Osanetant

Osanetant
Clinical data
ATC code	none;
Identifiers
	IUPAC name N-(1-{3-[(3R)-1-benzoyl-3-(3,4-dichlorophenyl)piperidin-3-yl]propyl}-4-phenylpiperidin-4-yl]-N-methylacetamide;
CAS Number	160492-56-8 ;
PubChem CID	219077;
IUPHAR/BPS	2110;
ChemSpider	189901 ;
UNII	K7G81N94DT;
ChEMBL	ChEMBL346178 ;
CompTox Dashboard (EPA)	DTXSID901027521 ;
ECHA InfoCard	100.233.307
Chemical and physical data
Formula	C35H41Cl2N3O2
Molar mass	606.63 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)N(C)C1(CCN(CC1)CCC[C@@]2(CCCN(C2)C(=O)C3=CC=CC=C3)C4=CC(=C(C=C4)Cl)Cl)C5=CC=CC=C5;
	InChI InChI=1S/C35H41Cl2N3O2/c1-27(41)38(2)35(29-13-7-4-8-14-29)19-23-39(24-20-35)21-9-17-34(30-15-16-31(36)32(37)25-30)18-10-22-40(26-34)33(42)28-11-5-3-6-12-28/h3-8,11-16,25H,9-10,17-24,26H2,1-2H3/t34-/m0/s1 ; Key:DZOJBGLFWINFBF-UMSFTDKQSA-N ;
	(what is this?) (verify)

Osanetant (SR-142,801) was a neurokinin 3 receptor antagonist developed by Sanofi-Synthélabo, which was being researched for the treatment of schizophrenia, but was discontinued.^[1]^[2] It was the first non-peptide NK₃ antagonist developed in the mid-1990s,^[3]^[4] Other potential applications for osanetant is in the treatment of drug addiction, as it has been found to block the effects of cocaine in animal models.^[5]^[6]

References

^ "osanetant Sanofi-Aventis discontinued, France". Highbeam. Archived from the original on 2016-03-11.
^ Kamali F (July 2001). "Osanetant Sanofi-Synthélabo". Current Opinion in Investigational Drugs. 2 (7): 950–6. PMID 11757797.
^ Emonds-Alt X, Bichon D, Ducoux JP, Heaulme M, Miloux B, Poncelet M, et al. (1995). "SR 142801, the first potent non-peptide antagonist of the tachykinin NK3 receptor". Life Sciences. 56 (1): PL27-32. doi:10.1016/0024-3205(94)00413-M. PMID 7830490.
^ Quartara L, Altamura M (August 2006). "Tachykinin receptors antagonists: from research to clinic". Current Drug Targets. 7 (8): 975–92. doi:10.2174/138945006778019381. PMID 16918326. Archived from the original on 2011-07-25.
^ De Souza Silva MA, Mello EL, Müller CP, Jocham G, Maior RS, Huston JP, et al. (May 2006). "The tachykinin NK3 receptor antagonist SR142801 blocks the behavioral effects of cocaine in marmoset monkeys". European Journal of Pharmacology. 536 (3): 269–78. doi:10.1016/j.ejphar.2006.03.010. PMID 16603151.
^ Jocham G, Lezoch K, Müller CP, Kart-Teke E, Huston JP, de Souza Silva MA (September 2006). "Neurokinin receptor antagonism attenuates cocaine's behavioural activating effects yet potentiates its dopamine-enhancing action in the nucleus accumbens core". The European Journal of Neuroscience. 24 (6): 1721–32. doi:10.1111/j.1460-9568.2006.05041.x. PMID 17004936.

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[1] "osanetant Sanofi-Aventis discontinued, France". Highbeam. Archived from the original on 2016-03-11.

[2] Kamali F (July 2001). "Osanetant Sanofi-Synthélabo". Current Opinion in Investigational Drugs. 2 (7): 950–6. PMID 11757797.

[3] Emonds-Alt X, Bichon D, Ducoux JP, Heaulme M, Miloux B, Poncelet M, et al. (1995). "SR 142801, the first potent non-peptide antagonist of the tachykinin NK3 receptor". Life Sciences. 56 (1): PL27-32. doi:10.1016/0024-3205(94)00413-M. PMID 7830490.

[pmid16918326-4] Quartara L, Altamura M (August 2006). "Tachykinin receptors antagonists: from research to clinic". Current Drug Targets. 7 (8): 975–92. doi:10.2174/138945006778019381. PMID 16918326. Archived from the original on 2011-07-25.

[5] De Souza Silva MA, Mello EL, Müller CP, Jocham G, Maior RS, Huston JP, et al. (May 2006). "The tachykinin NK3 receptor antagonist SR142801 blocks the behavioral effects of cocaine in marmoset monkeys". European Journal of Pharmacology. 536 (3): 269–78. doi:10.1016/j.ejphar.2006.03.010. PMID 16603151.

[6] Jocham G, Lezoch K, Müller CP, Kart-Teke E, Huston JP, de Souza Silva MA (September 2006). "Neurokinin receptor antagonism attenuates cocaine's behavioural activating effects yet potentiates its dopamine-enhancing action in the nucleus accumbens core". The European Journal of Neuroscience. 24 (6): 1721–32. doi:10.1111/j.1460-9568.2006.05041.x. PMID 17004936.

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[2]

[3]

[4]

[5]

[6]

v t e Neurokinin receptor modulators
NK₁	Agonists: Substance P Antagonists: Aprepitant Befetupitant Burapitant Casopitant CI-1021 CP-96345 CP-99994 CP-122721 Dapitant Elinzanetant Ezlopitant Figopitant FK-888 Fosaprepitant Fosnetupitant GR-203040 GW-597599 HSP-117 L-733,060 L-741,671 L-743,310 L-758,298 Lanepitant LY-306740 Maropitant Netupitant NKP-608 Nolpitantium besilate Orvepitant Rolapitant RP-67580 SDZ NKT 343 Serlopitant T-2328 Telmapitant Tradipitant Vestipitant Vofopitant
NK₂	Agonists: Neurokinin A Antagonists: GR-159897 Ibodutant Nepadutant Saredutant
NK₃	Agonists: Neurokinin B Senktide Antagonists: Elinzanetant Fezolinetant Osanetant Pavinetant SB-218,795 SB-222,200 Talnetant

See also

References