254-86-4

Usage

Uses

Used in Chemical Reactions:
Pyrido[3,4-b]pyrazine (6CI,7CI,8CI,9CI) is used as a reactant in various chemical reactions due to its unique structure and properties. Its ability to participate in a range of reactions makes it a versatile compound in the field of organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Pyrido[3,4-b]pyrazine (6CI,7CI,8CI,9CI) is used as a building block for the synthesis of various drug molecules. Its heterocyclic nature allows for the creation of complex molecular structures with potential therapeutic applications.
Used in Agrochemical Industry:
Pyrido[3,4-b]pyrazine (6CI,7CI,8CI,9CI) is used as an intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the development of effective compounds for crop protection and management.
Used in Dye and Pigment Industry:
In the dye and pigment industry, Pyrido[3,4-b]pyrazine (6CI,7CI,8CI,9CI) is used as a colorant or a component in the production of dyes and pigments. Its aromatic properties contribute to the color intensity and stability of the final products.
Used in Flavor and Fragrance Industry:
Pyrido[3,4-b]pyrazine (6CI,7CI,8CI,9CI) is used as a flavoring agent or a fragrance component in the food and cosmetics industries. Its aromatic nature provides unique scents and flavors that can be incorporated into various products.

InChI:InChI=1/C7H5N3/c1-2-8-5-7-6(1)9-3-4-10-7/h1-5H

Upstream product

• 54-96-6 3,4-diaminopyridine 
• 131543-46-9 Glyoxal 
• 517-21-5 glyoxal sodium bisulfite 

Downstream Products

• 115909-66-5 C₂₃H₂₁N₃O₄S₂ 
• 115909-67-6 2-(Toluene-4-sulfonylmethyl)-pyrido[3,4-b]pyrazine 
• 115909-73-4 C₂₅H₂₅N₃O₄S₂ 
• 115909-70-1 2-Phenylsulfanylmethyl-pyrido[3,4-b]pyrazine 
• 115909-71-2 2-[Phenylsulfanyl-(toluene-4-sulfonyl)-methyl]-pyrido[3,4-b]pyrazine 
• 115909-72-3 2-(2,4-Dibromo-phenoxymethyl)-pyrido[3,4-b]pyrazine 
• 35808-41-4 1,2,3,4-tetrahydropyrido[3,4-b]pyrazine 
• 1133853-67-4 ethyl 5-(4-(trifluoromethyl)phenyl)pyrido[3,4-b]pyrazine-6(5H)-carboxylate 
• 1133854-33-7 ethyl 8-(4-fluorophenyl)-1,7-naphthyridine-7(8H)-carboxylate 
• 1133854-32-6 benzyl 8-(4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate 
• 929074-45-3 8-bromopyrido[3,4-b]pyrazine 
• 949922-49-0 2-chloro-6-(ethoxycarbonyl)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazine 
• 1613148-16-5 3-chloro-6-(ethoxycarbonyl)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazine 
• 1613148-17-6 (R)-N,N-bis(tert-butoxycarbonyl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(6-(ethoxycarbonyl)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-yl)pyridin-2-amine 

Relevant academic research and scientific papers

Annelated Pyridine Bases for the Selective Acylation of 1,2-Diols

A set of 24 annelated derivatives of 4-diaminopyridine (DMAP) has been synthesized and tested with respect to its catalytic potential in the regioselective acylation of 1,2-diol substrates. The Lewis basicities of the catalysts as quantified through quantum chemical calculations vary due to inductive substituent effects and intramolecular stacking interactions between side chain π-systems and the pyridinium core ring system. The primary over secondary hydroxyl group selectivities in catalytic acylations of 1,2-diol substrates depend on the size and the steric demand of the Lewis base and the anhydride reagent.

Substituted ring compound and its method and use thereof

The invention provides a substituted cyclic compound as well as a use method and application thereof. The compound is a compound as shown in a formula (I) or stereoisomers, stereomers, tautomers, nitric oxides, solvates, metabolites and pharmaceutically acceptable salts or prodrugs of the compound as shown in the formula (I). The invention further provides a medicament composition containing the compound. The compound and the medicament composition are capable of regulating the activity of protein kinase in a biological sample body and are used for protecting, treating or relieving proliferative diseases of patients. The formula (I) is as shown in the specification.

