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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H35Cl2N3O2
Molecular Weight 552.535
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAREDUTANT

SMILES

CN(C[C@@H](CCN1CCC(CC1)(NC(C)=O)C2=CC=CC=C2)C3=CC=C(Cl)C(Cl)=C3)C(=O)C4=CC=CC=C4

InChI

InChIKey=PGKXDIMONUAMFR-AREMUKBSSA-N
InChI=1S/C31H35Cl2N3O2/c1-23(37)34-31(27-11-7-4-8-12-27)16-19-36(20-17-31)18-15-26(25-13-14-28(32)29(33)21-25)22-35(2)30(38)24-9-5-3-6-10-24/h3-14,21,26H,15-20,22H2,1-2H3,(H,34,37)/t26-/m1/s1

HIDE SMILES / InChI

Molecular Formula C31H35Cl2N3O2
Molecular Weight 552.535
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Sanofi aventis developed saredutant (also known as SR 48968C) as a tachykinin neurokinin-2 (NK2) receptor antagonist for the treatment of depressive disorders and generalized anxiety disorder. This drug participated in phase III clinical trials in patients with a generalized anxiety disorder and as Combination Treatment for major depressive disorder, however, the drug failed to meet efficacy endpoints. It is known that NK-2 receptor mediates airway obstruction that is why saredutant was studied as a potential treatment of asthma. However, all studies of the drug were discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
The non-peptide tachykinin NK1- and NK2-receptor antagonists SR 140333 and SR 48968 prevent castor-oil induced diarrhea in rats.
1996
Nonpeptide tachykinin receptor antagonists: I. Pharmacological and pharmacokinetic characterization of SB 223412, a novel, potent and selective neurokinin-3 receptor antagonist.
1997 Jun
SCH 206272: a potent, orally active tachykinin NK(1), NK(2), and NK(3) receptor antagonist.
2002 Aug 23
Tachykinin receptors antagonists: from research to clinic.
2006 Aug
Contractile effect of tachykinins on Suncus murinus (house musk shrew) isolated ileum.
2008 Oct-Dec
Behavioral effects of saredutant, a tachykinin NK2 receptor antagonist, in experimental models of mood disorders under basal and stress-related conditions.
2008 Sep
Characterization of species-related differences in the pharmacology of tachykinin NK receptors 1, 2 and 3.
2009 May 1

Sample Use Guides

Saredutant 100 mg once daily in the morning for a maximum of 8 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:31:25 UTC 2023
Edited
by admin
on Sat Dec 16 16:31:25 UTC 2023
Record UNII
720U2QK8I5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SAREDUTANT
INN   WHO-DD  
INN  
Official Name English
BENZAMIDE, N-((2S)-4-(4-(ACETYLAMINO)-4-PHENYL-1-PIPERIDINYL)-2-(3,4-DICHLOROPHENYL)BUTYL)-N-METHYL-
Systematic Name English
saredutant [INN]
Common Name English
SR-48968
Common Name English
Saredutant [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
Code System Code Type Description
EVMPD
SUB10449MIG
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
INN
7487
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
PUBCHEM
104974
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
CAS
142001-63-6
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
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WIKIPEDIA
Saredutant
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
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EPA CompTox
DTXSID00161923
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
SMS_ID
100000084095
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
IUPHAR
2111
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
DRUG BANK
DB06660
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
NCI_THESAURUS
C152301
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
FDA UNII
720U2QK8I5
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
ChEMBL
CHEMBL308148
Created by admin on Sat Dec 16 16:31:26 UTC 2023 , Edited by admin on Sat Dec 16 16:31:26 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Tachykinin NK2 receptor antagonist that was developed by Sanofi-Aventis for anti-depressant potential
IC50
Related Record Type Details
ACTIVE MOIETY