2-甲基-2-十二碳烯酸 | 53663-29-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-甲基-2-十二碳烯酸
• 英文名称: (E)-2-Methyl-2-dodecenoic Acid
• 英文别名: 2-methyl-2-dodecenoic acid；2-methyl-dodec-2t-enoic acid；2-methyl-dodec-2-enoic acid；2-Methyl-dodec-2t-ensaeure；2-Methyl-dodec-2-ensaeure；(E)-2-methyldodec-2-enoic acid
• CAS: 53663-29-9
• 化学式: C₁₃H₂₄O₂
• 分子量: 212.332
• InChiKey: JVAKNQLSBYBCSZ-VAWYXSNFSA-N

物化性质

• 熔点：
  28-31 °C
• 沸点：
  326.9±11.0 °C(Predicted)
• 密度：
  0.918±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916190090

反应信息

• 作为反应物：
  描述：

  2-甲基-2-十二碳烯酸 在 双氧水 、 溶剂黄146 作用下， 生成 (+/-)-erythro-2,3-dihydroxy-2-methyl-dodecanoic acid
  参考文献：
  名称：

  BRANCHED-CHAIN FATTY ACIDS. XXXI. ASSIGNMENT OF GEOMETRIC CONFIGURATION IN THE 2-METHYL-2-ALKENOIC ACIDS¹

  摘要：

  DOI：

  10.1021/jo01377a012
• 作为产物：
  描述：

  甲基2-甲基月桂酸酯 在 四氯化碳 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 生成 2-甲基-2-十二碳烯酸
  参考文献：
  名称：

  Branched-chain fatty acids. XXVI. Synthesis of optically active acids of use in the study of the structure of C_27- phthienoic acid. Partial thermal racemization of (-)-5-methyl-2-tridecenoic acid

  摘要：

  DOI：

  10.1021/jo50013a013

文献信息

• The Antagonistic Effects of Khellactones on Platelet-Activating Factor, Histamine, and Leukotriene D4.
  作者：Yoko AIDA、Toshio KASAMA、Naoki TAKEUCHI、Seisho TOBINAGA

  DOI：10.1248/cpb.43.859

  日期：——

  Khellactones of Peucedanum praeruptorum DUUN, including praeruptorins A (=Pd-Ia, 2) and B (=Pd-II, 11), had an antagonistic effect specifically on platelet aggregation induced by platelet activating factor (PAF) among various aggregating agents examined, and represent a new class of PAF antagonists. We examined the effects of twenty compounds on PAF-induced platelet aggregation and on histamine- and leukotriene D4 (LTD4)-induced contractions in isolated guinea pig ileum. Compounds 2, (±)-cis-3', 4'-diacetylkhellactone (3), (±)-cis-4'-acetyl-3'-crotonoylkhellactone (5), (±)-cis-4'-acetyl-3'-tetrolylkhellactone (6), (±)-cis-4'-acetyl-3'-tigloylkhellactone (7), (±)-cis-4'-acetyl-3'-(2"-methylbutyryl)khellactone (8), (±)-cis-3', 4'-ditigloylkhellactone (10), and 11 all strongly inhibited PAF-induced platelet aggregation. (±)-cis-4'-Acetyl-3'-(2"-methyl-2"-dodecenoyl)khellactone (9), (±)-cis-4'-ethyl-3'-tigloylkhellactone (13), (±)-cis-4'-ethyl-3'-[N-(2"-triethylammonio)ethylcarbamoyl]khellactone iodide (16), (±)-trans-3', 4'-diacetylkhellactone (18), (±)-trans-4'-acetyl-3'-crotonoylkhellactone (19), (±)-trans-4'-acetyl-3'-valerylkhellactone (20), (±)-trans-4'-acetyl-3'-isovalerylkhellactone (21), and (±)-trans-4'-acetyl-3'-tigloylkhellactone (22) were weakly inhibitory. Most of the compounds exhibited noncompetitive antagonist actions on histamine- and LTD4-induced contractions. The potencies of the antagonistic effects on histamine action were in the order 7=22≥2=8=10>6=11=13≥5>19=9 and those on LTD4 action were in the order 6=22=2>10=8>7=9=11≥13. Thus, compounds with potent PAF-antagonistic activities have the following features : cis isomers of khellactone at the C-3' and C-4' positions are more favorable than trans isomers, and the acyl moiety at the C-3' position of khellactone must be of an appropriate molecular size. In the case of histamine- and LTD4-antagonistic activities, both isomers show similar effects and acyl moieties of appropriate size are required at the C-3' and C-4' positions. These results are of interest in regard to the medicinal uses of Peucedanum species as a herbal drug.

  白花前胡所含的khellactones类化合物，包括前胡素A（=Pd-Ia，2）和前胡素B（=Pd-II，11），在各种促聚剂中，对血小板活化因子（PAF）诱导的血小板聚集具有特异性的拮抗作用，代表了一类新的PAF拮抗剂。我们研究了20种化合物对PAF诱导的血小板聚集以及对离体豚鼠回肠中组胺和白三烯D4（LTD4）诱导的收缩的影响。化合物2、(±)-顺式-3'，4'-二乙酰基khellactone（3）、(±)-顺式-4'-乙酰基-3'-丁烯酰基khellactone（5）、(±)-顺式-4'-乙酰基-3'-四羟基苯甲酰基khellactone（6）、(±)-顺式-4'-乙酰基-3'-惕各酰基khellactone（7）、(±)-顺式-4'-乙酰基-3'-(2"-甲基丁酰基)khellactone（8）、(±)-顺式-3'，4'-二惕各酰基khellactone（10）和11均强烈抑制PAF诱导的血小板聚集。(±)-顺式-4'-乙酰基-3'-(2"-甲基-2"-十二碳烯酰基)khellactone（9）、(±)-顺式-4'-乙基-3'-惕各酰基khellactone（13）、(±)-顺式-4'-乙基-3'-[N-(2"-三乙基铵)乙基氨基甲酰基]khellactone碘化物（16）、(±)-反式-3'，4'-二乙酰基khellactone（18）、(±)-反式-4'-乙酰基-3'-丁烯酰基khellactone（19）、(±)-反式-4'-乙酰基-3'-戊酰基khellactone（20）、(±)-反式-4'-乙酰基-3'-异戊酰基khellactone（21）和(±)-反式-4'-乙酰基-3'-惕各酰基khellactone（22）的抑制作用较弱。大多数化合物对组胺和LTD4诱导的收缩表现出非竞争性拮抗作用。对组胺作用的拮抗效能顺序为7=22≥2=8=10>6=11=13≥5>19=9，对LTD4作用的拮抗效能顺序为6=22=2>10=8>7=9=11≥13。因此，具有强PAF拮抗活性的化合物具有以下特点：C-3'和C-4'位置的顺式异构体比反式异构体更有利，khellactone的C-3'位置的酰基部分必须具有适当的分子大小。对于组胺和LTD4的拮抗活性，两种异构体显示出类似的效果，C-3'和C-4'位置需要适当大小的酰基部分。这些结果对于作为草药药用的Peucedanum属植物的医疗用途具有重要意义。
• The antagonist effects of compounds derived from khellactone on platelet-activating factor.
  作者：Naoki Takeuchi、Toshio Kasama、Kiyoshi Mayuzumi、Kenji Tamaru、Hiroaki Fukaya、Takayuki Ohno、Seisho Tobinaga

  DOI：10.1248/cpb.36.4221

  日期：——

  Crude coumarin constituents of Peucedanum praeruptorum Duun. including praeruptorin A (=Pd-Ia)(2) and B (=Pd-II)(11) had an antagonistic effect on a specific platelet activating factor (PAF) in the platelet aggregation induced by several aggregating agents. This provides a new class of PAF antagonists. Studies of the structure-activity relationship with khellactone (1) derivatives and PAF antagonistic activity indicate that the cis isomers of 1 at the C-3' and C-4' positions are more favorable than trans isomers, and the acyl moiety at the C-3' position of 1 requires an appropriate molecular size.

  Peucedanum praeruptorum Duun. 的粗类香豆素成分，包括 praeruptorin A (=Pd-Ia)(2) 和 B (=Pd-II)(11)，对由多个聚集剂诱导的血小板聚集中一种特定的血小板激活因子 (PAF) 产生了拮抗作用。这提供了一类新的 PAF 拮抗剂。对 khellactone (1) 衍生物与 PAF 拮抗活性之间的结构-活性关系研究表明，1 在 C-3' 和 C-4' 位点的顺式异构体比反式异构体更为有利，并且 1 在 C-3' 位点的酰基部分需要适当的分子大小。
• NOVEL FLUORENE OXIME ESTER COMPOUND, PHOTOPOLYMERIZATION INITIATOR AND PHOTORESIST COMPOSITION CONTAINING THE SAME
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：US20150111152A1

  公开（公告）日：2015-04-23

  Provided are a novel fluorene oxime ester compound, and a photopolymerization initiator and a photoresist composition containing the same.

  提供了一种新型的芴肟酯化合物，以及含有该化合物的光聚合引发剂和光阻组合物。
• [EN] ACYLPHOSPHINE OXIDE PHOTOINITIATORS<br/>[FR] PHOTO-INITIATEURS À BASE D'OXYDE D'ACYLPHOSPHINE
  申请人：AGFA GRAPHICS NV

  公开号：WO2017191043A1

  公开（公告）日：2017-11-09

  Thiol modified acylphosphine oxide photoinitiators exhibiting improved smell and extractability are disclosed. Also disclosed is a UV curable inkjet ink containing an acylphosphine oxide photoinitiator and a polymerizable compound, wherein the acylphosphine oxide photoinitiator includes one or more acyl groups substituted by a thiol.

  揭示了改善气味和可提取性的硫醇改性酰基膦氧化物光引发剂。还揭示了一种含有酰基膦氧化物光引发剂和可聚合化合物的紫外固化喷墨墨水，其中酰基膦氧化物光引发剂包括一个或多个由硫醇取代的酰基。
• NOVEL FLUORENYL B-OXIME ESTER COMPOUNDS, PHOTOPOLYMERIZATION INITIATOR AND PHOTORESIST COMPOSITION CONTAINING THE SAME
  申请人：SAMYANG CORPORATION

  公开号：US20160332960A1

  公开（公告）日：2016-11-17

  The present invention relates to a novel β-oximester fluorene derivative compound, a photopolymerization initiator comprising the same, and a photoresist composition.

  本发明涉及一种新型β-羟肟酯萘衍生物化合物，包括该化合物的光聚合引发剂，以及光阻膜组合物。