Composti policiclici

4-Nitroindole is a chemical compound that is used to synthesize 5-hydroxytryptamine (5-HT) and also has been used as a substitute for tryptophan in the synthesis of serotonin. It can be prepared by reacting sodium nitrite with an organic acid such as acetic acid or propionic acid. The reaction proceeds through a diazonium salt intermediate, which is hydrolyzed with hydrochloric acid to give 4-nitroindole. 4-Nitroindole can also be prepared by the Friedel-Crafts reaction between an aromatic nitro compound and an alkyl halide. The hydrogen bond between the hydroxyl group and nitrogen atom in the molecule makes it soluble in organic solvents. In addition, the constant boiling point of the compound allows it to be analyzed using gas chromatography.

5-Methoxypsoralen is a light-activated compound, which is a naturally derived organic substance found in certain plants, particularly from the Apiaceae family. This compound functions as a furocoumarin that interacts with DNA through photoactivation, forming cross-links upon exposure to ultraviolet A (UVA) light. These cross-links disrupt DNA replication, ultimately inhibiting cell proliferation.

Ethyl 5-Nitroindole-2-Carboxylate is a precursor to the anti-HIV drug Delavirdine. It is synthesized by condensation of ethyl pyruvate and urea derivative in the presence of thionyl chloride. This compound can be used as an intermediate in the synthesis of other compounds such as ethyl ester and ethyl pyruvate. The chemical reaction is carried out at room temperature using a chlorinated solvent such as methylene chloride or chloroform. Ethyl 5-nitroindole-2-carboxylate can also be used for the synthesis of other drugs, including antitumor agents.

Applications 1,3-Dihydro-N-nitro-1,3-dioxo-2H-isoindole-2-carboximidothioic acid Methyl Ester-13C is an intermediate used in the synthesis of Clothianidin-d3,13C1 (C588502), which is the isotope labelled analog of Clothianidin. Clothianidin is a neonicotinoid insecticide for use in food crops.
References Kamel, A., et al.: J. Agric. Food Chem., 58, 5926 (2010), Lynd, L., et al.: Energy Environ. Sci., 3, 1150 (2010), Cresswell, J., et al.: Ecotoxicology, 20, 149 (2011),

Applications 2-Chloro-5-nitroquinoline is used in the synthesis of potent, orally active corticotropin-releasing factor-1 receptor antagonists.
References Takeda, K., et al.: BIoorg. Med. Chem., 20, 6559 (2012); Verheij, M.H.P., et al.: J. Med. Chem., 55, 8603 (2012); Takeda, K., et al.: Bioorg. Med. Chem. Lett., 22, 5372 (2012);

Applications 6-Chloropurine, Hydrochloride (cas# 88166-54-5 ) is a compound useful in organic synthesis.

Applications 1-Benzyl-5-bromoindole

Applications 1,2-Diazabicyclo[2.2.2]octan-3-one is an intermediate used in the synthesis of Bicyclo Risperidone (B382800), which is an impurity of Risperidone (R525000); a combined serotonin (5-HT2) and dopamine (D2) receptor antagonist.
References Jannssen, P.A.J., et al.: J. Pharmacol. Exp. Ther., 244, 685 (1988); Gelders, Y.G., et al.: Pharmacopsychiatry, 23, 206 (1990); Green, B.: Curr. Med. Res. Opin., 16, 57 (2000)

Applications Quinoline derivative used in the preparation of compounds with anticonvulsant activity as well as compounds with potent antibacterial activity against gram-positive pathogens.
References Guo, L. et al.: Eur. J. Med. Chem., 44, 954 (2009); Jarvest, R.L. et al.: J. Med. Chem., 45, 1959 (2002);

Applications 6-Chloro-4-(2-cyclopropylethynyl)-3,4-dihydro-3-(phenylsulfonyl)-4-(trifluoromethyl)-2(1H)-quinolinone is an intermediate in the synthesis of novel quinolinones as HIV-1 reverse transcriptase inhibitors.
References Patel, M., et al.: Bioorg. Med. Chem. Lett., 11, 1943 (2001);

Applications (1S)-3,4-Dihydro-1-phenyl-2(1H)-isoquinolinecarboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester is an intermediate in the synthesis of ((R)-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)((S)-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)methanone (P309025). ((R)-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)((S)-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)methanone is a possible impurity of solifenacin (S676700) which is a muscarinic M3 receptor antagoinst. Solifenacin is used in treatment of urinary incontinence.
References Ikeda K., et al.: Arch. Pharmacol., 366, 97, (2002); Chapple, C.R., et al.: Br. J. Urol., 93, 303 (2004); Ohtake, A., et al.: Eur. J. Pharmacol., 492, 243 (2004); Brunton, S., et al.: Curr. Med. Res. Opin., 21, 71 (2005); Habb, F., et al.: Eur. Urol. 47, 376 (2005); Payne, C.K., et al.: Drugs, 66, 175 (2006)

Applications 3-acetylindole (cas# 703-80-0) is a useful research chemical.

Applications 7-(4-(4-Chlorobutoxy)butoxy)-3,4-dihydroquinolin-2(1H)-one is an internmediate in the synthesis of Aripiprazole (A771000) related compounds, a selective dopamine D2-receptor antagonist with dopamine autoreceptor agonist activity.
References Nagasaka, Y., et al.: Biopharma. Drug. Dispo., 33, 304 (2012); Chen, X., et al.: J. Med. Chem., 55, 7141 (2012);

Applications 5-Hydrazino-2(1H)-quinolinone Hydrochloride is an intermediate used in the synthesis of sodium-hydrogen exchanger type 1 inhibitor (NHE-1).

Applications 2-Acetamido-6-chloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine (cas# 137896-02-7) is a compound useful in organic synthesis.
References Matsuda, A., et al.: J. Med. Chem., 35, 241 (1992),

Applications 5-Nitroisoquinoline (cas# 607-32-9) is a compound useful in organic synthesis.

Applications 4-Hydroxy-3-quinolinemethanol Benzyl Ether is a reactant used in the preparation of propanol and propylamine quinoline derivatives used as glucocorticoid ligands.

Applications Quinoline derivative used in the preparation of compounds with anticonvulsant activity as well as compounds with potent antibacterial activity against gram-positive pathogens.
References Guo, L. et al.: Eur. J. Med. Chem., 44, 954 (2009); Jarvest, R.L. et al.: J. Med. Chem., 45, 1959 (2002);

Applications A reagent used in the preparation of biologically active Azaindoles.
References Minakata, S., et al.: J. Agric. Food Chem., 45, 2345 (1997),