ChemicalBook CAS DataBase List 145231-45-4

145231-45-4

Name	CLOBENPROPIT DIHYDROBROMIDE
CAS	145231-45-4
EINECS(EC#)	604-604-1
Molecular Formula	C14H17ClN4S
MDL Number	MFCD00467655
Molecular Weight	308.83
MOL File	145231-45-4.mol

Synonyms

CS-683 VUF 9153 Clobenpropit 2HBr Clobenpropit dihydro VUF 9153 DIHYDROBROMIDE CLOBENPROPIT DIHYDROBROMIDE Clobenpropit dihydrobromide solid N-(4-CHLOROBENZYL)-S-[3-(4(5)-IMIDAZOLYL)PROPYL]ISOTHIOUREA S-(3-(4(5)-Imidazolyl))propyl-N-(4-chlorobenzyl)isothiourea 3-(1H-Imidazol-4-yl)propyl ((4-chlorophenyl)methyl)carbamimidothioate N-(4-Chlorobenzyl)-S-[3-(4(5)-imidazoyl)propyl]isothiourea dihydrobromide N-(4-CHLOROBENZYL)-S-[3-(4(5)-IMIDAZOLYL)PROPYL]ISOTHIOUREA DIHYDROBROMIDE [(4-Chlorophenyl)methyl]carbamimidothioic acid 3-(1H-imidazol-4-yl)propyl ester Carbamimidothioic acid, ((4-chlorophenyl)methyl)-, 3-(1H-imidazol-4-yl)propyl ester CarbaMiMidothioic acid, N-[(4-chlorophenyl)Methyl]-, 3-(1H-iMidazol-5-yl)propyl ester ([4-CHLOROPHENYL]METHYL)-3-(1H-IMIDAZOL-4-YL)PROPYL ESTER CARBAMIMIDOTHIOIC ACID DIHYDROBROMIDE VUF 9153, [(4-Chlorophenyl)methyl]-3-(1H-imidazol-4-yl)propyl ester carbamimidothioic acid dihydrobromide

Chemical Properties

Boiling point	525.3±60.0 °C(Predicted)
density	1.31±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	H₂O: >20 mg/mL
form	solid
pka	14.55±0.10(Predicted)
color	white
Water Solubility	H2O: >20mg/mL ethanol: 3.30mg/mL DMSO: >30mg/mL
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
InChIKey	JIJQPEZAVLJZBO-UHFFFAOYSA-N
SMILES	Br[H].Br[H].Clc1ccc(CNC(=N)SCCCc2c[nH]cn2)cc1

Safety Data

WGK Germany	3
Storage Class	11 - Combustible Solids

Hazard Information

Uses

Clobenpropit Dihydrobromide and it’s analogues functions as potent histamine H3 antagonist.

Definition

ChEBI: An imidothiocarbamic ester that consists of isothiourea bearing S-3-(imidazol-4-yl)propyl and N-4-chlorobenzyl substituents. An extremely potent histamine H3 antagonist/inverse agonist (pA

Biological Activity

An extremely potent histamine H 3 antagonist/inverse agonist (pA 2 =9.93). Also displays partial agonist activity at H 4 receptors; induces eosinophil shape change with an EC 50 of 3 nM. Also available as part of the Histamine H 3 Receptor Tocriset™ .

Biochem/physiol Actions

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

in vivo

Clobenpropit (15 mg/kg; i.p.; once daily for 7 days) counteracts the modulatory effects of MK-801 (HY-15084B) on dopamine and histamine levels and prevents MK-801-induced hyper locomotor behaviors^[1].
Clobenpropit (1, 2, 5 μmoL/kg; i.v.) causes a resuscitating effect in rats subjected to the hemorrhagic shock^[2].

Animal Model:	150-200g, 12-week-old male wistar albino rats^[1]
Dosage:	15 mg/kg
Administration:	I.p.; once daily for 7 days
Result:	Exhibited a significant reduction of hyperlocomotor activities induced by a single-dose administration of MK-801 (0.2 mg/kg, i.p.), and reduced the MK-801-induced dopamine release, exhibited further increase in histamine levels in the hypothalamus.

Animal Model:	205-470g, adult male Wistar rats^[2]
Dosage:	1, 2, 5 μmoL/kg (after 6-hydroxydopamine (50 mg/kg (SC) for 3 consecutive days)
Administration:	I.v.
Result:	Triggered a statistically significant increase of mean arterial pressure (MAP) (dose 2 μmol/kg) and heart rate (HR) (doses of 1, 2, 5 μmol/kg).

IC 50

H₃ receptor

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