DOTARIZINE

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 Search

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11164387 | https://www.ncbi.nlm.nih.gov/pubmed/9286620 | Jensen, T.S. (1996) Abstracts, page 501, retrieved from: https://books.google.ru/books?id=8qlpAAAAMAAJ | https://www.ncbi.nlm.nih.gov/pubmed/7623521

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

Title	Date	PubMed
Effect of dotarizine on electroconvulsive shock or pentylenetetrazol-induced amnesia and on seizure reactivity in rats.	1995 Jan-Feb	7623521
Serotonergic effects of dotarizine in coronary artery and in oocytes expressing 5-HT2 receptors.	1997 Aug 6	9286620
Memory effects of the Ca2+ and 5-HT antagonists dotarizine and flunarizine.	2000	11140170
Mechanisms of blockade by the novel migraine prophylactic agent, dotarizine, of various brain and peripheral vessel contractility.	2001 Jan 12	11164387
Antimigraine dotarizine blocks P/Q Ca2+ channels and exocytosis in a voltage-dependent manner in chromaffin cells.	2003 Nov 14	14637173
Albumin prevents mitochondrial depolarization and apoptosis elicited by endoplasmic reticulum calcium depletion of neuroblastoma cells.	2005 Sep 27	16153637
Pain and psychiatry: a critical analysis and pharmacological review.	2006 Nov 6	17087832
Optimizing prophylactic treatment of migraine: Subtypes and patient matching.	2008 Oct	19209286
Effect of buspirone on thermal sensory and pain thresholds in human volunteers.	2009 May 29	19480657

Sample Use Guides

In Vivo Use Guide

Repeated doses of 50 and 10 mg/kg

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Wed Jul 05 23:13:11 UTC 2023` Edited by `admin` on `Wed Jul 05 23:13:11 UTC 2023`
Record UNII	IO7663S6D3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DOTARIZINE

Official Name

English

dotarizine [INN]

Common Name

English

DOTARIZINE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C333