2',3'-二脱氢-2',3'-二脱氧-5-氯胞苷 | 72449-67-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2',3'-二脱氢-2',3'-二脱氧-5-氯胞苷
• 英文名称: <5-(N⁴,N⁴-dimethylasparagine)>lysine-vasopressin
• 英文别名: Vasopressin, (5-(N(4),N(4)-dimethyl-asn)-8-lys)-；(2S)-N-[(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[(4R,7S,10S,13S,16S,19R)-19-amino-10-(3-amino-3-oxopropyl)-13-benzyl-7-[2-(dimethylamino)-2-oxoethyl]-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
• CAS: 72449-67-3
• 化学式: C₄₈H₆₉N₁₃O₁₂S₂
• 分子量: 1084.29
• InChiKey: RDVRWKMDXFMMDJ-MDKUUQCZSA-N

物化性质

• 沸点：
  1556.2±65.0 °C(Predicted)
• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 重原子数：
  75
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  453
• 氢给体数：
  12
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  Boc-Cys(Bzl)-Tyr(Bzl)-Phe-Gln-Asp-Pro-Lys(Tos)-Gly-NH2 在 1,2-二碘乙烷 、 氨 、 sodium 作用下， 生成 2',3'-二脱氢-2',3'-二脱氧-5-氯胞苷
  参考文献：
  名称：

  [5-(N4,N4-Dimethylasparagine),8-lysine]vasopressin: the first 5-position neurohypophyseal hormone analog to retain significant antidiuretic potency

  摘要：

  In the proposed biologically active conformation of vasopressin at the antidiuretic receptor, the side-chain carboxamide group of the 5-position asparaginyl residue has been previously suggested to be the key active element in the hormone for its initiation of the antidiuretic response. [5-(N4,N4-Dimethylasparagine),8-lysine]vasopressin, the analogue in which the hydrogen atoms of the -NH2 portion of the primary carboxamide have been replaced by methyl groups, has been synthesized and found to retain about 3% of the antidiuretic potency of lysine-vasopressin (i.e., 5.5 +/- 0.3 units/mg). This result suggests that the hydrogen atoms of the carboxamide moiety are not essential for antidiuretic activity. In addition, the analogue possesses rat pressor, avian vasodepressor, and rat uterotonic potencies of 2.55 +/- 0.05, 0.39 +/- 0.03, and less than 0.05 units/mg, respectively.

  DOI：

  10.1021/jm00176a021