Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate

Name: Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate
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CAS No. 106429-38-3
Cat. No. CS-W019500
Purity≥97%
MDL No.MFCD08752985

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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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Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate|CS-W019500

Structure of 106429-38-3

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General Information

CAS No. 106429-38-3
Cat. No. CS-W019500
Purity ≥97%
MDL No. MFCD08752985
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉N₃O₂
Molecular Weight 191.19
Synonym(s) Methyl 2-Aminobenzimidazole-5-carboxylate
SMILES O=C(C1=CC=C2NC(N)=NC2=C1)OC

Description

Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate is a heterocyclic building block featuring a fused imidazole core with orthogonal amino and ester functionalities. This bench-stable compound enables direct incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents. The electron-rich aromatic system supports efficient coupling reactions under standard conditions.

Application

Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive benzimidazole scaffolds. The amino and ester functionalities offer orthogonal reactivity, facilitating derivatization via coupling reactions, electrophilic substitution, or reduction. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

Route1
- 506-68-3
- In-stock
  
  36692-49-6
- ~96%
- In-stock
  
  106429-38-3
References
- Frei, Reto; Breitbach, Anthony S.; Blackwell, Helen E. Angewandte Chemie - International Edition, 2012 , vol. 51, # 21 p. 5226 - 5229

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
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

Quality Control

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Computational Chemistry Data

TPSA 81
LogP 0.9317
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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Methyl 2-amino-1H-benzo[d]imidazole-5-carboxylate

CAS No. 106429-38-3

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