Tag: M.W=200-250

Hallot, Andre published the artcileSynthesis and activity of 6-aryl-3-(hydroxypolymethyleneamino)pyridazines in animal models of epilepsy, Quality Control of 58059-33-9, the main research area is hydroxypolymethyleneamino pyridazine preparation anticonvulsant; piperidinopyridazine chlorophenylhydroxy preparation anticonvulsant.

Title pyridazines, e.g. I (R = ClC6H4, Cl2C6H3, thienyl, pyridyl), were synthesized and evaluated for anticonvulsant activity. The compounds were screened in mice for their ability to antagonize maximal electroshock- and bicuculline-induced seizures; neurotoxicity was evaluated in the rotorod test. The anticonvulsant activity of the most potent compounds was examined in kindled amygdaloid rats and in photoepileptic Papio papio baboons. Structure-activity relationships were examined by either varying the aryl ring in the 6-position of the pyridazine ring or by modifying the 3-amino side chain. Only the compounds with a Ph ring in the 6-position of the pyridazine ring exhibited appreciable anticonvulsant activity, and a 4-hydroxypiperidine side chain in the 3-position of the pyridazine ring appeared essential for anticonvulsant activity. Substituting the Ph ring with a Cl in the 2-position led to a substantial increase of activity and disubstituting the Ph ring with a Cl in the 2- and 4-positions yielded the most potent compounds, some of which were as potent as, or more potent than, phenobarbital. 6-(2-Chlorophenyl)-3-(4-hydroxypiperidino)pyridazine and 6-(2,4-dichlorophenyl-3-(4-hydroxypiperidino)pyridazine were selected for further studies.

Journal of Medicinal Chemistry published new progress about Anticonvulsants. 58059-33-9 belongs to class pyridazine, name is 3-Chloro-6-(3-nitrophenyl)pyridazine, and the molecular formula is C10H6ClN3O2, Quality Control of 58059-33-9.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Albright, J. D. published the artcileSynthesis and anxiolytic activity of 6-(substituted-phenyl)-1,2,4-triazolo[4,3-b]pyridazines, Category: pyridazine, the main research area is triazolopyridazine phenyl; anxiolytic phenyltriazolopyridazine; antihypertensive phenyltriazolopyridazine; diazepam binding inhibition phenyltriazolopyridazine.

Fifty-six title compounds I (R = H, Me, Ph, etc.; R1 = H, F, Cl, NO2, etc.) were prepared in 5-92% yields starting from R1C6H4COCH2CH2CO2Et. Some I show activity in tests predictive of anxiolytic activity (protection against pentylenetetrazole-induced convulsions; thirsty rat conflict procedure). I also represent a new class of compounds which inhibit 3H-diazepam binding. Structure-activity correlations, as well as the ability of I to inhibit 3H-diazepam binding (in vitro) were discussed.

Journal of Medicinal Chemistry published new progress about Antihypertensives. 58059-33-9 belongs to class pyridazine, name is 3-Chloro-6-(3-nitrophenyl)pyridazine, and the molecular formula is C10H6ClN3O2, Category: pyridazine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Steck, Edgar A. published the artcilePyridazines. VIII. 6-Aryl-3-(basically substituted) pyridazines, Safety of 3-Chloro-6-(3-nitrophenyl)pyridazine, the main research area is pyridazine phenylaminoethoxy; aminoethoxypyridazine; chloropyridazine substitution aminoethanol putrescine; cyclization chloropyridazine aminoethylphenethylamine; pyrrolidinopyridazine.

Substitution reaction of the chloropyridazines I [R = 4-ClC6H4, 3,4-Cl2C6H3, 4-MeOC6H4, 3,4-Br(MeO)C6H3, 3-O2NC6H4, 2-thienyl, 5-bromo-2-thienyl] with R1H [R1 = Et2NCH2CH2O, Et2NCH2CH2CH2CHMeNH, Et2NCH2CH(OH)CH2NH, NH2, Me2N] gave the pyridazines II. I (R = 4-ClC6H4, 3,4-Cl2C6H3) with Et2NCH2CH2CH(C6H4Cl-4)CH2NH2 also gave the pyrrolidinopyridazines III, and I (R = 4-MeOC6H4) with Et2N(CH2)3CHMeNH2 in a phenol melt at 160-5° gave 5-(diethylamino)-N,N-bis[6-(4-methoxyphenyl)-3-pyridazinyl]-2-pentylamine.

Journal of Heterocyclic Chemistry published new progress about Substitution reaction. 58059-33-9 belongs to class pyridazine, name is 3-Chloro-6-(3-nitrophenyl)pyridazine, and the molecular formula is C10H6ClN3O2, Safety of 3-Chloro-6-(3-nitrophenyl)pyridazine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Xu, Qile published the artcileSynthesis and Bioevaluation of 3,6-Diaryl-[1,2,4]triazolo[4,3-b] Pyridazines as Antitubulin Agents, Name: 3-Chloro-6-(3-nitrophenyl)pyridazine, the main research area is triazolo pyridazine preparation antitubulin antiproliferative activity SAR; [1,2,4]Triazolo[4,3-b]pyridazine; colchicine binding site; combretastatin A-4; molecular modeling; tubulin.

