CAS 510-74-7|AMI-193
| Common Name | AMI-193 | ||
|---|---|---|---|
| CAS Number | 510-74-7 | Molecular Weight | 383.45900 |
| Density | 1.26 g/cm3 | Boiling Point | 609.1ºC at 760 mmHg |
| Molecular Formula | C22H26FN3O2 | Melting Point | / |
| MSDS | / | Flash Point | 322.2ºC |
Names
| Name | spiramide |
|---|---|
| Synonym | More Synonyms |
AMI-193 BiologicalActivity
| Description | Spiramide (AMI-193) is a potent and selective antagonist of 5-HT2 and dopamine D2 receptor, with Kis of 2 nM and 3 nM, respectively. Spiramide has >2000-fold selectivity for 5-HT2 versus 5-HT1C (Ki=4300 nM) receptors. Spiramide exhibits antipsychotic activity[1][2][3]. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Dopamine ReceptorSignaling Pathways >>Neuronal Signaling >>Dopamine ReceptorResearch Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor |
| Target | 5-HT2 Receptor:2 nM (Ki) D2 Receptor:3 nM (Ki) 5-HT1A Receptor:50 nM (Ki) D1 Receptor:2530 nM (Ki) 5-HT1C Receptor:4300 nM (Ki) |
| In Vitro | Spiramide retains affinity for 5-HT1A sites (Ki=50 nM) and also binds at dopamine D2 sites (Ki=3 nM), but possesses low affinity for dopamine D1 sites (Ki=2530 nM)[1]. |
| In Vivo | AMI-193 (0.003-0.01 mg/kg; i.m.) dose-dependently decreases response rate in monkeys under a fixed-interval (FI) schedule of stimulus termination[2]. AMI-193 (0.003-0.01 mg/kg; i.m.) attenuates the discriminative-stimulus effects of cocaine in drug-discrimination experiments[2]. AMI-193 (0.003-0.01 mg/kg; i.m.) reduces response rate under a second-order schedule of i.v. self-administration of cocaine (0.1 mg/infusion)[2]. Animal Model: Adult male squirrel monkeys (850-1300 g)[2] Dosage: 0.003, 0.01 mg/kg Administration: I.m. on Tuesday, Wednesday, and Thursday the following week Result: Decreased the response rate. The rate-decreasing effects were reversed by cocaine. |
| References | [1]. Ismaiel AM, et, al. Antagonism of 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane stimulus with a newly identified 5-HT2- versus 5-HT1C-selective antagonist. J Med Chem. 1993 Aug 20;36(17):2519-25. [2]. Czoty PW, et, al. Behavioral effects of AMI-193, a 5-HT(2A)- and dopamine D(2)-receptor antagonist, in the squirrel monkey. Pharmacol Biochem Behav. 2000 Oct;67(2):257-64. [3]. Kjellberg B, et, al. Partial restoration by a neuroleptic (spiramide) of items of grooming behaviour suppressed by amphetamine. Arch Int Pharmacodyn Ther. 1974 Jul;210(1):61-6. |
Chemical & Physical Properties
| Density | 1.26 g/cm3 |
|---|---|
| Boiling Point | 609.1ºC at 760 mmHg |
| Molecular Formula | C22H26FN3O2 |
| Molecular Weight | 383.45900 |
| Flash Point | 322.2ºC |
| Exact Mass | 383.20100 |
| PSA | 44.81000 |
| LogP | 3.35480 |
| Index of Refraction | 1.621 |
| InChIKey | FJUKDAZEABGEIH-UHFFFAOYSA-N |
| SMILES | O=C1NCN(c2ccccc2)C12CCN(CCCOc1ccc(F)cc1)CC2 |
Safety Information
| HS Code | 2933990090 |
|---|
Customs
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Synonyms
| AMI-193 |
| Espiramida |
| Spiramide |
| Fluroxyspiramine |
| 8-[3-(4-fluorophenoxy)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one |
| Spiramidum |
