Cas no 58842-61-8 (ethyl 1H-1,3-benzodiazole-5-carboxylate)

Ethyl 1H-1,3-benzodiazole-5-carboxylate is a heterocyclic organic compound featuring a benzodiazole core esterified with an ethyl group at the 5-position. This structure imparts versatility as a key intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients and functionalized heterocycles. Its benzodiazole moiety offers stability and reactivity, enabling further derivatization for applications in medicinal chemistry, such as kinase inhibitors or antimicrobial agents. The ethyl ester group enhances solubility in organic solvents, facilitating purification and downstream reactions. The compound is characterized by high purity and consistent performance, making it suitable for research and industrial-scale applications requiring precise molecular frameworks.
ethyl 1H-1,3-benzodiazole-5-carboxylate structure
58842-61-8 structure
Product Name:ethyl 1H-1,3-benzodiazole-5-carboxylate
CAS No:58842-61-8
MF:C10H10N2O2
MW:190.198602199554
MDL:MFCD09027455
CID:851646
PubChem ID:13505555
Update Time:2025-05-21

ethyl 1H-1,3-benzodiazole-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 1H-benzo[d]imidazole-5-carboxylate
    • ethyl 1H-benzimidazole-5-carboxylate
    • ethyl 1H-benzimidazole-5-carboxylate (IM OCS)
    • 1-(1H-benzo[d]imidazol-5-yl)-2-ethoxyethanone
    • 1H-Benzimidazole-5-carboxylicacid,ethylester(9CI)
    • 1H-Benzimidazole-6-carboxylic acid ethyl ester
    • ethyl 3H-benzimidazole-5-carboxylate
    • 1(3)H-Benzimidazol-5-carbonsaeure-aethylester
    • 1(3)H-benzimidazole-5-carboxylic acid ethyl ester
    • 1H-Benzimidazole-5-carboxylic acid ethyl ester
    • 5-Ethoxycarbonylbenzimidazole
    • AGN-PC-00MU7V
    • benzimidazole-5-carboxylic acid ethyl ester
    • CTK5A8948
    • ethyl benzimidazole-5-carboxylate
    • ethyl-benzimidazole-5-carboxylate
    • F9995-0112
    • SureCN1965008
    • SureCN1965011
    • ethyl 1H-1,3-benzodiazole-5-carboxylate
    • 58842-61-8
    • benzimidazole-5-carboxylic ethyl ester
    • Ethyl 1H-benzimidazole-6-carboxylate
    • HUOIDCCHUGUZQS-UHFFFAOYSA-N
    • ethyl1H-benzo[d]imidazole-5-carboxylate
    • 1H-benzo[d]imidazole-6-carboxylic acid ethyl ester
    • EN300-238259
    • Ethyl-5-benzimidazole carboxylate
    • MFCD09027455
    • ethyl 3H-benzo[d]imidazole-5-carboxylate
    • DTXSID40542494
    • DB-072525
    • BS-29170
    • AKOS012534267
    • SCHEMBL1965008
    • MDL: MFCD09027455
    • Inchi: 1S/C10H10N2O2/c1-2-14-10(13)7-3-4-8-9(5-7)12-6-11-8/h3-6H,2H2,1H3,(H,11,12)
    • InChI Key: HUOIDCCHUGUZQS-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1C=CC2=C(C=1)NC=N2)=O

Computed Properties

  • Exact Mass: 190.0743
  • Monoisotopic Mass: 190.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 220
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 55?2

Experimental Properties

  • Density: 1.272±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.48 g/l) (25 o C),
  • PSA: 54.98

ethyl 1H-1,3-benzodiazole-5-carboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A061000232-5g
Ethyl 1H-benzimidazole-5-carboxylate
58842-61-8 98%
5g
$519.42 2023-09-01
Chemenu
CM277698-5g
Ethyl 1H-benzo[d]imidazole-5-carboxylate
58842-61-8 95%
5g
$284 2021-06-17
TRC
E926213-100mg
Ethyl benzimidazole-5-carboxylate
58842-61-8
100mg
$64.00 2023-05-18
TRC
E926213-250mg
Ethyl benzimidazole-5-carboxylate
58842-61-8
250mg
$110.00 2023-05-18
TRC
E926213-500mg
Ethyl benzimidazole-5-carboxylate
58842-61-8
500mg
$161.00 2023-05-18
TRC
E926213-1g
Ethyl benzimidazole-5-carboxylate
58842-61-8
1g
$224.00 2023-05-18
Apollo Scientific
OR954312-1g
Ethyl benzimidazole-5-carboxylate
58842-61-8 98%
1g
£125.00 2025-02-21
Apollo Scientific
OR954312-5g
Ethyl benzimidazole-5-carboxylate
58842-61-8 98%
5g
£395.00 2025-02-21
Crysdot LLC
CD11099180-5g
Ethyl 1H-benzo[d]imidazole-5-carboxylate
58842-61-8 95+%
5g
$301 2024-07-18
A2B Chem LLC
AG79801-1g
Ethyl benzimidazole-5-carboxylate
58842-61-8 98%
1g
$108.00 2024-04-19

Additional information on ethyl 1H-1,3-benzodiazole-5-carboxylate

Recent Advances in the Study of Ethyl 1H-1,3-Benzodiazole-5-carboxylate (CAS: 58842-61-8) and Its Applications in Chemical Biology and Pharmaceutical Research

Ethyl 1H-1,3-benzodiazole-5-carboxylate (CAS: 58842-61-8) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its benzodiazole core and ester functional group, serves as a key intermediate in the synthesis of various bioactive molecules. Recent studies have explored its potential as a building block for drug development, particularly in the design of kinase inhibitors, antimicrobial agents, and fluorescent probes. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic utility, biological activities, and emerging applications.

One of the most notable advancements in the study of ethyl 1H-1,3-benzodiazole-5-carboxylate is its role in the synthesis of kinase inhibitors. Kinases are critical targets in cancer therapy, and researchers have leveraged the benzodiazole scaffold to develop potent and selective inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit strong inhibitory activity against cyclin-dependent kinases (CDKs), which are implicated in cell cycle regulation. The study reported a novel series of compounds synthesized from ethyl 1H-1,3-benzodiazole-5-carboxylate, showing promising antiproliferative effects in vitro and in vivo. These findings underscore the compound's potential as a starting point for anticancer drug discovery.

In addition to its applications in oncology, ethyl 1H-1,3-benzodiazole-5-carboxylate has been investigated for its antimicrobial properties. A recent study in Bioorganic & Medicinal Chemistry Letters highlighted the compound's utility in designing new antibacterial agents. Researchers modified the benzodiazole core to enhance its interaction with bacterial enzymes, resulting in derivatives with potent activity against methicillin-resistant Staphylococcus aureus (MRSA). The study also explored the structure-activity relationship (SAR) of these derivatives, providing valuable insights for future drug optimization. These results suggest that ethyl 1H-1,3-benzodiazole-5-carboxylate could play a pivotal role in addressing the growing challenge of antibiotic resistance.

Beyond its therapeutic potential, ethyl 1H-1,3-benzodiazole-5-carboxylate has also found applications in chemical biology as a fluorescent probe. Its benzodiazole core exhibits unique photophysical properties, making it suitable for imaging and sensing applications. A 2022 study in ACS Chemical Biology reported the development of a benzodiazole-based fluorescent probe derived from this compound, which was used to detect reactive oxygen species (ROS) in live cells. The probe demonstrated high sensitivity and selectivity, enabling real-time monitoring of oxidative stress in biological systems. This innovation opens new avenues for studying cellular processes and disease mechanisms.

In conclusion, ethyl 1H-1,3-benzodiazole-5-carboxylate (CAS: 58842-61-8) continues to be a compound of great interest in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, combined with its diverse biological activities, positions it as a valuable tool for drug discovery and development. Recent studies have expanded our understanding of its potential, from kinase inhibition and antimicrobial activity to fluorescent probing. As research progresses, this compound is likely to play an increasingly important role in addressing unmet medical needs and advancing scientific knowledge. Future work should focus on optimizing its derivatives for clinical translation and exploring novel applications in other therapeutic areas.

Recommended suppliers
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Jiangsu Kolod Food Ingredients Co.,ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Kolod Food Ingredients Co.,ltd
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Wuhan ChemNorm Biotech Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Wuhan ChemNorm Biotech Co.,Ltd.