Polycyclic Compounds

1H-Indazole-5-boronic acid is a potent compound that belongs to the class of indazole compounds. It has been shown to inhibit protein phosphorylation and induce morphological changes in cells. This compound also inhibits the activity of a number of different cellular enzymes, including protein phosphatases, protein kinases, and protein tyrosine phosphatases. 1H-Indazole-5-boronic acid has been shown to be a promising lead compound for the discovery of novel inhibitors of these enzymes.

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Applications 2-(Chloroacetyl)isoindoline was used in the reaction with potassium thiocyanate to synthesize N-​(α-​Thiocyanatoacetyl)​indolines, which is useful as agricultural fungicides. References Richter, S.: U.S. (1975), US 3929830 A 19751230.

Applications 3-(quinolin-2-yl)propanoic acid (cas# 39111-94-9) is a useful research chemical for biological study. In particular it has been used in identifying structure-activity relationship of HDAC6 zinc-finger ubiquitin binding domain inhibitors. References Ferreira, F., et al.: J. Med. Chem, 61, 4517 (2018)

Applications Indole analogue; shows pharmacological activity. References Mohammadi, M., et al.: Science, 276, 955 (1997), Bramson, H., et al.: J. Med. Chem., 44, 4339 (2001), Lane, M., et al.: Cancer Res., 61, 6170 (2001), Yu, B., et al.: Biochem. Pharmacol., 64, 1091 (2002),

Phenanthrenequinone is a redox potential inhibitor that binds to the catalytic site of the enzyme. It is an inhibitor with a redox potential of -0.4 V (vs Ag/AgCl). Phenanthrenequinone has been shown to be toxicologically safe in human serum and has no carcinogenic potential. The reaction mechanism is not well understood, but it may be due to hydrogen bonding interactions with the enzyme active site.

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2-Amino-1H-isoindole-1,3(2H)-dione is a reactive compound that can be prepared by the reaction of sodium salts with aniline. It is a valuable intermediate used in the synthesis of various organic compounds. The 2-Amino-1H-isoindole-1,3(2H)-dione molecule has two functional groups: sulfoxide and aziridino. This compound exhibits anticancer activity against carcinoma cell lines. It also has been shown to repair genes damaged by cancer cells and inhibit their growth.

The optimal reaction conditions for the acylation of 5-bromoindole with 2,2,2-trichloroethyl chloroformate are a mixture of methanol and sodium hydroxide solution. Reaction products include 2-chloro-5-(trichloromethyl)quinoline and the quinoline derivative 1-(2,2,2-trichloroethyl)-1H-imidazole. UV absorption spectra of these products have been recorded in the range of 200 to 400 nm. The reaction is successfully monitored by following changes in the NMR spectrum. The liquid chromatography method is based on a reverse phase column and detection at 220 nm.

8-Methyl-isoquinoline (8MI) is a chiral molecule that has two different enantiomers, the R and S forms. The R form is optically active and the S form is not. 8MI has been shown to have a regioselective reaction with acidic solutes in the presence of aluminum oxide. When exposed to an acidic environment, 8MI reacts in an atropisomeric fashion and forms benzyne. This reaction occurs when 8MI dissolves in water or alcohols. In addition, 8MI has been shown to have triazine properties due to its three alkyl groups on the benzene ring.

6-Nitroindazole is an antibacterial agent that inhibits the growth of bacteria by binding to bacterial DNA and blocking DNA synthesis. 6-Nitroindazole has been shown to induce tumor cell apoptosis in mouse cancer models. This drug also has anti-inflammatory properties, as it inhibits prostaglandin synthesis by inhibiting cyclooxygenase activity.