2,2-二氟己-5-炔-1,4-二胺 | 110483-06-2

• 分子结构分类: 有机化合物 - 乙炔化物
• 中文名称: 2,2-二氟己-5-炔-1,4-二胺
• 英文名称: 1,4-diamino-2,2-difluoro-hex-5-yne
• 英文别名: 2,2-Difluorohex-5-yne-1,4-diamine
• CAS: 110483-06-2
• 化学式: C₆H₁₀F₂N₂
• mdl: MFCD19207219
• 分子量: 148.156
• InChiKey: QSJHCTOZEMYUJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2921290000

反应信息

• 作为反应物：
  描述：

  2,2-二氟己-5-炔-1,4-二胺 在 盐酸 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 96.0h， 生成 2,2-difluorohex-5-yne-1,4-diamine dihydrochloride
  参考文献：
  名称：

  2,2-Difluoro-5-hexyne-1,4-diamine. A potent enzyme-activated inhibitor of ornithine decarboxylase

  摘要：

  2,2-Difluoro-5-hexyne-1,4-diamine was prepared in an eight-step sequence from ethyl 2,2-difluoro-4-pentenoate and tested as an inhibitor of mammalian ornithine decarboxylase. It produces a time-dependent inhibition of the enzyme in vitro which shows saturation kinetics, with KI = 10 microM and tau 1/2 = 2.4 min. In rats, it produces a rapid, long-lasting, and dose-dependent decrease of ornithine decarboxylase activity in the ventral prostate, testis, and thymus. In contrast with the nonfluorinated analogue 5-hexyne-1,4-diamine (Danzin et al. Biochem. Pharmacol. 1983, 32, 941), 2,2-difluoro-5-hexyne-1,4-diamine is not a substrate of mitochondrial monoamine oxidase.

  DOI：

  10.1021/jm00121a031
• 作为产物：
  描述：

  2,2-difluoro-1,4-diphthalimido-5-hexyne 在 甲基肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 22.0h， 生成 2,2-二氟己-5-炔-1,4-二胺
  参考文献：
  名称：

  2,2-Difluoro-5-hexyne-1,4-diamine. A potent enzyme-activated inhibitor of ornithine decarboxylase

  摘要：

  2,2-Difluoro-5-hexyne-1,4-diamine was prepared in an eight-step sequence from ethyl 2,2-difluoro-4-pentenoate and tested as an inhibitor of mammalian ornithine decarboxylase. It produces a time-dependent inhibition of the enzyme in vitro which shows saturation kinetics, with KI = 10 microM and tau 1/2 = 2.4 min. In rats, it produces a rapid, long-lasting, and dose-dependent decrease of ornithine decarboxylase activity in the ventral prostate, testis, and thymus. In contrast with the nonfluorinated analogue 5-hexyne-1,4-diamine (Danzin et al. Biochem. Pharmacol. 1983, 32, 941), 2,2-difluoro-5-hexyne-1,4-diamine is not a substrate of mitochondrial monoamine oxidase.

  DOI：

  10.1021/jm00121a031

文献信息

• Composition containing polyamine transport inhibitor and use thereof
  申请人：Burns R. Mark

  公开号：US20050245615A1

  公开（公告）日：2005-11-03

  Proliferative cutaneous disease states or conditions are treated by administering a polyamine transport inhibitor R-X-L-polyamine wherein R is a straight or branched C10-50 saturated or unsaturated aliphatic, carboxyalkyl, carbalkoxyalkyl, or alkoxy; a C1-8 alicyclic; a single or multiring aryl substituted or unsubstituted aliphatic; and aliphatic-substituted or unsubstituted single or multiring aromatic; a single or multiring heterocyclic; a single or multiring heterocyclic aliphatic; an aryl sulfonyl; X is —CO—, —SO 2 —, or —CH 2 —; and L is a covalent bond or a naturally occurring amino acid, lysine, ornithine, 2,4-diaminobutyric acid, or pharmaceutically acceptable salts thereof or prodrug thereof, and a polyamine biosynthesis inhibitor.

  通过施用多胺转运抑制剂治疗增生性皮肤疾病状态或病症 R-X-L-多胺 其中 R 是直链或支链 C10-50 饱和或不饱和脂肪族、羧基烷基、烷氧基烷基或烷氧基；C1-8脂环族；取代或未取代脂肪族的单系或多系芳基；以及脂肪族取代或未取代的单系或多系芳基；单系或多系杂环族；单系或多系杂环脂肪族；芳基磺酰基； X 是-CO-、-SO 2 -或-CH 2 -L是共价键或天然氨基酸、赖氨酸、鸟氨酸、2,4-二氨基丁酸或其药学上可接受的盐或原药，以及多胺生物合成抑制剂。
• KOLB, MICHAEL;KENDRICK, DAVID A.
  作者：KOLB, MICHAEL、KENDRICK, DAVID A.

  DOI：——

  日期：——
• Fluorinated diaminoalkyne derivatives
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0229658B1

  公开（公告）日：1990-08-16
• US4707498A
  申请人：——

  公开号：US4707498A

  公开（公告）日：1987-11-17
• US7432302B2
  申请人：——

  公开号：US7432302B2

  公开（公告）日：2008-10-07