2-ethylidene-4-oxo-4-phenylbutyric acid | 4411-93-2

• 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: 2-ethylidene-4-oxo-4-phenylbutyric acid
• 英文别名: 2-(benzoylamino)but-2-enoic acid；2-benzamino-crotonic acid；2-Benzamino-crotonsaeure；2-Benzamidobut-2-enoic acid
• CAS: 4411-93-2
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: HTZJMFWSBMTOHG-UHFFFAOYSA-N

物化性质

• 熔点：
  192 °C
• 沸点：
  473.3±37.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-ethylidene-4-oxo-4-phenylbutyric acid 在 硫酸 作用下， 生成 2-benzoylamino-crotonic acid ethyl ester
  参考文献：
  名称：

  Cornforth, Chemistry of Penicillin

  摘要：

  DOI：
• 作为产物：
  描述：

  N-benzoyl-DL-threonine 在 吡啶 、 盐酸 作用下， 生成 2-ethylidene-4-oxo-4-phenylbutyric acid
  参考文献：
  名称：

  Carter; Handler; Melville, Journal of Biological Chemistry, 1939, vol. 129, p. 359,367

  摘要：

  DOI：

文献信息

• An antibacterial composition of thienamycin-type compound and a dipeptidase inhibitor
  申请人：Merck & Co., Inc.

  公开号：EP0007614A1

  公开（公告）日：1980-02-06

  A novel antibacterial drug combination is provided, one component being a fused ring β-lectam, such as thienamycin and its semi-synthetic derivatives, and the other component is a dipeptidase (E.C. 3.4.13.11) inhibitor. The dual-component combination is formulated so that 1 to 3 parts by weight of the β-lactam compound are employed for 30 to 1 parts by weight of the inhibitor compound.

  提供了一种新型抗菌药物组合，其中一种成分是融合环β-内酰胺，如硫霉素及其半合成衍生物，另一种成分是二肽酶（E.C. 3.4.13.11）抑制剂。双组分组合配制成 1 至 3 份（按重量计）β-内酰胺化合物对 30 至 1 份（按重量计）抑制剂化合物。
• Antibacterial compositions comprising a beta-lactam-type compound and a 3-substituted propenoate
  申请人：Merck & Co., Inc.

  公开号：EP0028778A1

  公开（公告）日：1981-05-20

  An antibacterial composition comprising (a) cephaloridine and a 3-substituted propenoate of either of the formula wherein e.g. R2 and R3 are hydrocarbon radicals; a terminal hydrogen in R3 can be replaced by several groups; R' is hydrogen or C1-C6 alkyl or dialkylaminoalkyl, n is 3 to 5 and Y is heterocyclic or phenyl optionally substituted with hydroxyl, oxo, carboxyl, or methyl or (b) thienamycin, N-guanyl or N-formimidoyl thienamycin and a compound of formula II. The propenoate compounds prevent nephrotoxicity of the antibiotics. The antibiotic to propenoate weight ratio is from about 1 to 0.1-3.

  一种抗菌组合物，包括(a) 头孢里定和式中任一的 3-取代的丙烯酸酯 其中，例如 R2 和 R3 是烃基；R3 中的末端氢可被多个基团取代；R'是氢或 C1-C6 烷基或二烷基氨基烷基，n 是 3 至 5，Y 是杂环或苯基，可任选被羟基、氧代、羧基或甲基取代；或 (b) 噻喃霉素、N-鸟苷酰基或 N-甲酰亚胺酰基噻喃霉素和式 II 的化合物。丙烯酸盐化合物可防止抗生素的肾毒性。抗生素与丙烯酸酯的重量比约为 1 至 0.1-3。
• Combination of 2-substituted penems with dipeptidase inhibitors
  申请人：Merck & Co., Inc.

  公开号：EP0072014A1

  公开（公告）日：1983-02-16

  A novel antibacterial drup combination is provided, one component being a 2-substituted penem having the structure wherein R is -R' or -SR' wherein R' is substituted or unsubstituted: alkyl having 1-6 carbon atoms, aryl such as phenyl or phenyl alkyl having 7-12 carbon atoms, heterocyclyl or heterocyclylalkyl wherein alkyl has 1-3 carbon atoms and the heterocyclic moiety has 1-4 hetero atoms selected from 0, N, or S: and the easily removable or pharmaceutically acceptable salt or ester derivatives thereof; and the other component is a dipeptidase (E.C.3.4.13.11) inhibitor. The dual-component combination is formulated so that 1 to 3 parts by weight of the penem are employed for 30 to 1 parts by weight of the inhibitor compound.

  本发明提供了一种新型抗菌药组合，其中一种成分是具有以下结构的 2-取代戊烯 其中 R 是-R'或-SR'，其中 R' 是取代或未取代的：具有 1-6 个碳原子的烷基、芳基如苯基或具有 7-12 个碳原子的苯基烷基、杂环或杂环烷基，其中烷基具有 1-3 个碳原子，杂环分子具有 1-4 个选自 0、N 或 S 的杂原子：及其易去除的或药学上可接受的盐或酯衍生物；另一种成分是二肽酶（E.C.3.4.13.11）抑制剂。双组分组合配制成 1 至 3 份重量的青霉烯对 30 至 1 份重量的抑制剂化合物。
• Michael Addition of Amines and Thiols to Dehydroalanine Amides:  A Remarkable Rate Acceleration in Water
  作者：B. Narasimhulu Naidu、Margaret E. Sorenson、Timothy P. Connolly、Yasutsugu Ueda

  DOI：10.1021/jo034762z

  日期：2003.12.1

  In water, the rate of Michael addition of amines and thiols to dehydroalanine amides was greatly accelerated, leading to shorter reaction times and higher yields. The scope of the new conditions was tested with a range of amines, thiols, and dehydroalanine amides. The ease and efficiency of this method provides an attractive route to the synthesis of natural and unnatural amino acid derivatives.
• Pfleger; v. Strandtmann, Chemische Berichte, 1957, vol. 90, p. 1455,1464
  作者：Pfleger、v. Strandtmann

  DOI：——

  日期：——