| Identification | Back Directory | [Name]
Cipralisant | [CAS]
213027-19-1 | [Synonyms]
GT-2331
1H-Imidazole, 5-[(1R,2R)-2-(5,5-dimethyl-1-hexyn-1-yl)cyclopropyl]- | [Molecular Formula]
C14H20N2 | [MOL File]
213027-19-1.mol | [Molecular Weight]
216.32 |
| Chemical Properties | Back Directory | [Melting point ]
173-175 °C | [Boiling point ]
386.7±31.0 °C(Predicted) | [density ]
1.03±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
14.18±0.10(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Uses]
Cipralisant (GT-2331) is an orally active, low-toxicity, potent, selective, high affinity histamine H3 receptor full 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 the potential for attention-deficit hyperactivity disorder research[1][2][3][4]. Cipralisant is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | [in vivo]
Cipralisant (0.3~30 mg/kg; s.c.) enhances acquisition over five trials, reaching significance at 1 mg/kg[2].
Cipralisant (10 mg/kg; p.o.) completely blocks R-α-methylhistamine-induced drinking[3].
Cipralisant promotes wakefulness in the rat. Cipralisant potently and significantly improves performance in the repeated acquisition model, in line with its high affinity for the rat H3 receptor and good CNS penetration. Cipralisant does not appear to be as efficacious as 3 mg/kg ciproxifan at its maximally effective dose [2]. Cipralisant behaves as a partial agonist in a rat brain synaptosome model[3]. | Animal Model: | Male SHR pups (35–50 g)[2] | | Dosage: | 0.3~30 mg/kg | | Administration: | S.c. | | Result: | Significantly enhanced performance of the SHR pups in a dose-related manner at 1 mg/kg.
|
| Animal Model: | Male Sprague-Dawley rats[3] | | Dosage: | 10 and 30 mg/kg | | Administration: | P.o. | | Result: | Achieved greater brain exposure and water intake was monitored for 60 min after administration.
|
| [IC 50]
H3 receptor: 9.9 (pKi); rat H3 receptor: 0.47 nM (Ki) | [References]
[1] Raddatz R, et al. Histamine H3 antagonists for treatment of cognitive deficits in CNS diseases. Curr Top Med Chem. 2010;10(2):153-169. DOI:10.2174/156802610790411027
[2] Fox GB, et al. Effects of histamine H(3) receptor ligands GT-2331 and ciproxifan in a repeated acquisition avoidance response in the spontaneously hypertensive rat pup. Behav Brain Res. 2002;131(1-2):151-161. DOI:10.1016/s0166-4328(01)00379-5
[3] Ito S, et al. Detailed pharmacological characterization of GT-2331 for the rat histamine H3 receptor. Eur J Pharmacol. 2006;529(1-3):40-46. DOI:10.1016/j.ejphar.2005.10.066
[4] 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;351(3):307-311. DOI:10.1016/s0014-2999(98)00396-3 |
|
| Company Name: |
MedChemExpress
|
| Tel: |
021-58955995 |
| Website: |
www.medchemexpress.com |
|