ethyl 4-<3-<2-(1,3-dioxolanyl)>propyl>benzoate | 72313-38-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 4-<3-<2-(1,3-dioxolanyl)>propyl>benzoate
• 英文别名: ethyl 4-{3-[2-(1,3-dioxolanyl)]propyl}benzoate；Benzoicacid,4-[3-(1,3-dioxolan-2-yl)propyl]-,ethylester；ethyl 4-[3-(1,3-dioxolan-2-yl)propyl]benzoate
• CAS: 72313-38-3
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: AJFXBJMYKKKSHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-<3-<2-(1,3-dioxolanyl)>propyl>benzoate 在 盐酸 、 sodium hydroxide 、 sodium hydride 、 对甲苯磺酸 作用下， 以 甲醇 、 水 、 溶剂黄146 、 苯 为溶剂， 反应 11.5h， 生成 4-[3-[3-(3-hydroxyoctyl)-4-oxo-2-thiazolidinyl]-propyl]benzoic acid
  参考文献：
  名称：

  Prostaglandin isosteres. 2. Chain-modified thiazolidinone prostaglandin analogs as renal vasodilators

  摘要：

  Chain modification of a thiazolidinone prostaglandin isostere has led to the production of 4-[3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl] benzoic acid (5b) which at 1 mg/kg po in the conscious dog causes a 70% increase in renal blood flow over control values with a duration of action exceeding 5 h. Preliminary testing indicates that 5b has a relatively specific action on the vasculature of the kidney. The enantiomers of 5b have been separated and the renal vasodilatory activity has been found to be entirely a property of the R-(+) enantiomer.

  DOI：

  10.1021/jm00357a006
• 作为产物：
  描述：

  4-[3-(1,3-Dioxolan-2-yl)propyl]benzoic acid 以55的产率得到ethyl 4-<3-<2-(1,3-dioxolanyl)>propyl>benzoate
  参考文献：
  名称：

  J. Med. Chem. 1983, 26, 342-348

  摘要：

  DOI：

文献信息

• 9-Thia-12-azaprostanoic acid derivatives and compositions containing them
  申请人：Merck & Co., Inc.

  公开号：EP0001900A1

  公开（公告）日：1979-05-16

  This invention provides novel interphenylene 9- this-11-oxo- 12-azaprostanoic acid compounds and salts and other derivatives thereof. These compounds are exceptionally potent renal vasodilators and antihypertensives which are active when administered orally but which have a more specific type of bilogical activity than that of many of the natural prostaglandins and their synthetic analogs or derivatives. They are therefore made into pharmaceutical compositions. The compounds have the formula : where R is caboxy or a carboxy ester or amide. A is a monocyclic ring, n is 3 or 4; m is 0.1 or 2; R'is hydrogen, deuterium, or methyl, Z ic a C2-3 chain, R2 is hydrogen or alkenoyl, R3 is hydrogen or alkyl and R4 is an optionally substituted aliphatic I hydrocarbon radical or R3 and R4 form a ring. Certain of the above definitions are broader than those in the specification.

  本发明提供了新型间苯 9-本-11-氧代-12-氮杂前列腺酸化合物及其盐和其他衍生物。这些化合物是非常有效的肾血管扩张剂和抗高血压药，口服时具有活性，但与许多天然前列腺素及其合成类似物或衍生物相比，它们具有更特殊的生物活性。因此，它们被制成药物组合物。 这些化合物的化学式为 其中 R 为卡巴氧或羧基酯或酰胺。A 是单环，n 是 3 或 4；m 是 0.1 或 2；R'是氢、氘或甲基，Z ic 是 C2-3 链，R2 是氢或烯酰基，R3 是氢或烷基，R4 是任选取代的脂族 I 烃基或 R3 和 R4 形成一个环。上述某些定义比说明书中的定义更宽泛。
• US4260771A
  申请人：——

  公开号：US4260771A

  公开（公告）日：1981-04-07
• US4225609A
  申请人：——

  公开号：US4225609A

  公开（公告）日：1980-09-30
• Prostaglandin isosteres. 2. Chain-modified thiazolidinone prostaglandin analogs as renal vasodilators
  作者：John B. Bicking、Mark G. Bock、Edward J. Cragoe、Robert M. DiPardo、Norman Gould、Wilbur J. Holtz、T. J. Lee、Charles M. Robb、Robert L. Smith

  DOI：10.1021/jm00357a006

  日期：1983.3

  Chain modification of a thiazolidinone prostaglandin isostere has led to the production of 4-[3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl] benzoic acid (5b) which at 1 mg/kg po in the conscious dog causes a 70% increase in renal blood flow over control values with a duration of action exceeding 5 h. Preliminary testing indicates that 5b has a relatively specific action on the vasculature of the kidney. The enantiomers of 5b have been separated and the renal vasodilatory activity has been found to be entirely a property of the R-(+) enantiomer.
• J. Med. Chem. 1983, 26, 342-348
  作者：

  DOI：——

  日期：——