Hétérocycles azotés (N)

Applications An intermediate in the synthesis of rabeprazole (R070500).

6-Ethyl-5-iodopyriMidine-2,4-diaMine is a structural analog of pyrimethamine. It has been shown to be an antimalarial drug that acts as a competitive inhibitor of the enzyme dihydrofolate reductase (DHFR), which is required for the synthesis of tetrahydrofolate. This drug also inhibits the activity of other enzymes in the folate pathway, such as thymidylate synthase and glycinamide ribonucleotide formyltransferase. 6-Ethyl-5-iodopyriMidine-2,4-diaMine has been shown to inhibit DNA synthesis in human erythrocytes and to inhibit bacterial growth when used at high doses.

Applications 3-aminoisoxazole-4-carbonitrile (cas# 258518-65-9) is a useful research chemical.

6-Bromopyridine-3,4-diamine is a chemical compound that can be used to make other products. It can be synthesized by reacting phosphorus with brominating agents such as stannous chloride or chlorine. This reaction produces 6-bromopyridine-3,4-diamine and the target product, which is a methanol solution of stannous chloride peroxide. The chemical is used in the production of many different products, including plastics, dyes, and pharmaceuticals.

1-Benzyl-4-oxo-piperidine-3-carboxylic acid is an alkyl ester that is also a chiral compound. It is synthesized from the reaction of benzaldehyde with 1,1'-carbonyldiimidazole in the presence of copper(II) chloride as a catalyst. The product is purified by recrystallization from ethyl acetate and hexanes, followed by distillation. This compound has been shown to catalyze the transfer of hydrogen and other organic molecules into water during phase transfer.

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Applications 5-Bromo-2-methoxy-4,6-dimethyl-pyrimidine can be synthesized from 4,6-Dimethyl-2-hydroxypyrimidine (D476275), a component of Nicarbazine (N394530). References Ksenija Sinigoj, G., et al.: Slovenski Kemijski Dnevi, (2012); Kyung-Woo, L., et al.: Han'guk Kagum Hakhoechi, 39, 17 (2012);

2-Amino-6-methylpyrazine is a synthetic compound that has antiinflammatory properties. It is a competitive inhibitor of the enzyme cyclooxygenase, which is responsible for producing prostaglandins in the body. 2-Amino-6-methylpyrazine has been studied in various assays and shown to have antiinflammatory activity at doses of 5 mg/kg. The compound also inhibits carboxylic acid production by blocking the enzyme carbonic anhydrase. 2-Amino-6-methylpyrazine has not been tested on humans, but its safety profile is expected to be similar to other NSAIDs like indomethacin and ibuprofen.

Applications Can be used in the preparation of substances for treatment of dermatological conditions and skin protection.

Applications 5-Chloro-6-(2,3-dichlorophenoxy)-1,3-dihydro-2H-Benzimidazole-2-thione is used in the preparation of triclabendazoles which are drugs used to treat liver fluke. References Iddon, B., et al.:Journal of the Chemical Society 22, 3129 (1992);

N-(1-Oxyl-2,2,6,6-tetramethyl-4-piperidinyl)maleimide (TTFA) is a reactive molecule that belongs to the class of maleimides. TTFA has been shown to be stable in physiological levels and is not toxic at low concentrations. TTFA binds to serine protease enzymes and inhibits their activity. This inhibition can be used as a model for the inhibition of influenza virus replication by serine proteases. TTFA inhibits translation in a variety of model systems, including yeast, bacteria and mammalian cells. TTFA also inhibits mitochondrial protein synthesis in a model system with rat liver mitochondria and human leukemia cells. In addition, TTFA inhibits fatty acid biosynthesis in yeast cells. The reactivity of this molecule makes it useful for studying the dynamics of protein folding under physiological conditions.

5-Pyridin-2-yl-1,3,4-oxadiazole-2-thiol is a synthetic compound that has been shown to have anticancer properties in vitro. It inhibits the mitochondrial electron transport chain by binding to the mitochondrial membrane and inhibiting the enzyme cytochrome c oxidase. This leads to an accumulation of reactive oxygen species and induction of apoptosis in cancer cells. 5-Pyridin-2-yl-1,3,4-oxadiazole-2-thiol also inhibits luminescence properties of picolinic acid with anions. The primary function of this compound is to inhibit cancer cell growth by causing them to undergo apoptosis. 5PYRODS also binds to mitochondria and blocks the electron transport chain. This leads to an accumulation of reactive oxygen species (ROS) and the induction of apoptosis in cancer cells. 5PYRODS also inhibits luminescence properties of picolin

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1-Propylpiperazine dihydrobromide is an amide with a piperazine ring. It has a homologous structure to other amides and is considered a crosslinking agent. 1-Propylpiperazine dihydrobromide can be used as a crosslinker in polymers. The solubility parameters for this compound are quite large, which indicates that it is hydrophobic and acidic. 1-Propylpiperazine dihydrobromide can be used at various temperatures, with the solution temperature of this compound being in the range of -40°C to 100°C. The activation energy for 1-Propylpiperazine dihydrobromide is approximately 16 kcal/mol, whereas the thermodynamic properties are not well studied. This compound has been shown to have transport mechanism properties that are dependent on pH, nature of solvent, and temperature.

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4-Fluoro-2-methoxypyridine is an organic compound that has two functional groups: one is a hydroxyl group and the other is a nitro group. It can be prepared by cleaving ethers with hydrofluoric acid and reacting the resulting alkyl halides with trimethylsilyl chloride. 4-Fluoro-2-methoxypyridine can also be synthesized by treatment of uracil with n-oxide in the presence of a base. The drug has been used in preparations to treat tuberculosis, leprosy, and malaria.

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4-Isopropylpyrimidin-2-amine is a chemical compound that has been studied for its ability to inhibit the enzyme hydrolase. It has been shown to be an inhibitor of soluble epoxide hydrolase and epoxide hydrolase, which are enzymes that break down arachidonic acid. 4-Isopropylpyrimidin-2-amine has also been shown to have cardiovascular and cardiovascular disorders properties, as well as anti-diabetic effects. This drug is an amide with a pharmacophore model that includes a basic nitrogen atom, with two hydrogen atoms attached to it, and three methyl groups on the other side of the nitrogen atom.

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4-Aminopiperidin-1-yl)acetic acid hydrochloride is a radionuclide that has been used to study the receptor subtype of the human pancreas. This drug has been shown to have antagonistic properties and high affinity for the receptor. 4-Aminopiperidin-1-yl)acetic acid hydrochloride may be useful in treating cancer, although further testing is required. 4APAAH binds to receptors by means of a ligand and can be tagged with a radioactive isotope for imaging purposes.

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Tert-Butyl piperidine-1-carboxylate (TBPC) is an inhibitor of dopamine β-hydroxylase, an enzyme that catalyzes the conversion of dopamine to norepinephrine. It has been shown to have strong inhibitory properties against trifluoroacetic acid, which is an acidic electrophile. TBPC also has kinetic and thermodynamic properties that are consistent with its role as a proton donor. This compound is synthesized by reacting piperidine with chloroform in the presence of a catalyst such as acetic acid, forming a chiral product. The enantiomeric purity can be controlled by using either racemic or optically pure reactants. Activation energies for the reactions were determined experimentally and are listed in the table below: The following table lists activation energies for reactions involving TBPC: Activation Energy (kJ/mol) Dopamine hydrolysis

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Applications 4-Amino-1,5-dimethylpyrazole is used in the preparation of pyridine compounds as focal adhesion kinase inhibitors.

2-Chloropyrazine is a pharmaceutical preparation of 2-chloro-N,N-diphenylacetamide that is used in the treatment of chronic bronchitis. It has been shown to have an affinity for the receptor site and a greater effect on the bronchi than other drugs. It has also been shown to be effective in reducing the symptoms of emphysema. 2-Chloropyrazine inhibits amide hydrolysis by human liver microsomes and can cause cancer when administered to rats at high doses. It is also thought to inhibit DNA synthesis in mammalian cells.

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6-Nitropicolinic acid is an organic compound that contains a nitro group, which is a chemical substructure consisting of a nitrogen atom triple-bonded to two oxygen atoms. The nitro group is found in many drugs and pesticides. The electronic effects of the substituents on the protons and the resonance between protons in the nitro group are responsible for the chemical shift in 6-nitropicolinic acid. This compound has two aminopyridine rings with pyridines, each containing one proton. The resonance of these protons, as well as their spin-spin interactions, affect the chemical shifts observed in 6-nitropicolinic acid spectra.

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2-Pyrimidinecarboxaldehyde is a nitrogen heterocyclic compound that is found in many biological systems. 2-Pyrimidinecarboxaldehyde has been shown to inhibit neuronal death in vitro and to have antioxidant properties. It also has been shown to be toxic for fetal bovine and human cells. 2-Pyrimidinecarboxaldehyde is a pyrimidine compound that inhibits the replication of DNA by binding to the base of the 3' strand of DNA, preventing RNA polymerase from transcribing the DNA strand. The reaction mechanism for 2-pyrimidinecarboxaldehyde was determined through an asymmetric synthesis and coordination geometry studies. 2-Pyrimidinecarboxaldehyde can activate receptors such as dopamine D2, muscarinic M3, serotonin 5HT1A, and NMDA receptors, which may contribute to its hepatotoxic effects.

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8-Bromoadenine is a nucleophile that reacts with electrophiles to form adducts. 8-Bromoadenine has been shown to induce DNA strand breaks and oxidative damage in vitro, which may be due to its ability to react with DNA bases and form intramolecular hydrogen bonds. 8-Bromoadenine has also been shown to cause inflammatory bowel disease in mice by increasing the production of proinflammatory cytokines. 8-Bromoadenine induces Toll-like receptor 4 (TLR4) signaling, which leads to enhancement of radiation response. This drug can also be used as the monosodium salt for treating cancer, although it only has a limited number of sequences that can be synthesized.

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