Heterocycles with Nitrogen (N)

2-Chloro-4-methylpyrimidine is a chlorine-containing compound that is synthesized from 2,4-dichloropyrimidine and formaldehyde. It has been shown to have anticancer activity in tumor cell lines. This drug also has the ability to inhibit the biosynthesis of DNA by inhibiting topoisomerase II and interfering with the amide bond between the N7 atom of guanine and the C4 atom of cytosine. 2-Chloro-4-methylpyrimidine can also be used to prepare other compounds that are involved in cancer prevention or treatment.

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8-HQ, liberated by enzymatic activity, is a strong metal chelator and forms insoluble, grey precipitates with several metal cations such as Fe3+

Applications [1,2,4]Triazolo[1,5-a]pyridin-8-ol can be used to prepare aminopyridine derivatives as glucokinase activators useful to treat diseases. References Aicher, T. D., et al.: PCT Int. Appl., 145, (2008);

Applications 4-(Trifluoromethyl)-3-Pyridinecarboxylic Acid is a useful synthetic intermediate. It can be used to prepare pyridine carboxamides as palm site inhibitors of HCV NS5B polymerase. It can also be used to synthesize pyrazolylcarboxanilides as Ca2+ release-activated Ca2+ (CRAC) channel inhibitors. References Cheng, C., et al.: ACS Med. Chem. Lett., 1, 466 (2010); Yonetoku, Y., et al.: Bioorg. Med. Chem., 16, 9457 (2008)

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Applications 3-(1H-Tetrazol-5-yl)benzoic Acid is a useful reactant in organic synthesis. References Ouellette, Wayne, et al.: Inorganica Chimica Acta, 391, 36-43 (2012);Ramachandran, Sreekanth A., et al.: Bioorg. & Med. Chem. Let., 27(10), 2153-2160 (2017)

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1-Methyl-3-hydroxy-2(1H)-pyridinone is an amide that binds to the iron in the matrix metalloproteinase (MMP) enzyme. It is a potent MMP inhibitor and can be used for the treatment of tumours. It has been shown to inhibit the activity of MMPs and block the production of pro-inflammatory chemokines, which are important for the migration of immune cells into a tumour.

Applications N-[[(2S)-1-Ethyl-2-pyrrolidinyl]methyl]carbamic Acid 1,1-Dimethylethyl Ester is an building block in the synthesis of Amisulpride (A633250) related compound.

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Applications Used in the preparation of 2-naphthyl substituted diarylpyrimidines (DAPY) analogues. References Liang, Y. et al.; Bioorgan. Med. Chem. 18, 4601(2010).

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Applications N-(chloroacetoxy)succinimide is a N-hydroxysuccinimide ester of a simple carboxylic acid. N-(chloroacetoxy)succinimide is used in the preparation of organometallic complexes and other synthetic probes for the labeling of proteins. References Salmain, M. et al.: Bioconj. Chem., 4, 425 (1993); Nonaka, H. et al.: J. AM. Chem. Soc., 129, 15777 (2007);

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Applications n-Hexadecylpyridinium-d5 Bromide (CAS# 143715-91-7) is a useful isotopically labeled research compound.

4-[3-[3-[4-(4-Fluorobenzoyl)-1-piperidinyl]propoxy]-4-methoxyphenyl]-2-pyrrolizinone is a linker that is used for drug conjugation. It has been shown to inhibit the activity of serotonergic enzymes and to be an effective cancer drug. 4-[3-[3-[4-(4-Fluorobenzoyl)-1-piperidinyl]propoxy]-4-methoxyphenyl]-2-pyrrolizinone also has high concentrations in hyperproliferative diseases, such as cancer or psoriasis, and can be used as a diluent for drugs. This compound inhibits oxidative phosphorylation by binding to cytochrome c oxidase and other targets involved in the electron transport chain in mitochondria. It also binds to the enzyme protein kinase C, which regulates cell proliferation

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Applications 2-(2-Thienyl)pyrrolidine is used in the preparation of imidazopyridine derivatives for treating viral infections. References Serradeil-Le Gal, C., et al.: J. Pharmacol. Exp. Ther., 300, 1122 (2002), Hodgson, R., et al.: Pharmacol. Biochem. Behav., 3, 431 (2007),

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3,5-Dimethyl-2-hydroxymethyl-4-nitropyridine is a proton pump inhibitor that inhibits the H+,K+-ATPase enzyme of gastric parietal cells, which is responsible for acid secretion. This inhibition may be due to its ability to bind to the magnesium ion in this enzyme’s active site. 3,5-Dimethyl-2-hydroxymethyl-4-nitropyridine has been shown to inhibit the activity of the proton pump by binding to its anion binding site with high affinity and specificity. 3,5-Dimethyl-2-hydroxymethyl-4-nitropyridine also inhibits esomeprazole magnesium (EEM), a drug used in treatment of gastroesophageal reflux disease (GERD). It does so by competing with EEM for binding at the proton pump's anion binding site.

5-Ethylindole-2-carboxylic acid is an organic compound that is a decarboxylation product of indole. It can be obtained by catalytic dehydrogenation of ethyl ester or 5-ethylindole-2-carboxylic acid. It has been shown to inhibit the growth of bacteria and fungi, as well as to have anti-inflammatory properties.

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Applications 6-Bromo-2-chloro-8-cyclopentyl-5-methylpyrido-[2,3-d]pyrimidin-7(8H)-one is used to prepare pyridino[2,3-d]pyrimidin-7(8H)-one derivatives as CDK4 and/or CDK6 inhibitors useful in the treatment of diseases. References Li, X., et al.: PCT Int. Appl., WO 2014183520 A1 20141120 (2014)

4-[4-Chloro-3-(trifluoromethyl)phenyl]-4-piperidinol is a chemical compound that inhibits the growth of microorganisms. It is used as a cross-linking agent, osmosis inhibitor, and encapsulation aid in pharmaceutical preparations. It is also an inhibitor for chemical pesticides and has been studied as a possible treatment for depression. 4-[4-Chloro-3-(trifluoromethyl)phenyl]-4-piperidinol binds to metal hydroxides by hydrogen bonding, which blocks the ability of bacteria to utilize water vapor. This leads to cell death by dehydration. Model studies have shown that it can be a useful treatment for depression because it blocks the reuptake of serotonin into the presynaptic terminal of neurons, increasing its levels in the brain.

6-Methylpyrazin-2-ol is an acrylonitrile amide. It has been shown to be a potent fungicide, with a high degree of activity against a range of plant diseases. 6-Methylpyrazin-2-ol also displays a fluorescent characteristic, which can be detected by spectroscopic methods such as chromatography or fluorescence. This compound has been shown to have strong oral toxicity in rats and mice. 6-Methylpyrazin-2-ol is readily soluble in water and can be used for the prevention of corrosion on metals and paints, as well as for the preparation of dyes and pharmaceuticals.

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Applications 4-Iodo-1-tritylimidazole (cas# 96797-15-8) is a compound useful in organic synthesis.

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