Cas no 910122-42-8 (methyl 2-amino-1H-benzimidazole-4-carboxylate)

Methyl 2-amino-1H-benzimidazole-4-carboxylate is a benzimidazole derivative with a carboxylate ester functional group at the 4-position and an amino substituent at the 2-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmacologically active molecules, heterocyclic compounds, and coordination chemistry ligands. Its structural features, including the reactive amino and ester groups, enable further functionalization through amidation, hydrolysis, or cyclization reactions. The benzimidazole core contributes to potential biological activity, making it useful in medicinal chemistry research. The methyl ester enhances solubility in organic solvents, facilitating purification and downstream reactions. This compound is typically handled under standard laboratory conditions, requiring protection from moisture for long-term stability.
methyl 2-amino-1H-benzimidazole-4-carboxylate structure
910122-42-8 structure
Product Name:methyl 2-amino-1H-benzimidazole-4-carboxylate
CAS No:910122-42-8
MF:C9H9N3O2
MW:191.186661481857
MDL:MFCD08436207
CID:1027801
PubChem ID:24730367
Update Time:2025-10-30

methyl 2-amino-1H-benzimidazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-amino-1H-benzo[d]imidazole-4-carboxylate
    • Methyl 2-Amino-1H-benzoimidazole-4-carboxylate
    • 2-amino-1H-Benzimidazole-7-carboxylic acid methyl ester
    • Methyl 2-amino-1H-benzimidazole-4-carboxylate
    • SAWDEISHFZINBK-UHFFFAOYSA-N
    • TRA0009773
    • SY015529
    • ST24047653
    • Methyl2-Amino-1H-benzoimidazole-4-carboxylate
    • Methyl 2-amino-1H-benzimidazole-7-carboxylate
    • methyl 2-amino-1H-1,3-benzodiazole
    • 1H-Benzimidazole-4-carboxylic acid, 2-amino-, methyl ester (9CI)
    • Methyl 2-amino-1H-benzimidazole-7-carboxylate (ACI)
    • methyl 2-amino-1H-benzimidazole-4-carboxylate
    • MDL: MFCD08436207
    • Inchi: 1S/C9H9N3O2/c1-14-8(13)5-3-2-4-6-7(5)12-9(10)11-6/h2-4H,1H3,(H3,10,11,12)
    • InChI Key: SAWDEISHFZINBK-UHFFFAOYSA-N
    • SMILES: O=C(C1C2=C(N=C(N2)N)C=CC=1)OC

Computed Properties

  • Exact Mass: 191.06900
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 234
  • Topological Polar Surface Area: 81

Experimental Properties

  • PSA: 81.73000
  • LogP: 0.86180

methyl 2-amino-1H-benzimidazole-4-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on methyl 2-amino-1H-benzimidazole-4-carboxylate

Recent Advances in the Study of Methyl 2-amino-1H-benzimidazole-4-carboxylate (CAS: 910122-42-8) and Its Applications in Chemical Biology and Pharmaceutical Research

Methyl 2-amino-1H-benzimidazole-4-carboxylate (CAS: 910122-42-8) is a benzimidazole derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various biologically active molecules, including kinase inhibitors, antimicrobial agents, and anticancer drugs. The unique structural features of this molecule, such as the presence of both amino and carboxylate functional groups, make it a valuable scaffold for drug discovery and development.

Recent studies have focused on exploring the synthetic pathways and biological activities of methyl 2-amino-1H-benzimidazole-4-carboxylate. A 2023 study published in the *Journal of Medicinal Chemistry* demonstrated its potential as a precursor for the development of novel kinase inhibitors targeting cancer-related pathways. The researchers utilized a multi-step synthetic approach to derivatize the compound, resulting in a series of analogs with improved potency and selectivity against specific kinase targets. These findings highlight the compound's potential in oncology drug discovery.

In addition to its role in kinase inhibitor development, methyl 2-amino-1H-benzimidazole-4-carboxylate has also been investigated for its antimicrobial properties. A 2022 study in *Bioorganic & Medicinal Chemistry Letters* reported that derivatives of this compound exhibited significant activity against drug-resistant bacterial strains, including methicillin-resistant *Staphylococcus aureus* (MRSA). The study attributed this activity to the compound's ability to disrupt bacterial cell wall synthesis, suggesting its potential as a lead compound for new antibiotic development.

Another area of interest is the compound's application in the synthesis of heterocyclic compounds with diverse biological activities. A 2023 review in *Current Organic Chemistry* summarized recent advances in the use of methyl 2-amino-1H-benzimidazole-4-carboxylate as a building block for the construction of fused heterocycles, which are prevalent in many FDA-approved drugs. The review emphasized the compound's versatility and efficiency in facilitating complex molecular transformations.

Despite these promising developments, challenges remain in optimizing the pharmacokinetic properties of methyl 2-amino-1H-benzimidazole-4-carboxylate derivatives. A 2023 study in *European Journal of Pharmaceutical Sciences* investigated the metabolic stability and bioavailability of these compounds, identifying key structural modifications that could enhance their drug-like properties. These findings provide valuable insights for future medicinal chemistry efforts aimed at developing clinically viable candidates.

In conclusion, methyl 2-amino-1H-benzimidazole-4-carboxylate (CAS: 910122-42-8) continues to be a focal point of research in chemical biology and pharmaceutical sciences. Its diverse applications, from kinase inhibitors to antimicrobial agents, underscore its importance as a versatile scaffold for drug discovery. Ongoing studies are expected to further elucidate its potential and address current limitations, paving the way for the development of novel therapeutic agents.

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