Category: 3012-80-4

Synthesis, proton NMR and electronic absorption spectra, and halochromic properties of bis(1,2-dimethyl-3-indolizinyl)hetarylmethane dyes was written by Naef, R.. And the article was included in Dyes and Pigments in 1983.COA of Formula: C9H8N2O This article mentions the following:

A series of bis(1,2-dimethyl-3-indolizinyl)hetarylmethane dyes (I) was synthesized, where the hetaryl substituents (R) are 2-benzoxazolyl, 2-benzothiazolyl, 1-methyl-2-benzimidazolyl, 4- and 2-pyridyl, and 4-quinolyl. The interpretations of the ¹H-NMR spectra supported the postulated structure of these dyes. The dependence of the electronic absorption spectra on the variation of the hetaryl substituents as well as on the pH^* conditions of the water-MeOH solvent mixture (halochromism) is discussed on the basis of PPP-CI and HMO calculations As with trihetarylmethane dyes described earlier (Naef, R., 1981), a second-order perturbational effect could be shown to make the main contribution to the bathochromic shift on substituting the chromophoric di-indolizinyl-monomethinecyanine fragment at the central C atom. This effect was superimposed on the general first-order perturbational shift induced by the increased out-of-plane rotation of the chromophore on substitution with the bulky hetarenes. Lower dissociation constants K^* and K^*_R⁺ in comparison with the di-indolylhetarylmethane series confirmed the calculated better delocalization of the pos. charge on the central C in the present system. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4COA of Formula: C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.COA of Formula: C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A New Class of Singlet Carbene Ligands was written by Alcarazo, Manuel;Suarez, Rosa M.;Goddard, Richard;Fuerstner, Alois. And the article was included in Chemistry – A European Journal in 2010.Product Details of 3012-80-4 This article mentions the following:

The synthesis of a series of singlet carbene ligands based on vinyl phosphonium (I; R = Ph, 2-pyridylphenyl, cyclohexyl, dimethylamino) and benzimidazolium salts (II) are reported. Deprotonation with potassium hexamethyldisilazide (KHMDS) yields a resonance form which can be described as a push-pull cumulene or as a zwitterionic form. The corresponding gold and rhodium complexes were obtained through treatment I or II with KHMDS at -78° followed by addition of (Me₂S)AuCl, [Rh(CO)₂Cl]₂ or [Rh(COD)Cl]₂ (COD = η⁴-1,5-cyclooctadiene). Representative examples of the new complexes were determined by x-ray crystallog. Both I and II are readily accessible precursors for a new class of singlet carbene ligands having appreciable donor qualities equal to or greater than those of traditional N-heterocyclic carbenes. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Product Details of 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. 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.Product Details of 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and biological evaluation of new benzimidazole-thiazolidinedione hybrids as potential cytotoxic and apoptosis inducing agents was written by Sharma, Pankaj;Srinivasa Reddy, T.;Thummuri, Dinesh;Senwar, Kishna Ram;Praveen Kumar, Niggula;Naidu, V. G. M.;Bhargava, Suresh K.;Shankaraiah, Nagula. And the article was included in European Journal of Medicinal Chemistry in 2016.HPLC of Formula: 3012-80-4 This article mentions the following:

A series of new benzimidazole-thiazolidinedione hybrids was synthesized and evaluated for their cytotoxic potential against a selected human cancer cell lines of prostate (PC-3 and DU-145), breast (MDA-MB-231), lung (A549) and a normal breast epithelial cells (MCF10A). Among the tested compounds, I exhibited promising cytotoxicity with IC₅₀ value of 11.46 卤 1.46 渭M on A549 lung cancer cell line and did not show significant toxicity on normal MCF10A cells. Lung cancer cells (A549) was used to know the mechanism of cell growth inhibition and apoptosis inducing effect with compound I. The treatment of A549 cells with I showed typical apoptotic morphol. like cell shrinkage, chromatin condensation and horseshoe shaped nuclei formation. Flow-cytometry anal. revealed the G2/M phase of cell cycle arrest in a dose dependent manner. Preliminary mechanistic studies suggested that the cell migration was inhibited through the disruption of F-actin protein. Acridine orange-ethidium bromide (AO-EB), DAPI, annexin V-FITC/propidium iodide, rhodamine-123 and MitoSOX assays suggested the induction of apoptosis in A549 cells by compound I. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4HPLC of Formula: 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.HPLC of Formula: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A Small-Molecule Oral Agonist of the Human Glucagon-like Peptide-1 Receptor was written by Griffith, David A.;Edmonds, David J.;Fortin, Jean-Philippe;Kalgutkar, Amit S.;Kuzmiski, J. Brent;Loria, Paula M.;Saxena, Aditi R.;Bagley, Scott W.;Buckeridge, Clare;Curto, John M.;Derksen, David R.;Dias, Joao M.;Griffor, Matthew C.;Han, Seungil;Jackson, V. Margaret;Landis, Margaret S.;Lettiere, Daniel;Limberakis, Chris;Liu, Yuhang;Mathiowetz, Alan M.;Patel, Jayesh C.;Piotrowski, David W.;Price, David A.;Ruggeri, Roger B.;Tess, David A.. And the article was included in Journal of Medicinal Chemistry in 2022.Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Peptide agonists of the glucagon-like peptide-1 receptor (GLP-1R) have revolutionized diabetes therapy, but their use has been limited because they require injection. Herein, we describe the discovery of the orally bioavailable, small-mol., GLP-1R agonist PF-06882961 (danuglipron). A sensitized high-throughput screen was used to identify 5-fluoropyrimidine-based GLP-1R agonists that were optimized to promote endogenous GLP-1R signaling with nanomolar potency. Incorporation of a carboxylic acid moiety provided considerable GLP-1R potency gains with improved off-target pharmacol. and reduced metabolic clearance, ultimately resulting in the identification of danuglipron. Danuglipron increased insulin levels in primates but not rodents, which was explained by receptor mutagenesis studies and a cryogenic electron microscope structure that revealed a binding pocket requiring a primate-specific tryptophan 33 residue. Oral administration of danuglipron to healthy humans produced dose-proportional increases in systemic exposure (NCT03309241). This opens an opportunity for oral small-mol. therapies that target the well-validated GLP-1R for metabolic health. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

