4-chloro-benzoic acid N-benzo[1,3]dioxol-5-yl-hydrazide; hydrochloride | 37585-46-9

• 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: 4-chloro-benzoic acid N-benzo[1,3]dioxol-5-yl-hydrazide; hydrochloride
• 英文别名: N1-(p-chlorobenzoyl)-3,4-methylenedioxyphenylhydrazine hydrochloride；N-(1,3-benzodioxol-5-yl)-4-chlorobenzohydrazide;hydrochloride
• CAS: 37585-46-9
• 化学式: C₁₄H₁₁ClN₂O₃*ClH
• 分子量: 327.167
• InChiKey: AYZMFUXQQIIZNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-甲基-4-哌啶酮盐酸盐 、 4-chloro-benzoic acid N-benzo[1,3]dioxol-5-yl-hydrazide; hydrochloride 以 乙醇 为溶剂， 生成 5-(4-chloro-benzoyl)-8-methyl-6,7,8,9-tetrahydro-5H-[1,3]dioxolo[4,5-f]pyrido[4,3-b]indole
  参考文献：
  名称：

  Almirante; Mugnaini; Murmann, Bollettino Chimico Farmaceutico, 1973, vol. 112, # 2, p. 94 - 103

  摘要：

  DOI：

文献信息

• Novel N'-acylated phenyl-hydrazine and hydrozone derivatives
  申请人：Sumitomo Chemical Company, Limited

  公开号：US03974145A1

  公开（公告）日：1976-08-10

  Novel indolylacetic acid derivatives, which have excellent anti-inflammatory, antipyretic and analgesic activities, represented by the formula, ##SPC1## Wherein X.sub.1 and X.sub.2 each is a member selected from the group consisting of oxygen and methylene; A is a member selected from the group consisting of unsubstituted saturated hydrocarbon chain having up to 5 carbon atoms, unsubstituted unsaturated hydrocarbon chain having up to 5 carbon atoms and substituted saturated or substituted ethylenically unsaturated hydrocarbon chain having up to 5 carbon atoms, in which the substituents are selected from the group consisting of halogen or phenyl, the hydrocarbon chain being straight or blanched one; m is 0 or 1; n is 1 or 2; R.sub.1 and R.sub.2 each is a member selected from the group consisting of hydrogen and alkyl having up to 4 carbon atoms; R.sub.3 is a member selected from the group consisting of alkyl having up to 4 carbon atoms, unsubstituted or a lower alkyl-, lower alkoxy-, lower alkylthio-, nitro-, cyano-, methylenedioxy-, ethylenedioxy- or halogen-substituted aryl, each of said alkyl, alkoxy and alkylthio substituents containing up to 4 carbon atoms, or unsubstituted, or halogen-, alkyl- or phenyl-substituted or benzene ring-condensed, saturated or unsaturated mono- or poly-aclicyclic group, or alkyl group substituted by said alicyclic group, or unsubstituted or methyl-, ethyl- or halogen-substituted 5- or 6-membered heterocyclic ring group containing oxygen, sulfur or nitrogen atom; R.sub.4 is a member selected from the group consisting of alkyl having up to 4 carbon atoms or hydrogen, or a group of M (wherein M is a cation). The indolylacetic acid of the formula (I) is prepared by reacting a compound of the formula, ##SPC2## Wherein X.sub.1, X.sub.2 and n are the same as defined above and B is a member selected from the group consisting of ##EQU1## and Z (wherein Z is a nitrogen protecting system comprising at least one readily removable group), with an acid halide represented by the formula, R.sub.3 --(A).sub.m --CO--hal (V) wherein R.sub.3, A and m are the same as defined above and hal is halogen, to obtain N.sup.1 -acylated compound of the formula, ##SPC3## Wherein X.sub.1, X.sub.2, R.sub.3, A, B, m and n are the same as defined above, then reacting the resultant N.sup.1 -acylated compound (II) with an aliphatic acid derivative represented by the formula, ##EQU2## wherein R.sub.1, R.sub.2 and R.sub.4 are the same as defined above.

