Month: October 2022

Otomasu, Hirotaka’s team published research in Chemical & Pharmaceutical Bulletin in 1964 | CAS: 62567-44-6

3-Ethoxypyridazine(cas: 62567-44-6) belongs to pyridazine derivatives.The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazines are also important because of their utility in synthetic organic chemistry and in physical organic chemistry.There are reports available for the synthesis of pyridazine and their derivatives by using 2-oxoaldehyes.Formula: C6H8N2O

The author of 《The structures of diazine N-oxides. II. Dipole moments of some alkoxy derivatives of pyrimidine, pyridazine, and their N-oxides》 were Otomasu, Hirotaka; Takahashi, Hiroshi; Ogata, Michihiko. And the article was published in Chemical & Pharmaceutical Bulletin in 1964. Formula: C6H8N2O The author mentioned the following in the article:

cf. CA 58, 5159e. The dipole moments of some diazines and their N-oxides was measured in C6H6 at 25°. [Compound and μ (D.) given]: 4-ethoxy-6-methylpyrimidine (I), 2.20; I N-oxide, 3.95; 3-methoxypyridazine (II), 2.87; II N-oxide (III), 4.80; 3-ethoxypyridazine (IV), (b14 91-3°), 3.17; IV N-oxide (V), (m. 65-7°), 4.76; 3-ethoxy-6-methylpyridazine (VI), 2.86; VI N-oxide, 5.11. The dipole moments were consistent with the moment of cis configuration. The conclusions of Hayashi, et al. (CA 58, 3425c) concerning the position of the N-oxide with respect to the alkoxyl group were confirmed. In the experimental materials used by the author, we found 3-Ethoxypyridazine(cas: 62567-44-6Formula: C6H8N2O)

3-Ethoxypyridazine(cas: 62567-44-6) belongs to pyridazine derivatives.The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazines are also important because of their utility in synthetic organic chemistry and in physical organic chemistry.There are reports available for the synthesis of pyridazine and their derivatives by using 2-oxoaldehyes.Formula: C6H8N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Kim, Chang Kon’s team published research in Bulletin of the Korean Chemical Society in 1992 | CAS: 62567-44-6

3-Ethoxypyridazine(cas: 62567-44-6) belongs to pyridazine derivatives.The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazines are also important because of their utility in synthetic organic chemistry and in physical organic chemistry.There are reports available for the synthesis of pyridazine and their derivatives by using 2-oxoaldehyes.Synthetic Route of C6H8N2O

Kim, Chang Kon; Lee, Bon Su; Lee, Ikchoon published an article on February 20 ,1992. The article was titled 《Determination of reactivity by MO theory. 78. Theoretical studies on the gas-phase pyrolysis of 2-alkoxypyrimidines, 2-alkoxypyrazines, 4-ethoxypyrimidine and 3-ethoxypyridazine》, and you may find the article in Bulletin of the Korean Chemical Society.Synthetic Route of C6H8N2O The information in the text is summarized as follows:

The gas-phase pyrolysis reactions of 2-alkoxypyrimidines (II), 2-alkoxypyrazines (III), 4-ethoxypyrimidine (IV) and 3-ethoxypyridazine (V) are investigated theor. using the AM1 MO method. These compounds pyrolyze in a concerted retro-ene process with a six-membered cyclic transition state (TS). The relative order of reactivity is (IV) > (II) > (III) > (V), which can be rationalized by the two effects arising from electron-withdrawing power of the aza-substituent: (i) electron withdrawal from the C-O bond accelerates the rate and (ii) electron withdrawal from the N1-atom, that is participating in the six-membered TS, deactivates the reaction. The exptl. result of the greatest reactivity for pyridazine, (V), cannot be explained with the AM1 results. The reactivity increase accompanied by successive methylation of the ethoxy group, ethoxy < iso-propoxy > tert-butoxy, is due to a release of steric crowding in the activation process. In the part of experimental materials, we found many familiar compounds, such as 3-Ethoxypyridazine(cas: 62567-44-6Synthetic Route of C6H8N2O)

3-Ethoxypyridazine(cas: 62567-44-6) belongs to pyridazine derivatives.The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazines are also important because of their utility in synthetic organic chemistry and in physical organic chemistry.There are reports available for the synthesis of pyridazine and their derivatives by using 2-oxoaldehyes.Synthetic Route of C6H8N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Boamah, Philip Y.’s team published research in Archiv der Pharmazie (Weinheim, Germany) in 1990 | CAS: 1445-56-3

3-Chloropyridazine-4-carbonitrile(cas: 1445-56-3) belongs to pyridazine derivatives.The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazines are also important because of their utility in synthetic organic chemistry and in physical organic chemistry.There are reports available for the synthesis of pyridazine and their derivatives by using 2-oxoaldehyes.Safety of 3-Chloropyridazine-4-carbonitrile

《Pyridazine analogs of biologically active compounds. VI. Pyrido[2,3-c]pyridazines structurally related to nalidixic acid》 was written by Boamah, Philip Y.; Haider, Norbert; Heinisch, Gottfried. Safety of 3-Chloropyridazine-4-carbonitrile And the article was included in Archiv der Pharmazie (Weinheim, Germany) on April 30 ,1990. The article conveys some information:

Synthesis of 8-alkyl-5,8-dihydro-5-oxopyrido[2,3-c]pyridazine-6-carboxylic acids I (R = Et, Pr, Me2CH, cyclopropyl) starting from 3-chloro-4-pyridazinecarbonitrile is reported. I do not exhibit significant (gyrase-inhibiting) antibacterial activity. In addition to this study using 3-Chloropyridazine-4-carbonitrile, there are many other studies that have used 3-Chloropyridazine-4-carbonitrile(cas: 1445-56-3Safety of 3-Chloropyridazine-4-carbonitrile) was used in this study.

3-Chloropyridazine-4-carbonitrile(cas: 1445-56-3) belongs to pyridazine derivatives.The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazines are also important because of their utility in synthetic organic chemistry and in physical organic chemistry.There are reports available for the synthesis of pyridazine and their derivatives by using 2-oxoaldehyes.Safety of 3-Chloropyridazine-4-carbonitrile

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Kuraishi, Tsukasa’s team published research in Pharmaceutical Bulletin in 1956 | 20744-39-2

Pharmaceutical Bulletin published new progress about UV and visible spectra. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Name: Pyridazin-4-amine.

Kuraishi, Tsukasa published the artcile< Synthesis of 4-aminopyridazine>, Name: Pyridazin-4-amine, the main research area is PYRIDINES/preparation of.

3,4,6-Trichloropyridazine (20 g.) heated 5 hrs. in a sealed tube in an oil bath at 100-5° with absolute EtOH saturated with NH3 and the solvent removed in vacuo yielded 7 g. 4-amino-3,6-dichloropyridazine (I), m. 203° (from H2O). This (2 g.) in 30 cc. MeOH containing 1 g. NaOH catalytically hydrogenated (Pd-C), the solvent distilled, and the residue extracted with AcOEt yielded 1 g. 4-aminopyridazine (II), m. 129-31. Absorption maximum in EtOH were: II, 252 and 281 mμ (ε 11,350 and 3,690); 3-aminopyridazine (Steck, et al., C.A. 49, 8987h), 234 and 301-2 mμ (ε 9.200 and 2,400); and I, 256 and 294-5 mμ (ε 9,800 and 4,500).

Pharmaceutical Bulletin published new progress about UV and visible spectra. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Name: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Chen, Ying-Chu’s team published research in Bioconjugate Chemistry in 2020-03-18 | 20744-39-2

Bioconjugate Chemistry published new progress about Anilines Role: CMB (Combinatorial Study), RCT (Reactant), RACT (Reactant or Reagent). 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Related Products of 20744-39-2.

Chen, Ying-Chu; Faver, John C.; Ku, Angela F.; Miklossy, Gabriella; Riehle, Kevin; Bohren, Kurt M.; Ucisik, Melek N.; Matzuk, Martin M.; Yu, Zhifeng; Simmons, Nicholas published the artcile< C-N Coupling of DNA-Conjugated (Hetero)aryl Bromides and Chlorides for DNA-Encoded Chemical Library Synthesis>, Related Products of 20744-39-2, the main research area is DNA encoded heteroaryl amide library synthesis.

DNA-encoded chem. library (DECL) screens are a rapid and economical tool to identify chem. starting points for drug discovery. As a robust transformation for drug discovery, palladium-catalyzed C-N coupling is a valuable synthetic method for the construction of DECL chem. matter; however, currently disclosed methods have only been demonstrated on DNA-attached (hetero)aromatic iodide and bromide electrophiles. We developed conditions utilizing an N-heterocyclic carbene-palladium catalyst that extends this reaction to the coupling of DNA-conjugated (hetero)aromatic chlorides with (hetero)aromatic and select aliphatic amine nucleophiles. In addition, we evaluated steric and electronic effects within this catalyst series, carried out a large substrate scope study on two representative (hetero)aryl bromides, and applied this newly developed method within the construction of a 63 million-membered DECL.

Bioconjugate Chemistry published new progress about Anilines Role: CMB (Combinatorial Study), RCT (Reactant), RACT (Reactant or Reagent). 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Related Products of 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Garcia-Carceles, Javier’s team published research in Journal of Medicinal Chemistry in 2017-12-14 | 20744-39-2

Journal of Medicinal Chemistry published new progress about 5-HT2C receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Product Details of C4H5N3.

Garcia-Carceles, Javier; Decara, Juan M.; Vazquez-Villa, Henar; Rodriguez, Ramon; Codesido, Eva; Cruces, Jacobo; Brea, Jose; Loza, Maria I.; Alen, Francisco; Botta, Joaquin; McCormick, Peter J.; Ballesteros, Juan A.; Benhamu, Bellinda; Rodriguez de Fonseca, Fernando; Lopez-Rodriguez, Maria L. published the artcile< A Positive Allosteric Modulator of the Serotonin 5-HT2C Receptor for Obesity>, Product Details of C4H5N3, the main research area is anorectic serotonin receptor modulator preparation obesity benzylindolyl methylpyridinamine.

The 5-HT2CR agonist lorcaserin, clin. approved for the treatment of obesity, causes important side effects mainly related to subtype selectivity. In the search for 5-HT2CR allosteric modulators as safer antiobesity drugs, a chem. library from Vivia Biotech was screened using ExviTech platform. Structural modifications of identified hit VA240 in synthesized analogs 6-41 afforded compound 11 (N-[(1-benzyl-1H-indol-3-yl)methyl]pyridin-3-amine, VA012), which exhibited dose-dependent enhancement of serotonin efficacy, no significant off-target activities, and low binding competition with serotonin or other orthosteric ligands. PAM 11 was very active in feeding inhibition in rodents, an effect that was not related to the activation of 5-HT2AR. A combination of 11 with the SSRI sertraline increased the anorectic effect. Subchronic administration of 11 reduced food intake and body weight gain without causing CNS-related malaise. The behavior of compound 11 identified in this work supports the interest of a serotonin 5-HT2CR PAM as a promising therapeutic approach for obesity.

Journal of Medicinal Chemistry published new progress about 5-HT2C receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Product Details of C4H5N3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Zhang, Hai-xiang’s team published research in Yingyong Huagong in 2013-08-28 | 20744-39-2

Yingyong Huagong published new progress about 20744-39-2. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Category: pyridazine.

Zhang, Hai-xiang; Hong, Dong-feng; Chen, Cheng-liang published the artcile< Synthesis of 4-aminopyridazine>, Category: pyridazine, the main research area is dichloro amino pyridazine amino synthesis yield.

The starting material 3,6-dichloropyridazine reacted with chlorine to produce 3,4,6-trichloropyridazine, then followed with methanol and ammonia to synthesize 3,6-dichloro-4-aminopyridazine, which via catalytic dechlorination reaction achieved object compound 4-amino pyridazine and gave a 48.2% overall molar yield. Its structure was analyzed and characterized through m.p. testing, 1H NMR and mass spectrometry.

Yingyong Huagong published new progress about 20744-39-2. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Category: pyridazine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Ding, Xiao’s team published research in Bioorganic & Medicinal Chemistry Letters in 2019-01-15 | 20744-39-2

Bioorganic & Medicinal Chemistry Letters published new progress about Central nervous system. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Formula: C4H5N3.

