AVITRIPTAN FUMARATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H30N6O3S.C4H4O4
Molecular Weight	574.649
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C\C(O)=O.CNS(=O)(=O)CC1=CC=C2NC=C(CCCN3CCN(CC3)C4=NC=NC=C4OC)C2=C1

InChI

InChIKey=FMXXORRZIQGUIN-WLHGVMLRSA-N

InChI=1S/C22H30N6O3S.C4H4O4/c1-23-32(29,30)15-17-5-6-20-19(12-17)18(13-25-20)4-3-7-27-8-10-28(11-9-27)22-21(31-2)14-24-16-26-22;5-3(6)1-2-4(7)8/h5-6,12-14,16,23,25H,3-4,7-11,15H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

HIDE SMILES / InChI

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	C22H30N6O3S
Molecular Weight	458.577
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/8916559 | https://www.ncbi.nlm.nih.gov/pubmed/9050026

Avitriptan (BMS-180048), a new 5-HT 1B/1D receptor agonist, has been studied in phase II clinical trials in patients with migraine headaches. Later experiments have confirmed antimigraine activity together with coronary side-effect potential that is why further studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Treatment of migraine with BMS180048: response at 2 hours. North American BMS180048 Study Group.	1996 Oct	8916559
Food-drug interactions.	2002	12093316
Triptan drugs, natural killer cell cytotoxicity, and neutrophils pro-matrix metalloproteinase-9 secretion.	2008 Nov-Dec	18479418

Sample Use Guides

In Vivo Use Guide

Avitriptan (BMS180048) in doses of 25, 50, or 75 mg to placebo in effectiveness of treatment of a single migraine headache

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:57:35 UTC 2023` Edited by `admin` on `Fri Dec 15 18:57:35 UTC 2023`
Record UNII	2G25KE3954
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AVITRIPTAN FUMARATE

Official Name

English

1H-INDOLE-5-METHANESULFONAMIDE, 3-(3-(4-(5-METHOXY-4-PYRIMIDINYL)-1-PIPERAZINYL)PROPYL)-N-METHYL-, (E)-2-BUTENEDIOATE (1:1)

Systematic Name

English

3-(3-(4-(5-METHOXY-4-PYRIMIDINYL)-1-PIPERAZINYL)PROPYL)-N-METHYL-1H-INDOLE-5-METHANESULFONAMIDE FUMARATE

Systematic Name

English

BMS-180048

Code

English

BMS-180048-02

Code

English

AVITRIPTAN FUMARATE [USAN]

Common Name

English

3-[3-[4-(5-Methoxy-4-pyrimidinyl)-1-piperazinyl]propyl]-N-methylindole-5-methanesulfonamide fumarate (1:1)

Systematic Name

English

BMS-18004802

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29710