Category: 2403-66-9

Product Details of 2403-66-9On September 12, 2005 ,《Selective nitrogen protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate》 was published in Tetrahedron Letters. The article was written by Woudenberg, Richard C.; Coughlin, E. Bryan. The article contains the following contents:

A method for selective N-protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate (Troc-Cl) applicable to various alkyl chain lengths was developed. In the specific case of 5-(1-[2,2,2-trichloroethyl formyl]-benzimidazol-2-yl)-propan-1-ol, migration of Troc from the benzimidazole to the primary alc. occurs in the presence of triethylamine, allowing the choice of selective N-Troc or O-Troc protection. After reading the article, we found that the author used 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Product Details of 2403-66-9)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Product Details of 2403-66-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Efficient synthesis of mibefradil analogues: an insight into in vitro stability》 was published in Organic & Biomolecular Chemistry in 2014. These research results belong to Lee, Ji Eun; Kwon, Tae Hui; Gu, Su Jin; Lee, Duck-Hyung; Kim, B. Moon; Lee, Jae Yeol; Lee, Jae Kyun; Seo, Seon Hee; Pae, Ae Nim; Keum, Gyochang; Cho, Yong Seo; Min, Sun-Joon. Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol The article mentions the following:

This article describes the synthesis and biol. evaluation of a chem. library of mibefradil analogs to investigate the effect of structural modification on in vitro stability. The construction of the dihydrobenzopyran structure in mibefradil derivatives I (X = CH2, O; R1 = H, Me, F, NO2, Cl, 5,6-(Cl)2, Br; R2 = H, iPr, CF3CH2, cyclopropyl) was achieved through two efficient approaches based on a diastereoselective intermol. Reformatsky reaction and an intramol. carbonyl-ene cyclization. In particular, the second strategy through the intramol. carbonyl-ene reaction led to the formation of a key intermediate II in a short and highly stereoselective way, which has allowed for practical and convenient preparation of analogs I. Using this protocol, we could obtain 22 new mibefradil analogs, which were biol. tested for in vitro efficacies against T-type calcium channels and metabolic stabilities. Among the synthesized compounds, we found that analog I (X = CH2, R1 = R2 = H) containing a dihydrobenzopyran ring and a secondary amine linker showed high % remaining activities of the tested CYP enzymes retaining the excellent T-type calcium channel blocking activity. These findings indicated that the structural modification of mibefradil was effective for improving in vitro stability, i.e., reducing CYP inhibition and metabolic degradation The experimental process involved the reaction of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Identification and optimization of 2-aminobenzimidazole derivatives as novel inhibitors of TRPC4 and TRPC5 channels》 was published in British Journal of Pharmacology in 2015. These research results belong to Zhu, Yingmin; Lu, Yungang; Qu, Chunrong; Miller, Melissa; Tian, Jinbin; Thakur, Dhananjay P.; Zhu, Jinmei; Deng, Zixin; Hu, Xianming; Wu, Meng; McManus, Owen B.; Li, Min; Hong, Xuechuan; Zhu, Michael X.; Luo, Huai-Rong. COA of Formula: C10H12N2O The article mentions the following:

Background and Purpose : Transient receptor potential canonical (TRPC) channels play important roles in a broad array of physiol. functions and are involved in various diseases. However, due to a lack of potent subtype-specific inhibitors the exact roles of TRPC channels in physiol. and pathophysiol. conditions have not been elucidated. Exptl. Approach : Using fluorescence membrane potential and Ca2+ assays and electrophysiol. recordings, we characterized new 2-aminobenzimidazole-based small mol. inhibitors of TRPC4 and TRPC5 channels identified from cell-based fluorescence high-throughput screening. Key Results : The original compound, M084, was a potent inhibitor of both TRPC4 and TRPC5, but was also a weak inhibitor of TRPC3. Structural modifications of the lead compound resulted in the identification of analogs with improved potency and selectivity for TRPC4 and TRPC5 channels. The aminobenzimidazole derivatives rapidly inhibited the TRPC4- and TRPC5-mediated currents when applied from the extracellular side and this inhibition was independent of the mode of activation of these channels. The compounds effectively blocked the plateau potential mediated by TRPC4-containing channels in mouse lateral septal neurons, but did not affect the activity of heterologously expressed TRPA1, TRPM8, TRPV1 or TRPV3 channels or that of the native voltage-gated Na+, K+ and Ca2+ channels in dissociated neurons. Conclusions and Implications : The TRPC4/C5-selective inhibitors developed here represent novel and useful pharmaceutical tools for investigation of physiol. and pathophysiol. functions of TRPC4/C5 channels.3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9COA of Formula: C10H12N2O) was used in this study.

