Heterocyclic Building Blocks-Pyridazine

Olesen, Preben H.; Kappe, Thomas; Becher, jan published their research in Journal of Heterocyclic Chemistry on December 31 ,1988. The article was titled 《Pyridazines with heteroatom substituents in position 3 and 5. 2. Regioselective introduction of mercapto groups in pyridazines》.Application In Synthesis of 4,6-Dichloro-3-phenylpyridazine The article contains the following contents:

The nucleophilic substitution of halogen in 3,5-dichloro-6-phenylpyridazine (I), 5-chloro-2-methyl-6-phenylpyridazin-3(2H)-one (II, R = Cl, R1 = Me, X = O) and 3-chloro-2-methyl-6-phenylpyridazin-5(2H)-one (III, R = Cl, R1 = Me) with MeONa, EtONa, and Me3CSNa is described. In the last type of compounds, the Me3CS groups can be eliminated regioselectively with Lewis acids, resulting in the formation of monomercapto and monothiopyridazines II (R = SH, R1 = H, Me, X = O, S) and III (R = SH, R1 = H, Me). After reading the article, we found that the author used 4,6-Dichloro-3-phenylpyridazine(cas: 40020-05-1Application In Synthesis of 4,6-Dichloro-3-phenylpyridazine)

4,6-Dichloro-3-phenylpyridazine(cas: 40020-05-1) belongs to pyridazine. The pyridazine moiety is an important structural feature of various pharmacologically important compounds with activities like antimicrobial, analgesic, anti-inflammatory, antiplatelet, anticancer, antisecretory, antiulcer, antidepressant, neuroleptic, sedative-hypnotic, anticonvulsant, immunosuppressant, cardiotonic, vasodilator, antiarrhythmic, and hypocholesterolaemic. Application In Synthesis of 4,6-Dichloro-3-phenylpyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

《Hydrophobicity parameters determined by reversed-phase liquid chromatography. IX. Relationship between capacity factor and water-octanol partition coefficient of monosubstituted pyrimidines》 was written by Yamagami, Chisako; Yokota, Miho; Takao, Narao. HPLC of Formula: 62567-44-6 And the article was included in Chemical & Pharmaceutical Bulletin on April 30 ,1994. The article conveys some information:

The capacity factors, k’, of 2- and 5-substituted pyrimidines were determined by reversed-phase high performance liquid chromatog. (RPLC). The log k’ values were correlated with log P by using correction terms for the hydrogen-bond effects of the aza functions of the diazine ring and the substituent. By analogy with the case of the pyrazine series previously studied, a correlation equation with indicator variables categorizing the type and strength of the substituent hydrogen-bonding, and the elec. constant of substituents as addnl. parameters was obtained to describe the correlation between log k’ and log P. Suitable mobile-phase conditions to predict reliable log P values are proposed. In the experiment, the researchers used many compounds, for example, 3-Ethoxypyridazine(cas: 62567-44-6HPLC of Formula: 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.HPLC of Formula: 62567-44-6

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

In 1977,Chemical & Pharmaceutical Bulletin included an article by Hasegawa, Hiroshi; Arai, Heihachiro; Igeta, Hiroshi. Category: pyridazine. The article was titled 《Studies on pyridazines. XXVI. The reaction of substituted N-acetyliminopyridazinium ylides with benzyne》. The information in the text is summarized as follows:

Reaction of N-acetyliminopyridazinium ylides I (R = Me, MeO, EtO, Ph, piperidino; R1 = R2 = H; R = MeO, R1 = Me, R2 = H; R = MeO, R1 = H, R2 = Me) with benzyne gave 1,3-dipolar cycloadducts II. Photolysis of II (R = MeO, EtO; R1 = R2 = H) gave α-alkoxynaphthalene and 3-(2-acetamidophenyl)pyridazines. Photolysis of II (R = Me, R1 = R2 = H) gave the indazolo[2,3-b]pyridazine (III). Reaction of II (R = MeO, Ph; R1 = R2 = H) with base gave 3-vinylindazole and the dihydroindazolopyridazine IV (R3 = MeO, Ph). Reaction of 3-pyridazinol 1-oxide with benzyne gave a 1,3-cycloadduct, which underwent N-O bond fission to give the pyridazinone V. In the experiment, the researchers used 3-Ethoxypyridazine(cas: 62567-44-6Category: pyridazine)

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.Category: pyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

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; 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

《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