RIMEGEPANT

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 Search

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Calcitonin gene-related peptide type 1 receptor 7	Antagonist 2491	Migraine Disorders

Conditions

Condition	Modality	Targets	Highest Phase	Product
Migraine Disorders 54	Primary	Calcitonin gene-related peptide type 1 receptor	Phase II 1079

PubMed

Title	Date	PubMed
Asymmetric Synthesis of Heterocyclic Analogues of a CGRP Receptor Antagonist for Treating Migraine.	2015 Dec 18	26650258

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

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Name

Type

Language

RIMEGEPANT

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