SUBSTITUTED CYCLIC COMPOUNDS AND METHODS OF USE

The present invention provides novel substituted alkynyl compounds, pharmaceutical acceptable salts and formulations thereof useful in modulating the protein tyrosine kinase activity, and in modulating cellular activities such as proliferation, differentiation, apoptosis, migration and invasion. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of hyperproliferative disorders in mammals, especially humans.

Optimization of potency and pharmacokinetic properties of tetrahydroisoquinoline transient receptor potential melastatin 8 (TRPM8) antagonists

Transient receptor potential melastatin 8 (TRPM8) is a nonselective cation channel expressed in a subpopulation of sensory neurons in the peripheral nervous system. TRPM8 is the predominant mammalian cold temperature thermosensor and is activated by cold temperatures ranging from 8 to 25 °C and cooling compounds such as menthol or icilin. TRPM8 antagonists are being pursued as potential therapeutics for treatment of pain and bladder disorders. This manuscript outlines new developments in the SAR of a lead series of 1,2,3,4-tetrahydroisoquinoline derivatives with emphasis on strategies to improve pharmacokinetic properties and potency. Selected compounds were profiled in two TRPM8 target-specific in vivo coverage models in rats (the icilin-induced wet dog shake model and the cold pressor test). Compound 45 demonstrated robust efficacy in both pharmacodynamic models with ED90 values 3 mg/kg.

Annelated pyridines as highly nucleophilic and Lewis basic catalysts for acylation reactions

New heterocyclic derivatives of 9-azajulolidine have been synthesized and characterized with respect to their nucleophilicity and Lewis basicity. The Lewis basicity of these bases as quantified through their theoretically calculated methyl-cation affinities correlate well with the experimentally measured reaction rates for addition to benzhydryl cations. All newly synthesized pyridines show exceptional catalytic activities in benchmark acylation reactions, which correlate only poorly with Lewis basicity or nucleophilicity parameters. A combination of Lewis basicity with charge and geometric parameters in the framework of a three-component quantitative structure-activity relationship (QSAR) model is, however, highly predictive. Copyright

Intramolecular 1,6-addition to 2-pyridones. Mechanism and synthetic scope

Figure presented The scope and limitations of the intramolecular 1,6-addition of an enolate to a 2-pyridone moiety, a reaction that has found application in the synthesis of the lupin alkaloids, have been probed. This nucleophilic addition process has been shown to be reversible and favored in the case of (less stabilized) amide and lactam enolates, which readily form five- and six-membered bi-/tricyclic products. Alternative enolates (ketone, ester, thiolactam) and a variety of different acceptors (isoquinolinone, pyrimidinone, pyrazinone, pyridopyrazinone) have been evaluated, and a range of competing side reactions have been identified and characterized using various techniques, including in situ IR.

Vanilloid receptor ligands and their use in treatments

Bicyclic 3,4-fused piperidine compounds, and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotizing agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

3,4-diaminopyridine derivatives

3,4-Diaminopyridine derivatives corresponding to a specified formula are produced by (a) reacting 3,4-diaminopyridine with a 1,2-dicarbonyl compound to form a diimine; (b) reducing the diimine to a diamine; and (c) replacing at least a hydrogen atom on nitrogen at position 4 of the pyridine ring. These compounds are useful as catalysts.

Modular design of pyridine-based acyl-transfer catalysts

Derivatives of 3,4-diaminopyridine have been synthesized and studied as catalysts for acyl-transfer reactions. The design of these catalysts is guided by the stability of their acetyl intermediates as determined through theoretical calculations at the B3LYP/6-311 + G(d,p)//B3LYP/6-31G(d) level of theory. The most promising catalysts have been synthesized through a three- to five-step synthesis starting from 3,4-diaminopyridine. The catalytic activity has been determined for the acylation of 1-ethynylcyclohexanol with acetic anhydride at 23°C and with isobutyric anhydride at 40°C. For both reactions, the catalytic activity depends dramatically on the substitution pattern of the diaminopyridines. Best results are obtained with catalysts containing alkyl substituents at both amine nitrogens. Georg Thieme Verlag Stuttgart.

Development of more potent 4-dimethylaminopyridine analogues

The syntheses of bicyclic diaminopyridines 3 and 4 and tricyclic triaminopyridines 5 and 6, two novel series of nucleophilic catalysts, are described. Arguments are made for predicting the superiority of these catalysts over DMAP and even 2, the best esterification catalyst reported to date. The efficiencies of DMAP, PPY, and 2-6 in catalyzing the esterification of tertiary alcohols were compared. As predicted, 5 and 6 were about 6-fold more effective than DMAP and slightly better than 2.