213027-19-1

213027-19-1 structure

Name: Cipralisant
Chemical Name: 5-[2-(5,5-dimethylhex-1-ynyl)cyclopropyl]-1H-imidazole
CAS Number: 213027-19-1
Molecular Formula: C₁₄H₂₀N₂
Molecular Weight: 216.32200
Catalog: Signaling Pathways GPCR/G Protein Histamine Receptor
Create Date: 2016-03-27 16:42:11
Modify Date: 2024-01-10 19:33:41
Cipralisant is a potent and selective histamine H3 receptor antagonist in vivo, and an agonist in vitro, with a pKi of 9.9 for histamine H3 receptor and a Ki of 0.47 nM for rat histamine H3 receptor; Cipralisant has entered in clinical trials for the treatment of attention-deficit hyperactivity disorder.

Name	5-[2-(5,5-dimethylhex-1-ynyl)cyclopropyl]-1H-imidazole
Synonyms	cipralisant

Description	Cipralisant is a potent and selective histamine H3 receptor antagonist in vivo, and an agonist in vitro, with a pKi of 9.9 for histamine H3 receptor and a Ki of 0.47 nM for rat histamine H3 receptor; Cipralisant has entered in clinical trials for the treatment of attention-deficit hyperactivity disorder.
Related Catalog	Signaling Pathways >> GPCR/G Protein >> Histamine Receptor Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Neurological Disease
Target	pKi: 9.9 (Histamine H3 receptor)[1] Ki: 0.47 nM (Rat histamine H3 receptor)[2]
In Vitro	Cipralisant (GT-2331) is a potent histamine H3 receptor antagonist with a pKi of 9.9[1] and a Ki of 0.47 nM for rat histamine H3 receptor[2]. Cipralisant acts as a full agonist at the recombinant rat histamine H3 receptor in vitro, and potently inhibits forskolin-induced cAMP accumulation with an EC50 of 0.23 nM. Cipralisant increases the basal [35S]GTPγS binding activities in membranes from HEK cells expressing the rat histamine H3 receptor (EC50, 5.6 nM)[2].
In Vivo	Cipralisant (GT-2331) acts as an antagonist of histamine H3 receptor, and blocks R-α-methylhistamine (a histamine H3 receptor agonist)-induced water intake at 10 mg/kg via oral administration in rats[2].
References	[1]. Tedford CE, et al. High antagonist potency of GT-2227 and GT-2331, new histamine H3 receptor antagonists, in two functional models. Eur J Pharmacol. 1998 Jun 26;351(3):307-11. [2]. Ito S, et al. Detailed pharmacological characterization of GT-2331 for the rat histamine H3 receptor. Eur J Pharmacol. 2006 Jan 4;529(1-3):40-6.

Density	1.03g/cm3
Boiling Point	386.7ºC at 760 mmHg
Molecular Formula	C₁₄H₂₀N₂
Molecular Weight	216.32200
Flash Point	188.5ºC
Exact Mass	216.16300
PSA	28.68000
LogP	3.34290
Vapour Pressure	7.72E-06mmHg at 25°C
Index of Refraction	1.536

223419-88-3

213027-19-1

Literature: Ali, Syed M.; Tedford, Clark E.; Gregory, Rosilyn; Handley, Michael K.; Yates, Stephen L.; Hirth, Walter W.; Phillips, James G. Journal of Medicinal Chemistry, 1999 , vol. 42, # 5 p. 903 - 909

223419-91-8

213027-19-1

213027-19-1	223420-07-3
223420-20-0	223420-11-9