Category: pyridazine

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

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

《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

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

Winter-Holt, Jon J.; Bardelle, Catherine; Chiarparin, Elisabetta; Dale, Ian L.; Davey, Paul R. J.; Davies, Nichola L.; Denz, Christopher; Fillery, Shaun M.; Guerot, Carine M.; Han, Fujin; Hughes, Samantha J.; Kulkarni, Meghana; Liu, Zhaoqun; Milbradt, Alexander; Moss, Thomas A.; Niu, Huijun; Patel, Joe; Rabow, Alfred A.; Schimpl, Marianne; Shi, Junjie; Sun, Dongqing; Yang, Dejian; Guichard, Sylvie published an article on February 24 ,2022. The article was titled 《Discovery of a Potent and Selective ATAD2 Bromodomain Inhibitor with Antiproliferative Activity in Breast Cancer Models》, and you may find the article in Journal of Medicinal Chemistry.Related Products of 53085-52-2 The information in the text is summarized as follows:

ATAD2 is an epigenetic bromodomain-containing target which is overexpressed in many cancers and has been suggested as a potential oncol. target. While several small mol. inhibitors have been described in the literature, their cellular activity has proved to be underwhelming. In this work, we describe the identification of a novel series of ATAD2 inhibitors by high throughput screening, confirmation of the bromodomain region as the site of action, and the optimization campaign undertaken to improve the potency, selectivity, and permeability of the initial hit. The result is compound 5 (AZ13824374)(I), a highly potent and selective ATAD2 inhibitor which shows cellular target engagement and antiproliferative activity in a range of breast cancer models.6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-amine(cas: 53085-52-2Related Products of 53085-52-2) was used in this study.

6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazin-8-amine(cas: 53085-52-2) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Related Products of 53085-52-2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Klempier, Norbert; De Raadt, Anna; Griengl, Herfried; Heinisch, Gottfried published their research in Journal of Heterocyclic Chemistry on February 29 ,1992. The article was titled 《Enzymic hydrolysis of heterocyclic nitriles》.Computed Properties of C5H2ClN3 The article contains the following contents:

Chemoselective hydrolysis of heterocyclic nitriles can be achieved by an easy to use immobilized biocatalyst prepared from Rhodococcus sp. Pyrimidine-2-carbonitrile and 3-chloropyridazine-4-carbonitrile were converted into the corresponding amides, while 2-ethoxycarbonyl-4-pyridinecarbonitrile, 6-methylpyridazine-3-carbonitrile, 3-chloropyridazine-4-carbonitrile, 3-ethoxycarbonyl-4,5-dihydroisoxazole-5-carbonitrile, indole-3-carbonitrile, and indole-3-acetonitrile were hydrolyzed to the acids. In addition to this study using 3-Chloropyridazine-4-carbonitrile, there are many other studies that have used 3-Chloropyridazine-4-carbonitrile(cas: 1445-56-3Computed Properties of C5H2ClN3) 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.Computed Properties of C5H2ClN3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Wang, Pan; Yang, Zhenlin; Wang, Ziwei; Xu, Chenyang; Huang, Lei; Wang, Shengchun; Zhang, Heng; Lei, Aiwen. Computed Properties of C6H8N2O. The article was titled 《Electrochemical Arylation of Electron-Deficient Arenes through Reductive Activation》. The information in the text is summarized as follows:

An electrochem. method has been developed to achieve arylation of electron-deficient arenes through reductive activation. Various electron-deficient arenes and aryldiazonium tetrafluoroborates are amenable to this transformation within the conditions of an undivided cell, providing the desired products in up to 92 % yield. Instead of preparing diazonium reagents, these reactions can begin from anilines, and they can be carried out in one pot. ESR studies indicate that cathodic reduction of quinoxaline occurs using the transformation. Moreover, cyclic voltammetry indicates that both quinoxaline and aryl diazonium salt have relatively low reduction potentials, which suggests they can be activated through reduction during the reaction. The experimental part of the paper was very detailed, including the reaction process of 3-Ethoxypyridazine(cas: 62567-44-6Computed Properties 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.Computed Properties of C6H8N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

In 1971,Chemical & Pharmaceutical Bulletin included an article by Yanai, Mitsuji; Kinoshita, Toshio; Watanabe, Hiroshi; Iwasaki, Susumu. Name: 3,6-Dichloropyridazine-4-carboxamide. The article was titled 《Pyridazine derivatives. XIV. Synthesis and reaction of pyrimido-[4,5-c]pyridazines》. The information in the text is summarized as follows:

New pyrimido[4,5-c]pyridazines were prepared by cyclization of 3-amino-4-carbamoylpyridazines (I, R=Cl, R1=NH2; R=NH2, R1=Cl) and 3-chloro-4-(ethoxycarbonyl)pyridazine. When 3-chloro-5-hydroxypyrimido[4,5-c]pyridazine was treated with POCl3 and N,N-dimethylaniline, 1,4-dihydro-3,5-dichloro-4-[4-(N,N-dimethylamino)phenyl]pyrimido[4,5-c]pyridazine (II) was obtained; the structure was established by NMR spectra of the dechlorination and hydrolysis products. Amination of II afforded 3-chloro-5-amino compounds. In the experiment, the researchers used 3,6-Dichloropyridazine-4-carboxamide(cas: 27427-66-3Name: 3,6-Dichloropyridazine-4-carboxamide)

3,6-Dichloropyridazine-4-carboxamide(cas: 27427-66-3) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Name: 3,6-Dichloropyridazine-4-carboxamide

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Haider, Norbert; Hochholdinger, Iris; Matyus, Peter; Wobus, Andrea published an article in Chemical & Pharmaceutical Bulletin. The title of the article was 《Synthesis of ortho-functionalized 4-aminomethylpyridazines as substrate-like semicarbazide-sensitive amine oxidase inhibitors》.COA of Formula: C5H2ClN3 The author mentioned the following in the article:

A series of 4-aminomethylpyridazines and -pyridazin-3(2H)-ones (diaza-benzylamines), bearing alkylamino side chains in ortho position relative to the CH2NH2 unit, was synthesized by catalytic hydrogenation of nitriles in strongly acidic medium. N-Benzyl protecting groups either at the pyridazinone ring nitrogen or at an exocyclic nitrogen were selectively removed hydrogenolytically or by treatment with a Lewis acid. The new compounds were tested in vitro for semicarbazide-sensitive amine oxidase (SSAO) inhibitory activity and 4-(aminomethyl)-N,N’-diethylpyridazine-3,5-diamine was found to be the most active representative.3-Chloropyridazine-4-carbonitrile(cas: 1445-56-3COA of Formula: C5H2ClN3) 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.COA of Formula: C5H2ClN3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Synthetic Route of C7H9ClN2OOn September 9, 2004 ,《N-Phenyl-4-pyrazolo[1,5-b]pyridazin-3-ylpyrimidin-2-amines as Potent and Selective Inhibitors of Glycogen Synthase Kinase 3 with Good Cellular Efficacy》 was published in Journal of Medicinal Chemistry. The article was written by Tavares, Francis X.; Boucheron, Joyce A.; Dickerson, Scott H.; Griffin, Robert J.; Preugschat, Frank; Thomson, Stephen A.; Wang, Tony Y.; Zhou, Hui-Qiang. The article contains the following contents:

Glycogen synthase kinase 3 regulates glycogen synthase, the rate-determining enzyme for glycogen synthesis. Liver and muscle glycogen synthesis is defective in type 2 diabetics, resulting in elevated plasma glucose levels. Inhibition of GSK-3 could potentially be an effective method to control plasma glucose levels in type 2 diabetics. Structure-activity studies on a N-phenyl-4-pyrazolo[1,5-b]pyridazin-3-ylpyrimidin-2-amine series have led to the identification of potent and selective compounds with good cellular efficacy. Mol. modeling studies have given insights into the mode of binding of these inhibitors. Since the initial leads were also potent inhibitors of CDK-2/CDK-4, an extensive SAR was performed at various positions of the pyrazolo[1,5-b]pyridazin core to afford potent GSK-3 inhibitors that were highly selective over CDK-2. In addition, these inhibitors also exhibited very good cell efficacy and functional response. A representative example was shown to have good oral exposure levels, extending their utility in an in vivo setting. These inhibitors provide a viable lead series in the discovery of new therapies for the treatment of type 2 diabetes. In the experimental materials used by the author, we found 3-Chloro-6-propoxypyridazine(cas: 5788-60-3Synthetic Route of C7H9ClN2O)

3-Chloro-6-propoxypyridazine(cas: 5788-60-3) 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.Synthetic Route of C7H9ClN2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem