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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H35Cl2N3O2.C4H6O4
Molecular Weight 670.623
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAREDUTANT SUCCINATE

SMILES

OC(=O)CCC(O)=O.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=RCPXXEKUUCEFEI-UFTMZEDQSA-N
InChI=1S/C31H35Cl2N3O2.C4H6O4/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;5-3(6)1-2-4(7)8/h3-14,21,26H,15-20,22H2,1-2H3,(H,34,37);1-2H2,(H,5,6)(H,7,8)/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

Molecular Formula C4H6O4
Molecular Weight 118.088
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
A potent and selective non-peptide antagonist of the neurokinin A (NK2) receptor.
1992
Influence of (+/-)-CP-96,345 and SR 48968 on electrical field stimulation of the isolated guinea-pig main bronchus.
1992 Dec 2
Capsaicin-induced bladder hyperactivity in normal conscious rats.
1994 Aug
Role of tachykinins in castor oil diarrhoea in rats.
1997 Jun
Effect of tachykinin receptor antagonists in experimental neuropathic pain.
1998 Nov 20
Role of supraspinal tachykinins for volume- and L-dopa-induced bladder activity in normal conscious rats.
2000
SCH 206272: a potent, orally active tachykinin NK(1), NK(2), and NK(3) receptor antagonist.
2002 Aug 23
Actions of endothelin and corticotropin releasing factor in the guinea-pig ileum: no evidence for an interaction with capsaicin-sensitive neurons.
2003 Aug
Behavioral effects of saredutant, a tachykinin NK2 receptor antagonist, in experimental models of mood disorders under basal and stress-related conditions.
2008 Sep
Contractile responses induced by physalaemin, an analogue of substance P, in the rat esophagus.
2010 Feb 25
ACS chemical neuroscience molecule spotlight on Saredutant.
2010 Oct 20

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 03:28:44 UTC 2023
Edited
by admin
on Sat Dec 16 03:28:44 UTC 2023
Record UNII
6FE8PG636R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SAREDUTANT SUCCINATE
Common Name English
BENZAMIDE, N-(4-(4-(ACETYLAMINO)-4-PHENYL-1-PIPERIDINYL)-2-(3,4-DICHLOROPHENYL)BUTYL)-N-METHYL-, (S)-, BUTANEDIOATE (1:1)
Common Name English
SR-48968C
Code English
SR48968C
Code English
Code System Code Type Description
EPA CompTox
DTXSID80170119
Created by admin on Sat Dec 16 03:28:44 UTC 2023 , Edited by admin on Sat Dec 16 03:28:44 UTC 2023
PRIMARY
FDA UNII
6FE8PG636R
Created by admin on Sat Dec 16 03:28:44 UTC 2023 , Edited by admin on Sat Dec 16 03:28:44 UTC 2023
PRIMARY
PUBCHEM
11534823
Created by admin on Sat Dec 16 03:28:44 UTC 2023 , Edited by admin on Sat Dec 16 03:28:44 UTC 2023
PRIMARY
CAS
176381-98-9
Created by admin on Sat Dec 16 03:28:44 UTC 2023 , Edited by admin on Sat Dec 16 03:28:44 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY