Category: 7145-60-0

Crossland, Ingolf published the artcileDihydropyridazines. XII. Stereochemical course of protonation of pyridazine Grignard adducts, Synthetic Route of 7145-60-0, the main research area is pyridazine Grignard adduct conformation.

Three Grignard-pyridazine adducts (I,R = Me3C, R1 = MeO; R = Ph R1 = MeO; R = Me3C, R1 = Me2N) were prepared The chem. shifts and coupling constants of the 3 ring protons of I were determined and compared with the deuterated analogs. The results showed that the proton introduced during hydrolysis assumed a pseudoaxial position and thus was identical with the proton introduced by base-catalyzed exchange of II(R2 = Me3C and Ph).

Acta Chemica Scandinavica (1947-1973) published new progress about pyridazine Grignard adduct conformation. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Synthetic Route of 7145-60-0.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Cookson, R. F. published the artcileBasicities of pyridazine derivatives, Application of 6-Chloro-N,N-dimethylpyridazin-3-amine, the main research area is Hammett basicity pyridazine; pyridazone oxygen protonation Hammett; protonation pyridazine mechanism.

The Hammett free-energy relation was used to correlate the differences in basicity of six 3-(dimethylamino)pyridazines, five 3-chloropyridazines, and seven 3-pyridazones with substituent constants; protonation occurred ortho to the Me2N group of the (dimethylamino)pyridazines, meta to the Cl of the chloropyridazines, and on the exocyclic O of the pyridazones.

Journal of the Chemical Society, Perkin Transactions 9: Physical Organic Chemistry published new progress about Hammett basicity pyridazine; pyridazone oxygen protonation Hammett; protonation pyridazine mechanism. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Application of 6-Chloro-N,N-dimethylpyridazin-3-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Matsumoto, Kiyoshi published the artcileSelectivity in consecutive SNAr-dequaternization reactions of chlorodiazines with tertiary amines, Safety of 6-Chloro-N,N-dimethylpyridazin-3-amine, the main research area is dequaternization reaction chloropyrimidine tertiary amine; chloropyrimidine amination tertiary amine; dealkylation tertiary amine amination chlorodiazine; alkylmethylaminodiazine; diazine alkylmethylamino.

Consecutive SNAr-dealkylation reactions of chlorodiazines, such as, 2-chloropyrimidine (I) and 3,6-dichloropyridazine, with tertiary amines took place in a highly selective fashion. Thus, I was treated with Me2N(CH2)7Me in THF at 100° under 8 kbar pressure to give 97% 2-(methyloctylamino)pyrimidine (II) and 2% 2-(dimethylamino)pyrimidine (III).

Synthetic Communications published new progress about Amination. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Safety of 6-Chloro-N,N-dimethylpyridazin-3-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Crossland, Ingolf published the artcileDimethylamination of chloropyridazines, Product Details of C6H8ClN3, the main research area is PYRIDAZINES CHLORO AMINATION.

3,6-Dichloropyridazine, 4-methyl-3,6-dichloropyridazine, the 2 trichloropyridazines, and tetrachloropyridazine are treated with aqueous Me2NH in EtOH at reflux temperature In no case is more than 1 dimethylamino group introduced, the 4- (or 5-) position being substituted in the tri- and tetra-chlorinated pyridazines. The reaction products are reductively dehalogenated and subsequently identified by N.M.R. anal. The Cl atoms ortho to the dimethylamino group are preferentially eliminated by hydrogenolysis.

Acta Chemica Scandinavica (1947-1973) published new progress about Amination. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Product Details of C6H8ClN3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Cookson, R. F. published the artcileBasicities of pyridazine derivatives, Formula: C6H8ClN3, the main research area is Hammett basicity pyridazine; pyridazone oxygen protonation Hammett; protonation pyridazine mechanism.

The Hammett free-energy relation was used to correlate the differences in basicity of six 3-(dimethylamino)pyridazines, five 3-chloropyridazines, and seven 3-pyridazones with substituent constants; protonation occurred meta to the Me2N group of the (dimethylamino)-pyridazines, ortho to the Cl of the chloropyridazines, and on the exocyclic O of the pyridazones.

Journal of the Chemical Society, Perkin Transactions 10: Physical Organic Chemistry published new progress about Ionization. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Formula: C6H8ClN3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Ibrahim, Tamer H. published the artcileSynthesis of Some Novel 2,6-Disubstituted Pyridazin-3(2H)-one Derivatives as Analgesic, Anti-Inflammatory, and Non-Ulcerogenic Agents, Formula: C6H8ClN3, the main research area is alkyl phenoxypyridazinone preparation analgesic antiinflammatory ulcerogenic cyclooxygenase inhibitor SAR; benzyl aminopyridazinone preparation analgesic antiinflammatory ulcerogenic cyclooxygenase inhibitor SAR; aralkyl pyrazolylpyridazinone preparation analgesic antiinflammatory ulcerogenic cyclooxygenase inhibitor SAR; Analgesic activity; Anti-inflammatory; COX-1; COX-2; Pyridazinone.

Some novel 2,6-disubstituted pyridazine-3(2H)-one derivatives I [R1 = p-tolyl, benzyl, 2,6-di-MeC6H3, etc; R2 = Et, Ph, 4-Br-C6H4, phthalimido; X = N, O] and II [R3 = Ph, 4-Br-C6H4, phthalimido] were synthesized and evaluated for in-vitro cyclooxygenase-2 (COX-2) inhibitory efficacy. Compounds I [R1 = o-tolyl, R2 = phthalimido, X = O; R1 = o-tolyl, R2 = Et, X = O] and II [R3 = Ph] showed the most potent COX-2 inhibitory activity with IC50 values of 0.19, 0.11, and 0.24 μM, resp. The synthesized compounds with the highest COX-2 selectivity indexes were evaluated for their anti-inflammatory, analgesic, and ulcerogenic activities. Compounds I [R1 = o-tolyl, R2 = Et, X = O] and II [R3 = Ph] demonstrated the most potent and consistent anti-inflammatory activity over the synthesized compounds, which was significantly higher than that of celecoxib in the carrageenin rat paw edema model and with milder ulcer scoring than that of indomethacin in the ulcerogenicity screening.

