CAS 510-74-7|AMI-193

Introduction:Basic information about CAS 510-74-7|AMI-193, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAMI-193
CAS Number510-74-7Molecular Weight383.45900
Density1.26 g/cm3Boiling Point609.1ºC at 760 mmHg
Molecular FormulaC22H26FN3O2Melting Point/
MSDS/Flash Point322.2ºC

Names

Namespiramide
SynonymMore Synonyms

AMI-193 BiologicalActivity

DescriptionSpiramide (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 CatalogSignaling 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 VitroSpiramide 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 VivoAMI-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

Density1.26 g/cm3
Boiling Point609.1ºC at 760 mmHg
Molecular FormulaC22H26FN3O2
Molecular Weight383.45900
Flash Point322.2ºC
Exact Mass383.20100
PSA44.81000
LogP3.35480
Index of Refraction1.621
InChIKeyFJUKDAZEABGEIH-UHFFFAOYSA-N
SMILESO=C1NCN(c2ccccc2)C12CCN(CCCOc1ccc(F)cc1)CC2

Safety Information

HS Code2933990090

Customs

HS Code2933990090
Summary2933990090. 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
CAS 143675-79-0|G Protein Antagonist
CAS 316173-57-6|SCH 442416
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