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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H38N2O
Molecular Weight 454.6474
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EZLOPITANT

SMILES

CC(C)c1ccc(c(c1)CN[C@@]2([H])C3CCN(CC3)[C@@]2([H])C(c4ccccc4)c5ccccc5)OC

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
Molecular Formula C31H38N2O
Molecular Weight 454.6474
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

CNS Active
3656
Curator's Comment:: Ezlopitant is CNS active in animals. No human data available.

Originator

Approval Year

Unknown
116683
PubMed

PubMed

TitleDatePubMed
Randomized phase II study of the neurokinin 1 receptor antagonist CJ-11,974 in the control of cisplatin-induced emesis.
1999 Jan
Eziopitant. Pfizer.
2001 Oct
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 Nov
Patents

Patents

20010036943
4

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
Substance Class Chemical
Created
by admin
on Sat Jun 26 00:01:10 UTC 2021
Edited
by admin
on Sat Jun 26 00:01:10 UTC 2021
Record UNII
3L098A8MPY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EZLOPITANT
INN   USAN  
INN   USAN  
Official 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-CIS)-
Common Name English
CJ-11, 974
Code English
EZLOPITANT [USAN]
Common Name English
(2S,3S)-2-(DIPHENYLMETHYL)-3-((5-ISOPROPYL-2-METHOXYBENZYL)AMINO)QUINUCLIDINE
Systematic Name English
EZLOPITANT [INN]
Common Name English
CJ-11974
Code English
Classification Tree Code System Code
NCI_THESAURUS C267
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL515966
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
PRIMARY
INN
7898
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
PRIMARY
FDA UNII
3L098A8MPY
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
PRIMARY
PUBCHEM
188927
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
PRIMARY
NCI_THESAURUS
C97962
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
PRIMARY
CAS
147116-64-1
Created by admin on Sat Jun 26 00:01:10 UTC 2021 , Edited by admin on Sat Jun 26 00:01:10 UTC 2021
PRIMARY
Related Record Type Details
Structure of EZLOPITANT DIHYDRATE DIHYDROCHLORIDE
SALT/SOLVATE -> PARENT
CYTOCHROME P450 2D6
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
CYTOCHROME P450 3A5
METABOLIC ENZYME -> SUBSTRATE
MAJOR
SUBSTANCE-P RECEPTOR
TARGET -> INHIBITOR
Ki
Related Record Type Details
Structure of CP-611781
METABOLITE -> PARENT
URINE
Structure of BENZENEMETHANOL, 3-(AMINOMETHYL)-4-METHOXY-.ALPHA.,.ALPHA.-DIMETHYL-
METABOLITE -> PARENT
URINE
Structure of 3-((((2S,3S)-2-(DIPHENYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)AMINO)METHYL)-4-HYDROXY-.ALPHA.,.ALPHA.-DIMETHYLBENZENEMETHANOL
METABOLITE -> PARENT
PLASMA
Structure of 3-((((2S,3S)-2-(DIPHENYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)AMINO)METHYL)-4-HYDROXY-.ALPHA.,.ALPHA.-DIMETHYLBENZENEMETHANOL
METABOLITE -> PARENT
URINE
Structure of CJ-12764
METABOLITE -> PARENT
URINE
Structure of BENZENEMETHANOL, 3-(AMINOMETHYL)-4-HYDROXY-.ALPHA.,.ALPHA.-DIMETHYL-
METABOLITE -> PARENT
URINE
Structure of 3-((((2S,3S)-2-(DIPHENYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)AMINO)METHYL)-4-METHOXY-.ALPHA.-METHYLBENZENEACETIC ACID
METABOLITE -> PARENT
FECAL
Structure of CJ-12764
METABOLITE ACTIVE -> PARENT
URINE
Structure of CJ-12764
METABOLITE ACTIVE -> PARENT
PLASMA
Structure of 1,2-PROPANEDIOL, 2-(3-(AMINOMETHYL)-4-HYDROXYPHENYL)-
METABOLITE -> PARENT
URINE
Structure of 1,2-PROPANEDIOL, 2-(3-((((2S,3S)-2-(DIPHENYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)AMINO)METHYL)-4-HYDROXYPHENYL)-
METABOLITE -> PARENT
FECAL; URINE
Structure of CP-611781
METABOLITE -> PARENT
FECAL
Structure of CP-611781
METABOLITE -> PARENT
PLASMA
Structure of CJ-12458
METABOLITE ACTIVE -> PARENT
PLASMA
Structure of 3-((((2S,3S)-2-(DIPHENYLMETHYL)-1-AZABICYCLO(2.2.2)OCT-3-YL)AMINO)METHYL)-4-METHOXY-.ALPHA.-METHYLBENZENEACETIC ACID
METABOLITE -> PARENT
URINE
Related Record Type Details
Structure of EZLOPITANT
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

Tmax PHARMACOKINETIC ORAL ADMINISTRATION

SINGLE DOSE

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