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;
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;

Spiramide (AMI-193) is a 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 (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. PMID 11124389. {{cite journal}}: Unknown parameter |month= ignored (help)
^ Luparini MR, Garrone B, Pazzagli M, Pinza M, Pepeu G (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. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
^ Hamada K, Yoshida M, Isayama H, Yagi Y, Kanazashi S, Kashihara Y, Takeuchi K, Yamaguchi I (2007). "Possible involvement of endogenous 5-HT in aggravation of cerulein-induced acute pancreatitis in mice". Journal of Pharmacological Sciences. 105 (3): 240–50. PMID 17965538. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)

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[pmid11124389-1] Czoty PW, Howell LL (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. PMID 11124389. {{cite journal}}: Unknown parameter |month= ignored (help)

[pmid15610924-2] Luparini MR, Garrone B, Pazzagli M, Pinza M, Pepeu G (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. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)

[pmid17965538-3] Hamada K, Yoshida M, Isayama H, Yagi Y, Kanazashi S, Kashihara Y, Takeuchi K, Yamaguchi I (2007). "Possible involvement of endogenous 5-HT in aggravation of cerulein-induced acute pancreatitis in mice". Journal of Pharmacological Sciences. 105 (3): 240–50. PMID 17965538. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)

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[2]

[3]

v t e Antipsychotics (N05A)
Typical	Butyrophenones: Benperidol Bromperidol Bromperidol decanoate Droperidol Haloperidol^# Haloperidol decanoate Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines: Fluspirilene Penfluridol Pimozide Phenothiazines: Acepromazine Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Fluphenazine decanoate Fluphenazine enanthate Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine BL-1020 Perphenazine decanoate Perphenazine enanthate Piperacetazine Pipotiazine Pipotiazine palmitate Pipotiazine undecylenate Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes: Chlorprothixene Clopenthixol Clopenthixol decanoate Flupentixol Flupentixol decanoate Tiotixene (thiothixene) Zuclopenthixol Zuclopenthixol acetate Zuclopenthixol decanoate
Disputed	Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones: Melperone Tricyclics: Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine Oxyprothepin decanoate Others: Molindone
Atypical	Benzisoxazole/benzisothiazoles: Iloperidone Lurasidone Paliperidone Paliperidone palmitate Perospirone Risperidone^# Ziprasidone Butyrophenones: Lumateperone Phenylpiperazines/quinolinones: Aripiprazole Aripiprazole lauroxil Brilaroxazine^† Brexpiprazole Cariprazine Tricyclics: Asenapine Clozapine^# Olanzapine (+samidorphan) Quetiapine Zotepine Others: Blonanserin Pimavanserin Sertindole
Others	Monoamine-depleting agents: Oxypertine Reserpine Tetrabenazine Others/unknown: Azacyclonol Xanomeline/trospium chloride
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III