Mathias, L. J. et al. published their research in Synthetic Communications in 1975 | CAS: 58442-17-4

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.SDS of cas: 58442-17-4

Syntheses of formamidines and benzimidazoles was written by Mathias, L. J.;Overberger, C. G.. And the article was included in Synthetic Communications in 1975.SDS of cas: 58442-17-4 This article mentions the following:

The benzimidazoles I (R = 5(6)-Cl, 5(6)-Me, 5(6)-CO2H, 5(6)-benzimidazol-5(6)-yl) were prepared by cyclization of 4-RC6H3(NH2)2-1,2 with HCO2H in the presence of HCl and a strong acid resin. RNHCH:NR (R = p-O2NC6H4, p-H2NC6H4, 2-thiazolyl, 2-pyridyl) and I (R = 5(6)-Me, 4(7)-Me, 5(6)-NO2, 5(6)-COMe, 5(6)-CHO, 5(6)-Cl) were prepared by treating RNH2 or RC6H4(NH2)2-1,2 with Cl2CHOMe containing (Me3C)3N. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4SDS of cas: 58442-17-4).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.SDS of cas: 58442-17-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Suh, Young-Ger et al. published their research in Journal of Medicinal Chemistry in 2005 | CAS: 58442-17-4

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Formula: C8H6N2O

Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1: Structure-Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents was written by Suh, Young-Ger;Lee, Yong-Sil;Min, Kyung-Hoon;Park, Ok-Hui;Kim, Jin-Kwan;Seung, Ho-Sun;Seo, Seung-Yong;Lee, Bo-Young;Nam, Yeon-Hee;Lee, Kwang-Ok;Kim, Hee-Doo;Park, Hyeung-Geun;Lee, Jeewoo;Oh, Uhtaek;Lim, Ju-Ok;Kang, Sang-Uk;Kil, Min-Jung;Koo, Jae-yeon;Shin, Song Seok;Joo, Yung-Hyup;Kim, Jin Kwan;Jeong, Yeon-Su;Kim, Sun-Young;Park, Young-Ho. And the article was included in Journal of Medicinal Chemistry in 2005.Formula: C8H6N2O This article mentions the following:

Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure-activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca2+ uptake inhibition in rat DRG neuron with IC50 between 10 and 100 nM. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4Formula: C8H6N2O).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Formula: C8H6N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Continuously updated synthesis method about 1H-Benzimidazole-5-carbaldehyde

The synthetic route of 58442-17-4 has been constantly updated, and we look forward to future research findings.

58442-17-4, name is 1H-Benzimidazole-5-carbaldehyde, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 58442-17-4

General procedure: 4.94g (56.7mmol) of MnO2 were added to a solution of 1.40g (9.45mmol) of 7 in 50mL of MeOH. After 48hat rt, the mixture was filtered over slica and by evaporation 1.24g (90%) of compound 8 was isolated.

The synthetic route of 58442-17-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Alvarez, Raquel; Gajate, Consuelo; Puebla, Pilar; Mollinedo, Faustino; Medarde, Manuel; Pelaez, Rafael; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 167 – 183;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem