4-Methyl-1H-benzo[d]imidazole-2-carboxylicacid

Name: 4-Methyl-1H-benzo[d]imidazole-2-carboxylicacid
Brand: ChemScene
Availability: InStock
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CAS No. 673487-32-6
Cat. No. CS-0172078
Molecule weight176.17
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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4-Methyl-1H-benzo[d]imidazole-2-carboxylicacid|CS-0172078

Structure of 673487-32-6

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General Information

CAS No. 673487-32-6
Cat. No. CS-0172078
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂
Molecular Weight 176.17
Synonym(s) 4-Methyl-1H-benzimidazole-2-carboxylic acid
SMILES CC1=C2C(=CC=C1)NC(=N2)C(=O)O

Description

4-Methyl-1H-benzo[d]imidazole-2-carboxylic acid features a fused heterocyclic core with a methyl group at the 4-position and a carboxylic acid function at the 2-position, enabling direct conjugation or derivatization. This bench-stable scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitor scaffolds and pharmaceutical intermediates where planar aromatic systems with hydrogen-bonding capacity are required.

Application

4-Methyl-1H-benzo[d]imidazole-2-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the methyl group enhances metabolic stability. The benzoimidazole core provides robust structural rigidity and π-stacking potential, supporting interactions with biological targets. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows for drug discovery and API development.

Synthesis

Route1
- In-stock
  
  191794-20-4
- ~60%
- In-stock
  
  673487-32-6
References
- JANSSEN PHARMACEUTICA, N.V. Patent: WO2004/22060 A2, 2004 ; Location in patent: Page/Page column 33-34 ; WO 2004/022060 A2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 65.98
LogP 1.56952
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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4-Methyl-1H-benzo[d]imidazole-2-carboxylicacid

CAS No. 673487-32-6

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