10-thiophen-2-yl-decanoic acid | 21010-09-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 10-thiophen-2-yl-decanoic acid
• 英文别名: 10-[2]thienyl-decanoic acid；10-[2]Thienyl-decansaeure；2-Thiophenedecanoic acid；10-thiophen-2-yldecanoic acid
• CAS: 21010-09-3
• 化学式: C₁₄H₂₂O₂S
• mdl: MFCD06619402
• 分子量: 254.393
• InChiKey: LIXSUPLQPDAHLO-UHFFFAOYSA-N

物化性质

• 熔点：
  25.5 °C(Solv: ligroine (8032-32-4))
• 沸点：
  222 °C(Press: 9.8 Torr)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-thiophen-2-yl-decanoic acid 在 氢氧化钾 、 三氯化铝 、 氯化亚砜 、 一水合肼 作用下， 以 二硫化碳 、 乙二醇 为溶剂， 生成 10-[5-(9-Carboxynonyl)thiophen-2-yl]decanoic acid
  参考文献：
  名称：

  Inverse agonists at the polyamine-sensitive modulatory site of the NMDA receptor: 50-fold increase in potency by insertion of an aromatic ring into an alkanediamine chain

  摘要：

  Polyamines like spermine and spermidine increase the opening frequency of the NMDA receptor associated ion channel and, as a consequence, specific binding of non-saturating concentrations of the channel radioligand [H-3]MK-801. Compounds exhibiting the contrary effect have been described as polyamine inverse agonists, with 1,12-dodecanediamine (N-12-N) being one of the most specific ones (IC50 16.5 mu M). Here we describe the synthesis of a series of long-chain alkanediamines, with a thiophene nucleus inserted at various positions, and report the discovery of 5-(4-aminobutyl)-2-thiopheneoctanamine (N-4-T-8-N), which inhibited specific binding of [H-3]MK-801 by 50 % at 0.33 mu M. In the presence of 100 mu M of spermine, 4.0 mu M N-4-T-8-N was necessary to achieve the same degree of inhibition. N-4-T-8-N is the most potent polyamine inverse agonist presently known and should be a useful tool to elucidate the physiological significance of the polyamine regulatory site of the NMDA receptor complex. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80070-1
• 作为产物：
  描述：

  2-(8-bromooctyl)thiophene 生成 10-thiophen-2-yl-decanoic acid
  参考文献：
  名称：

  Ring-closure reactions. 16. An improved procedure for the synthesis of (2,5)thiophenophan-1-ones and its application to a convenient preparation of dl-muscone

  摘要：

  DOI：

  10.1021/jo01298a029

文献信息

• Methods and Systems for Making Thiol Compounds from Terminal Olefinic Compounds
  申请人：Upshaw Thomas A.

  公开号：US20090264669A1

  公开（公告）日：2009-10-22

  The application discloses thiol ester molecules and α-hydroxy thiol ester molecules having a thiol group located on one of the final two carbon atoms in a carbon chain or a terminal or α-hydroxyl groups, respectively. The disclosed thiol ester molecules and or α-hydroxyl thiol ester molecules es may be made from unsaturated ester molecules having one or more terminal alkene groups. The disclosed techniques also provide methods for making unsaturated ester molecules having one or more terminal alkene groups by the metathesis of unsaturated esters having one or more internal carbon-carbon double bonds (e.g. natural source oils). The thiol ester molecules or α-hydroxy thiol ester molecule may be used in reactions with isocyanate monomers, epoxide monomer, or material having multiple alkene groups to make sealants, coatings, adhesives, and other products.

  本发明揭示了具有巴豆醇基位于碳链的最后两个碳原子之一或具有末端或α-羟基的巴豆醇酯分子和α-羟基巴豆醇酯分子。所述的巴豆醇酯分子或α-羟基巴豆醇酯分子可以由具有一个或多个末端烯烃基团的不饱和酯分子制备而成。本发明还提供了通过不饱和酯类之间的交换反应（例如天然源油）制备具有一个或多个末端烯烃基团的不饱和酯分子的方法。巴豆醇酯分子或α-羟基巴豆醇酯分子可以与异氰酸酯单体，环氧单体或具有多个烯烃基团的材料反应，制备密封剂，涂料，粘合剂和其他产品。
• Ring-closure reactions. 14. Kinetics of macrocyclization by the intramolecular acylation of thiophene and benzothiophene compounds
  作者：C. Galli、G. Illuminati、L. Mandolini

  DOI：10.1021/jo01290a022

  日期：1980.1
• Cagniant; Cagniant, Bulletin de la Societe Chimique de France, 1954, p. 1349,1353
  作者：Cagniant、Cagniant

  DOI：——

  日期：——
• Cagniant et al., Bulletin de la Societe Chimique de France, 1948, p. 1083,1085
  作者：Cagniant et al.

  DOI：——

  日期：——
• Gol'dfarb et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3564,3570; engl. Ausg. S. 3526, 3531
  作者：Gol'dfarb et al.

  DOI：——

  日期：——