N,N-Dimethyl-N'-(dimethylamino-selenocarbonyl)-formamidin | 864053-77-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-Dimethyl-N'-(dimethylamino-selenocarbonyl)-formamidin
• 英文别名: N,N-dimethyl-N'-(dimethylaminoselenocarbonyl)formamidine；N,N-dimethyl-N'-(dimethylaminomethylidene)selenourea；N,N-dimethyl-N'-(dimethylselenocarbamoyl)formamidine；(3E)-3-(dimethylaminomethylidene)-1,1-dimethylselenourea
• CAS: 864053-77-0
• 化学式: C₆H₁₃N₃Se
• 分子量: 206.149
• InChiKey: INVTWRRDDCLHFF-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.61
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-溴-1,1,1-三氟丙酮 、 N,N-Dimethyl-N'-(dimethylamino-selenocarbonyl)-formamidin 以 二氯甲烷 为溶剂， 反应 0.5h， 以82%的产率得到5-trifluoroacetyl-2-dimethylamino-1,3-selenazole
  参考文献：
  名称：

  硒氮杂二烯与α-卤代酮反应制备5-酰基-2-氨基-1,3-硒唑

  摘要：

  硒氮杂二烯与 α-卤代酮反应以高产率生成 5-酰基-2-氨基-1,3-硒唑。

  DOI：

  10.1055/s-2005-921752
• 作为产物：
  描述：

  N,N-Dimethyl-N'-(dimethylamino-methoxymethyl)-formamidin 在 selenium 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以68%的产率得到N,N-Dimethyl-N'-(dimethylamino-selenocarbonyl)-formamidin
  参考文献：
  名称：

  Orthoamide. IL. Umsetzungen von Orthoamid-Derivaten mit Schwefel und Selen, Synthesen von 1,3-Thiazol- und 1,3-Selenazolderivaten

  摘要：

  N,N-Dimethylformamide acetal reacts with elemental selenium to give a mixture of selenocarbonic acid derivatives 2 and 3, which can be converted to the pure N,N-dimethylcarbamidic acid Se-methylester 2 by treatment with methyl iodide. Analogously from the orthoformic acid derivatives 5 and 6 and selenium the N,N,N',N'-tetramethyl-selenurea 7 can be prepared. In the reaction of 12 with elemental sulfur and selenium the amidines 14 and 15, respectively, are formed. By treatment of 14 and 15 with alpha-halogenated carbonyl compounds and triethylamine the 1,3-thiazoles 18 and 1,3-selenazoles 19 can be prepared. The synthesis of the propynoic acid orthoamide 26b is described. 26b reacts with the guanidinium salt 24b to give the bis-orthoamide of butynedioic acid 20b. Other orthoamides of butynedioic acid 20b-20e can be synthesized from the orthoamide 20a by transamination. The thiolation of the orthoamides affords the bis-amidinium-dithiolates 21a-c, which can be alkylated to give the bis-amidinium salts 27. By treatment with alpha-halogene carbonyl compounds and triethylamine the dithiolates 21a-e are cyclized to give thieno [3,2b] thiophenes 28a-n. The quadrupoles 21 undergo cycloadditions with dimethyl-butynedioate which afford the bis(3H-thiophene-2 ylidenes) 29a-c. Treatment of 29a with methyl tosylate gives rise to the dithiophene 30a. The dithiophene 30b can be obtained by heating 21b with dimethylbutynedionate.

  DOI：

  10.1002/prac.19963380180

文献信息

• Bis-(2-amino-5-selenazoyl) Ketone as a Superoxide Anion-Scavenger
  作者：Akihiro Sekiguchi、Atsuyoshi Nishina、Hirokazu Kimura、Ryo-hei Fukumoto、Masakazu Kogami、Hideharu Ishihara、Mamoru Koketsu

  DOI：10.1248/bpb.29.1404

  日期：——

  We investigated the superoxide anion scavenging effects of 2-amino-1,3- selenazoles and bis-(2-amino-5-selenazoyl) ketones using a highly sensitive quantitative chemiluminescence method. At 166 μM, the 2-amino-1,3-selenazoles and bis-(2-amino-5-selenazoyl) ketones scavenged in the range of 10.0 to 80.0% of O2−. Bis[2-dimethylamino-5-(1,3-selenazolyl)] ketone exhibited the strongest superoxide anion-scavenging activity among the six kinds of 2-amino-1,3-selenazoles and three kinds of bis-(2-amino-5-selenazoyl) ketones. The 50% inhibitory concentration (IC50) of bis[2-dimethylamino-5-(1,3-selenazolyl)] ketone was determined to be 37.1 μM. Thus, bis[2-dimethylamino-5-(1,3-selenazolyl)] ketone acted in vitro as effective and potentially useful O2− scavenger.

  我们使用高灵敏度定量化学发光方法研究了 2-氨基-1,3-硒唑和双-(2-氨基-5-硒唑酰)酮的超氧阴离子清除作用。在 166 μM 下，2-氨基-1,3-硒唑和双-(2-氨基-5-硒酰基)酮可清除 10.0 至 80.0% 的 O2−。双[2-二甲氨基-5-(1,3-硒唑基)]酮在6种2-氨基-1,3-硒唑和3种双-(2-氨基-硒唑)中表现出最强的超氧阴离子清除活性。 5-硒酰基）酮。双[2-二甲氨基-5-(1,3-硒唑基)]酮的50%抑制浓度(IC50)测定为37.1 μM。因此，双[2-二甲氨基-5-(1,3-硒唑基)]酮在体外充当有效且潜在有用的O2−清除剂。
• Preparation of 1,3-selenazoles using selenazadienes
  作者：Mamoru Koketsu、Michie Imagawa、Takumi Mio、Hideharu Ishihara

  DOI：10.1002/jhet.5570420512

  日期：2005.7

  Reactions of selenazadienes with chloroacetonitrile yielded 1,3-selenazol-5-carbonitriles in moderate to high yields. Reactions of the selenazadienes with chloroacetyl chloride and then with amines gave 1,3-sele-nazole-5-carboxamides.

  硒代氮杂二烯与氯乙腈的反应以中等至高产率产生了1,3-硒代氮杂-5-腈。硒氮杂二烯与氯乙酰氯的反应，然后与胺的反应，得到1，3-硒代nazole-5-羧酰胺。
• Facile Preparation of 1,3-Selenazole-5-carboxylic Acids and the Carboxylates by Reaction of Selenazadienes with Chloroacetyl Chloride
  作者：Mamoru Koketsu、Takumi Mio、Hideharu Ishihara

  DOI：10.1055/s-2003-44388

  日期：——

  Reaction of selenazadienes with chloroacetyl chloride gave 1,3-selenazole-5-carboxylic acids or 1,3-selenazole-5-carboxylates.

  硒氮杂二烯与氯乙酰氯反应产生 1,3-硒唑-5-羧酸或 1,3-硒唑-5-羧酸盐。
• Syntheses of 4-Selenazolones. Hetero Diels-Alder Reaction of the Selenazadienes with DMAD
  作者：Mamoru Koketsu、Futoshi Nada、Takumi Mio、Hideharu Ishihara

  DOI：10.3987/com-03-9729

  日期：——

  Hetero Diels-Alder reaction of selenazadiene with dimethyl acetylenedicarboxylate yielded 4-selenazolone instead of the expected Diels-Alder adduct.