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

Details

Stereochemistry ABSOLUTE
Molecular Formula C28H28F2N6O3
Molecular Weight 534.5571
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RIMEGEPANT

SMILES

N[C@H]1[C@@H](CC[C@@H](OC(=O)N2CCC(CC2)N3C(=O)NC4=C3C=CC=N4)C5=NC=CC=C15)C6=C(F)C(F)=CC=C6

InChI

InChIKey=KRNAOFGYEFKHPB-ANJVHQHFSA-N
InChI=1S/C28H28F2N6O3/c29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37/h1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37)/t18-,22+,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula C28H28F2N6O3
Molecular Weight 534.5571
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Bristol-Myers Squibb developed Rimegepant, also known as BMS-927711. Rimegepant is a potent, selective, competitive and orally active calcitonin gene-related peptide (CGRP) antagonist in clinical trials for treating migraine. Rimegepant has shown in vivo efficacy without vasoconstrictor effect; it is superior to placebo at several different doses (75 mg, 150 mg, and 300 mg) and has an excellent tolerability profile.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PubMed

PubMed

TitleDatePubMed
Asymmetric Synthesis of Heterocyclic Analogues of a CGRP Receptor Antagonist for Treating Migraine.
2015 Dec 18
Patents

Sample Use Guides

In Vivo Use Guide
10 mg, 25 mg, 75 mg, 150 mg, 300 mg, 600 mg one per day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Oct 22 01:50:22 UTC 2019
Edited
by admin
on Tue Oct 22 01:50:22 UTC 2019
Record UNII
997WVV895X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RIMEGEPANT
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
(5S,6S,9R)-5-AMINO-6-(2,3-DIFLUOROPHENYL)-6,7,8,9-TETRAHYDRO-5H-CYCLOHEPTA(B)PYRIDIN-9-YL 4-(2-OXO-2,3-DIHYDRO-1H-IMIDAZO(4,5-B)PYRIDIN-1-YL)PIPERIDINE-1-CARBOXYLATE
Systematic Name English
BMS-927711
Code English
1-PIPERIDINECARBOXYLIC ACID, 4-(2,3-DIHYDRO-2-OXO-1H-IMIDAZO(4,5-B)PYRIDIN-1-YL)-, (5S,6S,9R)-5-AMINO-6-(2,3-DIFLUOROPHENYL)-6,7,8,9-TETRAHYDRO-5H-CYCLOHEPTA(B)PYRIDIN-9-YL ESTER
Systematic Name English
BHV-3000
Common Name English
RIMEGEPANT [INN]
Common Name English
RIMEGEPANT [WHO-DD]
Common Name English
RIMEGEPANT [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
Code System Code Type Description
PUBCHEM
51049968
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
ChEMBL
CHEMBL2178422
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
WIKIPEDIA
Rimegepant
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
INN
9751
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
CAS
1289023-67-1
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
EPA CompTox
1289023-67-1
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
NCI_THESAURUS
C152220
Created by admin on Tue Oct 22 01:50:22 UTC 2019 , Edited by admin on Tue Oct 22 01:50:22 UTC 2019
PRIMARY
Related Record Type Details
ACTIVE MOIETY