A series of 3,6-diaryl-[1,2,4]triazolo[4,3-b]pyridazines were designed as a class of vinylogous CA-4 analogs. The easily isomerized (Z,E)-butadiene linker of vinylogous CA-4 was replaced by a rigid [1,2,4]triazolo[4,3-b]pyridazine scaffold. Twenty-one target compounds were synthesized and exhibited moderate to potent antiproliferative activity. The compound with a 3-amino-4-methoxyphenyl moiety as the B-ring, comparable to CA-4 (IC50 = 0.009-0.012 μM), displayed the highly active antiproliferative activity against SGC-7901, A549, and HT-1080 cell lines with IC50 values of 0.014, 0.008, and 0.012 μM, resp. Tubulin polymerization experiments indicated that it effectively inhibited tubulin polymerization, and immunostaining assay revealed that it significantly disrupted tubulin microtubule dynamics. Moreover, cell cycle studies revealed that this compound dramatically arrested cell cycle progression at G2/M phase in A549 cells. Mol. modeling studies showed that it could bind to the colchicine binding site on microtubules.

ACS Medicinal Chemistry Letters published new progress about Antiproliferative agents. 58059-33-9 belongs to class pyridazine, name is 3-Chloro-6-(3-nitrophenyl)pyridazine, and the molecular formula is C10H6ClN3O2, Name: 3-Chloro-6-(3-nitrophenyl)pyridazine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Tong, Chao-Lai; Xu, Xiu-Hua; Qing, Feng-Ling published the artcile< Nucleophilic and Radical Heptafluoroisopropoxylation with Redox-Active Reagents>, Name: Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate, the main research area is heptafluoroisopropyl ether preparation; hydroxylamine oxidative heptafluoroisopropyl silver heptafluoroisopropylation; conformation; heptafluoroisopropoxylation; nucleophilic reactions; radical reactions; redox-active reagents.

The practical and efficient heptafluoroisopropoxylation reactions through the invention of a series of redox-active N-OCF(CF3)2 reagents e.g., I were described. These reagents were readily prepared from the oxidative heptafluoroisopropylation of hydroxylamines e.g., II with AgCF(CF3)2. The substitutions on the nitrogen atom significantly affected the properties and reactivities of N-OCF(CF3)2 reagents. Accordingly, two types of N-OCF(CF3)2 reagents including I and III were used as OCF(CF3)2 anion and radical precursors, resp. This protocol enables the direct heptafluoroisopropoxylation of a range of substrates, delivering the corresponding products in moderate to excellent yields.

Angewandte Chemie, International Edition published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 64067-99-8 belongs to class pyridazine, and the molecular formula is C9H8ClN3O2, Name: Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Bosset, Cyril; Beucher, Helene; Bretel, Guillaume; Pasquier, Elisabeth; Queguiner, Laurence; Henry, Cyril; Vos, Ann; Edwards, James P.; Meerpoel, Lieven; Berthelot, Didier published the artcile< Minisci-Photoredox-Mediated α-Heteroarylation of N-Protected Secondary Amines: Remarkable Selectivity of Azetidines>, Safety of Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate, the main research area is Minisci photoredox mediated alpha heteroarylation azetidine; heteroarylation azetidine spirocyclic derivative.

The development of a general, mild, and functional-group-tolerant direct functionalization of N-heteroarenes by C-H functionalization with N-protected amines, including azetidines under Minisci-mediated photoredox conditions, is reported. A broad scope of substituted azetidines, including spirocyclic derivatives, and heterocycles were explored. This reaction enables the production of sp3-rich complex druglike structures in one step from unactivated feedstock amines and heterocycles.

Organic Letters published new progress about Azetidines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 64067-99-8 belongs to class pyridazine, and the molecular formula is C9H8ClN3O2, Safety of Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Dong, Jianyang; Yue, Fuyang; Xu, Wentao; Song, Hongjian; Liu, Yuxiu; Wang, Qingmin published the artcile< Visible-light-mediated Minisci C-H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant>, Computed Properties of 64067-99-8, the main research area is alkylated heteroarene green preparation; heteroarene alkyl dihydropyridine alkylation iridium photocatalyst.

A protocol for direct visible-light-mediated Minisci C-H alkylation reactions of N-heteroarenes with 4-alkyl-1,4-dihydropyridines for synthesis of alkylated N-heteroarenes such as I at room temperature with mol. oxygen as an oxidant was reported. The protocol permitted efficient functionalization of various N-heteroarenes with a broad range of cyclic and acyclic primary, secondary and tertiary alkyl groups and was scalable to the gram level. This mild protocol used an inexpensive, green oxidant and was suitable for late-stage C-H alkylation of complex nitrogen-containing mols. Its utility was demonstrated by preparing or functionalizing several pharmaceuticals and natural products.

Green Chemistry published new progress about Dihydropyridines Role: RCT (Reactant), RACT (Reactant or Reagent). 64067-99-8 belongs to class pyridazine, and the molecular formula is C9H8ClN3O2, Computed Properties of 64067-99-8.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem