β-aminocrotonamide | 64163-94-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酰胺
• 英文名称: β-aminocrotonamide
• 英文别名: 3-aminocrotonamide；β-Amino-crotonamid；(Z)-3-aminobut-2-enamide
• CAS: 64163-94-6
• 化学式: C₄H₈N₂O
• 分子量: 100.12
• InChiKey: UAUSQEVPWPGBHG-IHWYPQMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  β-aminocrotonamide 以85%的产率得到
  参考文献：
  名称：

  SHIM, SANG, CHUL;KIM, DAE-WHANG;MOON, SURK-SIK;CHAE, YOUNG, BOK, J. ORG. CHEM., 1984, 49, N 8, 1449-1450

  摘要：

  DOI：

文献信息

• Synthesis of C-nucleosides by ring transformation of 1,3-oxazine derivatives.
  作者：NOBUYA KATAGIRI、NOBUAKI TABEI、SHUGO ATSUUMI、TORU HANEDA、TETSUZO KATO

  DOI：10.1248/cpb.33.102

  日期：——

  Treatment of the β-D-ribofuranosyl cyanide 5 with sodium methoxide, followed by reaction with diketene, gave the spiro 1, 3-oxazine 6, which underwent the ring transformation with ammonia and phenylhydrazine to give the protected pyrimidine (8) and 1, 2, 4-triazole (13) C-nucleosides, respectively. Deprotection of 8 with 90% trifluoroacetic acid gave the pyrimidine C-nucleoside 9. Passage of hydrogen chloride gas over a solution of the cyanide 1 and benzyl hydrosulfide gave the fully protected ribofuranosylthioformimidate 15. Treatment of 15 with triethylamine, followed by reaction with diketene gave the dihydrofuran derivative 16. Compound 16, on treatment with ammonia, hydroxylamine, and phenylhydrazine, was transformed into the corresponding furan derivatives 17-19.

  β-D-呋喃核糖氰化物5在甲醇钠处理后，与双乙烯酮反应，得到螺1,3-恶嗪6，该化合物在氨和苯肼的作用下分别转化为保护的嘧啶（8）和1,2,4-三唑C-核苷13。用90%三氟乙酸脱保护8得到嘧啶C-核苷9。氰化物1与苄基硫醇氢化物的溶液在氯化氢气体作用下得到完全保护的呋喃核糖硫代甲亚胺酸酯15。15在三乙胺处理后，与双乙烯酮反应得到二氢呋喃衍生物16。化合物16在氨、羟胺和苯肼的作用下分别转化为相应的呋喃衍生物17-19。
• 3-Aminocarbonyl-1,4-dihydropyridine-5-carboxylic acid compounds, and
  申请人：Nippon Shoji Kabushiki Kaisha

  公开号：US04874773A1

  公开（公告）日：1989-10-17

  Novel 3-aminocarbonyl-1,4-dihydropyridine-5-carboxylic acid compounds of the formula: ##STR1## wherein R.sup.1 is H, C.sub.1-5 alkyl, C.sub.2-5 alkenyl, C.sub.3.5 alkynyl, C.sub.3-8 cycloalkyl, R.sup.2 is C.sub.1-10 alkyl, and the NO.sub.2 group is substituted at ortho- or meta-position, provided that when the NO.sub.2 group is substituted at ortho-position and R.sup.2 is methyl, R.sup.1 is C.sub.3-5 alkyl, C.sub.2-5 alkenyl, C.sub.3-5 alkynyl, or C.sub.3-8 cycloalkyl, and when the NO.sub.2 group is substituted at meta-position and R.sup.1 is H, R.sup.2 is C.sub.3-10 alkyl, which have excellent hypotensive, vasodilating activities and are useful for the prophylaxis and treatment of hypertension, ischemic heart diseases and cerebral and peripheral circulation diseases.

  新型3-氨基羰基-1,4-二氢吡啶-5-羧酸化合物的化学式为：##STR1##其中R.sup.1为H，C.sub.1-5烷基，C.sub.2-5烯基，C.sub.3.5炔基，C.sub.3-8环烷基，R.sup.2为C.sub.1-10烷基，NO.sub.2基团取代在邻位或间位，条件是当NO.sub.2基团取代在邻位且R.sup.2为甲基时，R.sup.1为C.sub.3-5烷基，C.sub.2-5烯基，C.sub.3-5炔基或C.sub.3-8环烷基；当NO.sub.2基团取代在间位且R.sup.1为H时，R.sup.2为C.sub.3-10烷基。这些化合物具有出色的降压、扩血管活性，可用于预防和治疗高血压、缺血性心脏病以及脑部和外周循环疾病。
• Katagiri, Nobuya; Koshihara, Akemi; Atsuumi, Shugo, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 7, p. 2288 - 2295
  作者：Katagiri, Nobuya、Koshihara, Akemi、Atsuumi, Shugo、Kato, Tetsuzo

  DOI：——

  日期：——
• 2-[(Acylamino)methyl]-6-methylpyrimidin-4(3H)-ones. Novel precursors for the synthesis of imidazo[1,5-a]pyrimidines and imidazo[4,5-b]pyridines
  作者：Nobuya Katagiri、Akemi Koshihara、Shugo Atsuumi、Tetsuzo Kato

  DOI：10.1021/jo00340a042

  日期：1982.1
• Maquestiau, A.; Eynde, Vanden J. J., Bulletin des Societes Chimiques Belges, 1984, vol. 93, # 6, p. 451 - 458
  作者：Maquestiau, A.、Eynde, Vanden J. J.

  DOI：——

  日期：——

表征谱图