FEZOLINETANT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H15FN6OS
Molecular Weight	358.393
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@H]1N(CCN2C1=NN=C2C3=NC(C)=NS3)C(=O)C4=CC=C(F)C=C4

InChI

InChIKey=PPSNFPASKFYPMN-SECBINFHSA-N

InChI=1S/C16H15FN6OS/c1-9-13-19-20-14(15-18-10(2)21-25-15)23(13)8-7-22(9)16(24)11-3-5-12(17)6-4-11/h3-6,9H,7-8H2,1-2H3/t9-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26191358 | https://www.ncbi.nlm.nih.gov/pubmed/26305889 | https://www.ncbi.nlm.nih.gov/pubmed/26653113 | https://clinicaltrials.gov/ct2/show/NCT03192176

Fezolinetant (ESN-364) is an antagonist of the neurokinin-3 receptor. It suppresses the hypothalamic-pituitary-gonadal axis. Ogeda is developing fezolinetant for the treatment of hot flashes (vasomotor symptoms) in postmenopausal women.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuromedin-K receptor 1 Target ID: P29371 Gene ID: 6870.0 Gene Symbol: TACR3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/26191358	Antagonist 2778		7.6 null [pKi]

PubMed

Title	Date	PubMed
Optimization of Novel Antagonists to the Neurokinin-3 Receptor for the Treatment of Sex-Hormone Disorders (Part II).	2015 Jul 9	26191358

Patents

Sample Use Guides

In Vivo Use Guide

Phase 2 study for the treatment of hot flashes (vasomotor symptoms) in postmenopausal women. The dose of ESN364 varies across 7 treatment groups, with groups receiving once a day or twice a day blinded study drug. Doses range from 30 mg to 180 mg total daily dosing for 12 weeks.

Route of Administration: Oral

Name

Type

Language

FEZOLINETANT

Official Name

English

AS-3472693-00

Code

English

(4-FLUOROPHENYL)((8R)-8-METHYL-3-(3-METHYL-1,2,4- THIADIAZOL-5-YL)-5,6-DIHYDRO-1,2,4-TRIAZOLO(4,3-A)PYRAZIN- 7(8H)-YL)METHANONE

Systematic Name

English

FEZOLINETANT [USAN]

Common Name

English

METHANONE, ((8R)-5,6-DIHYDRO-8-METHYL-3-(3-METHYL-1,2,4-THIADIAZOL-5-YL)-1,2,4-TRIAZOLO(4,3-A)PYRAZIN-7(8H)-YL)(4-FLUOROPHENYL)-

Systematic Name

English

VEOZAH

Brand Name

English

fezolinetant [INN]

Common Name

English

ES-256364

Code

English

A-2693

Code

English

(4-FLUOROPHENYL)((8R)-5,6-DIHYDRO-8-METHYL-3-(3-METHYL-1,2,4-THIADIAZOL-5-YL)-(1,2,4)TRIAZOLO(4,3-A)PYRAZIN-7(8H)-YL)METHANONE

Systematic Name

English

A2693

Code

English

((8R)-5,6-DIHYDRO-8-METHYL-3-(3-METHYL-1,2,4-THIADIAZOL-5-YL)-1,2,4-TRIAZOLO(4,3-A)PYRAZIN-7(8H)-YL)(4-FLUOROPHENYL)METHANONE

Systematic Name

English

AS3472693-00

Code

English

ESN-364

Code

English

Fezolinetant [WHO-DD]

Common Name

English

ESN364

Code

English

Code System Code Type Description

USAN

HI-226