Category: 7467-35-8

Eom, Young Woo published the artcileCytotoxicity of substituted benzimidazolyl curcumin mimics against multi-drug resistance cancer cell, Quality Control of 7467-35-8, the publication is Bulletin of the Korean Chemical Society (2013), 34(4), 1272-1274, database is CAplus.

Recently, we discovered that introduction of benzimidazole groups to the feruloyl scaffold through aldol condensation greatly improved the cytotoxicity of synthetic curcumin mimics against various cancer cells. Because the benzimidazole mols. exhibit a variety of biol. properties such as anticancer, antiviral, and anti-hypertensive activity, we can expect their novel cytotoxic properties come from benzimidazolyl groups attached to the feruloyl structure. Our goal was to evaluate the cytotoxicity of novel curcumin mimics with structurally diverse benzimidazol moieties against multidrug resistance (MDR) cancer cells. A novel curcumin mimics library has been synthesized with the purpose of discovering novel anticancer drug candidates that inhibit a proliferation both MDR cancer cells and non-MDR cancer cells at the same time. We confirmed that our novel curcumin mimics inhibit the growth of MDR cancer cells more strongly than our previous inhouse curcumin mimic libraries and curcumin; among the tested derivatives, 13b, 14b, and 14h are the strongest candidates inhibiting multidrug resistance cancer cells.

Bulletin of the Korean Chemical Society published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Quality Control of 7467-35-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Popov, I. I. published the artcileStudy of unsaturated azole derivatives. VII. Novel syntheses of 2-vinylbenzimidazoles, Synthetic Route of 7467-35-8, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1978), 1104-7, database is CAplus.

Vinylbenzimidazole I (R = H, R¹ = H, Me; R = Me, MeO, NO₂, R¹ = Me) were obtained in 50-90% yields in 3 steps from II (R = H, NO₂) by cyclocondensation with ClCH₂CO₂H or from III (R = H, Me, MeO, R¹ = Me, R² = CH₂OH) by chlorination with SOCl₂ to give III (R = CH₂Cl) which were treated with Ph₃P to give 62-94% triphenylphosphonium chloride which were condensed with CH₂O via a Wittig reaction.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Synthetic Route of 7467-35-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sun, Sang-dun published the artcileHQSAR study and molecular design of benzimidazole derivatives as corrosion inhibitors, SDS of cas: 7467-35-8, the publication is Wuli Huaxue Xuebao (2013), 29(6), 1192-1200, database is CAplus.

Hologram quant. structure-activity relationship (HQSAR) anal. was conducted on a series of benzimidazole compounds to build the HQSAR model between corrosion inhibition properties and mol. structures in acid environment. The optimal HQSAR model was determined by investigating the influence of different fragment distinction and fragment size on the models, and the models stability and predictive ability were evaluated. The results show that the optimal HQSAR model was generated using atoms (A), bonds (B), connectivity (C), hydrogen (H), chirality (Ch), donor and acceptor (D&A) as fragment distinction and fragment size of 1-3. The model had a non-cross validated coefficient (r²) value of 0.996, a cross-validated (q²) value of 0.960, and a cross-validated standard error value of 3.709, which indicates good statistics stability and predictive power. On the basis of the maps derived from the optimal HQSAR model, 38 new benzimidazole derivatives were designed and screened using the optimal HQSAR model, giving potential candidates with high predictive inhibition efficiency. This work provides valuable information for further research and design of more promising corrosion inhibitors in the oil and gas field.

Wuli Huaxue Xuebao published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C11H24O3, SDS of cas: 7467-35-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Chen, Hong published the artcileNew efficient copper(II)-catalyzed direct access to primary amide from aldehyde under solvothermal condition and related crystal structure study, Computed Properties of 7467-35-8, the publication is Chinese Journal of Structural Chemistry (2016), 35(5), 796-804, database is CAplus.

Two 1-methyl-1H-benzo[d]imidazole derivatives, C₁₈H₁₄CuN₄O₄·C₄H₈O₂ (1) and C₉H₉N₃O (2), were synthesized and characterized by NMR, MS, FT-IR, elementary anal. and x-ray single-crystal diffraction. Compound 1 crystallizes in monoclinic, space group P2₁/n with a = 9.6888(3), b = 7.3772(2), c = 14.3277(4) Å, β = 95.819(3)°, V = 1018.81(5) ų, M_r = 501.98, Z = 2, D_c = 1.636 g/cm³, F(000) = 518, μ = 1.123 mm^-1, MoKα radiation (λ = 0.71073 Å), the final R = 0.0325 and wR = 0.0859 for 1821 observed reflections with I > 2σ(I). Compound 2 crystallizes in monoclinic, space group C2/c with a = 14.2908(14), b = 14.4268(13), c = 8.4802(6) Å, β = 108.513(9)°, V = 1657.9(3) ų, M_r = 175.19, Z = 8, D_c = 1.404 g/cm³, F(000) = 736, μ = 0.097 mm^-1, MoKα radiation (λ = 0.71073 Å), the final R = 0.0563 and wR = 0.1531 for 1231 observed reflections with I > 2σ(I). Intermol. (N-H···N, N-H···O) and intramol. (N-H···N, C-H···O) hydrogen bonds, as well as C-H···π and π-π stacking interactions, help to stabilize the crystal structure of compound 2.

Chinese Journal of Structural Chemistry published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Computed Properties of 7467-35-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Ding, Yangyang published the artcileDesign, synthesis, and antitumor activity of novel benzoheterocycle derivatives as inhibitors of vascular endothelial growth factor receptor-2 tyrosine kinase, HPLC of Formula: 7467-35-8, the publication is Journal of Chemical Research (2020), 44(5-6), 286-294, database is CAplus.

The vascular endothelial growth factor receptor-2 signaling pathway promotes the formation of new blood vessels, and vascular endothelial growth factor receptor-2 tyrosine kinase exists in both active and inactive conformations. Novel indole-benzimidazole and indole-benzothiazole derivatives joined by different linkers are designed and synthesized as inhibitors of vascular endothelial growth factor receptor-2 tyrosine kinase. All the synthesized compounds were evaluated for their cytotoxicity against four human cancer cell lines (HeLa, HT29, A549, and MDA-MB-435) and human umbilical vein endothelial cell. Meanwhile, the inhibitory activities against vascular endothelial growth factor receptor-2 are estimated in vitro and the binding interactions with dual conformations of vascular endothelial growth factor receptor-2 tyrosine kinase are evaluated by mol. docking. Compounds 5a-c and 14 show inhibitory activity against vascular endothelial growth factor receptor-2 tyrosine kinase and promising cytotoxicity, specifically with IC₅₀ values ranging between 0.1 and 1μM, which imply broad-spectrum antitumor activity. These results provide a deep insight into potential structural modifications for developing potent vascular endothelial growth factor receptor-2 tyrosine kinase inhibitors.

Journal of Chemical Research published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, HPLC of Formula: 7467-35-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Hughes, Gordon K. published the artcileThe synthesis of 2-aminomethylbenziminazole and related substances, Name: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Journal and Proceedings of the Royal Society of New South Wales (1938), 209-22, database is CAplus.

It appeared that 2-aminomethylbenziminazole (I) might prove worthy of investigation as a base for study of coordination problems, because the imino H of the benziminazole nucleus can be replaced by metals (cf. Bamberger and Lorenzen, Ann. 273, 271-9(1893)). Stable metallic complex compounds in which a central bivalent metallic element is bound to 2-aminomethylbenziminazole nucleii by 2 electrovalences and 2 coördination covalences should thus be obtainable. Synthesis of I was not easy; glycine could not be made to condense with o-(NH₂)₂C₆H₄ (II) according to the method of M. A. Phillips (cf. C. A. 23, 141). A method of preparation of I was therefore developed from 2-chloromethylbenziminazole (III), m. 160-1°, which was prepared in the following manner: 22 g. II and 20 g. ClCH₂CO₂H in 200 cc. 4 N HCl were refluxed for 40 min., and after filtering and cooling, the solution was neutralized with Na₂CO₃, giving a white solid which was recrystallized from EtOH and AcOEt. A better method for preparing III consisted in treating 2-hydroxymethylbenziminazole (IV) (Phillips, loc. cit.) with SOCl₂; yield, 71%. Various attempts to replace the Cl atom in III with an NH₂ group by means of NH₃ solutions were unsuccessful, the reaction being quite complex and yielding several substances. From III, the following benziminazole derivatives were prepd: from Me anthranilate, 2-o-carbomethoxyanilinomethyl, yellow, m. 216°; from PhNHMe, 2-methylanilinomethyl, yellow, m. 202°; from Ph₂NH, 2-diphenylaminomethyl, colorless, m. 215°; from (CH₂)₅NH, 2-piperidinomethyl, colorless, m. 193-4° (with previous softening at 180°); from morpholine, 2-morpholinomethyl, colorless, m. 211°; with C₅H₅N, III reacted violently giving a white solid which is probably a quaternary salt. IV and Me₂SO₄ gave 1-methyl-2-hydroxymethylbenziminazole, m. 105°, which with SOCl₂ yielded 1-methyl-2-chloromethylbenziminazole, m. 94°; the latter with PhNH₂ and PhNHMe gave 1-methyl-2-anilino-, m. 118°, and 1-methyl-2-methylanilinomethylbenziminazole, m. 145°, resp. Fusion of phenylglycine (3 g.) with II (2 g.) yielded 2-anilinomethylbenziminazole, m. 162°, which could not be prepared from III and PhNH₂. Fusion of phthalimidoacetic acid with II gave a white amorphous product containing no O and whose structure is not known. Fusion of equimol. quantities of hippuric acid and II gave 70% 2-benzoylaminomethylbenziminazole, m. 231°, which (33 g.) was hydrolyzed with concentrated HCl (75 cc.) for 5 h. to the di-HCl salt of I as a monohydrate which loses H₂O at 110°, giving an anhydrous salt, m. 263°. Attempts to isolate anhydrous I gave only brown gums; however, careful neutralization with Na₂CO₃ gave a hydrate, m. 53°; 2-acetylamino derivative, m. 200°. Condensation of HSCH₂CO₂H and II (50 g.) in 500 cc. 4 N HCl with heating for 60 min. gave 50 g. 2-sulfhydrylmethylbenziminazole (V), m. 158°; passage of air through an NH₃ solution of the latter is sufficient to oxidize it to a compound, C₁₆H₁₄O₂N₄S₂, m. 182°, which is probably the disulfoxide of V and which was also obtained by oxidation of V with dilute HNO₃. The following benziminazole derivatives were obtained from II, using Phillips’ method: from phenoxyacetic acid, 2-phenoxymethyl, white, m. 162°; from methoxyacetic acid, 2-methoxymethyl, yellow, m. 136°; from phenylacetic acid, 2-benzyl, colorless, m. 187°; from β-phenylpropionic acid, 2-β-phenylethyl, colorless, m. 186°; from p-nitrophenylacetic acid, 2-p-nitrobenzyl, yellow, m. 215°; from o-nitrophenylacetic acid, 2-o-nitrobenzyl, yellow, m. 217°; from p-aminophenylacetic acid, 2-p-aminobenzyl, yellow, m. 213°.

Journal and Proceedings of the Royal Society of New South Wales published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Name: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhou, Yan-Ling published the artcileDiazidobis[(1-methyl-1H-benzimidazol-2-yl)methanol-κ²N³,O]manganese(II), Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Acta Crystallographica, Section E: Structure Reports Online (2010), 66(2), m188, Sm188/1, database is CAplus and MEDLINE.

