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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H38N2O.2ClH.2H2O
Molecular Weight 563.599
Optical Activity ( - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EZLOPITANT DIHYDROCHLORIDE DIHYDRATE

SMILES

O.O.Cl.Cl.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=NARZXKOQZLRUSC-QCYLTUBGSA-N
InChI=1S/C31H38N2O.2ClH.2H2O/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;2*1H;2*1H2/t30-,31-;;;;/m0..../s1

HIDE SMILES / InChI
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
Molecular Formula C31H38N2O
Molecular Weight 454.6462
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
3913
Curator's Comment: Ezlopitant is CNS active in animals. No human data available.

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
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
6

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 Fri Dec 15 15:54:20 UTC 2023
Edited
by admin
on Fri Dec 15 15:54:20 UTC 2023
Record UNII
F3BVI9E6A9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EZLOPITANT DIHYDROCHLORIDE DIHYDRATE
Common Name English
CJ-11974-1
Code English
1-Azabicyclo[2.2.2]octan-3-amine, 2-(diphenylmethyl)-N-[[2-methoxy-5-(1-methylethyl)phenyl]methyl]-, hydrochloride, hydrate (1:2:2), (2S,3S)-
Systematic Name English
1-Azabicyclo[2.2.2]octan-3-amine, 2-(diphenylmethyl)-N-[[2-methoxy-5-(1-methylethyl)phenyl]methyl]-, dihydrochloride, dihydrate, (2S,3S)-
Systematic Name English
Code System Code Type Description
FDA UNII
F3BVI9E6A9
Created by admin on Fri Dec 15 15:54:20 UTC 2023 , Edited by admin on Fri Dec 15 15:54:20 UTC 2023
PRIMARY
PUBCHEM
71587691
Created by admin on Fri Dec 15 15:54:20 UTC 2023 , Edited by admin on Fri Dec 15 15:54:20 UTC 2023
PRIMARY
CAS
312968-98-2
Created by admin on Fri Dec 15 15:54:20 UTC 2023 , Edited by admin on Fri Dec 15 15:54:20 UTC 2023
PRIMARY
EPA CompTox
DTXSID30185213
Created by admin on Fri Dec 15 15:54:20 UTC 2023 , Edited by admin on Fri Dec 15 15:54:20 UTC 2023
PRIMARY
Related Record Type Details
Structure of EZLOPITANT DIHYDROCHLORIDE
ANHYDROUS->SOLVATE
Structure of EZLOPITANT
PARENT -> SALT/SOLVATE
NIH
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