Methyl 1H-benzo[d]imidazole-2-carboxylate

Name: Methyl 1H-benzo[d]imidazole-2-carboxylate
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CAS No. 5805-53-8
Cat. No. CS-W022774
Purity≥95%
MDL No.None

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Methyl 1H-benzo[d]imidazole-2-carboxylate|CS-W022774

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General Information

CAS No. 5805-53-8
Cat. No. CS-W022774
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂
Molecular Weight 176.17
Synonym(s) 1H-Benzimidazole-2-carboxylicacid,methylester(9CI)
SMILES O=C(C1=NC2=CC=CC=C2N1)OC

Description

Methyl 1H-benzo[d]imidazole-2-carboxylate features a fused imidazole core with a methyl ester at the 2-position, offering enhanced solubility and stability in polar solvents. This scaffold serves as a key building block for bioactive heterocycles, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS modulators. The electron-deficient ring system facilitates nucleophilic substitution reactions under mild conditions.

Application

Methyl 1H-benzo[d]imidazole-2-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted benzimidazoles via hydrolysis, reduction, or coupling reactions. Its methyl ester functionality offers bench stability and facilitates purification, while the imidazole core provides robust functional group tolerance. Widely used in medicinal chemistry and materials science, it functions as a key scaffold precursor in the development of bioactive molecules and advanced organic frameworks.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 54.98
LogP 1.3495
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

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Methyl 1H-benzo[d]imidazole-2-carboxylate

CAS No. 5805-53-8

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