Spiramide

Spiramide
Clinical data
ATC code	none;
Identifiers
	IUPAC name 8-[3-(4-Fluorophenoxy)propyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one;
CAS Number	510-74-7;
PubChem CID	68186;
IUPHAR/BPS	175;
ChemSpider	61493;
UNII	471LF4O004;
ChEBI	CHEBI:64207 ;
CompTox Dashboard (EPA)	DTXSID6042579 ;
Chemical and physical data
Formula	C22H27FN3O2
Molar mass	384.466 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c2cc(F)ccc2OCCCN3CCC1(CC3)N(CNC1=O)c4ccccc4;
	InChI InChI=1S/C22H26FN3O2/c23-18-7-9-20(10-8-18)28-16-4-13-25-14-11-22(12-15-25)21(27)24-17-26(22)19-5-2-1-3-6-19/h1-3,5-10H,4,11-17H2,(H,24,27); Key:FJUKDAZEABGEIH-UHFFFAOYSA-N;
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Spiramide (developmental code name AMI-193) is an experimental antipsychotic that acts as a selective 5-HT_2A, 5-HT_1A, and D₂ receptor antagonist. It has negligible affinity for the 5-HT_2C receptor.[1][2][3]

References

Czoty PW, Howell LL (October 2000). "Behavioral effects of AMI-193, a 5-HT(2A)- and dopamine D(2)-receptor antagonist, in the squirrel monkey". Pharmacology Biochemistry and Behavior. 67 (2): 257–64. doi:10.1016/S0091-3057(00)00321-X. PMID 11124389.
Luparini MR, Garrone B, Pazzagli M, Pinza M, Pepeu G (November 2004). "A cortical GABA-5HT interaction in the mechanism of action of the antidepressant trazodone". Progress in Neuro-psychopharmacology & Biological Psychiatry. 28 (7): 1117–27. doi:10.1016/j.pnpbp.2004.05.046. PMID 15610924.
Hamada K, Yoshida M, Isayama H, Yagi Y, Kanazashi S, Kashihara Y, Takeuchi K, Yamaguchi I (November 2007). "Possible involvement of endogenous 5-HT in aggravation of cerulein-induced acute pancreatitis in mice". Journal of Pharmacological Sciences. 105 (3): 240–50. doi:10.1254/jphs.FP0071049. PMID 17965538.

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[pmid11124389-1] Czoty PW, Howell LL (October 2000). "Behavioral effects of AMI-193, a 5-HT(2A)- and dopamine D(2)-receptor antagonist, in the squirrel monkey". Pharmacology Biochemistry and Behavior. 67 (2): 257–64. doi:10.1016/S0091-3057(00)00321-X. PMID 11124389.

[pmid15610924-2] Luparini MR, Garrone B, Pazzagli M, Pinza M, Pepeu G (November 2004). "A cortical GABA-5HT interaction in the mechanism of action of the antidepressant trazodone". Progress in Neuro-psychopharmacology & Biological Psychiatry. 28 (7): 1117–27. doi:10.1016/j.pnpbp.2004.05.046. PMID 15610924.

[pmid17965538-3] Hamada K, Yoshida M, Isayama H, Yagi Y, Kanazashi S, Kashihara Y, Takeuchi K, Yamaguchi I (November 2007). "Possible involvement of endogenous 5-HT in aggravation of cerulein-induced acute pancreatitis in mice". Journal of Pharmacological Sciences. 105 (3): 240–50. doi:10.1254/jphs.FP0071049. PMID 17965538.