Archiv der Pharmazie (Weinheim, Germany) published new progress about Analgesics. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Formula: C6H8ClN3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Landquist, Justus K. published the artcilePyridazines. II. Reaction of polychloropyridazines with trimethylamine, Category: pyridazine, the main research area is chloropyridazine amination; pyridazines chloro amination; triazine chloro amination; pyrimidines chloro amination; cyanuric chloride amination; trimethylamine amination pyridazines; ammoniums pyridazines.

3,6-Dichloro-, 3,4,6-trichloro-, 3,4,5-trichloro-, and 3,4,5,6-tetrachloropyridazine reacted with Me3N to give trimethylpyridazinylammonium chlorides, which, with the exception of (5,6-dichloro-3-pyridazinyl)ammonium chloride, underwent demethylation in the reaction mixture at room temperature to give (dimethylamino)pyridazines. The position of substitution was governed by steric requirements. 4,6-Dichloropyrimidine, 4,5,6-trichloropyrimidine, cyanuric chloride, and 4-butoxy-3,6-dichloropyridazine were also dimethylaminated by Me3N.

Journal of the Chemical Society [Section] C: Organic published new progress about Demethylation. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Category: pyridazine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Sengmany, Stephane published the artcileSynthesis and biological evaluation of 3-amino-, 3-alkoxy- and 3-aryloxy-6-(hetero)arylpyridazines as potent antitumor agents, Formula: C6H8ClN3, the main research area is aryl pyridazine preparation antitumor toxicity human; chloropyridazine aryl halide electrochem reductive coupling nickel catalyst; Arylpyridazines; Biological evaluation; Cytotoxic activity; Electrosynthesis; Nickel catalysis.

Various 3-amino-6-arylpyridazines I [R = Me2N, pyrrol-1-yl, morpholino, etc.; Ar = C6H5, 3-MeC6H4, 3-thienyl, etc.] and 3-aryloxy- and alkoxy-6-arylpyridazines II [R1 = Et, C6H5, 4-FC6H4, etc.] were synthesized by an electrochem. reductive cross-coupling between chloropyridazines and aryl or heteroaryl halides. In vitro antiproliferative activity of these products I and II was evaluated against a representative panel of cancer cell lines and oncogenicity prevention of the more efficient derivatives was highlighted on human breast cancer cell line MDA-MB 468-Luc prior establishing their interaction with p44/42 and Akt-dependent signaling pathways. The highest in vitro antiproliferative activity was found for compound I [R = Et2N; Ar = 4-MeO2CC6H4] and also showed a potent ability to inhibit clonogenicity of human breast cancer cell line. The toxicity of the most active compounds I [R = Et2N; Ar = 4-MeO2CC6H4, 4-EtO2CC6H4] was further evaluated in vitro on human hepatocytes and in vivo on zebrafish assays.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Formula: C6H8ClN3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Crossland, Ingolf published the artcileAddition of Grignard reagents to pyridazines. X. 3-Chloro-6-dimethylaminopyridazine, Safety of 6-Chloro-N,N-dimethylpyridazin-3-amine, the main research area is pyridazines Grignard alkylation; Grignard alkylation pyridazines; alkylation Grignard pyridazines.

The reaction of 3-chloro-6-dimethylaminopyridazine with EtMgBr and PhMgBr gives 5-substituted-3-chloro-4,5-dihydro-6-dimethylaminopyridazines; the corresponding reactions with tert-BuMgBr afford 4-alkylated-4,5-dihydropyridazines. Iso-PrMgBr gives about equal amounts of the two isomers. The dihydropyridazines are identified by oxidation to the corresponding 4- or 5-substituted 3-chloro-6-dimethylaminopyridazines, which are subsequently dehalogenated and subjected to NMR anal. The results may be rationalized in terms of electronic and steric effects.

Acta Chemica Scandinavica (1947-1973) published new progress about Grignard reaction. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Safety of 6-Chloro-N,N-dimethylpyridazin-3-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pifferi, Giorgio published the artcileSynthesis and antihypertensive properties of new 3-hydrazinopyridazine derivatives, Safety of 6-Chloro-N,N-dimethylpyridazin-3-amine, the main research area is antihypertensive hydrazinopyridazine derivative; pyridazine hydrazino derivative antihypertensive.

Of a series of 19 title compounds substituted in the 6 position with a primary or secondary amine or an alkoxy group, several were more active than hydralazine [86-54-4] in cats as hypotensive agents and as antihypertensive agents in renal hypertensive rats. I [56393-22-7] and II [56393-23-8], prepared from 3,6-dichloropyridazine [141-30-0] by displacement of 1 Cl with the appropriate amine, followed by reaction with hydrazine and benzaldehyde, followed by hydrolysis of the hydrazone, displayed high potency and low toxicity in the tests. I reduced peripheral resistance and increased aortic, femoral, and coronary blood flow in dogs. Structure-activity relations are discussed.

Journal of Medicinal Chemistry published new progress about Antihypertensives. 7145-60-0 belongs to class pyridazine, name is 6-Chloro-N,N-dimethylpyridazin-3-amine, and the molecular formula is C6H8ClN3, Safety of 6-Chloro-N,N-dimethylpyridazin-3-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem