C209
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:
Molecular Weight:
470.65
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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