Category: 27231-36-3

Synthetic Route of C8H8N2S. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about Synthesis of Benzo[4,5]imidazo[2,1-b]thiazole by Copper(II)-Catalyzed Thioamination of Nitroalkene with 1H-Benzo[d]imidazole-2-thiol. Author is Jana, Sourav; Chakraborty, Amrita; Shirinian, Valerii Z.; Hajra, Alakananda.

A copper(II)-catalyzed thioamination of β-nitroalkene with 1H-benzo[d]imidazole-2-thiol has been developed for the synthesis of benzo[4,5]imidazo[2,1-b]thiazole derivatives A variety of N-fused benzoimidazothiazole derivatives were obtained in high yields through successive C-N and C-S bond formations. This protocol is also applicable to β-substitutedβ-nitroalkenes to afford 2,3-disubstituted benzoimidazothiazoles.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Liu, Kang Chien; Chang, Jo Lan; Chen, Chieh Fu published the article 《Guanidine-annelated heterocycles. II. Synthesis and antihypertensive activity of some 9H-1,2,4-triazolo[4,3-a]benzimidazoles》. Keywords: triazolobenzimidazole preparation antihypertensive; benzimidazole hydrazino cyclization orthoacetate; orthoacetate cyclization hydrazinobenzimidazole.They researched the compound: 2-Mercapto-5-methylbenzimidazole( cas:27231-36-3 ).Safety of 2-Mercapto-5-methylbenzimidazole. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:27231-36-3) here.

The benzimidazoles I (R = SH; R1 = R2 = H, Me; R = H, R1 = Me), prepared from 3,4-R1R2C6H2(NH2)2-1,2 and CS2, were methylated followed by treatment with H2NNH2 to give I (R = NHNH2), which were cyclized with HCO2H or MeC(OEt)3 to give the triazolobenzimidazoles II (R1 = R2 = R3 = H; R1 = R2 = H, Me, R1 = H, R2 = Me, R3 = Me). At 60 mg/kg I (R1 = R2 = R3 = H) reduced the blood pressure in rats by 25.4 ± 8.5 mm after 30 min.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Related Products of 27231-36-3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about New benzimidazole derivatives as antimycobacterial agents.

A set of 2-alkylsulfanyl derivatives of 5-methylbenzimidazole was synthesized and evaluated for antimycobacterial activity. The structures of the compounds were confirmed by 1H NMR and IR data, and their purity by elemental anal. Antimycobacterial activities against Mycobacterium tuberculosis and nontuberculous mycobacteria were expressed as the min. inhibitory concentration The substances exhibited significant antimycobacterial activity, in particular against both strains of Mycobacterium kansasii. The effect of the most active compound in the set, 3,5-dinitro derivative 3t, exceeded that of the standard isoniazide against M. kansasii and Mycobacterium avium.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Multifunctional activities of benzazole derivatives in rubber vulcanization》. Authors are Khanra, Tapan Kumar; Adhikari, Basudam; Maiti, Sukumar.The article about the compound:2-Mercapto-5-methylbenzimidazolecas:27231-36-3,SMILESS:SC1=NC2=CC(C)=CC=C2N1).Related Products of 27231-36-3. Through the article, more information about this compound (cas:27231-36-3) is conveyed.

Benzazole thiols (e.g. 2-mercaptobenzothiazole and 2-mercaptobenzimidazole) and sulfenamides (e.g. 2-morpholinothiobenzothiazole) are used as rubber chems. The nature and the extent of their performance in rubber depend on the nature of the key heteroatom present in the azole ring. A comparative evaluation of accelerator-antioxidant properties of benzazole thiols and sulfenamides is presented.

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COA of Formula: C8H8N2S. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about New accelerator-cum-antioxidants for chloroprene rubber. Author is Khanra, Tapan Kumar; Maiti, Sukumar; Adhikari, Basudam.

2-Mercaptoimidazole (MI), N-methyl-2-mercaptoimidazole (MMI), 2-mercaptobenzimidazole (MBI), 5-methyl-2-mercaptobenzimidazole (MMBI) and 5-nitro-2-mercaptobenzimidazole (NMBI) have been tried as the crosslinking agent for chloroprene rubber (Neoprene W). Apart from the curing ability, these imidazole derivatives have also shown antioxidant properties. 1-(N-oxydiethylene thiocarbamyl)-2-(N-oxydiethylene thio)benzimidazole (MBSPT), a novel dual function accelerator-cum-antioxidant for diene rubbers, has also been used in Neoprene W. The cure characteristics, phys. properties of the vulcanizates and their aging behavior of stocks containing these imidazole derivatives, ethylene thiourea (Na-22) and MBSPT have been compared. Some of the compounds viz. MBSPT, MBI and MI may be prescribed as secondary accelerator-cum-antioxidants with some primary accelerator for filled neoprene rubber.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Name: 2-Mercapto-5-methylbenzimidazole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about Strong intra- and intermolecular aurophilic interactions in a new series of brilliantly luminescent dinuclear cationic and neutral Au(I) benzimidazolethiolate complexes. Author is Schneider, Jacob; Lee, Young-A.; Perez, Javier; Brennessel, William W.; Flaschenriem, Christine; Eisenberg, Richard.

The structural and photophys. properties of a new series of cationic and neutral Au(I) dinuclear compounds bridged by bis(diphenylphosphino)methane (dppm) and 5-X-substituted benzimidazolethiolate (X-BIT) ligands, where X = H (a), Me (b), OMe (c), and Cl (d), have been studied. Monocationic complexes [Au2(μ-X-BIT)(μ-dppm)](CF3CO2) (1) were prepared by the reaction of [Au2(μ-dppm)](CF3CO2)2 with 1 equiv of X-BIT in excellent yields. The cations 1a-1d possess similar mol. structures, each with a linear coordination geometry around the Au(I) nuclei, as well as relatively short intramol. Au(I)···Au(I) separations ranging between 2.88907(6) Å for 1d and 2.90607(16) Å for 1a indicative of strong aurophilic interactions. The cations are violet luminescent in CH2Cl2 solution with a λemmax of ca. 365 nm, assigned as ligand-based or metal-centered (MC) transitions. Three of the cationic complexes, 1a, 1b and 1d, exhibit unusual luminescence tribochromism in the solid-state, in which the photoemission is shifted significantly to higher energy upon gentle grinding of microcrystalline samples with ΔE = 1130 cm-1 for 1a, 670 cm-1 (1b), and 870 cm-1 (1d). The neutral dinuclear complexes [Au2(μ-X-BIT)(μ-dppm)] (2a-2d) were formed in good yields by the treatment of a CH2Cl2 solution of cationic compounds 1a-1d with NEt3. Complexes 2a-2d aggregate to form dimers having substantial intra- and intermol. aurophilic interactions with unsupported Au(I)···Au(I) intermol. distances in the range of 2.8793(4)-2.9822(8) Å, compared with intramol. bridge-supported separations of 2.8597(3)-2.9162(3) Å. Complexes 2a-2d exhibit brilliant luminescence in the solid-state and in DMSO solution with red-shifted λemmax energies in the range of 485-545 nm that are dependent on X-BIT and assigned as ligand-to-metal-metal charge transfer (LMCT) states based in part on the extended Au···Au interactions.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Mercapto-5-methylbenzimidazole( cas:27231-36-3 ) is researched.Synthetic Route of C8H8N2S.Sorba, Giovanni; Garrone, Adele; Serafino, Anna; Gasco, Alberto; Orsetti, Marco published the article 《Potential histamine H2-receptor antagonists: ranitidine analogs containing 2-amino-5(6)-substituted benzimidazole moieties. (1)》 about this compound( cas:27231-36-3 ) in European Journal of Medicinal Chemistry. Keywords: ranitidine analog preparation antihistaminic; aminobenzimidazole preparation antihistaminic; structure antihistaminic activity aminobenzimidazole. Let’s learn more about this compound (cas:27231-36-3).

A series of ranitidine analogs (I: R = H, Me, OMe, Cl, CONH2, CN, and NO2) were synthesized and tested for its in vitro H2-antagonism by using the histamine induced guinea pig atria chronotropic response. These substances generally display good H2-antagonist activity. Some considerations of the structure relationships are also discussed, in particular the physicochem. properties of the benzimidazole moiety.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about In vitro cytotoxicity of the thyrotoxic and hepatotoxic rubber antioxidant 2-mercaptobenzimidazole and its 4- or 5-methyl derivatives in rabbit corneal cells, the main research direction is cytotoxicity hepatotoxicity thyrotoxicity mercaptobenzimidazole.Name: 2-Mercapto-5-methylbenzimidazole.

2-Mercaptobenzimidazole (MBI) and its Me derivatives 4-methyl-MBI (4-MeMBI), 5-methyl-MBI (5-MeMBI), and 4(or 5)-methyl-MBI (4(5)-MeMBI) are widely applied industrial agents with substantial thyrotoxicity and hepatotoxicity detected in rats in vivo. Here, we examined the in vitro cytotoxicity of MBI and its derivates in cultured SIRC rabbit corneal cells. SIRC cells were cultured in the presence of the test chems. for 72 h, and cell viability was determined by estimating the number of cells using a crystal violet staining assay. The median lethal concentration (LC50) was calculated for each of the chems. The Me derivatives showed higher cytotoxicity than MBI, which is in contrast to previous in vivo findings demonstrating higher thyrotoxicity and hepatotoxicity of MBI compared to its derivates. According to the LC50 values, the ranking of the tested agents in terms of cytotoxicity was 5-MeMBI (761.5μM) ≥ 4-MeMBI (796.3μM) ≥ 4(5)-MeMBI (822.9μM) > MBI (1002.9μM). The present results suggest that the lower thyrotoxicity and hepatotoxicity of Me derivatives of MBI is related to their faster detoxification in vivo, because SIRC cells are considered to have lower drug-metabolizing activity than hepatic cells.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 27231-36-3, is researched, SMILESS is SC1=NC2=CC(C)=CC=C2N1, Molecular C8H8N2SJournal, Article, Research Support, Non-U.S. Gov’t, Scientific Reports called Novel giardicidal compounds bearing proton pump inhibitor scaffold proceeding through triosephosphate isomerase inactivation, Author is Hernandez-Ochoa, B.; Navarrete-Vazquez, G.; Nava-Zuazo, C.; Castillo-Villanueva, A.; Mendez, S. T.; Torres-Arroyo, A.; Gomez-Manzo, S.; Marcial-Quino, J.; Ponce-Macotela, M.; Rufino-Gonzalez, Y.; Martinez-Gordillo, M.; Palencia-Hernandez, G.; Esturau-Escofet, N.; Calderon-Jaimes, E.; Oria-Hernandez, J.; Reyes-Vivas, H., the main research direction is Giardia antiparasitic giardicidal compound proton pump inhibitor triosephosphate isomerase.Synthetic Route of C8H8N2S.

Giardiasis is a worldwide parasitic disease that affects mainly children and immunosuppressed people. Side effects and the emergence of resistance over current used drugs make imperative looking for new antiparasitics through discovering of new biol. targets and designing of novel drugs. Recently, it has determined that gastric proton-pump inhibitors (PPI) have anti-giardiasic activity. The glycolytic enzyme, triosephosphate isomerase (GlTIM), is one of its potential targets. Therefore, we employed the scaffold of PPI to design new compounds aimed to increase their antigiardial capacity by inactivating GlTIM. Here we demonstrated that two novel PPI-derivatives (BHO2 and BHO3), have better anti-giardiasic activity than omeprazole in concentrations around 120-130 muM, without cytotoxic effect on mammal cell cultures. The derivatives inactivated GlTIM through the chem. modification of Cys222 promoting local structural changes in the enzyme. Furthermore, derivatives forms adducts linked to Cys residues through a C-S bond. We demonstrated that PPI can be used as scaffolds to design better antiparasitic mols.; we also are proposing a mol. mechanism of reaction for these novel derivatives

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Reference of 2-Mercapto-5-methylbenzimidazole. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Mercapto-5-methylbenzimidazole, is researched, Molecular C8H8N2S, CAS is 27231-36-3, about Comparative toxicokinetic study of rubber antioxidants, 2-mercaptobenzimidazole and 2-mercaptomethylbenzimidazole, by single oral administration in rats. Author is Sakemi, kazue; Usami, Makoto; Mitsunaga, katsuyoshi; Ohno, Yasuo; Tsuda, Mitsuhiro.

Toxicokinetics of 2-mercaptobenzimidazole (MBI) and 2-mercaptomethylbenzimidazole (MMBI), rubber antioxidants with thioureylene structure, were compared after single oral administration in rats. Male Wistar rats received single oral administration of 2, 10, 50, and 250 mg/kg MBI or MMBI. The serum and urine concentrations of MBI and MMBI were determined by HPLC. MBI and MMBI showed similar Cmax values, but the former disappeared slower in the serum than the latter and resulted in its larger AUC values. Analyses of MBI, MMBI, and their desulfurated metabolites in urine suggested that these differences were due to their metabolic elimination rates. On the other hand, MBI and MMBI caused similar acute toxicities, such as the loss of locomotive activity, ataxic gait, adoption of prone or side position, and coma, being severer with higher serum concentrations at the moment. Similar acute toxicities between MBI and MMBI were explained by similar Cmax values at the same dose. It was suggested from these results that the slower disappearance and larger AUC values of MBI in the serum compared to MMBI might explain the strong thyroid toxicity which has been observed by repeated administration of MBI, but very weak thyroid toxicity by MMBI.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem