2-([2-(4-CHLOROPHENOXY)ETHYL]THIO)-1H-BENZIMIDAZOLE

Modify Date: 2024-01-10 13:28:32

2-([2-(4-CHLOROPHENOXY)ETHYL]THIO)-1H-BENZIMIDAZOLE Structure
2-([2-(4-CHLOROPHENOXY)ETHYL]THIO)-1H-BENZIMIDAZOLE structure
Common Name 2-([2-(4-CHLOROPHENOXY)ETHYL]THIO)-1H-BENZIMIDAZOLE
CAS Number 312749-73-8 Molecular Weight 304.794
Density 1.4±0.1 g/cm3 Boiling Point 509.6±56.0 °C at 760 mmHg
Molecular Formula C15H13ClN2OS Melting Point N/A
MSDS N/A Flash Point 262.0±31.8 °C

 Use of 2-([2-(4-CHLOROPHENOXY)ETHYL]THIO)-1H-BENZIMIDAZOLE


CLP-3094 is a potent BF3 (binding function 3)-directed inhibitor of the androgen receptor (AR). CLP-3094 inhibits AR transcriptional activity (IC50=4 μM)[1]. CLP-3094 is a selective, potent GPR142 antagonist[2].

 Names

Name 2-{[2-(4-Chlorophenoxy)ethyl]sulfanyl}-1H-benzimidazole
Synonym More Synonyms

  Biological Activity

Description CLP-3094 is a potent BF3 (binding function 3)-directed inhibitor of the androgen receptor (AR). CLP-3094 inhibits AR transcriptional activity (IC50=4 μM)[1]. CLP-3094 is a selective, potent GPR142 antagonist[2].
Related Catalog
In Vitro CLP-3094 inhibits both an increase of intracellular Ca2+ concentration ([Ca2+]i) induced by L-tryptophan using CHO-K1 cells expressing GPR142 in the aequorin assay, and an accumulation of inositol phosphates using HEK293 cells expressing GPR142 in the SPA assay. The IC50 of CLP-3094 is 0.2 μM against 200 μM L-tryptophanfor the mouse receptor and 2.3 μM against 1 mM L-tryptophan for the human receptor in the aequorin assay. CLP-3094 also inhibits the insulin secretion from islets induced by both L-tryptophan and GPR142 agonists[2].
In Vivo CLP-3094 (30, 100 mg/kg; i.p. daily from Day 0 to Day 11) consistently displayed sig-nificantly lower severity of arthritis scores than vehicletreated mice[2]. Animal Model: CAIA mouse model (Female DBA1/J mice were i.v. administered with2 mg of anti-collagen antibody, followed by i.p. administration of 50 μg of LPS)[2] Dosage: 30, 100 mg/kg Administration: I.p. daily from Day 0 to Day 11 Result: Dose-dependently reduced, by not much, the arth-ritis scores.
References

[1]. Munuganti RS, et al. Targeting the binding function 3 (BF3) site of the androgen receptor through virtual screening. 2. development of 2-((2-phenoxyethyl) thio)-1H-benzimidazole derivatives. J Med Chem. 2013;56(3):1136-1148.

[2]. Murakoshi M, et al. Discovery and pharmacological effects of a novel GPR142 antagonist. J Recept Signal Transduct Res. 2017;37(3):290-296.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 509.6±56.0 °C at 760 mmHg
Molecular Formula C15H13ClN2OS
Molecular Weight 304.794
Flash Point 262.0±31.8 °C
Exact Mass 304.043701
LogP 5.08
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.693

 Synonyms

2-(1H-benzimidazol-2-ylsulfanyl)ethyl 4-chlorophenyl ether
MFCD00805733
1H-Benzimidazole, 2-[[2-(4-chlorophenoxy)ethyl]thio]-
2-{[2-(4-Chlorophenoxy)ethyl]sulfanyl}-1H-benzimidazole
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Price: ¥1430/10 mM * 1 mL in DMSO

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