H,10,17-24H2

HIDE SMILES / InChI

Molecular Formula C29H34N2O2
Molecular Weight 442.5925
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Dotarizine was developed as antimigraineur. Dotarizine inhibited the 5-HT2A response in a concentration-dependent manner. The mechanism of blockade by dotarizine of cerebral vessels contractility has three components: (i) presynaptic inhibition of noradrenaline release; (ii) blockade of postsynaptic vascular 5-HT receptors; (iii) blockade of Ca(2+)entry into the vascular smooth muscle cell cytosol. The compound does not affect the vascular receptors for noradrenaline, angiotensin II or prostaglandin F(2alpha). Dotarizine had a pronounced protective effect against electric seizures.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of dotarizine on electroconvulsive shock or pentylenetetrazol-induced amnesia and on seizure reactivity in rats.
1995 Jan-Feb
Ba(2+)-induced chromaffin cell death: cytoprotection by Ca(2+) channel antagonists.
2000 Aug 18
Albumin prevents mitochondrial depolarization and apoptosis elicited by endoplasmic reticulum calcium depletion of neuroblastoma cells.
2005 Sep 27
Pain and psychiatry: a critical analysis and pharmacological review.
2006 Nov 6

Sample Use Guides

Repeated doses of 50 and 10 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:07:15 GMT 2025
Edited
by admin
on Mon Mar 31 18:07:15 GMT 2025
Record UNII
IO7663S6D3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DOTARIZINE [MI]
Preferred Name English
DOTARIZINE
INN   MI  
INN  
Official Name English
dotarizine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C333
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
NCI_THESAURUS C66885
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
Code System Code Type Description
CAS
84625-59-2
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
DRUG BANK
DB06446
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
PUBCHEM
55285
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
EVMPD
SUB06378MIG
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
CHEBI
138033
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
WIKIPEDIA
DOTARIZINE
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
INN
5386
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
ChEMBL
CHEMBL2106316
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
FDA UNII
IO7663S6D3
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
NCI_THESAURUS
C77827
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
SMS_ID
100000080769
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID60233630
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
MESH
C083946
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY
MERCK INDEX
m4747
Created by admin on Mon Mar 31 18:07:15 GMT 2025 , Edited by admin on Mon Mar 31 18:07:15 GMT 2025
PRIMARY Merck Index
Related Record Type Details
TARGET -> INHIBITOR
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC