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615-15-6

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615-15-6 Usage

Chemical Properties

light beige to brown crystalline powder

Uses

2-Methylbenzimidazole is an important pharmacophore widely used in medicinal chemistry for the synthesis of various antibacterial and antifungal agents.It can be used as a key precursor to synthesize substituted benzimidazo[1,2-a]quinolones.It can be used in the synthesis of reversible solid-to-liquid phase transition coordination polymer crystals.2-Methylbenzimidazole also exhibits corrosion inhibition.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 26, p. 1163, 1989 DOI: 10.1002/jhet.5570260447Chemical and Pharmaceutical Bulletin, 17, p. 1153, 1969 DOI: 10.1248/cpb.17.1153

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 615-15-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 5 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 615-15:
(5*6)+(4*1)+(3*5)+(2*1)+(1*5)=56
56 % 10 = 6
So 615-15-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H8N2/c1-6-9-7-4-2-3-5-8(7)10-6/h2-5H,1H3,(H,9,10)

615-15-6 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (A17290)  2-Methylbenzimidazole, 98%   

  • 615-15-6

  • 50g

  • 421.0CNY

  • Detail
  • Alfa Aesar

  • (A17290)  2-Methylbenzimidazole, 98%   

  • 615-15-6

  • 250g

  • 1964.0CNY

  • Detail
  • Alfa Aesar

  • (A17290)  2-Methylbenzimidazole, 98%   

  • 615-15-6

  • 1000g

  • 3394.0CNY

  • Detail
  • Aldrich

  • (M29800)  2-Methylbenzimidazole  98%

  • 615-15-6

  • M29800-5G

  • 207.44CNY

  • Detail
  • Aldrich

  • (M29800)  2-Methylbenzimidazole  98%

  • 615-15-6

  • M29800-100G

  • 957.06CNY

  • Detail
  • Vetec

  • (V900718)  2-Methylbenzimidazole  Vetec reagent grade, 98%

  • 615-15-6

  • V900718-25G

  • 179.01CNY

  • Detail
  • Vetec

  • (V900718)  2-Methylbenzimidazole  Vetec reagent grade, 98%

  • 615-15-6

  • V900718-100G

  • 567.45CNY

  • Detail

615-15-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methylbenzimidazole

1.2 Other means of identification

Product number -
Other names Benzimidazole,2-methyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:615-15-6 SDS

615-15-6Relevant articles and documents

Synthesis, structures, and luminescence of two 2-D microporous metal-organic frameworks in the zinc (cadmium)-dicarboxylate-imidazolate system

Guo, Xiaoqing,Wang, Miao,Gu, Xuefang,Zhu, Jinli,Tang, Yanfeng,Jiang, Guoqing,Bai, Junfeng

, p. 1819 - 1827 (2016)

Two 2-D microporous metal–organic frameworks, [Zn(BDC)(MbIm)]·2DMF (1) and [Cd3(BDC)3(MbIm)2(DMF)2]·2DMF (2), have been synthesized by solvothermal reaction of 1,4-benzenecarboxylic acid (H2BDC) and 2-methylbenzimidazole (MbIm) with zinc/cadmium nitrate. Single-crystal X-ray diffraction analysis indicates that 1 consists of the well-known zinc paddle-wheel motif which is linked by bridging dicarboxylates to form 2-D square grids. The 2-D layers stack offset due to the effect of the spatial structure of MbIm ligand and hydrogen-bonding interaction between MbIm and guest molecules. Similarly, 2 is constructed by six-connected Cd3(μ-O2CR)6(MbIm)2 units and bridging carboxylates, resulting in a 2-D layer structure with triangular grids. Topology analysis reveals that 1 exhibits a 2-D tetragonal plane network with {44·62} topology symbol, while 2 possesses a six-connected {36·46·53} topological network. Analysis of the luminescence spectra demonstrates that the complexes have good luminescent intensities with greater red-shift (82 nm for 1 and 69 nm for 2) corresponding to free MbIm. Elemental analyses, infrared spectra, powder X-ray diffraction, and thermogravimetric analyses of 1 and 2 have been investigated.

Synthesis, crystal structure, and thermal stability of [Mo 2O4(μ2-O)(C6H4O 2)2(H2O)]·(C8H 9N2)2·2H2O

Xu

, p. 48 - 53 (2014)

From hydrothermal treatment of benzene-1,2-diamine, pyrocatechol, and MoO3 in acetic acid solution, a new compound, [Mo2(μ 2-O)2(C6H4O2) 2(H2O)]·(C8H9N 2)2·2H2O (I), constructed from pyrocatechol chelated dinuclear molybdenum units and 2-methylbenzimidazole has been synthesized. Single-crystal structure analysis reveals that the compound crystallizes in the monoclinic space group P21/c with a = 23.365(2), b = 7.2214(5), c = 19.3021(16) β = 97.929(4), V = 3225.6(5), Z = 4, M = 808.46, ρc = 1.665 g/cm3, μ(MoK α) = 0.84 mm-1, F(000) = 1608, the final R = 0.0622 and wR = 0.1484 for 7385 independent reflections with R int = 0.0393. Interestingly, an in situ condensation between acetic acid and benzene-1,2-diamine has occurred, and the unexpected 2-methyl-1-H-benzo[d] imidazoles serve as counterions and N-H donors to form stable hydrogen-bond network in the crystal. Furthermore, intermolecular hydrogen bonds are found among the cations, anions and crystalline water molecules. The double nuclear molybdenum units are connected by O-H.O hydrogen bonds with the crystalline water molecules to form one-dimensional chains, and the chains are further joined together by N-H.O to form a quasi-two dimensional structure.

Electroanalytical and computational studies on the corrosion inhibition behavior of ethyl (2-methylbenzimidazolyl) acetate (EMBA) on mild steel in hydrochloric acid

Joseph, Abraham,Mohan, Revathi

, p. 4795 - 4823 (2015)

The interaction and corrosion protection properties of ethyl (2-methylbenzimidazolyl) acetate (EMBA) on mild steel in hydrochloric acid (0.5, 1 and 1.5 M) at different temperatures have been studied by polarization, EIS, adsorption, surface studies, and computational calculations. Polarization studies showed that this molecule act as mixed-type inhibitor. EMBA acts as an effective inhibitor for mild steel in hydrochloric acid at different temperatures (303, 308, and 313 K). At room temperature, EMBA was found to be a more effective inhibitor and its efficiency decreases with increasing temperature. The mechanism involves adsorption of inhibitor molecules on the metal surface and this process obeys the Langmuir isotherm.

Enhanced Catalytic Properties of Carbon supported Zirconia and Sulfated Zirconia for the Green Synthesis of Benzodiazepines

Godino-Ojer, Marina,Milla-Diez, Leticia,Matos, Inês,Durán-Valle, Carlos J.,Bernardo, Maria,Fonseca, Isabel M.,Pérez Mayoral, Elena

, p. 5215 - 5223 (2018)

This work reports for the first time a new series of promising porous catalytic carbon materials, functionalized with Lewis and Br?nsted acid sites useful in the green synthesis of 2,3-dihydro-1H-1,5-benzodiazepine – nitrogen heterocyclic compounds. Benzodiazepines and derivatives are fine chemicals exhibiting interesting therapeutic properties. Carbon materials have been barely investigated in the synthesis of this type of compounds. Two commercial carbon materials were selected exhibiting different textural properties: i) Norit RX3 (N) as microporous sample and ii) mesoporous xerogel (X), both used as supports of ZrO2 (Zr) and ZrO2/SO42? (SZr). The supported SZr led to higher conversion values and selectivities to the target benzodiazepine. Both chemical and textural properties influenced significantly the catalytic performance. Particularly relevant are the results concerning the non-sulfated samples, NZr and XZr, that were able to catalyze the reaction leading to the target benzodiazepine with high selectivity (up to 80 %; 2 h). These results indicated an important role of the carbon own surface functional groups, avoiding the use of H2SO4. Even very low amounts of SZr supported on carbon reveal high activity and selectivity. Therefore, the carbon materials herein reported can be considered an efficient and sustainable alternative bifunctional catalysts for the benzodiazepine synthesis.

Discovery of amide-functionalized benzimidazolium salts as potent α-glucosidase inhibitors

Ahmad, Matloob,Ashfaq, Usman Ali,Khan, Imran Ahmad,Sultan, Sadia,Zaki, Magdi E. A.

, (2021/08/16)

α-Glucosidase inhibitors (AGIs) are used as medicines for the treatment of diabetes mellitus. The α-Glucosidase enzyme is present in the small intestine and is responsible for the breakdown of carbohydrates into sugars. The process results in an increase in blood sugar levels. AGIs slow down the digestion of carbohydrates that is helpful in controlling the sugar levels in the blood after meals. Among heterocyclic compounds, benzimidazole moiety is recognized as a potent bioactive scaffold for its wide range of biologically active derivatives. The aim of this study is to explore the α-glucosidase inhibition ability of benzimidazolium salts. In this study, two novel series of benzimidazolium salts, i.e., 1-benzyl-3-{2-(substituted) amino-2-oxoethyl}-1H-benzo[d]imidazol-3-ium bromide 9a–m and 1-benzyl-3-{2-substituted) amino-2-oxoethyl}-2-methyl-1H-benzo[d] imidazol-3-ium bromide 10a–m were screened for their in vitro α-glucosidase inhibitory potential. These compounds were synthesized through a multistep procedure and were characterized by1H-NMR,13C-NMR, and EI-MS techniques. Compound 10d was identified as the potent α-glucosidase inhibitor among the series with an IC50 value of 14 ± 0.013 μM, which is 4-fold higher than the standard drug, acarbose. In addition, compounds 10a, 10e, 10h, 10g, 10k, 10l, and 10m also exhibited pronounced potential for α-glucosidase inhibition with IC50 value ranging from 15 ± 0.037 to 32.27 ± 0.050 μM when compared with the reference drug acarbose (IC50 = 58.8 ± 0.12 μM). A molecular docking study was performed to rationalize the binding interactions of potent inhibitors with the active site of the α-glucosidase enzyme.

Cobalt ferrite magnetic nanoparticles as highly efficient catalyst for the mechanochemical synthesis of 2-aryl benzimidazoles

Borade, Ravikumar M.,Jadhav, K. M.,Kale, Swati B.,Pawar, Rajendra P.,Tekale, Sunil U.

, (2021/08/27)

A highly efficient magnetically separable nano cobalt ferrite catalyst was synthesized via the sol-gel auto combustion method, characterized by powder XRD, SEM, TEM, UV–Visible, FT-IR, magnetic study, and BET isotherm analysis. The synthesized material was found to be an efficient heterogeneous Lewis acid catalyst for the synthesis of 2-aryl benzimidazole derivatives via solvent-free mechanochemical synthesis. The notable features of this new protocol include solvent-free reaction, cost-effectiveness, good yields, and environmental friendliness to afford the products within a short reaction time along with easy recovery and reuse of the nano catalyst.

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