2-Pyridyl P1′-Substituted Symmetry-Based Human Immunodeficiency Virus Protease Inhibitors (A-792611 and A-790742) with Potential for Convenient Dosing and Reduced Side Effects was written by De Goey, David A.;Grampovnik, David J.;Flentge, Charles A.;Flosi, William J.;Chen, Hui-ju;Yeung, Clinton M.;Randolph, John T.;Klein, Larry L.;Dekhtyar, Tatyana;Colletti, Lynn;Marsh, Kennan C.;Stoll, Vincent;Mamo, Mulugeta;Morfitt, David C.;Nguyen, Bach;Schmidt, James M.;Swanson, Sue J.;Mo, Hongmei;Kati, Warren M.;Molla, Akhteruzzaman;Kempf, Dale J.. And the article was included in Journal of Medicinal Chemistry in 2009.COA of Formula: C9H8N2O This article mentions the following:

A series of symmetry-based HIV protease inhibitors I (R¹ = 2-FC₆H₄, 3-MeC₆H₄, 2-H₂NC₆H₄, 6-methyl-2-pyridyl, 4-quinazolyl, 2-methyl-4-thiazolyl, 1-methyl-2-benzimidazolyl, etc.; R² = OH, R³ = H; R² = H, R³ = OH) was designed and synthesized. Modification of the core regiochem. and stereochem. significantly affected the potency, metabolic stability, and oral bioavailability of the inhibitors, as did the variation of a pendant arylmethyl P3 group. Optimization led to the selection of two compounds, (R)-I [R¹ = 6-(2-hydroxypropan-2-yl)-2-pyridyl; R² = OH; R³ = H] (A-790742) and (S)-I (R¹ = Ph; R² = OH; R³ = H) (A-792611), for advancement to preclin. studies. Both compounds displayed low nanomolar potency against wild type HIV in the presence of human serum, low rates of metabolism in human liver microsomes, and high oral bioavailability in animal models. The compounds were examined in a preclin. model for the hyperbilirubinemia observed with some HIV PIs, and both exhibited less bilirubin elevation than comparator compounds X-ray crystallog. analyses of the new cores were used to examine differences in their binding modes. The antiviral activity of the compounds against protease inhibitor resistant strains of HIV was also determined In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4COA of Formula: C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.COA of Formula: C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Two-step redox systems. XV. Vinylogous bibenzimidazoles, bibenzoxazoles, and bibenzothiazoles and their aza derivatives was written by Huenig, Siegfried;Scheutzow, Dieter;Schlaf, Helmut;Schott, Albrecht. And the article was included in Justus Liebigs Annalen der Chemie in 1974.Recommanded Product: 3012-80-4 This article mentions the following:

The bibenzimidazoles and bibenzothiazoles I [Z = (CH:CH)n, n = 1-3, X = NMe or S, A- = e.g. BF4-] were prepared by two-fold ring closure of 2-HXC6H4NHMe with R1CO(CH:CH)nCOR1 (R1 = Cl or Me2CHCH2OCO2). Similarly prepared were I [X = S, Z = CH2(CH:CH)nCH2, n = 0-2]. I (X = O, Z = CH2CH2) was obtained by quaternization of the base. I (X = NMe, O, or S; Z = CH:NN:CH) were prepared by reaction of the heterocyclic aldehydes or the corresponding nitrones with N2H4 followed by quaternization. Coupling the hydrazono compounds II with glyoxal gave the tetraaza analogs III. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Recommanded Product: 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Dynamic conformational and exchange processes in 2-(4′-pyridyl)benzazoles was written by Marzin, Claude;Peek, Michael E.;Elguero, Jose;Figeys, Hubert P.;Defay, Nicole. And the article was included in Heterocycles in 1977.COA of Formula: C9H8N2O This article mentions the following:

The rotational barrier about the C-C bond linking the heterocyclic ring systems in I (X = NH, NMe, NPh, O, S; Q = CH, N; R = Me, H), II, and III (R = H, Me; X = NH, NMe, NPh, O, S) were determined by 1H NMR. The H-exchange reaction in I (Q = CH, X = NH, R = H, Me) was slow enough to be observed in both 13C and 1H NMR as peak broadenings. The conformations of the heterocyclic ring systems are discussed. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4COA of Formula: C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).COA of Formula: C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Structure-Activity Relationship and Pharmacokinetic Studies of 1,5-Diheteroarylpenta-1,4-dien-3-ones: A Class of Promising Curcumin-Based Anticancer Agents was written by Wang, Rubing;Chen, Chengsheng;Zhang, Xiaojie;Zhang, Changde;Zhong, Qiu;Chen, Guanglin;Zhang, Qiang;Zheng, Shilong;Wang, Guangdi;Chen, Qiao-Hong. And the article was included in Journal of Medicinal Chemistry in 2015.Reference of 3012-80-4 This article mentions the following:

Forty-three 1,5-diheteroaryl-1,4-pentadien-3-ones were designed as potential curcumin mimics, structurally featuring a central five-carbon dienone linker and two identical nitrogen-containing aromatic rings. They were synthesized using a Horner-Wadsworth-Emmons reaction as the critical step and evaluated for their cytotoxicity and antiproliferative activities toward both androgen-insensitive and androgen-sensitive prostate cancer cell lines and an aggressive cervical cancer cell line. Most of the synthesized compounds showed distinctly better in vitro potency than curcumin in the four cancer cell lines. The structure-activity data acquired from the study validated (1E,4E)-1,5-diheteroaryl-1,4-pentadien-3-ones as an excellent scaffold for in-depth development for clin. treatment of prostate and cervical cancers. 1-Alkyl-1H-imidazol-2-yl, ortho pyridyl, 1-alkyl-1H-benzo[d]imidazole-2-yl, 4-bromo-1-methyl-1H-pyrazol-3-yl, thiazol-2-yl, and 2-methyl-4-(trifluoromethyl)thiazol-5-yl were identified as optimal heteroaromatic rings for the promising in vitro potency. (1E,4E)-1,5-Bis(2-methyl-4-(trifluoromethyl)thiazol-5-yl)penta-1,4-dien-3-one, featuring thiazole rings and trifluoromethyl groups, was established as the optimal lead compound because of its good in vitro potency and attractive in vivo pharmacokinetic profiles. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Reference of 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Reference of 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of ((S)-5-(methoxymethyl)-7-(1-methyl-1H-indol-2-yl)-2-(trifluoromethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone As a Potent and Selective I_Kur Inhibitor was written by Finlay, Heather J.;Lloyd, John;Vaccaro, Wayne;Kover, Alexander;Yan, Lin;Bhave, Gauri;Prol, Joseph;Huynh, Tram;Bhandaru, Rao;Caringal, Yolanda;DiMarco, John;Gan, Jinping;Harper, Tim;Huang, Christine;Conder, Mary Lee;Sun, Huabin;Levesque, Paul;Blanar, Michael;Atwal, Karnail;Wexler, Ruth. And the article was included in Journal of Medicinal Chemistry in 2012.HPLC of Formula: 3012-80-4 This article mentions the following:

Previously disclosed dihydropyrazolopyrimidines are potent and selective blockers of I_Kur current. A potential liability with this chemotype is the formation of a reactive metabolite which demonstrated covalent binding to protein in vitro. When substituted at the 2 or 3 position, this template yielded potent I_Kur inhibitors, with selectivity over hERG which did not form reactive metabolites. Subsequent optimization for potency and PK properties lead to the discovery of ((S)-5-(methoxymethyl)-7-(1-methyl-1H-indol-2-yl)-2-(trifluoromethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone I, with an acceptable PK profile in preclin. species and potent efficacy in the preclin. rabbit atrial effective refractory period (AERP) model. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4HPLC of Formula: 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. HPLC of Formula: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Unsaturated azole derivatives. II. Synthesis and reactions of some 尾-(azol-2-yl)propiolic acids was written by Simonov, A. M.;Popov, I. I.;Mikhailov, V. I.;Sil’vanovich, N. A.;Shelepin, O. E.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1974.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Benzimidazole-acrylates I (R = H, MeO, Me) were prepared in 鈭?0% yields by condensation of the appropriate benzimidazolecarboxaldehyde with Ph3P:CBrCO2Me. Dehydrobromination of I with KOH gave 鈭?0% yields of the corresponding propiolic acid derivatives II. Analogously obtained from the appropriate heterocyclic aldehyde were imidazolepropiolic acid III and 2-benzothiazolepropiolic acid (IV). In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem