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Details

Stereochemistry ACHIRAL
Molecular Formula C29H34N2O2
Molecular Weight 442.5935
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DOTARIZINE

SMILES

c1ccc(cc1)C(c2ccccc2)N3CCN(CCCC4(c5ccccc5)OCCO4)CC3

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 442.5935
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
Mechanisms of blockade by the novel migraine prophylactic agent, dotarizine, of various brain and peripheral vessel contractility.
2001 Jan 12
Antimigraine dotarizine blocks P/Q Ca2+ channels and exocytosis in a voltage-dependent manner in chromaffin cells.
2003 Nov 14
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
Optimizing prophylactic treatment of migraine: Subtypes and patient matching.
2008 Oct
Effect of buspirone on thermal sensory and pain thresholds in human volunteers.
2009 May 29

Sample Use Guides

Repeated doses of 50 and 10 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:42:08 UTC 2021
Edited
by admin
on Sat Jun 26 08:42:08 UTC 2021
Record UNII
IO7663S6D3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DOTARIZINE
INN   MI  
INN  
Official Name English
DOTARIZINE [INN]
Common Name English
DOTARIZINE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C333
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
NCI_THESAURUS C66885
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
Code System Code Type Description
CAS
84625-59-2
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
DRUG BANK
DB06446
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
PUBCHEM
55285
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
EVMPD
SUB06378MIG
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
WIKIPEDIA
DOTARIZINE
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
INN
5386
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
ChEMBL
CHEMBL2106316
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
FDA UNII
IO7663S6D3
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
NCI_THESAURUS
C77827
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
EPA CompTox
84625-59-2
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
MESH
C083946
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
PRIMARY
MERCK INDEX
M4747
Created by admin on Sat Jun 26 08:42:08 UTC 2021 , Edited by admin on Sat Jun 26 08:42:08 UTC 2021
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