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
The NK3 Receptor Antagonist ESN364 Interrupts Pulsatile LH Secretion and Moderates Levels of Ovarian Hormones Throughout the Menstrual Cycle.	2015 Nov	26305889
The NK3 Receptor Antagonist ESN364 Suppresses Sex Hormones in Men and Women.	2016 Feb	26653113

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