Diazidobis[(1-methyl-1H-benzimidazol-2-yl)methanol-κ²N³,O]manganese, [Mn(N₃)₂(C₉H₁₀N₂O)₂], possesses crystallog. imposed 2-fold symmetry. The Mn^II atom is coordinated by 4 N atoms and 2 O atoms in a distorted octahedral geometry. The crystal packing is stabilized by strong intermol. O-H···N H bonds. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C12H17NS2, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhou, Yan-Ling published the artcileBis[(1-methyl-1H-benzimidazol-2-yl)methanol-κ²N³,O]bis(thiocyanato-κN)cobalt(II) methanol solvate, SDS of cas: 7467-35-8, the publication is Acta Crystallographica, Section E: Structure Reports Online (2010), 66(2), m189, Sm189/1-Sm189/9, database is CAplus and MEDLINE.

In bis[(1-methyl-1H-benzimidazol-2-yl)methanol-κ²N³,O]bis(thiocyanato-κN)cobalt monomethanolate, [Co(NCS)₂(C₉H₁₀N₂O)₂]·MeOH, the Co(II) ion is surrounded by 2 (1-Me-1H-benzimidazol-2-yl)methanol bidentate ligands and 2 thiocyanate ligands, and exhibits a distorted octahedral coordination by 4 N atoms and 2 O atoms. The structure is consolidated by H bonds between the organic ligand, thiocyanate anion and the uncoordinated MeOH mol., leading to a chain along [100]. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C12H17NS2, SDS of cas: 7467-35-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Verma, Raman K. published the artcileHeterocyclyl linked anilines and benzaldehydes as precursors for biologically significant new chemical entities, Related Products of imidazoles-derivatives, the publication is Journal of Chemical Sciences (Bangalore, India) (2012), 124(5), 1063-1069, database is CAplus.

Syntheses of benzaldehydes and anilines, linked at the para position with an alkoxy ether linkage to 3 crucial heterocycles, namely benzimidazole, indole, and acridone, were reported. Representative procedures for the preparation of 1,3-diester, 2,4-thiazolidinedione, and α-bromopropanoic acid ester derivatives in case of benzimidazole, and a 1,3-diester and 2,4-thiazolidinedione derivative in case of indole-based precursors were optimized, and the said compounds were successfully synthesized.

Journal of Chemical Sciences (Bangalore, India) published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H4F6O, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Jiang, Li-Ping published the artcileThe dominance of sulfate over two organic ligands in the solvothermal assembly of an undecanuclear cobaltous cluster: crystallography and mass spectrometry, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Dalton Transactions (2020), 49(48), 17683-17688, database is CAplus and MEDLINE.

An unexpected dominance of the coordination affinity of the sulfate anion over those of two organic chelating ligands, (1-methyl-1H-benzo[d]imidazol-2-yl)methanol (Hmbm) and pyridin-2-ylmethanamine (pma), was observed during the study of the solvothermal assembly of [Co₁₁(mbm)₆(pma)₂(SO₄)₈(H₂O)₆(CH₃OH)₆]·5CH₃OH (1), from CoSO₄·7H₂O at 100°C in methanol. ESI-MS of solutions at different periods of the assembly reveal a hierarchical sequence, [Co₁] → [Co₂] → [Co₃] → [Co₄] → [Co₅] → [Co₉], where the lower nuclearity species are richer in Co²⁺ and SO₄^2- before the inclusion of more mbm ligands at the last step. Its crystal structure consists of an almost sym. wheel of nine cobalt atoms, [Co₉(mbm)₆(SO₄)₈(H₂O)₆] in edge-sharing octahedral coordination arranged in triangles with two peripheral dangling [Co(pma)(CH₃OH)₃]. The sulfate ions exhibit three different coordination modes, two in μ₆-, two in μ₃– and four as μ₂-bridging. Its thermal, optical and magnetic properties are also reported.

Dalton Transactions published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem