SDZ SER-082

SDZ SER-082
Identifiers
	IUPAC name (+)-cis 4,5,7a,8,9,10,11,11a-octahydro-7H-10-methylindolo[1,7-bc][2,6]-naphthyridine;
CAS Number	141474-54-6 ;
PubChem CID	9859407;
IUPHAR/BPS	195;
ChemSpider	8035107 ;
UNII	M7FHF24Q22;
CompTox Dashboard (EPA)	DTXSID001028477 ;
Chemical and physical data
Formula	C15H20N2
Molar mass	228.339 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CC[C@@H]2CN3CCC4=C3C(=CC=C4)[C@@H]2C1;
	InChI InChI=1S/C15H20N2/c1-16-7-5-12-9-17-8-6-11-3-2-4-13(15(11)17)14(12)10-16/h2-4,12,14H,5-10H2,1H3/t12-,14-/m1/s1 ; Key:YASBOGFWAMXINH-TZMCWYRMSA-N ;
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SDZ SER-082 is a drug which acts as a mixed antagonist for the 5-HT_2B and 5-HT_2C serotonin receptors, with good selectivity over other serotonin receptor subtypes and slight preference for 5-HT_2C over 5-HT_2B.^[1] It has been used in animal studies into the behavioural effects of the different 5-HT₂ subtypes,^[2]^[3]^[4] and how they influence the effects of other drugs such as cocaine.^[5]^[6]^[7]

References

^ Nozulak J, Kalkman HO, Floersheim P, Hoyer D, Schoeffter P, Buerki HR (January 1995). "(+)-cis-4,5,7a,8,9,10,11,11a-octahydro-7H-10-methylindolo[1,7- bc][2,6]-naphthyridine: a 5-HT2C/2B receptor antagonist with low 5-HT2A receptor affinity". Journal of Medicinal Chemistry. 38 (1): 28–33. doi:10.1021/jm00001a007. PMID 7837236.
^ Mora PO, Netto CF, Graeff FG (December 1997). "Role of 5-HT2A and 5-HT2C receptor subtypes in the two types of fear generated by the elevated T-maze". Pharmacology Biochemistry and Behavior. 58 (4): 1051–7. doi:10.1016/S0091-3057(97)00057-9. PMID 9408213. S2CID 11115355.
^ Dave KD, Harvey JA, Aloyo VJ (May 2002). "A novel behavioral model that discriminates between 5-HT2A and 5-HT2C receptor activation". Pharmacology Biochemistry and Behavior. 72 (1–2): 371–8. doi:10.1016/S0091-3057(01)00767-5. PMID 11900808. S2CID 36921090.
^ Hawkins MF, Uzelac SM, Hearn JK, Baumeister AA (October 2008). "Effects of selective serotonin2 ligands on behaviors evoked by stress in the rat". Pharmacology Biochemistry and Behavior. 90 (4): 632–9. doi:10.1016/j.pbb.2008.05.006. PMID 18572227. S2CID 25959070.
^ Filip M, Bubar MJ, Cunningham KA (September 2004). "Contribution of serotonin (5-hydroxytryptamine; 5-HT) 5-HT2 receptor subtypes to the hyperlocomotor effects of cocaine: acute and chronic pharmacological analyses". The Journal of Pharmacology and Experimental Therapeutics. 310 (3): 1246–54. doi:10.1124/jpet.104.068841. PMID 15131246. S2CID 25809734.
^ Filip M (2005). "Role of serotonin (5-HT)2 receptors in cocaine self-administration and seeking behavior in rats". Pharmacological Reports. 57 (1): 35–46. PMID 15849375.
^ Filip M, Bubar MJ, Cunningham KA (January 2006). "Contribution of serotonin (5-HT) 5-HT2 receptor subtypes to the discriminative stimulus effects of cocaine in rats". Psychopharmacology. 183 (4): 482–9. doi:10.1007/s00213-005-0197-y. PMID 16261316. S2CID 23148827.

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[1] Nozulak J, Kalkman HO, Floersheim P, Hoyer D, Schoeffter P, Buerki HR (January 1995). "(+)-cis-4,5,7a,8,9,10,11,11a-octahydro-7H-10-methylindolo[1,7- bc][2,6]-naphthyridine: a 5-HT2C/2B receptor antagonist with low 5-HT2A receptor affinity". Journal of Medicinal Chemistry. 38 (1): 28–33. doi:10.1021/jm00001a007. PMID 7837236.

[pmid9408213-2] Mora PO, Netto CF, Graeff FG (December 1997). "Role of 5-HT2A and 5-HT2C receptor subtypes in the two types of fear generated by the elevated T-maze". Pharmacology Biochemistry and Behavior. 58 (4): 1051–7. doi:10.1016/S0091-3057(97)00057-9. PMID 9408213. S2CID 11115355.

[pmid11900808-3] Dave KD, Harvey JA, Aloyo VJ (May 2002). "A novel behavioral model that discriminates between 5-HT2A and 5-HT2C receptor activation". Pharmacology Biochemistry and Behavior. 72 (1–2): 371–8. doi:10.1016/S0091-3057(01)00767-5. PMID 11900808. S2CID 36921090.

[pmid18572227-4] Hawkins MF, Uzelac SM, Hearn JK, Baumeister AA (October 2008). "Effects of selective serotonin2 ligands on behaviors evoked by stress in the rat". Pharmacology Biochemistry and Behavior. 90 (4): 632–9. doi:10.1016/j.pbb.2008.05.006. PMID 18572227. S2CID 25959070.

[pmid15131246-5] Filip M, Bubar MJ, Cunningham KA (September 2004). "Contribution of serotonin (5-hydroxytryptamine; 5-HT) 5-HT2 receptor subtypes to the hyperlocomotor effects of cocaine: acute and chronic pharmacological analyses". The Journal of Pharmacology and Experimental Therapeutics. 310 (3): 1246–54. doi:10.1124/jpet.104.068841. PMID 15131246. S2CID 25809734.

[pmid15849375-6] Filip M (2005). "Role of serotonin (5-HT)2 receptors in cocaine self-administration and seeking behavior in rats". Pharmacological Reports. 57 (1): 35–46. PMID 15849375.

[pmid16261316-7] Filip M, Bubar MJ, Cunningham KA (January 2006). "Contribution of serotonin (5-HT) 5-HT2 receptor subtypes to the discriminative stimulus effects of cocaine in rats". Psychopharmacology. 183 (4): 482–9. doi:10.1007/s00213-005-0197-y. PMID 16261316. S2CID 23148827.

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Identifiers

IUPAC name (+)-cis 4,5,7a,8,9,10,11,11a-octahydro-7H-10-methylindolo[1,7-bc][2,6]-naphthyridine
CAS Number	141474-54-6^Y
PubChem CID	9859407
IUPHAR/BPS	195
ChemSpider	8035107^N
UNII	M7FHF24Q22
CompTox Dashboard (EPA)	DTXSID001028477
Chemical and physical data
Formula	C₁₅H₂₀N₂
Molar mass	228.339 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1CC[C@@H]2CN3CCC4=C3C(=CC=C4)[C@@H]2C1
InChI InChI=1S/C15H20N2/c1-16-7-5-12-9-17-8-6-11-3-2-4-13(15(11)17)14(12)10-16/h2-4,12,14H,5-10H2,1H3/t12-,14-/m1/s1^N Key:YASBOGFWAMXINH-TZMCWYRMSA-N^N
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