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Ciproxifan

CAT: 0804-HY-14567-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14567-01Size:5 mg
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Description
Ciproxifan (FUB 359) is a potent, selective, orally bioavailable and competitive antagonist of histamine H3-receptor, with an IC50 of 9.2 nM. Ciproxifan displays low apparent affinity at other receptor subtypes. Ciproxifan can be used for the research of aging disorders and Alzheimer's disease[1][3].
CAS Number
184025-18-1
Product Name Alternative
FUB-359
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Histamine Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Neurological Disease; Endocrinology
Assay Protocol
https://www.medchemexpress.com/ciproxifan.html
Purity
99.26
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1CC1)C(C=C2)=CC=C2OCCCC3=CN=CN3
Molecular Formula
C16H18N2O2
Molecular Weight
270.33
Precautions
H302, H315, H319, H335
References & Citations
[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, et al. 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, et al. 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, et al. 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.|[6]Ligneau X, et, al. Neurochemical and behavioral effects of ciproxifan, a potent histamine H3-receptor antagonist. J Pharmacol Exp Ther. 1998 Nov;287 (2) :658-66.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
H3 Receptor

Chemical Information

Ciproxifan

Cyclopropyl-[4-[3-(1H-imidazol-5-yl)propoxy]phenyl]methanone is an aromatic ketone.

CAS Number184025-18-1
PubChem CID6422124
IUPAC Namecyclopropyl-[4-[3-(1H-imidazol-5-yl)propoxy]phenyl]methanone
Molecular FormulaC16H18N2O2
Molecular Weight270.33
XLogP2.5
Topological Polar Surface Area55
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Heavy Atom Count20
Formal Charge0
Complexity322
SMILES
C1CC1C(=O)C2=CC=C(C=C2)OCCCC3=CN=CN3
InChI
InChI=1S/C16H18N2O2/c19-16(12-3-4-12)13-5-7-15(8-6-13)20-9-1-2-14-10-17-11-18-14/h5-8,10-12H,1-4,9H2,(H,17,18)
InChIKey
ACQBHJXEAYTHCY-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Ciproxifan
CAS: 184025-18-1
CID: 6422124
Formula: C16H18N2O2
MW: 270.33
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight270.33
XLogP32.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass270.136827821
Monoisotopic Mass270.136827821
Topological Polar Surface Area55 Ų
Heavy Atom Count20
Formal Charge0
Complexity322
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes