6285-68-3

Basic information

• Product Name: 5-METHYL-1H-BENZIMIDAZOL-2-AMINE
• Synonyms: 5-METHYL-1H-BENZIMIDAZOL-2-AMINE;5-METHYL-1H-BENZIMIDAZOLE-2-AMINE;5-methyl-1h-benzimidazol-2-amin;1H-Benzimidazol-2-amine,5-methyl-(9CI);5-METHYL-2-AMINOBENZIMIDAZOLE;1H-benzimidazol-2-amine, 5-methyl-;5-methyl-1H-benzimidazol-2-amine(SALTDATA: FREE);6-Methyl-1H-benzo[d]iMidazol-2-aMine
• CAS NO: 6285-68-3
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.18
• Product Categories: BENZIMIDAZOLE;pharmacetical
• Mol File: 6285-68-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 374.8°C at 760 mmHg
• Flash Point: 208.3°C
• Appearance: /
• Density: 1.295g/cm³
• Vapor Pressure: 8.16E-06mmHg at 25°C
• Refractive Index: 1.736
• CAS DataBase Reference: 5-METHYL-1H-BENZIMIDAZOL-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-1H-BENZIMIDAZOL-2-AMINE(6285-68-3)
• EPA Substance Registry System: 5-METHYL-1H-BENZIMIDAZOL-2-AMINE(6285-68-3)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 6285-68-3(Hazardous Substances Data)

Usage

General Description

5-Methyl-1H-benzimidazol-2-amine, also known as 5-Methyl-1H-benzimidazol-2-ylamine, is a chemical compound with the molecular formula C8H9N3. It is classified as an aromatic amine and is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and pharmaceutical compounds. 5-METHYL-1H-BENZIMIDAZOL-2-AMINE is an important intermediate in the production of benzimidazole derivatives, which have been studied for their potential therapeutic applications in treating various diseases, including cancer and infectious diseases. Additionally, 5-Methyl-1H-benzimidazol-2-amine has also shown potential as a corrosion inhibitor for metals and alloys, making it a versatile and multi-functional chemical compound with various industrial and research applications.

InChI:InChI=1/C8H9N3/c1-5-2-3-6-7(4-5)11-8(9)10-6/h2-4H,1H3,(H3,9,10,11)

Upstream product

• 27231-36-3 5-methyl-2-benz-1,3-imidazoline-2-thione 
• 506-68-3 bromocyane 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 1184-90-3 aminoiminomethanesulfonic acid 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 27231-36-3 5-methyl-1H-benzoimidazole-2-thiol 
• 106135-27-7 5⁽⁶⁾-methyl-2-benzimidazolesulphonic acid 

Downstream Products

• 90964-25-3 1-(2-Amino-6-methyl-benzoimidazol-1-yl)-ethanone 
• 90964-24-2 1-(2-Amino-5-methyl-benzoimidazol-1-yl)-ethanone 
• 35692-65-0 N-(5-methyl-1(3)H-benzoimidazol-2-yl)-acetamide 
• 1310062-99-7 2-[(4-N,N-diethylamino-2-hydroxy)benzylideneamino]-6-methylbenzimidazole 
• 99349-10-7 2-[(4-N,N-dimethylamino)benzylideneamino]-6-methylbenzimidazole 

Relevant articles and documents

MRGX Receptor Antagonists

The invention relates to a method for preventing or treating a disease or disorder that is associated with the MrgX2 receptor. The invention also relates to MrgX2 antagonists and physiologically acceptable salts thereof. The invention also relates to pharmaceutical compositions and dosage forms comprising an MrgX2 antagonist.

Lewis-acid Promoted Chemoselective Condensation of 2-Aminobenzimidazoles or 3-Aminoindazoles with 3-Ethoxycyclobutanones to Construct Fused Nitrogen heterocycles

A Lewis-acid promoted chemoselective condensation of 2-aminobenzimidazoles or 3-aminoindazoles with 3-ethoxycyclobutanones is presented. Diverse fused heterocycles benzo[4,5]-imidazo[1,2-a]pyrimidine and pyrimido[1,2-b]-indazole derivatives were obtained in moderate to high yields under mild conditions, the reaction mechanism of which was in sharp contrast to previous [3+3] annulation reaction of 3-ethoxycyclobutanones. (Figure presented.).

Synthesis, electronic properties, antioxidant and antibacterial activity of some new benzimidazoles

Two groups of benzimidazole derivatives were synthesized using as precursors 5(6)-substituted 2-mercapto-benzimidazol-thiols and their antioxidant activity was investigated using TBA-MDA test. In the group of 1,3-disubstituted-benzimidazol-2-imines the highest lipid peroxidation inhibition effect 74.04% (IC50 = 141.89 μg/mL) revealed ethyl [3-(2-ethoxy-2-oxoethyl)-2-imino-5-benzoyl-2,3-dihydro-1H-benzimdazol-1-yl]acetate 12 while in the group of 2-substituted-1,3-thiazolo[3,2-a]benzimidazolones the highest inhibition effect showed 2-(4-fluorobenzylidene)-7-(phenylcarbonyl)[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-one 17 90.76% (IC50 = 53.70 μg/mL). In order to estimate the capability of the studied benzimidazoles to act as radical scavengers the structure of the most active derivative within the both subseries was optimized at B3LYP/6-311++G?? level and the respective bond dissociation enthalpies were calculated. The appropriate models for the HAT and SET-mechanism of the antioxidant activity were proposed. The antibacterial activity of the compounds was evaluated against two Gram-positive bacteria (Bacillus subtilis ATCC 6633 and Staphylococcus aureus ATCC 6538) and three Gram-negative bacteria (Escherichia coli ATCC 8739, Pseudomonas aeruginosa ATCC 9027 and Salmonella abony NCTC 6017). 1,3-Diphenylpropyl-5-methyl-1,3-dihydro-2H-benzimidazol-2-imine 14 exhibited significant activity against B. subtilis, S. aureus, S. abony and E. coli (with MIC values of 0.125, 0.016, 0.50 and 0.50 mg/mL, respectively). The group of thiazolobenzimidazolones did not reveal antibacterial activity against the tested strains.