53786-10-0

Basic information

• Product Name: 4-(2-KETO-3-METHYL-1-BENZIMIDAZOLINYL)PIPERIDINE
• Synonyms: 2H-BENZIMIDAZOL-2-ONE, 1,3-DIHYDRO-1-METHYL-3-(4-PIPERIDINYL)-;2-BENZIMIDAZOLINONE, 1-METHYL-3-(4-PIPERIDYL);4-(2-KETO-3-METHYL-1-BENZIMIDAZOLINYL)PIPERIDINE;4-(2-Keto-3-methyl-1-benzimidazoliny)piperidine;1-Methyl-3-(4-piperidyl)-2-benzimidazolinone;KMBP;1-methyl-3-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one hydrochloride;1-Methyl-3-(piperidin-4-yl)-1H-benzo[d]iMidazol-2(3H)-one
• CAS NO: 53786-10-0
• Molecular Formula: C₁₃H₁₇N₃O
• Molecular Weight: 231.29
• Mol File: 53786-10-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 356.094 °C at 760 mmHg
• Flash Point: 169.16 °C
• Appearance: Yellowish solid
• Density: 1.197 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.594
• PKA: 10.19±0.10(Predicted)
• CAS DataBase Reference: 4-(2-KETO-3-METHYL-1-BENZIMIDAZOLINYL)PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-KETO-3-METHYL-1-BENZIMIDAZOLINYL)PIPERIDINE(53786-10-0)
• EPA Substance Registry System: 4-(2-KETO-3-METHYL-1-BENZIMIDAZOLINYL)PIPERIDINE(53786-10-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 53786-10-0(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish solid

InChI:InChI=1/C13H17N3O/c1-15-11-4-2-3-5-12(11)16(13(15)17)10-6-8-14-9-7-10/h2-5,10,14H,6-9H2,1H3

Upstream product

• 87120-81-8 1,3-dihydro-1-(1-tert-butyloxycarbonylpiperidin-4-yl)-2H-benzimidazol-2-one 
• 74-88-4 methyl iodide 
• 85443-52-3 ethyl 4-((2-nitrophenyl)amino)piperidine-1-carboxylate 
• 53786-47-3 4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-piperidine-1-carboxylic acid ethyl ester 
• 58859-46-4 ethyl 4-aminopiperidine-1-carboxylate 
• 87120-77-2 ethyl 4-((2-aminophenyl)amino)piperidine-1-carboxylate 
• 1493-27-2 ortho-nitrofluorobenzene 
• 20662-53-7 4-(2-keto-1-benzimidazolinyl)piperidine 
• 173843-48-6 4-(3-Methyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxylicacid tert-butyl ester 
• 87120-72-7 1-(tert-butoxycarbonyl)-4-aminopiperidine 
• 87120-73-8 tert‐butyl 4‐((2‐nitrophenyl)amino)piperidine‐1‐carboxylate 
• 79099-00-6 tert‐butyl 4‐((2‐aminophenyl)amino)piperidine‐1‐carboxylate 

Downstream Products

• 400801-21-0 1-{3-[4-(3-Methyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidin-1-yl]-propyl}-3-(4-trifluoromethyl-phenyl)-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester 
• 400797-44-6 (S)-1-(1-{2-Hydroxy-3-[5-methanesulfonyl-3-(4-trifluoromethyl-phenyl)-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-1-yl]-propyl}-piperidin-4-yl)-3-methyl-1,3-dihydro-benzoimidazol-2-one 
• 74406-07-8 1-[2-(3,4-dihydroxyphenyl)-2-hydroxy]ethyl-4-(3-methyl-2-oxobenzimidazolin-1-yl)piperidine 

Relevant articles and documents

HETEROCYCLIC COMPOUND, APPLICATION THEREOF, AND COMPOSITION CONTAINING SAME

A heterocyclic compound represented by formula XI, a pharmaceutically acceptable salt, a solvate, or a solvate of a pharmaceutically acceptable salt thereof, use thereof, and a composition containing the same. The compound is novel in structure and has good STAT5 inhibitory activity.

Discovery and SAR studies of a novel series of noncovalent cathepsin S inhibitors

A novel series of competitive, reversible cathepsin S (CatS) inhibitors was discovered and optimized. The 4-(2-keto-1-benzimidazolinyl)-piperidin-1-yl moiety was found to be an effective replacement for the 4-arylpiperazin-1-yl group found in our earlier series of CatS inhibitors. This replacement imparted improved PK properties as well as decreased off-target activity. Optimization of the ketobenzimidazole moiety led to the discovery of the lead compound JNJ 10329670, which represents a novel class of selective, noncovalent, reversible, and orally bioavailable inhibitors of cathepsin S.