SR-57227

SR-57227
Identifiers
	IUPAC name 1-(6-chloropyridin-2-yl)piperidin-4-amine;
CAS Number	77145-61-0;
PubChem CID	131747;
IUPHAR/BPS	4316;
ChemSpider	116402;
ECHA InfoCard	100.163.915
Chemical and physical data
Formula	C10H14ClN3
Molar mass	211.69 g/mol
3D model (Jmol)	Interactive image;
	SMILES ClC1=CC=CC(N2CCC(N)CC2)=N1 ;
	InChI InChI=1S/C10H14ClN3/c11-9-2-1-3-10(13-9)14-6-4-8(12)5-7-14/h1-3,8H,4-7,12H2 ; Key:WPVVMKYQOMJPIN-UHFFFAOYSA-N ;

SR-57227 is a potent and selective agonist at the 5HT₃ receptor, with high selectivity over other serotonin receptor subtypes and good blood-brain barrier penetration.^[1]^[2]^[3]^[4]

References[edit]

^ Bachy, A.; Héaulme, M.; Giudice, A.; Michaud, J. C.; Lefevre, I. A.; Souilhac, J.; Manara, L.; Emerit, M. B.; Gozlan, H.; Hamon, M.; Keane, P. E.; Soubrié, P.; Le Fur, G. R. (1993). "SR 57227A: A potent and selective agonist at central and peripheral 5-HT3 receptors in vitro and in vivo". European Journal of Pharmacology. 237 (2–3): 299–309. doi:10.1016/0014-2999(93)90282-M. PMID 7689975.
^ Maksay, G.; Simonyi, M.; Bikádi, Z. (2004). "Subunit rotation models activation of serotonin 5-HT3AB receptors by agonists". Journal of computer-aided molecular design. 18 (10): 651–664. doi:10.1007/s10822-004-6259-0. PMID 15849995.
^ Yoo, J. H.; Cho, J. H.; Yu, H. S.; Lee, K. W.; Lee, B. H.; Jeong, S. M.; Nah, S. Y.; Kim, H. C.; Lee, S. Y.; Jang, C. G. (2006). "Involvement of 5-HT3receptors in the development and expression of methamphetamine-induced behavioral sensitization: 5-HT3Areceptor channel and binding study". Journal of Neurochemistry. 99 (3): 976–988. doi:10.1111/j.1471-4159.2006.04137.x. PMID 16942594.
^ Li, Y.; Raaby, K. F.; Sánchez, C.; Gulinello, M. (2013). "Serotonergic receptor mechanisms underlying antidepressant-like action in the progesterone withdrawal model of hormonally induced depression in rats". Behavioural Brain Research. 256: 520–528. doi:10.1016/j.bbr.2013.09.002. PMID 24016840.

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Identifiers

IUPAC name 1-(6-chloropyridin-2-yl)piperidin-4-amine
CAS Number	77145-61-0
PubChem CID	131747
IUPHAR/BPS	4316
ChemSpider	116402
ECHA InfoCard	100.163.915
Chemical and physical data
Formula	C₁₀H₁₄ClN₃
Molar mass	211.69 g/mol
3D model (Jmol)	Interactive image
SMILES ClC1=CC=CC(N2CCC(N)CC2)=N1
InChI InChI=1S/C10H14ClN3/c11-9-2-1-3-10(13-9)14-6-4-8(12)5-7-14/h1-3,8H,4-7,12H2 Key:WPVVMKYQOMJPIN-UHFFFAOYSA-N