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C209

Sigma-Aldrich

Clobenpropit dihydrobromide

solid

Synonym(s):

VUF 9153, [(4-Chlorophenyl)methyl]-3-(1H-imidazol-4-yl)propyl ester carbamimidothioic acid dihydrobromide

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About This Item

Empirical Formula (Hill Notation):
C14H17ClN4S · 2HBr
CAS Number:
145231-45-4
Molecular Weight:
470.65
MDL number:
MFCD00467655
UNSPSC Code:
12352200
PubChem Substance ID:
24892464
NACRES:
NA.77

form

solid

color

white

solubility

H2O: >20 mg/mL
ethanol: 3.30 mg/mL
DMSO: >30 mg/mL

storage temp.

2-8°C

SMILES string

Br[H].Br[H].Clc1ccc(CNC(=N)SCCCc2c[nH]cn2)cc1

InChI

1S/C14H17ClN4S.2BrH/c15-12-5-3-11(4-6-12)8-18-14(16)20-7-1-2-13-9-17-10-19-13;;/h3-6,9-10H,1-2,7-8H2,(H2,16,18)(H,17,19);2*1H

InChI key

JIJQPEZAVLJZBO-UHFFFAOYSA-N

Biochem/physiol Actions

Selective H3 histamine receptor antagonist that crosses the blood-brain barrier.

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.

Caution

Hygroscopic

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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P Barrett et al.
Endocrinology, 150(8), 3655-3663 (2009-04-18)
Nonhibernating seasonal mammals have adapted to temporal changes in food availability through behavioral and physiological mechanisms to store food and energy during times of predictable plenty and conserve energy during predicted shortage. Little is known, however, of the hypothalamic neuronal
J C Barnes et al.
European journal of pharmacology, 250(1), 147-152 (1993-11-30)
The pharmacological activity of the histamine H3 receptor antagonist VUF 9153 (S-[3-(4(5)-imidazolyl)]propyl-N-(4-chlorobenzyl)isothiourea) has been investigated in vitro and in vivo. VUF 9153 displaced [3H]N alpha-methylhistamine binding to rat cortex/hippocampal membranes (pKi = 9.77 +/- 0.03) and antagonised the inhibitory responses
Herman D Lim et al.
Bioorganic & medicinal chemistry, 17(11), 3987-3994 (2009-05-06)
Previous studies have demonstrated that clobenpropit (N-(4-chlorobenzyl)-S-[3-(4(5)-imidazolyl)propyl]isothiourea) binds to both the human histamine H(3) receptor (H(3)R) and H(4) receptor (H(4)R). In this paper, we describe the synthesis and pharmacological characterization of a series of clobenpropit analogs, which vary in the
Noelia A Massari et al.
Melanoma research, 21(5), 395-404 (2011-06-22)
We have previously reported that histamine at micromolar concentrations reduces the proliferation of melanoma cell lines. It is also known that melanoma cells express histamine H1, H2, and H3 receptors. The aim of this study was to investigate the presence
Fanyin Meng et al.
Hepatology (Baltimore, Md.), 54(5), 1718-1728 (2011-07-28)
Cholangiocarcinoma (CCA) is a biliary cancer arising from damaged bile ducts. Epithelial-mesenchymal transition (EMT) occurs as epithelial cells begin to resemble mesenchymal cells leading to increased invasion potential as the extracellular matrix (ECM) degrades. Histamine exerts its effects by way
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