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
COA of Formula: C10H12N2O However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Methanesulfonylation of 2-benzimidazolemethanol and α-(2-benzimidazolyl)benzyl alcohol》 were Charlson, Alexander J.. And the article was published in Carbohydrate Research in 1973. Computed Properties of C10H12N2O The author mentioned the following in the article:

Treatment of 2-benzimidazolemethanol (I) with MeSO2Cl and pyridine in CHCl3 afforded 2-(chloromethyl)-1-(methylsulfonyl)benzimidazole (II), which was also prepared by methylsulfonylation of 2-(chloromethyl)benzimidazole. Methylsulfonylation of α-(2-benzimidazolyl)benzyl alc. (III) in CHCl3 yielded 2-(α-chlorobenzyl)-1-(methylsulfonyl)benzimidazole. 1-(Methylsulfonyl)-2-benzimidazolemethanol was obtained on methylsulfonylation of I in pyridine at 0°, and α-[1-(methylsulfonyl)-2-benzimidazolyl]benzyl alc. (IV) was prepared from III by using the same reaction conditions. The reaction of 1-acetyl-2-(chloromethyl)benzimidazole with MeSO3Ag in benzene gave 1-acetyl-O-(methylsulfonyl)-2-benzimidazolemethanol. II has some antitumor activity in the KB cell-culture system, and some antibacterial activity in the Staphylococcus aureus test-system; it is also active in preventing anaphylactic shock in a mouse test-system.3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Computed Properties of C10H12N2O) was used in this study.

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Computed Properties of C10H12N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Discovery of Novel Small Molecule Orally Bioavailable C-X-C Chemokine Receptor 4 Antagonists That Are Potent Inhibitors of T-Tropic (X4) HIV-1 Replication》 was written by Skerlj, Renato T.; Bridger, Gary J.; Kaller, Al; McEachern, Ernest J.; Crawford, Jason B.; Zhou, Yuanxi; Atsma, Bem; Langille, Jonathon; Nan, Susan; Veale, Duane; Wilson, Trevor; Harwig, Curtis; Hatse, Sigrid; Princen, Katrien; De Clercq, Erik; Schols, Dominique. Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol And the article was included in Journal of Medicinal Chemistry on April 22 ,2010. The article conveys some information:

The redesign of azamacrocyclic CXCR4 chemokine receptor antagonists resulted in the discovery of novel, small mol., orally bioavailable compounds that retained T-tropic (CXCR4 using, X4) anti-HIV-1 activity. A structure-activity relationship (SAR) was determined on the basis of the inhibition of replication of X4 HIV-1 NL4.3 in MT-4 cells. As a result of lead optimization, we identified (S)-N’-((1H-benzo[d]imidazol-2-yl)methyl)-N’-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine (AMD070) 2 as a potent and selective antagonist of CXCR4 with an IC50 value of 13 nM in a CXCR4 125I-SDF inhibition binding assay. Compound 2 inhibited the replication of T-tropic HIV-1 (NL4.3 strain) in MT-4 cells and PBMCs with an IC50 of 2 and 26 nM, resp., while remaining noncytotoxic to cells at concentrations exceeding 23 μM. The pharmacokinetics of 2 was evaluated in rat and dog, and good oral bioavailability was observed in both species. This compound represents the first small mol. orally bioavailable CXCR4 antagonist that was developed for the treatment of HIV-1 infection. The experimental process involved the reaction of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Name: 3-(1H-Benzo[d]imidazol-2-yl)propan-1-olOn October 8, 2015 ,《Discovery and Optimization of a Series of Pyrimidine-Based Phosphodiesterase 10A (PDE10A) Inhibitors through Fragment Screening, Structure-Based Design, and Parallel Synthesis》 was published in Journal of Medicinal Chemistry. The article was written by Shipe, William D.; Sharik, Steven S.; Barrow, James C.; McGaughey, Georgia B.; Theberge, Cory R.; Uslaner, Jason M.; Yan, Youwei; Renger, John J.; Smith, Sean M.; Coleman, Paul J.; Cox, Christopher D.. The article contains the following contents:

Screening of a fragment library for PDE10A inhibitors identified a low mol. weight pyrimidine hit with PDE10A Ki of 8700 nM and LE of 0.59. Initial optimization by catalog followed by iterative parallel synthesis guided by X-ray cocrystal structures resulted in rapid potency improvements with minimal loss of ligand efficiency. Compound 15h, with PDE10A Ki of 8.2 pM, LE of 0.49, and >5000-fold selectivity over other PDEs, fully attenuates MK-801-induced hyperlocomotor activity after i.p. dosing. The experimental process involved the reaction of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Name: 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Name: 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Shelton, Kerri L.; DeBord, Michael A.; Wagers, Patrick O.; Southerland, Marie R.; Williams, Travis M.; Robishaw, Nikki K.; Shriver, Leah P.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J. published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《Synthesis, anti-proliferative activity, SAR study, and preliminary in vivo toxicity study of substituted N,N’-bis(arylmethyl)benzimidazolium salts against a panel of non-small cell lung cancer cell lines》.Safety of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol The author mentioned the following in the article:

A series of N,N’-bis(arylmethyl)benzimidazolium salts have been synthesized and evaluated for their in vitro anticancer activity against select nonsmall cell lung cancer cell lines to create a structure activity relationship profile. The results indicate that hydrophobic substituents on the salts increase the overall antiproliferative activity. The data confirms that naphthylmethyl substituents at the nitrogen atoms (N1(N3)) and highly lipophilic substituents at the carbon atoms (C2 and C5(C6)) can generate benzimidazolium salts with antiproliferative activity that is comparable to that of cisplatin. The National Cancer Institute’s Developmental Therapeutics Program tested a number of synthesized compounds in their 60 human tumor cell line screen. Results were supportive of data observed in the laboratory Compounds with hydrophobic substituents have higher anticancer activity than compounds with hydrophilic substituents. The experimental part of the paper was very detailed, including the reaction process of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Safety of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Safety of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Synthesis of bridgehead nitrogen compounds which contain the benzimidazole moiety. 2,3-Dihydro-1H-pyrrolo[1,2-a]benzimidazoles》 was published in Journal of Heterocyclic Chemistry in 1966. These research results belong to Freedman, Allan R.; Payne, Delbert S.; Day, Allan R.. Recommanded Product: 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol The article mentions the following:

An improved synthetic procedure has been developed for the preparation of the title compounds (I). Of the monosubstituted derivatives, only chloro-2,8-dihydro-1H-pyrrolo[1,2-a]benzimidazole was shown to be a mixture of the 6- and 7-isomers. In the part of experimental materials, we found many familiar compounds, such as 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Recommanded Product: 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Recommanded Product: 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1973,Journal of General Microbiology included an article by Stutzenberger, F. J.; Parle, J. N.. Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol. The article was titled 《Effect of 2-substituted benzimidazoles on the fungus Pithomyces chartarum》. The information in the text is summarized as follows:

The inhibition of germ-tube elongation in P. chartarum conidia by 2-substituted benzimidazoles varied markedly with the substituted group, 2-(4-thiazolyl)benzimidazole (I) [148-79-8] being the most active. I inhibition of germ-tube elongation was partially eliminated by high concentrations of vitamin B12 [68-19-9], suggesting that I may act as a precursor in the formation of an inactive vitamin B12 coenzyme analog. The inhibition of respiration in germinating spores exposed to I for 3-4 hr appeared to be an indirect effect of I, since I did not affect O uptake or respiratory control of isolated mitochondria. In the experiment, the researchers used 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Application In Synthesis of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2003,Australian Journal of Chemistry included an article by Indusegaram, Sutharsiny; Katsifis, Andrew G.; Ridley, Damon D.; Vonwiller, Simone C.. Formula: C10H12N2O. The article was titled 《Nitrogen versus Oxygen Group Protection in Hydroxypropylbenzimidazoles》. The information in the text is summarized as follows:

In order to convert 1’H-benzimidazol-2′-yl-propanols into aryl ethers using Mitsunobu coupling, it was necessary to protect the benzimidazole nitrogen in the starting alcs. Selective protection at nitrogen was achieved through N-benzyl derivatives, but attempts to protect the nitrogen directly through tert-butoxycarbonyl, acetyl, trityl, or tetrahydropyranyl derivatives were complicated either by selective reactions at oxygen or by the formation of bis-protected compounds Transformations of some oxygen-protected derivatives are discussed, and in particular the conversion of the acetates of 1’H-benzimidazol-2′-yl-propanols to N-tetrahydropyranyl derivatives is described. Mitsunobu coupling involving the N-benzyl and N-tetrahydropyranyl derivatives and Me 4-hydroxybenzoate were achieved, and thus afforded synthetic routes to the desired propylbenzimidazole aryl ethers. The experimental part of the paper was very detailed, including the reaction process of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Formula: C10H12N2O)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
Formula: C10H12N2O However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem