EZLOPITANT

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C31H38N2O
Molecular Weight	454.6462
Optical Activity	( - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1CN[C@H]2C3CCN(CC3)[C@H]2C(C4=CC=CC=C4)C5=CC=CC=C5)C(C)C

InChI

InChIKey=XPNMCDYOYIKVGB-CONSDPRKSA-N

InChI=1S/C31H38N2O/c1-22(2)26-14-15-28(34-3)27(20-26)21-32-30-25-16-18-33(19-17-25)31(30)29(23-10-6-4-7-11-23)24-12-8-5-9-13-24/h4-15,20,22,25,29-32H,16-19,21H2,1-3H3/t30-,31-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11890362 | https://adisinsight.springer.com/drugs/800010186

Ezlopitant (CJ-11974) is a non-peptide neurokinin-1 receptor antagonist. Pfizer was developing ezlopitant for the potential treatment of irritable bowel syndrome and chemotherapy-induced emesis. Development of ezlopitant has been discontinued.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
Anti-emetic activity of the novel nonpeptide tachykinin NK1 receptor antagonist ezlopitant (CJ-11,974) against acute and delayed cisplatin-induced emesis in the ferret.	2002-11	12372904
Eziopitant. Pfizer.	2001-10	11890362
Randomized phase II study of the neurokinin 1 receptor antagonist CJ-11,974 in the control of cisplatin-induced emesis.	1999-01	10458252

Patents

Sample Use Guides

In Vivo Use Guide

Randomized phase II study of ezlopitant (CJ-11974) in the control of cisplatin-induced emesis. Patients were randomly assigned to two groups: group 1 received CJ-11,974 100 mg, and group 2 received placebo orally 30 minutes before and 12 hours after cisplatin and then twice daily on days 2 through 5 after cisplatin.

Route of Administration: Oral

Name

Type

Language

EZLOPITANT

Official Name

English

ezlopitant [INN]

Preferred Name

English

CJ-11,974

Code

English

1-Azabicyclo[2.2.2]octan-3-amine, 2-(diphenylmethyl)-N-[[2-methoxy-5-(1-methylethyl)phenyl]methyl]-, (2S,3S)-

Systematic Name

English

1-AZABICYCLO(2.2.2)OCTAN-3-AMINE, 2-(DIPHENYLMETHYL)-N-((2-METHOXY-5-(1-METHYLETHYL)PHENYL)METHYL)-, (2S-CIS)-

Common Name

English

EZLOPITANT [USAN]

Common Name

English

(2S,3S)-2-(Diphenylmethyl)-3-[(5-isopropyl-2-methoxybenzyl)amino]quinuclidine

Systematic Name

English

CJ-11974

Code

English

(2S,3S)-2-(Diphenylmethyl)-N-[[2-methoxy-5-(1-methylethyl)phenyl]methyl]-1-azabicyclo[2.2.2]octan-3-amine

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C267