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C209

Sigma-Aldrich

Clobenpropit dihydrobromide

solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H17ClN4S · 2HBr
Número de CAS:
145231-45-4
Peso molecular:
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)

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Certificados de análisis (COA)

Lot/Batch Number
SLBZ7471
SLBS3256V
SLBS3253V
SLBH7940V
SLBH1668V

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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
W Bäumer et al.
Allergy, 63(10), 1387-1394 (2008-09-11)
Dendritic cells (DC) are the major antigen-presenting cells and play a key role in adaptive immunity as they are able to activate naive T cells. It was recently described, that the histamine H(4) receptor (H4R) is present on human monocyte-derived
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