3-(2,4-dibenzyloxyphenyl)-propionic acid | 122841-70-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(2,4-dibenzyloxyphenyl)-propionic acid
• 英文别名: 3-(2,4-dibenzyloxy)phenyl propanoic acid；3-(2,4-dibenzyloxyphenyl) propionic acid；3-(2,4-dibenzyloxyphenyl)propionic acid；3-[2,4-bis(phenylmethoxy)phenyl]propanoic acid
• CAS: 122841-70-7
• 化学式: C₂₃H₂₂O₄
• 分子量: 362.425
• InChiKey: VOSBVDXBZZBOPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(N-tert-butoxycarbonyl-L-asparaginyl)-4-methylpiperazine 、 3-(2,4-dibenzyloxyphenyl)-propionic acid 生成 1-[3-(2,4-dibenzyloxyphenyl) propionyl-L-glutaminyl]-4-methylpiperazine
  参考文献：
  名称：

  N-heterocyclic amides

  摘要：

  提供一种化合物，其化学式为：##STR1## 其中##STR2##代表一个环状氨基团，A代表一个亚甲基团或一个羰基团，m表示1到3的整数，n表示0到4的整数，p表示1到2的整数，或其盐，具有谷氨酸受体抑制活性。

  公开号：

  US04990614A1
• 作为产物：
  描述：

  2,4-二苄氧基苯甲醛 在 三乙基硅烷 、 氢氧化钾 、 Wilkinson's catalyst 、 sodium hydride 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 26.25h， 生成 3-(2,4-dibenzyloxyphenyl)-propionic acid
  参考文献：
  名称：

  Selective endothelin A receptor ligands. 1. Discovery and structure-activity of 2,4-disubstituted benzoic acid derivatives

  摘要：

  This paper describes the discovery of a new non-peptide endothelin A (ETA) selective ligand, 2,4-dibenzyloxybenzoic acid 3, which inhibits the binding of [I-125]ET-1 to ETA receptors with an IC50 of 9 mu M (ET-1 = endothelin-1). Optimisation of 3 resulted in compound 52 which had an IC50 of 1 mu M. One of the analogues of 3, compound 15, was examined in a functional assay and shown to antagonise ET-1-induced contraction of rat aorta. The identification of 3 was made through the application of ChemDBS-3D searching of our corporate database. The 3D query, using an aromatic ring to a carboxylic acid group separated by 10.2 +/- 1.1 Angstrom, was derived from an examination of common pharmacophoric distances found in the low energy conformations of two known ETA antagonists, the cyclic pentapeptide BQ 123 1 and myriceron caffeoyl ester 2.

  DOI：

  10.1016/s0223-5234(97)81678-9

文献信息

• Substituted phenyl compounds
  申请人：Rhone-Poulenc Rorer Limited

  公开号：US06211234B1

  公开（公告）日：2001-04-03

  Compounds of formula (I) are described wherein R1 is hydrogen, -(lower alkyl)q(CO2R6 or OH), —CN, —C(R7)═NOR8, NO2, —O(lower alkyl)R9, —C≡C—R10, —CR11═C(R12)(R13), —C(═O)CH2C(═O)CO2H, —CO(R14), alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, thiocarbamoyl, substituted carbamoyl, substituted thiocarbamoyl, sulphamoyl or an optionally substituted nitrogen-containing ring, m, n, o and p are independently zero or 1 and R2, R3, R4 and R5 are various groups; and physiologically acceptable salts, N-oxides and prodrugs thereof. The compounds have endothelin antagonist activity and are useful as pharmaceuticals.

  式(I)的化合物描述如下，其中R1为氢，-(较低烷基)q(CO2R6或OH)，—CN，—C(R7)HNOR8，NO2，—O(较低烷基)R9，—C≡C—R10，—CR11CH(R12)(R13)，—C(O)CH2C(O)CO2H，—CO(R14)，烷基硫醚，烷基亚砜基，烷基磺酰基，氨基甲酰基，硫代氨基甲酰基，取代的氨基甲酰基，取代的硫代氨基甲酰基，磺酰胺基或可选择取代的含氮环，m、n、o和p独立地为零或1，R2、R3、R4和R5为各种基团；以及其生理学上可接受的盐、N-氧化物和前药。这些化合物具有内皮素拮抗活性，并可用作药物。
• Amide compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05047430A1

  公开（公告）日：1991-09-10

  A compound is provided which has the formula ##STR1## wherein m is an integer of 1 to 3; n is an integer of 1 or 2; p is an integer of 1 or 2; q is an integer of 1 to 6; x is an integer of 2 to 6; Ph is phenylene or a pharmceutically acceptable salt thereof. Also provided is a method for glutamate receptor inhibition which comprises administering to a mammal in need thereof an effective amount of said compound or a pharmaceutically acceptable salt thereof. Compositions for glutamate receptor inhibition are provided which contain an effective amount of said compound to provide a glutamate receptor inhibition effect, together with at least one pharmaceutically acceptable carrier, dilient or excipient therefor.

  提供一种化合物，其化学式为##STR1##其中m为1至3的整数；n为1或2的整数；p为1或2的整数；q为1至6的整数；x为2至6的整数；Ph为苯基或其药用可接受的盐。还提供了一种用于谷氨酸受体抑制的方法，包括向需要的哺乳动物施用所述化合物或其药用可接受的盐的有效量。提供了用于谷氨酸受体抑制的组合物，其中含有所述化合物的有效量以提供谷氨酸受体抑制效果，以及至少一种药用可接受的载体、稀释剂或赋形剂。
• Amide compound having glutamate receptor inhibiting activity
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0311517A2

  公开（公告）日：1989-04-12

  A compound of the formula: represents a cyclic amino group, A represents a methylene group or a carbonyl group, m represents an integer of 1 to 3, n represents an integer of 0 to 4 and p represents an integer of 1 to 2, or a salt thereof, which has glutamate receptor inhibiting activity is provided.

  式中的化合物： 代表环状氨基，A 代表亚甲基或羰基，m 代表 1 至 3 的整数，n 代表 0 至 4 的整数，p 代表 1 至 2 的整数，或其盐，具有谷氨酸受体抑制活性。
• Amide compounds their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0339927A2

  公开（公告）日：1989-11-02

  New amide compounds of the general formula [I]: wherein R is a hydrogen atom or an acyl group, m is an integer of 1 to 3, n is an integer of 1 to 4, p is an integer of 1 or 2, q is an integer of 1 to 6, x is an integer of 2 to 6 and y is an integer of 1 to 3, with the proviso that, when (ii) n is 1, (iii) p is 1, (iv) q is 5 and (v) R is hydrogen atom, [(CH2)x-NH]y is neither (CH2)2NH(CH2)sNH-(CH2)3NH nor (CH2)2NH-(CH2)4NH(CH2)3NH, and salts thereof have excellent glutamate receptor-inhibiting activities, and they can be produced by the following reaction scheme: or wherein the symbols are as defined above except that the hydroxyl, imino or/and amino group or groups may be protected.

  通式[I]的新酰胺化合物： 其中 R 是氢原子或酰基，m 是 1 至 3 的整数，n 是 1 至 4 的整数，p 是 1 或 2 的整数，q 是 1 至 6 的整数，x 是 2 至 6 的整数，y 是 1 至 3 的整数，但条件是，当 (ii)n为1，(iii)p为1，(iv)q为5，(v)R为氢原子时，[(CH2)x-NH]y既不是(CH2)2NH(CH2)sNH-(CH2)3NH，也不是(CH2)2NH-(CH2)4NH(CH2)3NH： 或 其中符号如上定义，但羟基、亚氨基或/和氨基可被保护。
• Amide compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0353753A1

  公开（公告）日：1990-02-07

  Amide compounds have glutamate receptor-­inhibiting activity and having the formula: (wherein R₁ and R₂ each is hydrogen atom, an alkyl group or an acyl group, or is a cyclic amino group, m is an integer of 1 to 3, n is an integer of 0 to 4, x is an integer of 2 to 6 and y is an integer of 0 to 3) or salts thereof, are provided. The compounds are useful as a medicine for therapy or/and prevention of sequelae of cerebral apoplexy in warm-blooded animals.

  酰胺化合物具有谷氨酸受体抑制活性，其式如下 (其中 R₁ 和 R₂ 各为氢原子、烷基或酰基，或 为环状氨基，m 为 1 至 3 的整数，n 为 0 至 4 的整数，x 为 2 至 6 的整数，y 为 0 至 3 的整数）或其盐。这些化合物可作为治疗或/和预防温血动物脑中风后遗症的药物。