  具有出色的抗炎、退烧和镇痛活性的新型吲哚乙酸衍生物，其化学式如下：##SPC1##其中X.sub.1和X.sub.2分别是从氧和亚甲基组成的群体中选择的成员；A是从具有高达5个碳原子的未取代饱和碳氢链、具有高达5个碳原子的未取代不饱和碳氢链和具有高达5个碳原子的取代饱和或取代乙烯不饱和碳氢链中选择的成员，其中取代基选择自卤素或苯基，碳氢链是直链或分枝的；m为0或1；n为1或2；R.sub.1和R.sub.2分别是从氢和具有高达4个碳原子的烷基中选择的成员；R.sub.3是从具有高达4个碳原子的烷基、未取代或低级烷氧基、低级烷基硫基、硝基、氰基、亚甲二氧基、乙二氧基或卤素取代的芳基中选择的成员，每个烷基、烷氧基和烷基硫基取代基含有高达4个碳原子，或未取代、卤素、烷基或苯基取代的或苯环共轭的、饱和或不饱和的单环或多环脂环基，或由该脂环基取代的烷基基团，或未取代或甲基、乙基或卤素取代的含氧、硫或氮原子的5-或6-成员杂环环基；R.sub.4是从具有高达4个碳原子的烷基或氢中选择的成员，或M（其中M是阳离子）的一个基团。公式（I）的吲哚乙酸是通过将公式如下的化合物：##SPC2##其中X.sub.1、X.sub.2和n与上述定义相同，B是从##EQU1##和Z（其中Z是包含至少一个容易去除的基团的氮保护系统）的群体中选择的成员，与代表公式的酸卤化物反应得到公式的N.sup.1-酰化化合物：##SPC3##其中X.sub.1、X.sub.2、R.sub.3、A、B、m和n与上述定义相同，然后将所得的N.sup.1-酰化化合物（II）与代表公式的脂肪酸衍生物反应：##EQU2##其中R.sub.1、R.sub.2和R.sub.4与上述定义相同。
• Novel n'-acylated phenyl-hydrazine and -hydrazone derivatives
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04060550A1

  公开（公告）日：1977-11-29

  Indolylacetic acid derivatives, which have excellent anti-inflammatory, antipyretic and analgesic activities, represented by the formula, ##STR1## wherein X.sub.1 and X.sub.2 are each methylene; A is an unsubstituted ethylenically unsaturated hydrocarbon chain having up to 5 carbon atoms; m is 0 or 1; n is 1 or 2; R.sub.3 is alkyl having up to 4 carbon atoms; cycloalkyl having 3 to 7 carbon atoms, unsubstituted or C.sub.1 -C.sub.4 alkyl-, nitro-, trifluoromethyl-, methylenedioxy-, ethylenedioxy- or halogen-substituted phenyl, or halogen-, C.sub.1 -C.sub.4 alkyl- or phenyl-substituted or benzene ring-condensed C.sub.3 -C.sub.7 cycloalkyl, or unsubstituted or halogen-, C.sub.1 -C.sub.4 alkyl- or phenyl-substituted or benzene ring-condensed C.sub.5 -C.sub.6 cycloalkenyl; and B is ##STR2## .

  这段文字是关于具有优异的抗炎、退烧和镇痛活性的吲哚乙酸衍生物的描述，其化学式为 ##STR1## 其中X1和X2均为亚甲基；A是未取代的具有5个碳原子以下的乙烯基不饱和碳氢链；m为0或1；n为1或2；R3是具有4个碳原子以下的烷基；具有3到7个碳原子的环烷基，未取代或取代于C1-C4烷基、硝基、三氟甲基、亚甲二氧基、乙二氧基或卤素的苯基，或取代于卤素、C1-C4烷基或苯基的或苯环共轭的C3-C7环烷基，或未取代或取代于卤素、C1-C4烷基或苯基的或苯环共轭的C5-C6环烯基；B为 ##STR2## 。
• Almirante; Mugnaini; Murmann, Bollettino Chimico Farmaceutico, 1973, vol. 112, # 2, p. 94 - 103
  作者：Almirante、Mugnaini、Murmann

  DOI：——

  日期：——