Methyl 1H-benzo[d]imidazole-7-carboxylate

Name: Methyl 1H-benzo[d]imidazole-7-carboxylate
Brand: ChemScene
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CAS No. 37619-25-3
Cat. No. CS-0007685
Molecule weight176.17
Purity≥97%
MDL No.MFCD09910212

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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+
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Methyl 1H-benzo[d]imidazole-7-carboxylate|CS-0007685

Structure of 37619-25-3

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General Information

CAS No. 37619-25-3
Cat. No. CS-0007685
Purity ≥97%
MDL No. MFCD09910212
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂
Molecular Weight 176.17
Synonym(s) methyl 1H-benzo[d]imidazole-4-carboxylate
SMILES O=C(C1=C2C(N=CN2)=CC=C1)OC

Description

Methyl 1H-benzo[d]imidazole-7-carboxylate is a bench-stable heterocyclic ester featuring a fused imidazole core with a para-substituted methyl carboxylate. This compound integrates readily into synthetic sequences requiring electron-deficient aromatic platforms, serving as a key intermediate in the construction of bioactive nitrogen-containing scaffolds.

Application

Methyl 1H-benzo[d]imidazole-7-carboxylate serves as a versatile building block in medicinal chemistry and synthetic organic research. Its benzimidazole core provides a rigid, electron-rich scaffold with demonstrated utility in drug discovery. The methyl ester group enables straightforward derivatization via hydrolysis or nucleophilic substitution, facilitating access to carboxylic acid intermediates or amide-linked analogs. The compound exhibits good bench stability, moderate solubility in common organic solvents, and compatibility with standard coupling reactions, making it well-suited for modular synthesis of heterocyclic libraries and API precursors.

Synthesis

Route1
- 122-51-0
- In-stock
  
  107582-20-7
- ~91%
- In-stock
  
  37619-25-3
References
- Frohn, Mike; Viswanadhan, Vellarkad; Pickrell, Alexander J.; Golden, Jennifer E.; Muller, Kristine M.; Buerli, Roland W.; Biddlecome, Gloria; Yoder, Sean C.; Rogers, Norma; Dao, Jennifer H.; Hungate, Randall; Allen, Jennifer R. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 18 p. 5023 - 5026
Route2
- 67-56-1
- In-stock
  
  46006-36-4
- ~84%
- In-stock
  
  37619-25-3
References
- Howell, John R.; Rasmussen, Malcolm Australian Journal of Chemistry, 1993 , vol. 46, # 8 p. 1177 - 1191

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-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

Key Words

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Methyl 1H-benzo[d]imidazole-7-carboxylate

CAS No. 37619-25-3

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