VOFOPITANT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H23F3N6O
Molecular Weight	432.4421
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1CN[C@H]2CCCN[C@H]2C3=CC=CC=C3)N4N=NN=C4C(F)(F)F

InChI

InChIKey=XILNRORTJVDYRH-HKUYNNGSSA-N

InChI=1S/C21H23F3N6O/c1-31-18-10-9-16(30-20(21(22,23)24)27-28-29-30)12-15(18)13-26-17-8-5-11-25-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,25-26H,5,8,11,13H2,1H3/t17-,19-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT00606697 | https://clinicaltrials.gov/ct2/show/NCT00383786 | https://clinicaltrials.gov/ct2/show/NCT00907985 | https://www.ncbi.nlm.nih.gov/pubmed/10365008 | https://adisinsight.springer.com/drugs/800006383

Vofopitant (previously known as GR205171), a tetrazole-derivative, was developed as a neurokinin1 receptor antagonist. Vofopitant was studied in clinical trials phase II for the treatment of primary insomnia and posttraumatic stress disorder. However, these studies were discontinued due to lack of effectiveness. In addition, vofopitant participated in phase I for patients with bipolar disorder. However, this study was terminated because of the slow recruitment; trial unlikely to reach completion.

Originator

Approval Year

PubMed

Title	Date	PubMed
Increased neurokinin-1 receptor availability in temporal lobe epilepsy: a positron emission tomography study using [(11)C]GR205171.	2011 Nov	21925840

Patents

Sample Use Guides

In Vivo Use Guide

Sleep Initiation and Maintenance Disorders: 10 milligrams; Posttraumatic Stress Disorder: selective neurokinin-1 receptor antagonist, fixed 5 mg dose every day, for 8 weeks.

Route of Administration: Oral

Name

Type

Language

VOFOPITANT

Official Name

English

3-PIPERIDINAMINE, N-((2-METHOXY-5-(5-(TRIFLUORO-METHYL)-1H-TETRAZOL-1-YL)PHENYL)METHYL)-2-PHENYL-

Systematic Name

English

Vofopitant [WHO-DD]

Common Name

English

vofopitant [INN]

Common Name

English

GR-205171

Code

English

GR205171

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C267