3-amino-4-piperidino-benzophenone | 56106-79-7

• 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: 3-amino-4-piperidino-benzophenone
• 英文别名: (3-amino-4-piperidin-1-ylphenyl)-phenylmethanone
• CAS: 56106-79-7
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: ZOVJKPRFQDXYEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-4-piperidino-benzophenone 、 3-叔丁基-1-甲基-1H-吡唑-5-羰酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到N-(5-benzoyl-2-piperidin-1-ylphenyl)-5-tert-butyl-2-methylpyrazole-3-carboxamide
  参考文献：
  名称：

  Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic Carboxamides

  摘要：

  The use of our recently reported chemical library purification strategy in the development of a herbicidal lead, N-(3-benzoylphenyl)-3-(1,1-dimethylethyl)-1-methyl-1H-pyrazole-5-carboxamide (3), is described. The approach applying fundamental properties of complementary molecular reactivity and molecular recognition (CMR/R) as the basis for a general purification strategy was utilized. Polymeric reagents were used in the synthesis to generate reactive species involved in product formation, and complementary molecular reactivity/molecular recognition polymer 8 (CMR/R polymer 8) was used in the solution-phase syntheses of building blocks, primary libraries, and lead refinement libraries. An extension of the CMR/R methodology was applied, utilizing a sequestration enabling reagent (SER), transforming a reactant into an electrophilic species sequestrable by CMR/R polymer 8. This library purification strategy enabled rapid lead generation and lead refinement to afford herbicide 27o. The CMR/R solid-phase purification technique enabled a simple, general, and powerful protocol, eliminating the usual tedious and time-consuming methods required for solution-phase product purification. The result was the synthesis of hundreds of compounds, prepared in a relatively short time, leading to a compound with a 4-fold improvement in herbicidal activity over the initial lead.

  DOI：

  10.1021/jo970571i
• 作为产物：
  描述：

  3-硝基-4-(哌啶-1-基)苯甲酰氯 在 三氯化铝 、 铁粉 、 溶剂黄146 作用下， 生成 3-amino-4-piperidino-benzophenone
  参考文献：
  名称：

  Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic Carboxamides

  摘要：

  The use of our recently reported chemical library purification strategy in the development of a herbicidal lead, N-(3-benzoylphenyl)-3-(1,1-dimethylethyl)-1-methyl-1H-pyrazole-5-carboxamide (3), is described. The approach applying fundamental properties of complementary molecular reactivity and molecular recognition (CMR/R) as the basis for a general purification strategy was utilized. Polymeric reagents were used in the synthesis to generate reactive species involved in product formation, and complementary molecular reactivity/molecular recognition polymer 8 (CMR/R polymer 8) was used in the solution-phase syntheses of building blocks, primary libraries, and lead refinement libraries. An extension of the CMR/R methodology was applied, utilizing a sequestration enabling reagent (SER), transforming a reactant into an electrophilic species sequestrable by CMR/R polymer 8. This library purification strategy enabled rapid lead generation and lead refinement to afford herbicide 27o. The CMR/R solid-phase purification technique enabled a simple, general, and powerful protocol, eliminating the usual tedious and time-consuming methods required for solution-phase product purification. The result was the synthesis of hundreds of compounds, prepared in a relatively short time, leading to a compound with a 4-fold improvement in herbicidal activity over the initial lead.

  DOI：

  10.1021/jo970571i

文献信息

• Diamine-benzophenones and a process for the preparation thereof
  申请人：Richter Gedeon Vegyeszeti Gyar Rt.

