(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE

Product Name: (6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE
CAS No.: 73903-17-0
Chemical Name: (6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE
Synonyms: JNJ 10191584;6-chloro-2-(4-methylpiperazine-1-carbonyl)-1H-1,3-benzodiazole;PIPERAZINE, 1-[(5-CHLORO-1H-BENZIMIDAZOL-2-YL)CARBONYL]-4-METHYL-;Methanone, (6-chloro-1H-benzimidazol-2-yl)(4-methyl-1-piperazinyl)-;(5-Chloro-1H-benzo[d]imidazol-2-yl)(4-methylpiperazin-1-yl)methanone;(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE
CBNumber: CB22454098
Molecular Formula: C13H15ClN4O
Formula Weight: 278.74
MOL File: 73903-17-0.mol

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(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE Property

form: Solid
color: White to off-white

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Hazard and Precautionary Statements (GHS)

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(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE Chemical Properties,Usage,Production

Uses

JNJ10191584 (VUF6002) is an orally active and selective histamine H4 receptor antagonist with a Ki value of 26 nM. JNJ10191584 shows 540-fold selectivity to H4 receptor over H3 receptor with a Ki value of 14.1 μM. JNJ10191584 inhibits chemotaxis of eosinophils and mast cells with IC50 values of 530 nM and 138 nM, respectively[1][2].

Definition

ChEBI: (6-chloro-1H-benzimidazol-2-yl)-(4-methyl-1-piperazinyl)methanone is a member of benzimidazoles.

in vivo

JNJ10191584 (10 μg/μL; intra locus coeruleus (LC) administration; once) abolishs VUF-induced anti-allodynic effect in spared nerve injury (SNI) mice^[1]. JNJ10191584 (10 μg/μL; intra LC administration; once) prevents the anti-allodynic effect of VUF 8430 in SNI mice^[1]. JNJ10191584 (6 μg/mouse; intrathecal administration; pretreat once) prevents VUF 8430-induced anti-allodynic effect in SNI mice^[1].

IC 50

Human H₄ Receptor: 26 nM (Ki); human H₃ receptor: 14.1 μM (Ki)

References

[1] Venable JD, et al. Preparation and biological evaluation of indole, benzimidazole, and thienopyrrole piperazine carboxamides: potent human histamine h(4) antagonists. J Med Chem. 2005 Dec 29;48(26):8289-98. DOI:10.1021/jm0502081
[2] Sanna MD, et al. Histamine H4 receptor stimulation in the locus coeruleus attenuates neuropathic pain by promoting the coeruleospinal noradrenergic inhibitory pathway. Eur J Pharmacol. 2020 Feb 5;868:172859. DOI:10.1016/j.ejphar.2019.172859

(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE Preparation Products And Raw materials

Raw materials

Preparation Products

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(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE Suppliers

China 14 United States 2 Global 16

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73903-17-0, (6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONERelated Search:

1H-BENZIMIDAZOLE-2-CARBOXALDEHYDE, 5-CHLORO- 1-[(5-CHLORO-1H-BENZIMIDAZOL-2-YL)CARBONYL]-4-METHYLPIPERAZINE MALEATE (6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE

JNJ 10191584

PIPERAZINE, 1-[(5-CHLORO-1H-BENZIMIDAZOL-2-YL)CARBONYL]-4-METHYL-

(6-CHLORO-1H-BENZOIMIDAZOL-2-YL)-(4-METHYL-PIPERAZIN-1-YL)-METHANONE

Methanone, (6-chloro-1H-benzimidazol-2-yl)(4-methyl-1-piperazinyl)-

6-chloro-2-(4-methylpiperazine-1-carbonyl)-1H-1,3-benzodiazole

(5-Chloro-1H-benzo[d]imidazol-2-yl)(4-methylpiperazin-1-yl)methanone

73903-17-0