(2E,4E)-dodeca-2,4-dienoyl chloride | 111076-78-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: (2E,4E)-dodeca-2,4-dienoyl chloride
• CAS: 111076-78-9
• 化学式: C₁₂H₁₉ClO
• 分子量: 214.735
• InChiKey: YUZDWSARJLYANJ-BNFZFUHLSA-N

物化性质

• 沸点：
  293.7±9.0 °C(Predicted)
• 密度：
  0.965±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  异丁胺 、 (2E,4E)-dodeca-2,4-dienoyl chloride 以 乙醚 为溶剂， 生成 (2E,4E)-N-isobutyldodeca-2,4-dienamide
  参考文献：
  名称：

  A Synthetic Approach to Natural Dienamides of Insecticidal Interest

  摘要：

  An efficient synthesis of dienamides of insecticidal interest has been stereoselectively achieved featuring a Stille cross-coupling reaction as the key step.

  DOI：

  10.1080/00397919808005717
• 作为产物：
  描述：

  (E,E)-2,4-十二碳二烯醛 在 sodium hydroxide 、 silver(l) oxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 (2E,4E)-dodeca-2,4-dienoyl chloride
  参考文献：
  名称：

  DODECA-2E,4E-DIENE AMIDES AND THEIR USE AS MEDICAMENTS AND COSMETICS

  摘要：

  公开号：

  EP2435019B1

文献信息

• Synthesis and Biological Evaluation of Endocannabinoid Uptake Inhibitors Derived from WOBE437
  作者：Patrick Mäder、Ruben Bartholomäus、Simon Nicolussi、Alice Baumann、Melanie Weis、Andrea Chicca、Mark Rau、Ana Catarina Simão、Jürg Gertsch、Karl‐Heinz Altmann

  DOI：10.1002/cmdc.202000153

  日期：2021.1.8

  the sub‐100 nM range, with high selectivity over inhibition of the endocannabinoid‐degrading enzyme fatty acid amide hydrolase; two compounds were virtually equipotent with 1. Interestingly, profound activity differences were observed between analogues in which either of the two methoxy substituents in the head group had been replaced by the same bulkier alkoxy group. Some of the compounds described here

  WOBE437 ((2 E ,4 E )-N-(3,4-dimethoxyphenethyl)dodeca-2,4-dienamide, 1 ) 是一种天然产物衍生的高效内源性大麻素再摄取抑制剂。在这项研究中，我们合成了近 80 种1 的类似物，在十二二烯酰基结构域和二甲氧基苯乙基头部基团中进行了不同类型的修饰，并研究了它们对 U937 细胞摄取 anandamide 的影响。有趣的是，这些类似物都不是比 WOBE437 更有效的 anandamide 摄取抑制剂（1）。同时，许多 WOBE437 变体表现出低于 100 nM 的效力，对内源性大麻素降解酶脂肪酸酰胺水解酶的抑制具有高选择性；两种化合物实际上与1等效。有趣的是，在类似物之间观察到显着的活性差异，其中头部基团中的两个甲氧基取代基中的任何一个都被相同的更大的烷氧基取代。这里描述的一些化合物可能是开发具有更多类似药物特性的强效内源性大麻素摄取抑制剂的有趣出发点。
• Efficient Synthesis of Conjugated (2E)- or (2Z)-En-4-ynoic Acids and (2E,4E)- or (2Z,4E)-Dienoic Acids via Palladium-Catalysed Cross Coupling
  作者：Mohamed Abarbri、Jean-Luc Parrain、Jean-Christophe Cintrat、Alain Duchêne

  DOI：10.1055/s-1996-4171

  日期：1996.1

  (E)- or (Z)-Enynoic acids and (2E,4E)- or (2Z,4E)-dienoic acids can be obtained in good yields under mild conditions through palladium-catalysed cross coupling of (E)- or (Z)-3-iodoprop-2-enoic acid with alkynylzinc or vinyltin reagents.

