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C6492

Sigma-Aldrich

Ciproxifan hydrochloride

≥98% (HPLC), solid

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Synonym(s):
Cyclopropyl[4-[3-(1H-imidazol-4-yl)propoxyl]phenyl]-methanone hydrochloride
Empirical Formula (Hill Notation):
C16H18N2O2 · HCl
CAS Number:
1049741-81-2
Molecular Weight:
306.79
MDL number:
MFCD08705321
UNSPSC Code:
12352200
PubChem Substance ID:
24724449
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated
under inert gas

color

off-white

solubility

DMSO: 30 mg/mL
water, high purity: 30 mg/mL

storage temp.

2-8°C

SMILES string

Cl.O=C(C1CC1)c2ccc(OCCCc3c[nH]cn3)cc2

InChI

1S/C16H18N2O2.ClH/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);1H

InChI key

PWAPSKMHZQQTRJ-UHFFFAOYSA-N

Biochem/physiol Actions

Ciproxifan belongs to a novel chemical series of histamine H3-receptor antagonists. In vitro, it 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. Ciproxifan appears to be an orally bioavailable, extremely potent and selective H3-receptor antagonist whose vigilance- and attention-promoting effects are promising for therapeutic applications in aging disorders.

Features and Benefits

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yan Chen et al.
Frontiers in pharmacology, 12, 599393-599393 (2021-06-18)
NLRP3 inflammasome has been implicated in impaired post-injury muscle healing and in muscle atrophy. Histamine receptors play an important role in inflammation, but the role of histamine H3 receptor (H3R) in myocyte regeneration and in the regulation of NLRP3 inflammasome
Tao Luo et al.
CNS neuroscience & therapeutics, 23(4), 301-309 (2017-02-09)
Exposure to pharmacological concentration of inhaled anesthetics such as isoflurane can cause short- or long-term cognitive impairments in preclinical studies. The selective antagonists of the histamine H3 receptors are considered as a promising group of novel therapeutic agents for the
Nayeli Rivera-Ramírez et al.
Neurochemistry international, 101, 38-47 (2016-11-05)
The histamine H3 receptor (H3R) is abundantly expressed in the Central Nervous System where it regulates several functions pre and postsynaptically. H3Rs couple to Gαi/o proteins and trigger or modulate several intracellular signaling pathways, including the cAMP/PKA pathway and the
Cecilia Flores-Clemente et al.
Neuroscience letters, 641, 77-80 (2017-01-28)
There is evidence for genetic polymorphism within the human histamine H
Emil Trofimiuk et al.
Behavioural brain research, 283, 145-153 (2015-02-03)
Despite the development of neuroscience and spectacular discoveries, the clear functions and the role of histamine are still not fully understood, especially in the context of the negative impact of prolonged stress exposure on the cognition. The purpose of this
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