292070-01-0

Basic information

• Product Name: 5-AMINO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 5-AMINO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID METHYL ESTER;1H-Benzimidazole-2-carboxylicacid,5-amino-,methylester(9CI);Methyl 5-aMino-1H-benzo[d]iMidazole-2-carboxylate;6-Amino-1H-benzoimidazole-2-carboxylic acid methyl ester;5-Amino-1H-benzimidazole-2-carboxylic acid methyl ester;Methyl 6-amino-1H-benzimidazole-2-carboxylate
• CAS NO: 292070-01-0
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.19
• Product Categories: AMINOACID;BENZIMIDAZOLE;Imidazol&Benzimidazole
• Mol File: 292070-01-0.mol

Chemical Properties

• Boiling Point: 430.8 °C at 760 mmHg
• Flash Point: 214.3 °C
• Appearance: /
• Density: 1.413 g/cm³
• PKA: 9.94±0.10(Predicted)
• CAS DataBase Reference: 5-AMINO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID METHYL ESTER(292070-01-0)
• EPA Substance Registry System: 5-AMINO-1H-BENZOIMIDAZOLE-2-CARBOXYLIC ACID METHYL ESTER(292070-01-0)

Safety Data

• Hazardous Substances Data: 292070-01-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
5-Amino-1H-benzoimidazole-2-carboxylic Acid Methyl Ester is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block for the development of new drugs.
Used in Drug Discovery:
In the field of drug discovery, 5-Amino-1H-benzoimidazole-2-carboxylic Acid Methyl Ester is employed as a starting material for the design and synthesis of potential therapeutic agents. Its versatility allows for the creation of diverse drug candidates with potential applications in various therapeutic areas.
Used in Drug Development:
5-Amino-1H-benzoimidazole-2-carboxylic Acid Methyl Ester is utilized in the optimization of drug candidates, helping researchers to fine-tune the properties of new compounds to improve their efficacy, safety, and pharmacokinetic profiles. This is crucial for the successful development of new medications that can address unmet medical needs.
Used in Medicinal Chemistry:
In the realm of medicinal chemistry, 5-Amino-1H-benzoimidazole-2-carboxylic Acid Methyl Ester serves as a valuable tool for understanding the structure-activity relationships of benzoimidazole-based drugs. This knowledge is essential for the rational design of more effective and safer pharmaceuticals.

Upstream product

• 5805-53-8 BICA methyl ester 
• 4856-97-7 2-(Hydroxymethyl)benzimidazole 
• 3584-84-7 5-nitro-2-(trichloromethyl)-1H-benzo[d]imidazole 
• 93521-65-4 methyl 5-nitro-1H-benzo[d]imidazole-2-carboxylate 
• 99-56-9 4-Nitrophenylene-1,2-diamine 

Relevant articles and documents

INDOLE DERIVATIVE, PREPARATION METHOD THEREOF, AND USE THEREOF IN PHARMACEUTICAL DRUG

An indole derivative as expressed by Formula (I), a preparation method thereof, a pharmaceutical salt, and use thereof as a therapeutic agent, especially as a FGFR inhibitor. Each substituent in Formula (I) has identical definition as specified in the specification.

Total synthesis of distamycin A and 2640 analogues: A solution-phase combinatorial approach to the discovery of new, bioactive DNA binding agents and development of a rapid, high-throughput screen for determining relative DNA binding affinity or DNA binding sequence selectivity

The development of a solution-phase synthesis of distamycin A and its extension to the preparation of 2640 analogues are described. Thus, solution-phase synthesis techniques with reaction workup and purification employing acid/base liquid - liquid extractions were used in the multistep preparation of distamycin A (8 steps, 40% overall yield) and a prototypical library of 2640 analogues providing intermediates and final products that are ≥95% pure on conventional reaction scales. The complementary development of a simple, rapid, and high-throughput screen for DNA binding affinity based on the loss of fluorescence derived from displacement of prebound ethidium bromide is disclosed which is applicable for assessing relative or absolute binding affinity to DNA homopolymers or specific sequences (hairpin oligonucleotides). Using hairpin oligonucleotides, this method permits the screening of a library of compounds against a single predefined sequence to identify high affinity binders, or the screening of a single compound against a full library of individual hairpin oligionucleotides to define its sequence selectivity. The combination permits the establishment of the complete DNA binding profile of each member of a library of compounds. Screening the prototypical library provided compounds that are 1000 times more potent than distamycin A in cytotoxic assays (67, IC50 = 29 nM, L1210), that bind to poly[dA]-poly[dT] with comparable affinity, and that exhibit an altered DNA binding sequence selectivity. Several candidates were identified which bound the five-base-pair AT-rich site of the PSA-ARE-3 sequence, and one (128, K = 3.2 x 106 M-1) maintained the high affinity binding (K = 4.5 x 106 M-1) to the ARE-consensus sequence containing a GC base-pair interrupted five-base-pair AT-rich site suitable for inhibition of gene transcription initiated by hormone insensitive androgen receptor dimerization and DNA binding characteristic of therapeutic resistant prostate cancer.