SAREDUTANT

Investigational

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 Search

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

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT00417118 | https://www.evaluate.com/vantage/articles/analysis/sanofi-aventis-needs-successes-not-failures | https://www.ncbi.nlm.nih.gov/pubmed/11251629

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

Title	Date	PubMed
Effects of intra-hippocampal injections of the NK2 receptor antagonist saredutant on the elevated plus maze, and the mouse defense test battery.	2010-11-26	20849917
ACS chemical neuroscience molecule spotlight on Saredutant.	2010-10-20	22776916
Neurokinin-1 receptor antagonist treatment in polymicrobial sepsis: molecular insights.	2010-09-20	21188216
Saredutant, an NK2 receptor antagonist, has both antidepressant-like effects and synergizes with desipramine in an animal model of depression.	2010-08	20470817
Contractile responses induced by physalaemin, an analogue of substance P, in the rat esophagus.	2010-02-25	19958761
Involvement of sensory nerves and TRPV1 receptors in the rat airway inflammatory response to two environment pollutants: diesel exhaust particles (DEP) and 1,2-naphthoquinone (1,2-NQ).	2010-02	19399481
Characterization of species-related differences in the pharmacology of tachykinin NK receptors 1, 2 and 3.	2009-05-01	19426690
Multifaceted approach to determine the antagonist molecular mechanism and interaction of ibodutant ([1-(2-phenyl-1R-[[1-(tetrahydropyran-4-ylmethyl)-piperidin-4-ylmethyl]-carbamoyl]-ethylcarbamoyl)-cyclopentyl]-amide) at the human tachykinin NK2 receptor.	2009-05	19218528
Behavioral effects of saredutant, a tachykinin NK2 receptor antagonist, in experimental models of mood disorders under basal and stress-related conditions.	2008-09	18495229
Occurrence and pharmacological characterization of four human tachykinin NK2 receptor variants.	2008-08-15	18601911
Capsaicin-evoked bradycardia in anesthetized guinea pigs is mediated by endogenous tachykinins.	2008-04-10	18207255
Role of tachykinin NK(1) and NK(2) receptors in colonic sensitivity and stress-induced defecation in gerbils.	2008-03-17	18234189
Additional evidence for anxiolytic- and antidepressant-like activities of saredutant (SR48968), an antagonist at the neurokinin-2 receptor in various rodent-models.	2008-03	18045668
Contractile effect of tachykinins on Suncus murinus (house musk shrew) isolated ileum.	2007-11-06	18582934
Role of capsaicin-sensitive afferents and sensory neuropeptides in endotoxin-induced airway inflammation and consequent bronchial hyperreactivity in the mouse.	2007-06-07	17291600
Tachykinin receptors antagonists: from research to clinic.	2006-08	16918326
Selective blockade of NK2 or NK3 receptors produces anxiolytic- and antidepressant-like effects in gerbils.	2006-04	16624395
Pharmacology of an original and selective nonpeptide antagonist ligand for the human tachykinin NK2 receptor.	2005-06-01	15925360
Inducible nitric oxide synthase evoked nitric oxide counteracts capsaicin-induced airway smooth muscle contraction, but exacerbates plasma extravasation.	2005-04-18	15774269
Antidepressant-like effects of neurokinin receptor antagonists in the forced swim test in the rat.	2005-01-10	15659299
Targeting tachykinins for the treatment of obstructive airways disease.	2004	15350159
Actions of endothelin and corticotropin releasing factor in the guinea-pig ileum: no evidence for an interaction with capsaicin-sensitive neurons.	2003-08	12906840
SCH 206272: a potent, orally active tachykinin NK(1), NK(2), and NK(3) receptor antagonist.	2002-08-23	12206858
Effect of a tachykinin NK(2) receptor antagonist, nepadutant, on cardiovascular and gastrointestinal function in rats and dogs.	2001-03-09	11245853
Role of supraspinal tachykinins for volume- and L-dopa-induced bladder activity in normal conscious rats.	2000	10602251
Effect of tachykinin receptor antagonists in experimental neuropathic pain.	1998-11-20	9865506
Acetylcholine and tachykinin receptor antagonists attenuate wood smoke-induced bronchoconstriction in guinea pigs.	1998-11-06	9851584
Further evidence for the involvement of tachykinin receptor subtypes in formalin and capsaicin models of pain in mice.	1997-08	9308027
Nonpeptide tachykinin receptor antagonists: I. Pharmacological and pharmacokinetic characterization of SB 223412, a novel, potent and selective neurokinin-3 receptor antagonist.	1997-06	9190866
Role of tachykinins in castor oil diarrhoea in rats.	1997-06	9179376
The non-peptide tachykinin NK1- and NK2-receptor antagonists SR 140333 and SR 48968 prevent castor-oil induced diarrhea in rats.	1996	9219603
The inhibitory modulation of guinea-pig intestinal peristalsis caused by capsaicin involves calcitonin gene-related peptide and nitric oxide.	1995-12	8750923
Effects of neurokinin receptor antagonists on L-dopa induced bladder hyperactivity in normal conscious rats.	1995-10	7658588
Prostaglandin E2-induced bladder hyperactivity in normal, conscious rats: involvement of tachykinins?	1995-06	7752389
'Sensory-efferent' neural control of mucus secretion: characterization using tachykinin receptor antagonists in ferret trachea in vitro.	1994-12	7889271
Role of intrathecal tachykinins for micturition in unanaesthetized rats with and without bladder outlet obstruction.	1994-09	7812599
Capsaicin-induced bladder hyperactivity in normal conscious rats.	1994-08	7516984
Involvement of spinal tachykinin NK1 and NK2 receptors in detrusor hyperreflexia during chemical cystitis in anaesthetized rats.	1994-07-01	7957606
Characterization of the capsaicin-sensitive component of cyclophosphamide-induced inflammation in the rat urinary bladder.	1994-04	8032584
The non-peptide tachykinin NK2 receptor antagonist SR 48968 interacts with human, but not rat, cloned tachykinin NK3 receptors.	1994-02-15	8117304
Expression of rat NK-2 (neurokinin A) receptor in E. coli.	1994	7719707
Characterization of the binding sites of [3H]SR 48968, a potent nonpeptide radioligand antagonist of the neurokinin-2 receptor.	1993-03-31	7682062
Influence of (+/-)-CP-96,345 and SR 48968 on electrical field stimulation of the isolated guinea-pig main bronchus.	1992-12-02	1334836
A potent and selective non-peptide antagonist of the neurokinin A (NK2) receptor.	1992	1313515

Sample Use Guides

In Vivo Use Guide

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 `Wed Apr 02 07:55:21 GMT 2025` Edited by `admin` on `Wed Apr 02 07:55:21 GMT 2025`
Record UNII	720U2QK8I5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SAREDUTANT

Official Name

English

SR-48968

Preferred 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

Saredutant [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265