1792-40-1

Basic information

• Product Name: 2-METHYL-5-NITRO-1H-BENZIMIDAZOLE
• Synonyms: BIO-FARMA BF002419;AKOS BBS-00000088;5-NITRO-2-METHYLBENZIMIDAZOLE;2-METHYL-5-NITRO-1H-BENZIMIDAZOLE;2-METHYL-5-NITRO-1H-BENZOIMIDAZOLE;2-METHYL-5-NITROBENZIMIDAZOLE;1H-Benzimidazole,2-methyl-5-nitro-(9CI);2-Methyl-5-nitro-1H-1,3-benzodiazole
• CAS NO: 1792-40-1
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.16
• EINECS: 217-259-2
• Product Categories: BENZIMIDAZOLE
• Mol File: 1792-40-1.mol
• Article Data: 61

Chemical Properties

• Melting Point: 223-225 °C
• Boiling Point: 446 °C at 760 mmHg
• Flash Point: 223.5 °C
• Appearance: /
• Density: 1.437g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.83±0.10(Predicted)
• CAS DataBase Reference: 2-METHYL-5-NITRO-1H-BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-5-NITRO-1H-BENZIMIDAZOLE(1792-40-1)
• EPA Substance Registry System: 2-METHYL-5-NITRO-1H-BENZIMIDAZOLE(1792-40-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 1792-40-1(Hazardous Substances Data)

Usage

General Description

2-Methyl-5-nitro-1H-benzimidazole is a chemical compound with the molecular formula C8H7N3O2. It is a heterocyclic compound with a benzimidazole ring system and a methyl group and nitro group attached to the aromatic ring. This chemical is used in a variety of applications, including as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential antimicrobial and anticancer properties. The compound's structure and properties make it a versatile and important building block in organic chemistry.

InChI:InChI=1/C8H7N3O2/c1-5-9-7-3-2-6(11(12)13)4-8(7)10-5/h2-4H,1H3,(H,9,10)

Upstream product

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• 53987-32-9 4-nitro-2-aminoacetanilide 
• 105-45-3 acetoacetic acid methyl ester 
• 78-39-7 Triethyl orthoacetate 
• 141-97-9 ethyl acetoacetate 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 70254-61-4 4-hydroxy-6-methyl-2H-pyran-2-one 
• 141-82-2 malonic acid 
• 39214-83-0 3-(4-nitrophenyl)isoxazol-5(4H)-one 
• 1076-59-1 3-phenyl-4H-isoxazol-5-one 
• 30152-85-3 N,N'-diacetyl-4-nitro-1,2-phenylenediamine 
• 610-53-7 2,4-dinitroacetanilide 

Downstream Products

• 1428265-72-8 C₃₀H₃₃N₄O₈S^(1-)*Na⁽¹⁺⁾ 
• 1428265-73-9 C₃₂H₃₇N₄O₉S^(1-)*Na⁽¹⁺⁾ 
• 1428265-74-0 C₃₃H₃₉N₄O₉S^(1-)*Na⁽¹⁺⁾ 
• 1428265-75-1 C₃₂H₃₇N₄O₁₀S^(1-)*Na⁽¹⁺⁾ 
• 1434623-12-7 1-allyl-2-methyl-6-nitro-1H-benzimidazole 
• 1434623-20-7 1-allyl-2-methyl-5-nitro-1H-benzimidazole 
• 1609007-31-9 (E)-1-(2-methyl-6-nitro-1H-benzo[d]imidazol-1-yl)-3-phenylprop-2-en-1-one 
• 3527-19-3 1,2-dimethyl-1H-benzo[d]imidazole-5-amine 
• 43154-50-3 2-methyl-5-nitro-1-(toluene-4-sulfonyl)-1H-benzoimidazole 

Relevant articles and documents

Expeditious and efficient synthesis of benzoxazoles, benzothiazoles, benzimidazoles catalyzed by Ga(OTf)3 under solvent-free conditions

A new and efficient method for the synthesis of benzoxazoles, benzothiazoles, benzimidazoles from reactions of o-substituted aminoaromatics with orthoesters in the presence of catalytic amounts of Ga(OTf)3 under solvent-free conditions is presented. The remarkable features of this new protocol are high conversion, very short reaction times, cleaner reaction profiles under solvent-free conditions, straight forward procedure, and use of relatively non-toxic catalysts.

Design, Synthesis, and Antimicrobial Evaluation of Novel Quinolone Imidazoles and Interactions with MRSA DNA

A novel series of quinolone imidazoles as new type of antimicrobial agents were synthesized. Most compounds exhibited good bioactivities especially against MRSA even superior to reference drugs. They induced bacterial resistance more slowly than clinical drugs and gave low cytotoxicity to human cells. The pKa values of these compounds showed appropriate ranges to pharmacokinetic behaviors. The interactions between compound 8b, Cu2+ ion, and MRSA DNA revealed that compound 8b could intercalate into DNA through copper ion bridge to form a steady 8b-Cu2+-DNA ternary complex which might further block DNA replication to exert the powerful bioactivities. Study of compound 8b with human serum albumin indicated that compound 8b could be effectively stored and carried by human serum albumin.

An efficient procedure for the synthesis of benzimidazole derivatives using Yb(OTf)3 as catalyst under solvent-free conditions

o-Diaminobenzene derivatives react smoothly with ortho-esters in the presence of 0.5 mol% of Yb(OTf)3 under solvent-free conditions to afford the corresponding benzimidazole derivatives in good to excellent yields. In addition, Yb(OTf)3 can be easily recovered almost quantitatively from the aqueous layer after the reaction was completed, and it could be reused with no loss of activity.

Tungstate sulfuric acid: Preparation, characterization, and application in catalytic synthesis of novel benzimidazoles

Tungstate sulfuric acid (TSA) was prepared, characterized, and applied for direct synthesis of novel and known benzimidazoles through a condensation reaction of o-phenylenediamines with orthoesters under solvent-free conditions. TSA was characterized by powdered X-ray diffraction (XRD), X-ray fluorescence (XRF), and FTIR spectroscopy. This novel and eco-friendly method is very cheap and has many advantages such as excellent yields, recyclable and eco-friendly catalyst, and simple work-up procedure.

Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus

The number of deaths or critical health issues is a threat in the infection caused by Dengue virus, which complicates the situation, as only symptomatic treatment is the current solution. In this regard we have targeted the dengue protease NS2B-NS3 that is responsible for the replication. The series was designed with the help of molecular modeling approach using docking protocols. The series comprised of different scaffolds viz. cinnamic acid analogs (CA1–CA11), chalcone (C1–C10) and their molecular hybrids (Lik1–Lik10), analogs of benzimidazole (BZ1-BZ5), mercaptobenzimidazole (BS1-BS4), and phenylsulfanylmethylbenzimidazole (PS1-PS4). Virtual screening of various natural phytoconstituents was employed to determine the interactions of designed analogs with the residues of catalytic triad in the active site of NS2B-NS3. We have further synthesized the selected leads. The synthesized analogs were evaluated for the cytotoxicity and NS2B-NS3 protease inhibition activity and compared with known anti-dengue natural phytoconstituent quercetin as the standard. CA2, BZ1, and BS2 were found to be more potent and efficacious than the standard quercetin as evident from the protease inhibition assay.

Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe3O4@MCM-41@NH-SO3H

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