16328-62-4

Basic information

• Product Name: 1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDIN-2-ONE
• Synonyms: 2H-Imidazo[4,5-b]pyridin-2-one, 1,3-dihydro-;1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDIN-2-ONE;1H-IMIDAZO[4,5-B]PYRIDIN-2(3H)-ONE;1,3-Dihydro-imidazo[4,5-b]pyridin-2-one
• CAS NO: 16328-62-4
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.12
• Mol File: 16328-62-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 274 °C
• Boiling Point: 146.7°C at 760 mmHg
• Flash Point: 42.5°C
• Appearance: /
• Density: 1.346g/cm³
• Vapor Pressure: 4.58mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: 2-8°C
• PKA: 7.82±0.20(Predicted)
• CAS DataBase Reference: 1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDIN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDIN-2-ONE(16328-62-4)
• EPA Substance Registry System: 1,3-DIHYDRO-2H-IMIDAZO[4,5-B]PYRIDIN-2-ONE(16328-62-4)

Safety Data

• Hazardous Substances Data: 16328-62-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 22, p. 1061, 1985 DOI: 10.1002/jhet.5570220427

InChI:InChI=1/C6H5N3O/c10-6-8-4-2-1-3-7-5(4)9-6/h1-3H,(H2,7,8,9,10)

Upstream product

• 98594-49-1 N³-ethoxycarbonyl-2,3-diaminopyridine 
• 13438-65-8 2-aminopyridine-3-carboxamide 
• 452-58-4 2,3-Diaminopyridine 
• 74124-79-1 di(succinimido) carbonate 
• 201230-82-2 carbon monoxide 
• 103409-27-4 2,3-bis(ethoxycarbonylamino)pyridine 
• 103-71-9 phenyl isocyanate 
• 530-62-1 1,1'-carbonyldiimidazole 
• 699-98-9 Pyridine-2,3-dicarboxylic anhydride 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 
• 5409-39-2 2-amino-5-chloro-3-nitropyridine 
• 25710-20-7 5-chloro-2,3-diaminopyridine 
• 103409-34-3 1,3-di-t-butyloxycarbonyl-1,3-dihydro-2H-imidazo<4,5-b>pyridin-2-one 
• 64189-06-6 2-amino-nicotinoyl azide 

Downstream Products

• 273-21-2 1H-Imidazo[4,5-b]pyridine 
• 1027318-83-7 1-Benzyl-2-oxo-1,2-dihydro-imidazo[4,5-b]pyridine-3-carboxylic acid tert-butyl ester 
• 1026005-26-4 1-Cyclohexylmethyl-2-oxo-1,2-dihydro-imidazo[4,5-b]pyridine-3-carboxylic acid tert-butyl ester 
• 1027575-24-1 3-(Phenylmethyl)-2,3-dihydro-2-oxo-1H-imidazo<4,5-b>pyridine-1-carboxylic acid ethyl ester 
• 1026536-25-3 Ethyl 3-(cyclohexylmethyl)-2,3-dihydro-2-oxo-1H-imidazo<4,5-b>pyridine-1-carboxylate 
• 161468-60-6 2-Benzyloxy-imidazo[4,5-b]pyridine-1-carboxylic acid ethyl ester 
• 1027159-01-8 1,2-Dihydro-2-oxo-3H-imidazo<4,5-b>pyridine-3-carboxylic acid 1,1-dimethylethyl ester 
• 41010-46-2 1,3-Dihydro-3-(phenylmethyl)-2H-imidazo<4,5-b>pyridin-2-one 
• 104685-82-7 2-chloro-imidazo[4,5-b]pyridine 

Relevant articles and documents

SUBSTITUTED BENZIMIDAZOLE CARBOXAMIDES AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS

The invention provides substituted benzimidazole carboxamides and related compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat a medical disorder, e.g., cancer, lysosomal storage disorder, neurodegenerative disorder, inflammatory disorder, in a patient.

IMIDAZOLIDIN-2-ONE COMPOUNDS AS PRMT5 MODULATORS

The present invention relates to the derivatives of compound of formula (I) and pharmaceutically acceptable salts thereof. The present invention further provides the methods of preparation of compound of formula (I) and use thereof as PRMT5 inhibitors. Th

Rational Design, Pharmacomodulation, and Synthesis of Dual 5-Hydroxytryptamine 7 (5-HT7)/5-Hydroxytryptamine 2A (5-HT2A) Receptor Antagonists and Evaluation by [18F]-PET Imaging in a Primate Brain

We report the synthesis of 46 tertiary amine-bearing N-alkylated benzo[d]imidazol-2(3H)-ones, imidazo[4,5-b]pyridin-2(3H)-ones, imidazo[4,5-c]pyridin-2(3H)-ones, benzo[d]oxazol-2(3H)-ones, oxazolo[4,5-b]pyridin-2(3H)-ones and N,N′-dialkylated benzo[d]imidazol-2(3H)-ones. These compounds were evaluated against 5-HT7R, 5-HT2AR, 5-HT1AR, and 5-HT6R as potent dual 5-HT7/5-HT2A serotonin receptors ligands. A thorough study of the structure-activity relationship of the aromatic rings and their substituents, the alkyl chain length and the tertiary amine was conducted. 1-(4-(4-(4-Fluorobenzoyl)piperidin-1-yl)butyl)-1H-benzo[d]imidazol-2(3H)-one (79) and 1-(6-(4-(4-fluorobenzoyl)piperidin-1-yl)hexyl)-1H-benzo[d]imidazol-2(3H)-one (81) were identified as full antagonist ligands on cyclic adenosine monophosphate (cAMP, KB = 4.9 and 5.9 nM, respectively) and inositol monophosphate (IP1, KB = 0.6 and 16 nM, respectively) signaling pathways of 5-HT7R and 5-HT2AR. Both antagonists crossed the blood-brain barrier as evaluated with [18F] radiolabeled compounds [18F]79 and [18F]81 in a primate's central nervous system using positron emission tomography. Both radioligands showed standard uptake values ranging from 0.8 to 1.1, a good plasmatic stability, and a distribution consistent with 5-HT7R and 5-HT2AR in the CNS.