510-74-7

510-74-7 structure

Name: AMI-193
Chemical Name: spiramide
CAS Number: 510-74-7
Molecular Formula: C₂₂H₂₆FN₃O₂
Molecular Weight: 383.45900
Catalog: Signaling Pathways GPCR/G Protein 5-HT Receptor
Create Date: 2018-06-29 15:58:05
Modify Date: 2025-08-24 21:10:19
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].

Name	spiramide
Synonyms	AMI-193 Espiramida Spiramide Fluroxyspiramine 8-[3-(4-fluorophenoxy)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one Spiramidum

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 Receptor Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling 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.

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

HS Code	2933990090

1716-42-3

1021-25-6

~87%

510-74-7

Literature: Zigelboim, Isaac; Weissberg, Avi; Cohen, Yoram Journal of Organic Chemistry, 2013 , vol. 78, # 14 p. 7001 - 7012

Precursor 2
1716-42-3 1021-25-6
DownStream 0

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%

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.

510-74-7	20324-87-2
134-47-4	13967-67-4
2320274-72-2	713121-80-3
15116-82-2	133438-58-1
15735-70-3	489416-12-8
1091626-35-5	1264755-11-4
1422058-10-3	1820581-42-7
1264755-16-9	1314700-13-4
1692276-00-8	1344789-34-9
1283897-21-1	41412-81-1