methyl 4-(2-aminoethyl)salicylate | 32804-32-3

• 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: methyl 4-(2-aminoethyl)salicylate
• 英文别名: 4-(2-Aminoethyl)-2-hydroxy-benzoesaeuremethylester；4-<2-Amino-aethyl>-salicylsaeure-methylester；Methyl 4-(2-aminoethyl)-2-hydroxybenzoate
• CAS: 32804-32-3
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: ZUXVKYAQXCMJCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-(2-aminoethyl)salicylate 、 丙醛 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以55%的产率得到4-<2-(di-n-propylamino)ethyl>salicylic acid
  参考文献：
  名称：

  评估几个环系统中潜在的多巴胺能前药部分。

  摘要：

  邻羟基/甲基，羟基/羟甲基，羟基/甲酰基和羟基/羧基取代模式（其中一些对2-氨基四氢萘环系统产生多巴胺能激动剂作用）已被结合到β-苯乙胺，2-氨基茚满和反式-八氢苯并[f]喹啉环。2-氨基茚满衍生物中的某些表现出与其多巴胺能激动剂一致的药理特性。β-苯乙胺衍生物未显示任何明显的多巴胺样活性。7-羟基-8-甲基八氢苯并[f]喹啉衍生物4a是中等效力的短效DA2受体拮抗剂。所有的羧酸衍生物都是惰性的。在邻羟基/甲基衍生物中，只有5-羟基-6-甲基-2-氨基四氢萘衍生物显示出与多巴胺能前药一致的药理特性。结论是5-羟基-6-甲基-2-（二正丙基氨基）四氢化萘（1a）在结构上对多巴胺能药物是独特的。

  DOI：

  10.1021/jm00160a036

文献信息

• High yield carbonylation of halo-hydrocarbons
  申请人：STAUFFER CHEMICAL COMPANY

  公开号：EP0222460A1

  公开（公告）日：1987-05-20

  High yields of aromatic, aromatic acetic and olefinic acids, esters, amides and the like are derived from a pro­cess wherein a halo-hydrocarbon is carbonylated in the pres­ence of a palladium catalyst, a hindered amine base and phosphine in excess. The hindered amine base can comprise C₃-C₁₀ branched alkyls, cyclic compounds, or mixtures of the above. The preferred amine is N,N-diisopropylethyl amine. The preferred catalyst is PdCl₂(PPH₃)₂ with the excess phos­phine generally supplied by a compound of the formula PR¹R²R³ where R¹,R² and R³ are preferably phenyl.

  高产率的芳香族、芳香族乙酸和烯烃酸、酯、酰胺等可通过以下工艺制得：卤代烃在钯催化剂、受阻胺碱和过量膦的存在下发生羰基化反应。受阻胺基可包括 C₃-C₁₀ 支链烷基、环状化合物或上述物质的混合物。首选胺为 N,N-二异丙基乙基胺。优选催化剂为 PdCl₂(PPH₃)₂，过量的膦通常由式 PR¹R²R³ 的化合物提供，其中 R¹、R² 和 R³ 优选为苯基。
• US4668816A
  申请人：——

  公开号：US4668816A

  公开（公告）日：1987-05-26
• [EN] METHOD OF PRODUCING ACETOXYARYL CARBOXYLIC ACIDS<br/>[FR] PROCEDE DE PRODUCTION D'ACIDES CARBOXYLIQUES D'ACETOXYARYLE
  申请人：EASTMAN CHEM CO

  公开号：WO2000027787A1

  公开（公告）日：2000-05-18

  A method of producing an acetoxyaryl carboxylic acid converts a dialkylaryl to a monohydroperoxide of the dialkylaryl, converts the monohydroperoxide of the dialkylaryl to an alkylaryl acetate, and oxidizes the alkylaryl acetate to the acetoxyaryl carboxylic acid in the presence of cobalt and bromine catalysts. If the alkyl groups are isopropyl groups, the method converts a monohydroperoxide of a diisopropylaryl to an isopropylaryl acetate and oxidizes the isopropylaryl acetate to the acetoxyaryl carboxylic acid in the presence of cobalt and bromine catalysts. Alternatively, it is possible to produce the acetoxyaryl carboxylic acid from an isopropylaryl alcohol. In this case, the isopropylaryl alcohol is converted to an isopropylaryl acetate and the isopropylaryl acetate is oxidized to the acetoxyaryl carboxylic acid in the presence of cobalt and bromine catalysts. The isopropylaryl acetate may be isolated prior to the oxidation step. Alternatively, the isopropylaryl acetate may not be isolated prior to the oxidation substep. However, acetone is produced in the step of converting the monohydroperoxide of the diisopropylaryl to the isopropylaryl acetate, and the acetone should be removed prior to the oxidation step. The aryl group may be a phenyl group or a naphthyl group. The oxidation step may be conducted in the presence of cobalt, bromine and manganese catalysts and more preferably in the presence of cobalt, bromine, manganese and potassium catalysts. The cobalt concentration should be within the range of from 0.01 molar to 0.05 molar and more preferably within the range of from 0.02 molar to 0.03 molar.
• [EN] MUTILIN COMPOUNDS<br/>[FR] COMPOSES A BASE DE MUTILINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2000027790A1

  公开（公告）日：2000-05-18

  A compound of formula (IA) or (IB): in which R?1 is RA(CH¿2)nO(CH2)m, RA(CH2)p, Formula (II) or in which R is a spiro-fused mono- or bi-cyclic ring containing one or two basic nitrogen atoms; and X?1 and X2¿, which may be the same or different, are each -CH¿2?- or -C=O, provided that at least one of X?1 and X2¿ is -C=O; Y is -NH-, -CH¿2?- or -CH2-CH2-; R?A¿ is an optionally substituted aryl group or heteroaryl group linked via a carbon atom; m is 1, 2 or 3; n is 0, 1 or 2; and p is 1 to 4; R2 is vinyl or ethyl; R3 is H, OH or F, and R4 is H, or R3 is H and R4 is F. The compounds are useful for treating microbial infections in animals, especially in humans and in domesticated mammals.