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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H23F3N6O.2ClH
Molecular Weight 505.364
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VOFOPITANT DIHYDROCHLORIDE

SMILES

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

InChI

InChIKey=YVNRXILPJNISEM-FFUVTKDNSA-N
InChI=1S/C21H23F3N6O.2ClH/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;2*1H/t17-,19-;;/m0../s1

HIDE SMILES / InChI

Molecular Formula C21H23F3N6O
Molecular Weight 432.4421
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

Approval Year

PubMed

PubMed

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

Patents

Sample Use Guides

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:58:05 GMT 2023
Edited
by admin
on Fri Dec 15 15:58:05 GMT 2023
Record UNII
53187BIJ00
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VOFOPITANT DIHYDROCHLORIDE
USAN   WHO-DD  
USAN  
Official Name English
VOFOPITANT DIHYDROCHLORIDE [USAN]
Common Name English
GR205171A
Code English
Vofopitant dihydrochloride [WHO-DD]
Common Name English
GR-205171A
Code English
Classification Tree Code System Code
NCI_THESAURUS C267
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL522302
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
PUBCHEM
6918330
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
CAS
168266-51-1
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
NCI_THESAURUS
C152903
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID00168538
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
FDA UNII
53187BIJ00
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
USAN
LL-36
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
SMS_ID
300000042391
Created by admin on Fri Dec 15 15:58:05 GMT 2023 , Edited by admin on Fri Dec 15 15:58:05 GMT 2023
PRIMARY
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ACTIVE MOIETY