  公开号：US03989701A1

  公开（公告）日：1976-11-02

  New compounds of the general formula (I) ##SPC1## wherein R.sub.1 and R.sub.2 each is a saturated or unsaturated, straight-chained or branched alkyl group, an aralkyl group, a saturated or unsaturated cycloalkyl group or an aryl group, or R.sub.1 and R.sub.2 together with the adjacent nitrogen atom may form substituted or unsubstituted heterocyclic group with or without a further oxygen or nitrogen heteroatom, and R.sub.3 is hydrogen or an acyl group derived from a C.sub.1.sub.-18 carboxylic acid. The compounds are prepared by reducing the corresponding nitro compounds of the general formula (II) ##SPC2## and optionally acylating the obtained product. The compounds of the general formula (I) and their acid addition salts and quaternary ammonium salts are active primarily in the induction of liver microsomal enzyme, but they also possess valuable antipyretic activity and a yohimbine lethality increasing effect characteristic of antidepressants.

  通式（I）的新化合物：##SPC1##其中，R.sub.1和R.sub.2分别是饱和或不饱和的直链或支链烷基，芳基烷基，饱和或不饱和的环烷基或芳基，或R.sub.1和R.sub.2与相邻的氮原子一起形成带有或不带有进一步的氧或氮杂原子的取代或未取代的杂环基；R.sub.3是氢或来源于C.sub.1.sub.-18羧酸的酰基。该化合物的制备方法是还原通式（II）的相应硝基化合物：##SPC2##并可选择性地酰化所得的产物。通式（I）的化合物及其酸加合物和季铵盐主要在诱导肝微粒体酶方面具有活性，但它们还具有有价值的退烧活性和与抗抑郁药物相似的麻醉药物致死率增加效应。
• Dérivés de benzoyl-phényl-pipéridine, procédé de préparation et application en thérapeutique
  申请人：SOCIETE DE RECHERCHES INDUSTRIELLES S.O.R.I.

  公开号：EP0069012A1

  公开（公告）日：1983-01-05

  La présente invention concerne de nouveaux dérivés de benzoyl-phényl-pipéridine choisis parmi l'ensemble constitué par: (i) les 2-pipéridinobenzophénones de formule: dans laquelle: - R1, R2 et R3, identiques ou différents, représentent chacun l'atome d'hydrogène, un groupe hydroxy, CF3, un halogène, un groupe alkyle inférieur ou un groupe alkoxy inférieur; -R4 représente l'atome d'hydrogène, un halogène, un groupe N02, un groupe NR'R" [où R' et R", identiques ou différents, représentent l'atome d'hydrogène, un groupe alkyle inférieur ou un groupe C02R (où R représente un groupe alkyle inférieur ou un groupe benzyle)]; - R5 et Rs, identiques ou différents, représentent chacun l'atome d'hydrogène, un groupe alkyle en C1-C4, un groupe OH, un groupe phényle ou un groupe benzyle; et (ii) leurs sels d'addition d'acide. L'invention concerne également le procédé de préparation de ces nouveaux dérivés et leur utilisation en thérapeutique, notamment en tant qu'agents immunostimulants et immunoadjuvants.

  本发明涉及选自以下组别的新苯甲酰-苯基-哌啶衍生物： (i) 式中的 2-哌啶基二苯甲酮： 其中 - R1、R2和R3可以相同或不同，各自代表氢原子、羟基、CF3基团、卤素、低级烷基或低级烷氧基； -R4代表氢原子、卤素、N02基团或NR'R "基团[其中R'和R "可以相同或不同，分别代表氢原子、低级烷基或C02R基团（其中R代表低级烷基或苄基）]； - R5 和 Rs（可以相同或不同）分别代表氢原子、C1-C4 烷基、OH 基、苯基或苄基；以及 (ii) 它们的酸加成盐。 本发明还涉及这些新衍生物的制备过程及其在治疗中的应用，特别是作为免疫刺激剂和免疫佐剂。
• US3989701A
  申请人：——

  公开号：US3989701A

  公开（公告）日：1976-11-02
• US4528294A
  申请人：——

  公开号：US4528294A

  公开（公告）日：1985-07-09
• US4680402A
  申请人：——

  公开号：US4680402A

  公开（公告）日：1987-07-14