  (E)-或(Z)-烯炔酸以及(2E,4E)-或(2Z,4E)-二烯酸可以在温和条件下通过钯催化的交叉偶联反应，从(E)-或(Z)-3-碘丙-2-烯酸与炔基锌或乙烯基锡试剂获得，产率良好。
• [EN] NOVEL 1,3-BENZOXAZOL-2(3H)-ONES AND THEIR USE AS MEDICAMENTS AND COSMETICS<br/>[FR] NOUVELLES 1,3-BENZOXAZOL-2(3H)-ONES ET LEUR UTILISATION COMME MÉDICAMENTS ET PRODUITS COSMÉTIQUES
  申请人：WOLFF AUGUST GMBH & CO KG ARZNEIMITTEL DR

  公开号：WO2013174508A1

  公开（公告）日：2013-11-28

  The present invention relates to a novel class of 1,3-benzoxazol-2(3H) -ones of formula (1) and their use as a medicament, preferably as a dermatologic agent, and as a cosmetic. These novel compounds are particularly useful in treating and/or preventing inflammation, irritation, itching, pruritus, pain, oedema and/or pro-allergic or allergic conditions in a patient. Usually they are topically applied to the skin or mucosa in the form of a pharmaceutical or cosmetic composition comprising the compound and a pharmaceutically and/or cosmetically acceptable carrier.

  本发明涉及一种新型的1,3-苯并噁唑-2(3H)-酮类化合物，其化学式为(1)，以及其作为药物的用途，优选作为皮肤科药剂和化妆品。这些新型化合物在治疗和/或预防患者的炎症、刺激、瘙痒、瘙痒、疼痛、水肿和/或过敏或过敏症状方面特别有用。通常它们以含有该化合物和药学和/或化妆上可接受的载体的药学或化妆品组合物的形式局部应用于皮肤或黏膜。
• NOVEL 1,3-BENZOXAZOL-2(3H)-ONES AND THEIR USE AS MEDICAMENTS AND COSMETICS
  申请人：DR. AUGUST WOLFF GMBH & CO. KG ARZNEIMITTEL

  公开号：US20150111935A1

  公开（公告）日：2015-04-23

  The present invention relates to a novel class of 1,3-benzoxazol-2(3H)-ones and their use as a medicament, preferably as a dermatologic agent, and as a cosmetic. These novel compounds are particularly useful in treating and/or preventing inflammation, irritation, itching, pruritus, pain, oedema and/or pro-allergic or allergic conditions in a patient. Usually they are topically applied to the skin or mucosa in the form of a pharmaceutical or cosmetic composition comprising the compound and a pharmaceutically and/or cosmetically acceptable carrier.

  本发明涉及一种新型的1,3-苯并噁唑-2(3H)-酮类化合物及其作为药物的用途，尤其是作为皮肤科药剂和化妆品的用途。这些新型化合物在治疗和/或预防患者的炎症、刺激、瘙痒、瘙痒、疼痛、水肿和/或过敏症状方面特别有用。通常它们以药用或化妆品组合物的形式局部应用于皮肤或黏膜，包括该化合物和一种药学和/或化妆学可接受的载体。
• 1,3-benzoxazol-2(3H)-ones and their use as medicaments and cosmetics
  申请人：DR. AUGUST WOLFF GMBH & CO. KG ARZNEIMITTEL

  公开号：US09199948B2

  公开（公告）日：2015-12-01

  The present invention relates to a novel class of 1,3-benzoxazol-2(3H)-ones and their use as a medicament, preferably as a dermatologic agent, and as a cosmetic. These novel compounds are particularly useful in treating and/or preventing inflammation, irritation, itching, pruritus, pain, oedema and/or pro-allergic or allergic conditions in a patient. Usually they are topically applied to the skin or mucosa in the form of a pharmaceutical or cosmetic composition comprising the compound and a pharmaceutically and/or cosmetically acceptable carrier.

  本发明涉及一种新型的1,3-苯并噁唑-2（3H）-酮及其作为药物的用途，特别是作为皮肤科剂和化妆品。这些新型化合物在治疗和/或预防患者的炎症、刺激、瘙痒、瘙痒、疼痛、水肿和/或过敏或过敏反应方面特别有用。通常它们以药物或化妆品组合物的形式局部应用于皮肤或黏膜，包括该化合物和药学和/或化妆学可接受的载体。