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Usage

Uses

Used in Pharmaceutical Research:
3-Amino-6-methoxypyridazine is utilized as a precursor in the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. It plays a crucial role in the development of new drugs and therapeutic agents.
Used in Agrochemical Synthesis:
In the agrochemical industry, 3-Amino-6-methoxypyridazine is employed as a key intermediate in the production of various agrochemicals. Its reactivity and structural features contribute to the creation of effective compounds for agricultural applications.
Used in Organic Synthesis:
3-Amino-6-methoxypyridazine is used as a versatile building block in organic synthesis for the preparation of a wide range of chemical compounds. Its unique structure allows for the formation of diverse molecules with potential applications in various fields.
Used in Fine Chemicals Production:
3-Amino-6-methoxypyridazine is also used as a precursor in the synthesis of fine chemicals, which are high-purity specialty chemicals used in various industries, including pharmaceuticals, fragrances, and flavors. The unique properties of 3-Amino-6-methoxypyridazine enable the production of high-quality fine chemicals with specific applications.
Used in Medicine and Drug Discovery:
3-Amino-6-methoxypyridazine has demonstrated potential pharmacological and biological activities, making it an interesting compound for further study and application in the fields of medicine and drug discovery. Its unique structure and reactivity contribute to the development of new therapeutic agents and treatments for various diseases and conditions.

InChI:InChI=1/C5H7N3O/c1-9-5-3-2-4(6)7-8-5/h2-3H,1H3,(H2,6,7)

Upstream product

• 5469-69-2 6-chloro-pyridazin-3-ylamine 
• 124-41-4 sodium methylate 
• 1722-10-7 3-chloro-6-methoxypyridazine 
• 80-35-3 Sulfamethoxypyridazine 

Downstream Products

• 122479-53-2 3-hydroxy-6-methoxy-2-(4'-tolyl)imidazo<1,2-b>pyridazine 
• 1844-61-7 6-methoxy-2-phenylimidazo<1,2-b>pyridazine 
• 141409-21-4 6-Methoxy-2-p-tolyl-imidazo[1,2-b]pyridazine 
• 1300040-56-5 3-(2-fluorophenylazo)-6-methoxypyridazine 
• 1586822-67-4 3-(N-(4-chlorophenyl)-N-methylsulfamoyl)-N-(6-methoxypyridazin-3-yl)benzamide 
• 1420044-51-4 C₁₁H₁₃N₅O 
• 1420044-39-8 C₁₁H₉N₅O₅ 
• 1312308-80-7 C₁₂H₉F₃N₄O₄ 
• 1312308-97-6 C₂₀H₁₆F₃N₅O₄ 
• 1312308-89-6 C₁₈H₁₄F₃N₅O₃ 
• 1312308-88-5 C₁₈H₁₃F₄N₅O₂ 
• 1312308-87-4 C₁₈H₁₄F₃N₅O₂ 
• 1312308-79-4 N₁-(6-methoxypyridazin-3-yl)-4-(trifluoromethoxy)benzene-1,2-diamine 
• 1312308-77-2 N₁-(6-methoxypyridazin-3-yl)-4-(trifluoromethyl)benzene-1,2-diamine 

Relevant academic research and scientific papers

Preparation method of 3-amino-6-methoxypyridazine

The invention discloses a preparation method of 3-amino-6-methoxypyridazine. The preparation method comprises mixing 3-amino-6-chloropyridazine and sodium methoxide, adding the mixture into a methanol solution, carrying out seal heating in the presence of copper iodide as a catalyst for a reaction, then cooling the reaction liquid to the room temperature, filtering the reaction liquid and carrying out low-temperature recrystallization to obtain 3-amino-6-methoxypyridazine. The preparation method greatly improves a yield, uses mild reaction conditions, is easy to operate and is suitable for mass production.

Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes

Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.

