Syntheses of 3- and 4-Alkylaminomethylpyridazines

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概要

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• Several 3- and 4-alkylaminomethylpyridazines were prepared from 3-hydroxypyridazine 1-oxide and 3-hydroxy-6-chloropyridazine 1-oxide, respectively, using the Mannich reaction. 3,5-Bis (morpholinomethyl) pyridazine was analogously prepared from 3-hydroxy-pyridazine 1-oxide.

• 公益社団法人日本薬学会の論文
• 1973-07-25

著者

• 神谷 庄造

  National Institute of Hygienic Sciences, University of Tokyo

• 大草 源三

  Okusa Pharmaceutical Co. Ltd.

• 神谷 庄造

  National Institute Of Hygienic Sciences

関連論文

• Degradation of 1,3-Diaryl-1-nitrosoureas in Aqueous Solutions and in Organic Solvents(Organic,Chemical)
• Cyclization of 1-Aryl-1-nitroso-3-(2-pyridymethyl)ureas to 2-Aryl-5-(2-pyridyl)-2,4-dihydro-1,2,4-triazol-3-ones
• Synthesis, Chemical Properties and Mutagenicity of 1,6- and 3,6-Dinitrobenzo[a]pyrenes
• Synthesis of Antitumor Pyridine and Pyridazine N-Oxides having (2-Chloroethyl) nitrosoureidomethyl and Bis (2-chloroethyl)-aminomethyl Groups
• Antitumor Activity of 4-Nitropyridazine 1-Oxides and Related Compounds for AH-13
• Mutagenic and Prophage-inducing Activities of 1-Alkyl-3-nitrol-nitrosoguanidines
• Reactions of 1-Nitroso-1-phenyl-3-(4-pyridylmethyl)ureas
• Cyclization of (2-Hydroxyethyl) urea Derivatives to Give 3-Nitroso-2-oxazolidinones under Usual Nitrosation Conditions
• Action Mechanism of Anti-AH13 Activity of 1,3-Diaryl-1-nitrosoureas and Related Compounds
• Nitrosation of 1,3-Diarylureas with Nitrosyl Chloride, Dinitrogen Trioxide and Dinitrogen Tetroxide in Dimethylformamide
• Antitumor Activity of 2-Acylamino-1,3,4-thiadiazoles and Related Compounds
• Thermal Decomposition of 1,3-Diaryl-1-nitrosoureas in Benzene
• Antitumor Activity of 3-Nitroso-2-oxazolidones
• N-アルキル-N-ニトロソウレタン類の製造(資料)
• Thermolysis of N-Aryl-N-nitrosoureas to Afford Aryl Isocyanates and Nitrosamines via O-Nitrosoisourea Intermediates
• 1,3-Nitroso Rearrangement and Transnitrosation of 1-Aryl-3-benzyl-1-nitrosoureas Which Decompose to Liberate Nitrosyl Radical under Mild Conditions
• Different Sensitivities of Rat Ascites Hepatoma AH13 and Mouse Lymphoid Leukemia L1210 Cells to Typical N-Nitrosoureas
• Reactions of 1-(2-Chloroethyl)-1-nitroso-3-(3-pyridylmethyl) urea N_-Oxide with Several Biological Model Compounds
• Nitrosation of 1-Substituted 3-(2-Pyridylmethyl) ureas and Related Compounds
• Syntheses of Arylcyanotriazenes and Related Compounds
• Rearrangement of 1-Substituted 3-(3-Pyridylmethyl) nitrosoureas to Their N-Nitroso Isomers in the Presence of Acids
• Synthesis of 4-Azidoquinoline 1-Oxides and Related Compounds
• Syntheses of 4-(3-Cyano-1-triazeno) pyridazine 1-Oxides Related Compounds
• Syntheses of 4-(3-Cyano-1-triazeno) pyridines and Related Compounds
• Tumors of the upper digestive tract of ACI/N rats given N-propyl-N-nitrosourethan in the drinking water
