420137-33-3

Basic information

• Product Name: 1H-Benzimidazole-2-carboxylicacid,5-hydroxy-(9CI)
• Synonyms: 1H-Benzimidazole-2-carboxylicacid,5-hydroxy-(9CI);6-hydroxy-1H-benzo[d]imidazole-2-carboxylic acid;5-Hydroxy-1H-benzo[d]imidazole-2-carboxylic acid
• CAS NO: 420137-33-3
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14484
• Product Categories: BENZIMIDAZOLE
• Mol File: 420137-33-3.mol

Chemical Properties

• Melting Point: 206-207 °C
• Boiling Point: 542.7±42.0 °C(Predicted)
• Appearance: /
• Density: 1.679±0.06 g/cm3(Predicted)
• PKA: 1.38±0.30(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole-2-carboxylicacid,5-hydroxy-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-2-carboxylicacid,5-hydroxy-(9CI)(420137-33-3)
• EPA Substance Registry System: 1H-Benzimidazole-2-carboxylicacid,5-hydroxy-(9CI)(420137-33-3)

Safety Data

• Hazardous Substances Data: 420137-33-3(Hazardous Substances Data)

Usage

Structure

Bicyclic heterocyclic compound with a benzene ring fused to an imidazole ring

Carboxylic acid group

Located at position 2

Hydroxyl group

Located at position 5

Potential applications

Pharmaceutical applications due to its heterocyclic structure and biological activity

Hydroxyl group significance

Offers potential for chemical modifications to improve pharmacological properties

Further research

Warranted to explore properties and potential uses of the compound

Upstream product

• 96-96-8 4-methoxy-2-nitroaniline 
• 52426-97-8 N-(4-methoxy-2-nitro-phenyl)-oxalamic acid ethyl ester 
• 420137-30-0 N-butyl-N'-(4-methoxy-2-nitro-phenyl)-oxalamide 
• 420137-31-1 N-(2-amino-4-methoxy-phenyl)-N'-butyl-oxalamide 
• 420137-32-2 5-methoxy-1H-benzimidazole-2-carboxylic acid butylamide 
• 887572-60-3 6-methoxy-1H-benzo[d]imidazole-2-carboxylic acid 
• 16133-49-6 5-methoxy-2-nitroaniline 
• 131671-04-0 N-ethoxalyl-5-methoxy-2-nitroaniline 
• 420137-32-2 6-methoxy-1H-benzimidazole-2-carboxylic acid butylamide 

Downstream Products

• 420136-91-0 (4-benzylpiperidin-1-yl)-(6-hydroxy-1H-benzimidazol-2-yl)-methanone 
• 933474-50-1 (4-amino-5-hydroxy-1H-benzimidazol-2-yl)-(4-benzylpiperidin-1-yl)methanone 
• 933474-49-8 (4-benzylpiperidin-1-yl)-(5-hydroxy-4-nitro-1H-benzimidazol-2-yl)methanone 

Relevant articles and documents

Selective NR1/2B N-methyl-D-aspartate receptor antagonists among indole-2-carboxamides and benzimidazole-2-carboxamides

(4-Benzylpiperidine-1-yl)-(6-hydroxy-1H-indole-2-yl)-methanone (6a) derived from (E)-1 -(4-benzylpiperidin-1-yl)-3-(4-hydroxy-phenyl)-propenone (5) was identified as a potent NR2B subunit-selective antagonist of the NMDA receptor. To establish the structu

Benzimidazole-2-carboxamides as novel NR2B selective NMDA receptor antagonists

A novel series of benzimidazole-2-carboxamide derivatives was prepared and identified as NR2B selective NMDA receptor antagonists. The influence of some structural elements, like H-bond donor groups placed on the benzimidazole skeleton and the substitution pattern of the piperidine ring, on the biological activity was studied. Compound 6a showed excellent analgetic activity in the mouse formalin test following po administration.

NEW HETEROCYCLIC CARBOXYLIC ACID AMIDE DERIVATIVES

The invention relates to new heterocyclic carboxylic acid amide derivatives of formula (I) - wherein the meaning of X is hydrogen or halogen atom, hydroxy, cyano, C1-C4 alkylsulfonamido optionally substituted by a halogen atom or hal

Amide derivatives as NMDA receptor antagonists

New Formula (I) compounds are disclosed having NR2B selective NMDA receptor antagonist activity wherein one of the neighboring R1, R2, R3 and R4 groups is OH or NH2 and the others are each hydrogen , or two of the neighboring R1, R2 R3 and R4 groups in given case together with one or more identical or different additional hetero atom and —CH═ and/or —CH2— groups forms a 5-6 membered homo- or heterocyclic ring, preferably pyrrole, pyrazole, imidazole, oxazole, oxo-oxazolidine, or 3-oxo-1,4-oxazine ring, and the other two of R1, R2, R3 and R4 groups are is hydrogen atoms, R5 and R6 together with the nitrogen between them form a saturated or unsaturated, 4-6 membered heterocyclic ring, which is substituted by hydroxy group, and/or in given case phenyl or phenoxy, phenyl-(C1-C4 alkyl), phenyl-(C1-C4 alkoxy), phenoxy-(C1-C4 alkyl), anilino, phenyl-(C1-C4 alkylamino), [phenyl-(C1-C4 alkyl)]-amino, benzoyl, hydroxy-diphenylmethyl, C1-C4 alkoxycarbonyl-phenoxymethyl or benzhydrylidene group, optionally substituted on the aromatic ring by one or more halogen atom, cyano or hydroxy group, C1-C4 alkyl or C1-C4 alkoxy group, X is independently oxygen, —NH— or a CH2 group, Y is independently a nitrogen atom or a —CH— group, and the salts thereof formed with acids and bases.