Photodegradation of sulfamethazine, sulfamethoxypiridazine, amitriptyline, and clomipramine drugs in aqueous media

The photochemical transformation of two antibacterial sulfonamides, namely sulfamethazine (SMT) and sulfamethoxypyridazine (SMP), and two tricyclic antidepressants, namely amitriptyline (AMT) and clomipramine (CMP) were investigated. Experiments conducted in river water under artificial sunlight irradiation show an acceleration of the degradation for SMT, SMP, and CMP of a factor 1.6–7.7 by comparison to purified water. This acceleration is, at least partially, due to photosensitized reactions which can occur in river water. The photodegradation of CMP was particularly fast. In addition, no degradation was observed for AMT in purified water while photosensitized reaction occurs. Under ultra-violet (254?nm) irradiation in purified water, the four drugs were degraded. Calculated quantum yields of photodegradation were of 4.3?×?10?3, 5.1?×?10?3, 7.6?×?10?3, and 65.0?×?10?3 respectively for SMT, SMP, AMT, and CMP. UV coupled with hydrogen peroxide (UV/H2O2) was used as an advanced oxidation process for water depollution. The calculated second order rate constants of reaction with hydroxyl radicals were of 5.0?×?109, 5.0?×?109, 8.0?×?109 and 9.5?×?109?L?mol?1?s?1 for SMT, SMP, AMT and CMP, respectively. Finally, the structures of photoproducts were proposed according to LC–MS/MS analyses. The elimination of SO2 was the main photochemical process for SMT and SMP. In the case of AMT and CMP, hydration and hydroxylation, respectively, were observed.

Therapeutically Active Thiazolo-Pyrimidine Derivatives

A series of thiazolo[5,4-d]pyrimidine derivatives of formula (I) or an N-oxide thereof, or a pharmaceutically acceptable salt or solvate thereof: (I) Q represents a group of formula (Qa), (Qb), (Qc), (Qd) or (Qe) are beneficial in the treatment and/or prevention of various human ailments, including inflammatory, autoimmune and oncological disorders; viral diseases; and organ and cell transplant rejection.

THERAPEUTICALLY ACTIVE THIAZOLO-PYRIMIDINE DERIVATIVES

A series of thiazolo[5,4-d]pyrimidine derivatives of formula (I) or an N-oxide thereof, or a pharmaceutically acceptable salt or solvate thereof: (I) Q represents a group of formula (Qa), (Qb), (Qc), (Qd) or (Qe) are beneficial in the treatment and/or prevention of various human ailments, including inflammatory, autoimmune and oncological disorders; viral diseases; and organ and cell transplant rejection.

Novel selective inhibitors of neutral endopeptidase for the treatment of female sexual arousal disorder. Synthesis and activity of functionalized glutaramides

Female sexual arousal disorder (FSAD) is a highly prevalent sexual disorder affecting up to 40% of women. We describe herein our efforts to identify a selective neutral endopeptidase (NEP) inhibitor as a potential treatment for FSAD. The rationale for this approach, together with a description of the medicinal chemistry strategy, lead compounds, and SAR investigations are detailed. In particular, the strategy of starting with the clinically precedented selective NEP inhibitor, Candoxatrilat, and targeting low molecular weight and relatively polar mono-carboxylic acids is described. This led ultimately to the prototype development candidate R-13, for which detailed pharmacology and pharmacokinetic parameters are presented.

COMPOUNDS AND THERAPEUTICAL USE THEREOF

Disclosed are 4-arylamino-quinazolines and analogs thereof effective as activators of caspases and inducers of apoptosis. The compounds of this invention are useful in the treatment of a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

A revision of the alcoholysis and alkanethiolysis of 3-amino-6-chloropyridazine

The synthesis of 3-amino-6-alkoxy- and 3-amino-6-alkylthiopyridazines via nucleophilic aromatic substitution on 3-amino-6-chloropyridazine is described. In contrast to literature reports, no pressure tube is required to perform these reactions.