Ding, Xiao; Stasi, Luigi Piero; Dai, Xuedong; Long, Kai; Peng, Cheng; Zhao, Baowei; Wang, Hailong; Sun, Changhui; Hu, Huan; Wan, Zehong; Jandu, Karamjit S.; Philps, Oliver J.; Chen, Yan; Wang, Lizhen; Liu, Qian; Edge, Colin; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng published the artcile< 5-Substituted-N-pyridazinylbenzamides as potent and selective LRRK2 inhibitors: Improved brain unbound fraction enables efficacy>, Formula: C4H5N3, the main research area is CNS penetration LRRK2 Parkinson’s disease PFI unbound fraction; CNS penetration; LRRK2; PFI; Parkinson’s disease; Unbound fraction.

We describe the discovery and optimization of 5-substituted-N-pyridazinylbenzamide derivatives as potent and selective LRRK2 inhibitors. Extensive SAR studies led to the identification of compounds 18 and 23, which demonstrated good in vitro pharmacokinetic profile and excellent selectivity over 140 other kinases. Both compounds demonstrated high unbound fractions in both blood and brain. Compound 18, 2-(benzyloxy)-5-morpholino-N-(pyridazin-4-yl)benzamide [2305380-32-7], proved to be brain penetrant, and the high unbound fraction of compound 18 in brain enabled its in vivo efficacy in CNS, wherein a significant inhibition of LRRK2 Ser935 phosphorylation was observed in rat brain following i.v. infusion at 5 mg/kg/h.

Bioorganic & Medicinal Chemistry Letters published new progress about Central nervous system. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Formula: C4H5N3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Ren, Huiyu’s team published research in Journal of Medicinal Chemistry in 2020-12-10 | 20744-39-2

Journal of Medicinal Chemistry published new progress about Antitumor agents. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Computed Properties of 20744-39-2.

Ren, Huiyu; Bakas, Nicole A.; Vamos, Mitchell; Chaikuad, Apirat; Limpert, Allison S.; Wimer, Carina D.; Brun, Sonja N.; Lambert, Lester J.; Tautz, Lutz; Celeridad, Maria; Sheffler, Douglas J.; Knapp, Stefan; Shaw, Reuben J.; Cosford, Nicholas D. P. published the artcile< Design, Synthesis, and Characterization of an Orally Active Dual-Specific ULK1/2 Autophagy Inhibitor that Synergizes with the PARP Inhibitor Olaparib for the Treatment of Triple-Negative Breast Cancer>, Computed Properties of 20744-39-2, the main research area is pyrimidine synthesis anticancer ULK1 ULK2 PARP breast cancer autophagy.

Inhibition of autophagy, the major cellular recycling pathway in mammalian cells, is a promising strategy for the treatment of triple-neg. breast cancer (TNBC). We previously reported SBI-0206965, a small mol. inhibitor of unc-51-like autophagy activating kinase 1 (ULK1), which is a key regulator of autophagy initiation. Herein, we describe the design, synthesis, and characterization of new dual inhibitors of ULK1 and ULK2 (ULK1/2). One inhibitor, SBP-7455 (compound 26), displayed improved binding affinity for ULK1/2 compared with SBI-0206965, potently inhibited ULK1/2 enzymic activity in vitro and in cells, reduced the viability of TNBC cells and had oral bioavailability in mice. SBP-7455 inhibited starvation-induced autophagic flux in TNBC cells that were dependent on autophagy for survival and displayed synergistic cytotoxicity with the poly (ADP-ribose) polymerase (PARP) inhibitor olaparib against TNBC cells. These data suggest that combining ULK1/2 and PARP inhibition may have clin. utility for the treatment of TNBC.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Computed Properties of 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

 

Gumus, Selcuk’s team published research in Turkish Journal of Chemistry in 2011 | 20744-39-2

Turkish Journal of Chemistry published new progress about Aromaticity. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Reference of 20744-39-2.

Gumus, Selcuk published the artcile< A computational study on substituted diazabenzenes>, Reference of 20744-39-2, the main research area is aromaticity diazabenzene substituent effect.

The results of computational calculations on the aromaticity of the monosubstituted diazabenzenes (pyridazine, pyrimidine, and pyrazine) are reported herein. The aromaticity of the parent heterocycle was enhanced by substitution of strong electron-withdrawing groups. The effects of the position of the substituent on the aromaticity and the stability of the system were also studied by studying all possible derivatives of the systems.

Turkish Journal of Chemistry published new progress about Aromaticity. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Reference of 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem