3-(4-phenyl-piperazin-1-yl)-propionamide | 61015-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-(4-phenyl-piperazin-1-yl)-propionamide
• 英文别名: 3-(4-phenyl-piperazino)-propionic acid amide；3-(4-Phenyl-piperazino)-propionsaeure-amid；3-(4-Phenylpiperazin-1-yl)propanamide
• CAS: 61015-46-1
• 化学式: C₁₃H₁₉N₃O
• mdl: MFCD11940440
• 分子量: 233.313
• InChiKey: UFMXBLJVJYGSAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  49.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-phenyl-piperazin-1-yl)-propionamide 在 劳森试剂 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 2-[2-(4-Phenylpiperazin-1-yl)ethyl]-4,5-dihydrobenzo[e][1,3]benzothiazole
  参考文献：
  名称：

  Synthesis of arylpiperazines with a terminal naphthothiazole group and their evaluation on 5-HT, DA and a receptor

  摘要：

  The synthesis, affinities for 5-HT1A, 5-HT2, D-1, D-2, alpha(1) and alpha(2) receptors and structure-activity relationships are described for a series of arylpiperazines substituted on the N-4 atom with an omega-(2-naphthothiazole)alkyl chain. The best affinity for 5-HT1A receptors was obtained for 1-(2-methoxyphenyl)piperazine derivatives with IC50 values in the range 3.2-12 nM; however, for all the reported compounds mixed 5-HT1A/D-2/alpha affinities were observed.

  DOI：

  10.1016/s0223-5234(97)88916-7
• 作为产物：
  描述：

  3-[4-(苯基)-哌嗪-1-基]-丙腈 在 硫酸 作用下， 生成 3-(4-phenyl-piperazin-1-yl)-propionamide
  参考文献：
  名称：

  Derivatives of Piperazine. XXIII. Addition of 1-Arylpiperazines to α,β-Unsaturated Nitriles and Esters

  摘要：

  DOI：

  10.1021/ja01108a059

文献信息

• 3-(4-phenylpiperazin-1-yl)propyl-amino, thio and oxy -pyridine, pyrimidine and benzene derivatives as alpha1-adrenoceptor antagonists
  申请人：F. Hoffmann-La Roche AG

  公开号：EP0711757A1

  公开（公告）日：1996-05-15

  The present invention relates to novel α₁-adrenoceptor antagonists of Formula I: in which: p is 0 or 1; t is 0, 1 or 2; X is O, S or NR⁶ (in which R⁶ is hydro or (C₁₋₆)alkyl); Y and Z are independently CH or N; R¹ is hydro, hydroxy, halo, nitro, amino, cyano, (C₁₋₄)alkylthio, acetylamino, trifluoroacetylamino, methylsulfonylamino, (C₁₋₆)alkyl, (C₃₋₆)cycloalkyl, (C₃₋₆)cycloalkyl(C₁₋₄)alkyl, oxazol-2-yl, aryl, heteroaryl, aryl(C₁₋₄)alkyl, heteroaryl(C₁₋₄)alkyl, (C₁₋₆)alkyloxy, (C₃₋₆)cycloalkyloxy, (C₃₋₆)cycloalkyl(C₁₋₄)alkyloxy, 2-propynyloxy, aryloxy, heteroaryloxy, aryl(C₁₋₄)alkyloxy or heteroaryl(C₁₋₄)alkyloxy (wherein alkyl is optionally substituted with one to three halo atoms and aryl or heteroaryl is optionally substituted with one to two substituents independently selected from halo and cyano); R² is hydro, hydroxy, halo, cyano, (C₁₋₆)alkyl or (C₁₋₆)alkyloxy (wherein alkyl is optionally substituted with one to three halo atoms); R³ is -C(O)R⁷ (wherein R⁷ is (C₁₋₆)alkyl, (C₃₋₆)cycloalkyl, di(C₁₋₄)alkylamino, N-(C₁₋₄)alkyl-N-(C₁₋₄)alkyloxyamino, (C₁₋₄)alkyl((C₁₋₄)alkyloxy)amino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl or piperazin-1-yl); R⁴ is halo, hydroxy, cyano, (C₁₋₆)alkyl or (C₁₋₆)alkyloxy; and R⁵ is (C₁₋₆)alkyl; and the pharmaceutically acceptable salts and N-oxides thereof.

  本发明涉及式 I 的新型 α₁-肾上腺素受体拮抗剂： 其中 p 是 0 或 1； t 是 0、1 或 2 X 是 O、S 或 NR⁶（其中 R⁶ 是氢或 (C₁₋₆)烷基）； Y 和 Z 独立地为 CH 或 N； R¹是氢、羟基、卤代、硝基、氨基、氰基、(C₁₋₄)烷硫基、乙酰氨基、三氟乙酰氨基、甲磺酰氨基、(C₁₋₆)烷基、(C₃₋₆)环烷基、(C₃₋₆)环烷基(C₁₋₄)烷基、噁唑-2-基、芳基、杂芳基、芳基(C₁₋₄)烷基、杂芳基(C₁₋₄)烷基、(C₁₋₆)烷氧基、(C₃₋₆)环烷氧基、(C₃₋₆)环烷基(C₁₋₄)烷氧基，2-丙炔氧基，芳基氧基，杂芳基氧基、芳基（C₁₋₄）烷氧基或杂芳基（C₁₋₄）烷氧基（其中烷基任选被一至三个卤原子取代，芳基或杂芳基任选被一至两个独立选自卤素和氰基的取代基取代）； R² 是氢、羟基、卤代、氰基、(C₁₋₆)烷基或(C₁₋₆)烷氧基（其中烷基任选被一至三个卤原子取代）； R³ 是 -C(O)R⁷（其中 R⁷ 是 (C₁₋₆)烷基、(C₃₋₆)环烷基、二(C₁₋₄)烷基氨基、N-(C₁₋₄)烷基-N-(C₁₋₄)烷氧基氨基、(C₁₋₄)烷基((C₁₋₄烷氧基)氨基、吡咯烷-1-基、哌啶-1-基、吗啉-4-基或哌嗪-1-基)； R⁴ 是卤素、羟基、氰基、(C₁₋₆)烷基或 (C₁₋₆)烷氧基；和 R⁵ 是 (C₁₋₆)烷基；及其药学上可接受的盐和 N-氧化物。
• NOVEL AGENTS OF CALCIUM ION CHANNEL MODULATORS
  申请人：VM Discovery, Inc.

  公开号：EP2073799A2

  公开（公告）日：2009-07-01
• US5688795A
  申请人：——

  公开号：US5688795A

  公开（公告）日：1997-11-18
• US8586619B2
  申请人：——

  公开号：US8586619B2

  公开（公告）日：2013-11-19
• [EN] SUBSTITUTED PICOLINIC ACIDS, PROCESSES FOR THEIR PREPARATION, THEIR USE AND MEDICAMENTS CONTAINING THEM
  申请人：——

  公开号：WO1984004302A1

  公开（公告）日：1984-11-08

  (EN) Substituted picolinic acids of the general formula (I), wherein R1 denotes alkyl with 1 to 7 carbon atoms - but not butyl if R2 and R3 denote alkyl and X denotes NH -, cycloalkylalkyl with 3 to 7 carbon atoms in the cycloalkyl part and 1 to 4 carbon atoms in the alkylene part, phenyl or substituted phenyl with up to three substituents from the group comprising halogen, hydroxyl, alkyl with 1 to 4 carbon atoms and alkoxy with 1 to 4 carbon atoms, R2 denotes alkyl with 1 to 4 carbon atoms or alkenyl with 3 to 5 carbon atoms and R3 denotes alkyl with 1 to 4 carbon atoms or alkenyl with 3 to 5 carbon atoms, or R2 and R3 together, and including the nitrogen atom to which they are bonded, denote pyrrolidino, morpholino, piperidino, hexahydroazepino, or 1-piperazinyl which is substituted in the 4-position by R4, R4 denotes hydrogen, alkyl with 1 to 4 carbon atoms, phenyl, benzyl or substituted phenyl with up to three substituents from the group comprising halogen, hydroxyl, alkyl with 1 to 4 carbon atoms and alkoxy with 1 to 4 carbon atoms, A denotes straight-chain or branched alkylene with 1 to 5 carbon atoms and X denotes O (oxygen) or NH, and the acid addition salts of these compounds, R1, R2 and R3 not simultaneously denoting alkyl if X represents O (oxygen) and A represents ethylene, are new compounds with a hypotensive activity. Processes for the preparation of these compounds are described. (FR) Acides picoliniques substitués correspondant à la formule générale (I), où R1 dénote un alkyle comportant de 1 à 7 atomes de carbone - mais non pas de butyle si R2 et R3 dénotent un alkyle et X dénote NH -, un cycloalkylalkyle comportant de 3 à 7 atomes de carbone dans la partie cycloalkyle et 1 à 4 atomes de carbone dans la partie alkylène, un phényle ou phényle substitué comportant jusqu"à trois substituants sélectionnés dans le groupe comprenant un halogène, un hydroxyle, un alkyle comportant de 1 à 4 atomes de carbone et un alcoxy comportant de 1 à 4 atomes de carbone, R2 dénote un alkyle comportant de 1 à 4 atomes de carbone ou un alkényle comportant de 3 à 5 atomes de carbone et R3 dénote un alkyle comportant de 1 à 4 atomes de carbone ou un alkényle comportant de 3 à 5 atomes de carbone, ou R2 et R3 ensemble, y compris l"atome d"azote auquel ils sont liés, dénotent un pyrrolidino, un morpholino, un piperidino, un hexahydroazepino, ou du 1-piperazynyle qui est substitué en position 4 par R4, R4 dénote l"hydrogène, un alkyle comportant de 1 à 4 atomes de carbone, un phényle, un benzyle ou un phényle substitué comportant jusqu"à trois substituants sélectionnés dans le groupe comprenant un halogène, un hydroxyle, un alkyle comportant de 1 à 4 atomes de carbone et un alcoxy comportant de 1 à 4 atomes de carbone, A dénote un alkylène à chaîne droite ou ramifiée comportant de 1 à 5 atomes de carbone et X dénote O (oxygène) ou NH, et les sels d"addition d"acide de ces composés, R1, R2 et R3 ne dénotant pas simultanément un alkyle si X représente O (oxygène) et A représente de l"éthylène. Ces nouveaux composés présentent une activité hypotensive. On décrit également des procédés de préparation de ces composés.