Ethyl 2-mercapto-1H-imidazole-4-carboxylate

Name: Ethyl 2-mercapto-1H-imidazole-4-carboxylate
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CAS No. 64038-64-8
Cat. No. CS-0151702
Purity≥97%
MDL No.MFCD02091509

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Ethyl 2-mercapto-1H-imidazole-4-carboxylate|CS-0151702

Structure of 64038-64-8

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General Information

CAS No. 64038-64-8
Cat. No. CS-0151702
Purity ≥97%
MDL No. MFCD02091509
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈N₂O₂S
Molecular Weight 172.20
Synonym(s) Ethyl2-mercapptoimidazole-4-carboxylate
SMILES CCOC(=O)C1=CN=C(N1)S

Description

Ethyl 2-mercapto-1H-imidazole-4-carboxylate features a reactive thiol group flanked by electron-rich imidazole and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient coupling in synthetic routes targeting bioactive nitrogen-containing compounds.

Application

Ethyl 2-mercapto-1H-imidazole-4-carboxylate serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its thiol functionality enables facile metal-catalyzed coupling reactions, while the ester group supports selective transformations under mild conditions. The imidazole core provides structural rigidity and hydrogen-bonding capacity, enhancing molecular recognition potential. This compound exhibits good bench stability, ease of purification, and compatibility with diverse functional groups, facilitating efficient access to imidazole-based scaffolds relevant to pharmaceutical research.

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 : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P403-P405-P501

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Computational Chemistry Data

TPSA 54.98
LogP 0.8751
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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Ethyl 2-mercapto-1H-imidazole-4-carboxylate

CAS No. 64038-64-8

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