U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C22H30N6O3S
Molecular Weight 458.577
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AVITRIPTAN

SMILES

CNS(=O)(=O)CC1=CC2=C(NC=C2CCCN3CCN(CC3)C4=C(OC)C=NC=N4)C=C1

InChI

InChIKey=WRZVGHXUPBWIOO-UHFFFAOYSA-N
InChI=1S/C22H30N6O3S/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/h5-6,12-14,16,23,25H,3-4,7-11,15H2,1-2H3

HIDE SMILES / InChI
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.

Approval Year

PubMed

PubMed

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

Sample Use Guides

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
Name Type Language
AVITRIPTAN
INN  
INN  
Official Name English
1H-INDOLE-5-METHANESULFONAMIDE, 3-(3-(4-(5-METHOXY-4-PYRIMIDINYL)-1-PIPERAZINYL)PROPYL)-N-METHYL-
Systematic Name English
3-(3-(4-(5-METHOXY-4-PYRIMIDINYL)-1-PIPERAZINYL)PROPYL)-N-METHYLINDOLE-5-METHANESULFONAMIDE
Systematic Name English
avitriptan [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
NCI_THESAURUS C29710
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2110755
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
SMS_ID
100000086661
Created by admin on Fri Dec 15 16:15:31 GMT 2023 , Edited by admin on Fri Dec 15 16:15:31 GMT 2023
PRIMARY
NCI_THESAURUS
C79719
Created by admin on Fri Dec 15 16:15:31 GMT 2023 , Edited by admin on Fri Dec 15 16:15:31 GMT 2023
PRIMARY
PUBCHEM
133081
Created by admin on Fri Dec 15 16:15:31 GMT 2023 , Edited by admin on Fri Dec 15 16:15:31 GMT 2023
PRIMARY
EPA CompTox
DTXSID60164718
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
MESH
C103231
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
INN
7561
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
CAS
151140-96-4
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
FDA UNII
6RS056L04P
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
EVMPD
SUB05615MIG
Created by admin on Fri Dec 15 16:15:30 GMT 2023 , Edited by admin on Fri Dec 15 16:15:30 GMT 2023
PRIMARY
WIKIPEDIA
AVITRIPTAN
Created by admin on Fri Dec 15 16:15:31 GMT 2023 , Edited by admin on Fri Dec 15 16:15:31 GMT 2023
PRIMARY