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 ;
Chemical and physical data
Formula	C22H27FN3O2
Molar mass	384.466 g/mol
3D model (Jmol)	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 (AMI-193) is 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[edit]

^ 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.

[1]

[2]

[3]

v t e Antipsychotics (neuroleptics) (N05A)

Typical	Benzamides Levosulpiride Sulpiride Veralipride^‡ Butyrophenones Azaperone Benperidol Bromperidol Droperidol Fluanisone Haloperidol^# Lenperone Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines Clopimozide Fluspirilene Penfluridol Pimozide Phenothiazines Acepromazine Acetophenazine Butaperazine Carphenazine (carfenazine) Chloracizine Chlorproethazine Chlorpromazine Cyamemazine Dixyrazine Fluacizine Fluphenazine Levomepromazine/Methotrimeprazine Mesoridazine Perazine Periciazine Perphenazine Perphenazine 4-aminobutyrate Piperacetazine Pipotiazine Prochlorperazine Promazine Promethazine Sulforidazine Thiethylperazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes Chlorprothixene Clopenthixol Clothixamide Flupentixol Fluprothixene Piflutixol Teflutixol Thiothixene Zuclopenthixol Tricyclics Fluotracen Loxapine Trimipramine Others Butaclamol Prothipendyl

Atypical	Benzamides Amisulpride Nemonapride Remoxipride^‡ Sultopride Tiapride Butyrophenones Cinuperone Melperone Setoperone Benzo(iso)oxazole piperidines Iloperidone Ocaperidone^§ Paliperidone Risperidone^# Benzo(iso)thiazole piperazines Lurasidone Perospirone Revospirone^§ Tiospirone^§ Ziprasidone Diphenylbutylpiperazines Amperozide Phenylpiperazines Aripiprazole Aripiprazole lauroxil Bifeprunox^§ Brexpiprazole Cariprazine Tricyclics Amoxapine Asenapine Carpipramine Clocapramine Clorotepine Clotiapine Clozapine^# Flumezapine Fluperlapine Gevotroline Metitepine Mosapramine Olanzapine Quetiapine Tenilapine Zotepine Others Blonanserin Lumateperone^† Molindone Pimavanserin RP5063^† Sertindole Zicronapine^§

Others	Azacyclonol Cannabidiol Oxypertine Reserpine Tetrabenazine

^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Spiramide

References[edit]

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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^Y
Chemical and physical data
Formula	C₂₂H₂₇FN₃O₂
Molar mass	384.466 g/mol
3D model (Jmol)	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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