Ciproxifan Maleate

Names

[ Name ]:
Ciproxifan Maleate

[Synonym ]:
FUB 359 maleate salt
Ciproxifan maleate
cc-128
Ciproxifan moleate
cyclopropyl{4-[3-(1H-imidazol-4-yl)propoxy]phenyl}methanone (2Z)-but-2-enedioate (1:1)
Cyclopropyl{4-[3-(1H-imidazol-5-yl)propoxy]phenyl}methanone (2Z)-2-butenedioate (1:1)
Cyclopropyl (4-[3-(1H-imidazol-4-yl)propyloxy]phenyl) ketone maleate salt FUB 359 maleate salt
methanone, cyclopropyl[4-[3-(1H-imidazol-4-yl)propoxy]phenyl]-, (2Z)-2-butenedioate (1:1)
FUB359 maleate
Methanone, cyclopropyl[4-[3-(1H-imidazol-5-yl)propoxy]phenyl]-, (2Z)-2-butenedioate (1:1)
Ciproxifan (maleate)

Biological Activity

[Description]:

Ciproxifan maleate(FUB-359 maleate) is a highly potent and selective histamin H3-receptor antagonist with IC50 of 9.2 nM, with low apparent affinity at other receptor subtypes.IC50 value: Target: H3 receptorIn vitro, Ciproxifan behaved as a competitive antagonist at the H3 autoreceptor controlling 3H histamine release from synaptosomes and displayed similar Ki values (0.5-1.9 nM) at the H3 receptor controlling the electrically-induced contraction of guinea pig ileum or at the brain H3 receptor labeled with 125I-iodoproxyfan. This appears to be an orally bioavailable, extremely selective and potent H3-receptor antagonist whose vigilance- and attention-promoting effects are promising for therapeutic applications in aging disorders.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Histamine Receptor

Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor

Research Areas >> Neurological Disease

[References]

[1]. Motawaj M, Arrang JM. Ciproxifan, a histamine H?-receptor antagonist?/?inverse agonist, modulates methamphetamine-induced sensitization in mice. Eur J Neurosci. 2011 Apr;33(7):1197-204. doi: 10.1111/j.1460-9568.2011.07618.x.

[2]. Bardgett ME, Davis NN, Schultheis PJ, Griffith MS. Ciproxifan, an H3 receptor antagonist, alleviates hyperactivity and cognitive deficits in the APP Tg2576 mouse model of Alzheimer's disease. Neurobiol Learn Mem. 2011 Jan;95(1):64-72.

[3]. Bardgett ME, Points M, Kleier J, Blankenship M, Griffith MS. The H3 antagonist, ciproxifan, alleviates the memory impairment but enhances the motor effects of MK-801 (dizocilpine) in rats. Neuropharmacology. 2010 Nov;59(6):492-502.

[4]. Day M, et al . Differential effects of ciproxifan and nicotine on impulsivity and attention measures in the 5-choice serial reaction time test. Biochem Pharmacol. 2007 Apr 15;73(8):1123-34.

[5]. Pillot C, Héron A, Schwartz JC, Arrang JM. Ciproxifan, a histamine H3-receptor antagonist/inverse agonist, modulates the effects of methamphetamine on neuropeptide mRNA expression in rat striatum. Eur J Neurosci. 2003 Jan;17(2):307-14.

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
743.6ºC at 760 mmHg

[ Molecular Formula ]:
C₂₀H₂₂N₂O₆

[ Molecular Weight ]:
386.398

[ Flash Point ]:
403.5ºC

[ Exact Mass ]:
386.147797

[ PSA ]:
129.58000

[ LogP ]:
2.72580

[ Vapour Pressure ]:
3.22E-23mmHg at 25°C

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S26

[ RIDADR ]:
NONH for all modes of transport

Articles

Neurochemical and behavioral effects of ciproxifan, a potent histamine H3-receptor antagonist.

J. Pharmacol. Exp. Ther. 287 , 658-666, (1998)

Ciproxifan, i.e., cyclopropyl-(4-(3-1H-imidazol-4-yl)propyloxy) phenyl) ketone, belongs to a novel chemical series of histamine H3-receptor antagonists. In vitro, it behaved as a competitive antagonis...