• Syntheses of 3- and 4-Alkylaminomethylpyridazines
• The Alkylaminomethylation of Pyridazinol N-Oxides. V. The Reaction of 3-Pyridazinol 1-Oxide with Formalin and Hydrohalogenic Acids
• The C-Alkylaminomethylation of Pyridazinol N-Oxides. III. The Mannich Reaction of 5-Pyridazinol 1-Oxide
• The C-Alkylaminomethylation of 3-Pyridazinol 1-Oxide Derivatives. II. The C-Alkylaminomethylation of 6-Substituted 3-Pyridazinol 1-Oxides.
• Reaction of N-Haloamide. VII. A Cleavage Reaction of Ether with N, N-Dihalobenzenesulfonamide. (2). Reactions of Tetrahydrofuran with N, N-Dibromobenzenesulfonamide, N-Bromosuccinimide, or Bromine. (1)
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• Potential Anti-cancer Agents. XI. Synthesis of 4- and 5-Azidopyridazine 1-Oxide.
• Potential Anti-cancer Agents. X. Syntheses and Reactions of 3- and 6-Azidopyridazine 1-Oxide.
• Potential Anti-cancer Agents. II. 4-Azidoquinoline and 4-Azidopyridine Derivatives.
• The C-Alkylaminomethylation of Pyridazinol N-Oxides. IV. The Mannich Reaction of 3-and 5-Pyridazinol 1-Oxides using Primary Amines
• Nitrosation of 1-(2-Chloroethyl)-and 1-Cyclohexyl-3-(3-pyridyl) methylureas
• Pyridine Analogs of 1-Methyl-3-nitro-1-nitrosoguanidine and Related Compounds
• Syntheses of 1-Alkoxy-3,6-dimethyl-5-nitro-4 (1H)-pyridazinones and Related Compounds
• The Mannich Reaction of 3,6-Dimethyl-5-hydroxypyridazine 1-Oxide
• Studies on Fused Hydrazines. IV. Some Rearrangement Reactions of 4-Methyl-2,3,5,10-tetrahydro-1H-pyrazolo [1,2-b] phthalazinium Iodide and Related Compounds to N-Aminoalkylisoindole or N-Aminoalkyl-pyrrole
• A Convenient Synthesis of 1-(2-Halogenoethyl)-3-nitro-1-nitrosoguanidines
• Studies on Fused Hydrazines. III. The Alkaline Decomposition of 2,3,5,10-Tetrahydro-1H-pyrazolo [1,2-b] phthalazine Methiodide and Related Compounds
• Studies on Fused Hydrazines. II. The Stevens-Type Rearrangement of 2,3,5,10-Tetrahydro-1H-pyrazolo [1,2-b] phthalazin-5-one Methiodide and Related Compounds
• 窒素複素環化合物のPrototropic Tautomerismに関する研究(第3報) : Phthalic Hydrazide環のLactam-NHを含むRing-Chain Tautomerismにおける立体特異性について
• Synthesis of 2,3,5,10-Tetrahydro-1H-pyrazolo[1,2-b]phthalazines
• Studies on Prototropic Tautomerism in Nitrogen Heterocyclic Compounds. II. A Ring-Chain Tautomerism in 3-Hydroxy-6-(2-oxocycloalkyl)-methyl-2(1H)-pyridone and 3-Hydroxy-6-(3-oxoalkyl)-2(1H)-pyridone Derivatives
• Studies on Prototropic Tautomerism in Nitrogen Heterocyclic Compounds. I. The Mannich Reaction of 2(1H)-Pyridone and 3-Hydroxy-2(1H)-pyridone
• Ring-Substituted α-Amino Acids. I. The Michael-type Addition of Maleic Hydrazide and Related Compounds leading to the α-Amino Acids.
• Ring-substituted α-Amino Acids. II. The Reaction of Cyclic Lactams with Methyl Vinyl Ketone leading to the α, γ-Diaminobutyric Acid Derivatives.

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