2-(3-chloropropyl)-2-cyclohexyl-1,3-dioxolane | 90237-05-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-chloropropyl)-2-cyclohexyl-1,3-dioxolane
• CAS: 90237-05-1
• 化学式: C₁₂H₂₁ClO₂
• 分子量: 232.751
• InChiKey: REIVPYTYIXYGQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-chloropropyl)-2-cyclohexyl-1,3-dioxolane 、 2,5-dimethyl-3-(4-hydroxyphenyl)piperidine 在 盐酸 、 sodium iodide 、 氨 、 sodium carbonate 作用下， 以 N-甲基乙酰胺 、 甲醇 、 二氯甲烷 为溶剂， 生成 1-(4-cyclohexyl-4-oxobutyl)-2,5-dimethyl-3-(4-hydroxyphenyl)piperidine
  参考文献：
  名称：

  Tertiary 2,5-dialkyl-3-phenylpiperidine derivatives having

  摘要：

  本发明涉及一组三级2,5-二烷基-3-苯基哌啶衍生物，其具有以一般式4表示的阿片拮抗活性，其中A.sub.1为氢，可选酯化的羟基或巯基，NHA.sub.8或--CONHA.sub.8基团，其中A.sub.8为氢，具有1-6个碳原子的烷基或具有2-7个碳原子的烷基羰基；A.sub.2为氢或当A.sub.1为氢时，A.sub.1的其他含义之一，或A.sub.1和A.sub.2与苯环的2个碳原子一起构成由五个或六个环原子组成的杂环基团，其中包括一个--NH--基团，并且作为第二个杂原子，可能包括一个氧原子、硫原子或氮原子；A.sub.3和A.sub.4彼此独立地是具有1-6个碳原子的直链或支链烷基或烯基；A.sub.5为具有2-8个碳原子的直链或支链烷基链；X为羰基或缩醛羰基或基团>CHOH、--CONH--、--NHCO--、亚甲基、>CHC.sub.6 H.sub.5、或氧原子或硫原子；A.sub.6为具有最多10个碳原子的烷基、环烷基或环烷基烷基，可选地被一个或多个A.sub.7基团取代，或为具有1-4个碳原子的苯基或苯基烷基，可选地被一个或多个A.sub.7基团取代，A.sub.7为具有1-4个碳原子的烷基、烷氧基或烷硫基，氨基、1-4个碳原子的单烷基或双烷基氨基，羟基烷基、烷基羰基、烷基氨基羰基或烷氧基羰基，具有1-4个碳原子的硝基、氰基、卤素、三氟甲基、三氟甲氧基、具有1-4个碳原子的烷基磺酰基或氨基磺酰基。这些化合物具有纯阿片拮抗活性，即没有激动活性成分。

  公开号：

  US05091393A1

文献信息

• Tertiary arylethyl amine derivatives having opiate-antagonistic activity
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0289070A1

  公开（公告）日：1988-11-02

  The invention relates to a group of tertiary arylethyl amine derivatives having opiate-antagonistic activity. The compounds have the general formula 1 wherein R1 is hydrogen, an optionally esterified hydroxyl group or mercapto group, a group -NHRs or -CONHR9, wherein Rs is hydrogen, alkyl having 1-6 C-atoms or alkylcarbonyl having 1-7 C-atoms; R2 is hydrogen or, when R1 is hydrogen, one of the other meanings of Ri, or R1 and R2 together with the 2 carbon atoms of the benzene ring constitute a heterocyclic group which consists of five or six ring atoms and which comprises a group -NH-and, optionally may comprise an oxygen atom, sulphur atom or nitrogen atom as a second hetero atom; R3 is hydrogen, alkyl, alkoxy or alkylthio having 1-4 C-atoms, amino, mono-or dialkylamino having 1-4 C-atoms per alkyl group, hydroxyalkyl, alkyl-, alkylamino-or alkoxycarbonyl having 1-4 C-atoms in the alkyl group, nitro, cyano, halogen, trifluoromethyl, trifluoromethoxy, alkylsulphonyl having 1-4 C-atoms, or aminosulphonyl; m has the value 1, 2 or 3; R4 is hydrogen, alkyl or alkoxy having 1-3 C-atoms, or hydroxyl; Rs is hydrogen; alkyl, phenylalkyl, hydroxyalkyl, methoxyalkyl, alkylcarbonyl, alkoxycarbonyl or alkylaminocarbonyl having 1-6 C-atoms in the optionally branched alkyl group; R6 is straight or branched alkyl, alkenyl or cycloalkylalkyl or cycloalkyl, having at most 8 C-atoms; Y is a group R7-X-R8, wherein R7 is a straight or branched alkylene chain having 3-8 C-atoms with at least 3 C-atoms between the nitrogen atom and group X; X is the carbonyl group or ketalised carbonyl group, or the group CHOH, CHC6H5, CH2, -CONH-or -CO-NCH3 or an oxygen atom or sulphur atom; and R8 is an alkyl group, cycloalkyl group or cycloalkylalkyl group having at most 10 C-atoms a phenyl group or phenylalkyl group having 1-4 C-atoms in the alkyl group, which groups Rs can be substituted with one or more groups R3; or Y is a group of the formula 2a-2e wherein R10 may have the meanings given for R3.

  本发明涉及一类具有阿片对抗活性的三级芳基乙基胺衍生物。该化合物具有通式1，其中R1为氢，可选酯化的羟基或巯基，-NHRs或-CONHR9基团，其中Rs为氢，具有1-6个碳原子的烷基或具有1-7个碳原子的烷基羰基；R2为氢或，当R1为氢时，为R1的其他含义之一，或R1和R2与苯环的2个碳原子一起构成一个杂环基团，该杂环基团由五个或六个环原子组成，包括一个-NH-基团，并且可选地可能包括一个氧原子、硫原子或氮原子作为第二个杂原子；R3为氢、烷基、烷氧基或烷硫基，每个烷基组中具有1-4个碳原子的氨基、单烷基或双烷基氨基，具有1-4个碳原子的羟基烷基、烷基、烷基氨基或烷氧羰基，具有1-4个碳原子的硝基、氰基、卤素、三氟甲基、三氟甲氧基、具有1-4个碳原子的烷基磺酰基或氨基磺酰基；m的值为1、2或3；R4为氢、具有1-3个碳原子的烷基或烷氧基，或羟基；Rs为氢；烷基、苯基烷基、羟基烷基、甲氧基烷基、烷基羰基、烷氧羰基或烷基氨基羰基，在可选的支链烷基中具有1-6个碳原子；R6为直链或支链烷基、烯基或环烷基烷基或环烷基，最多具有8个碳原子；Y为一个R7-X-R8基团，其中R7为具有3-8个碳原子的直链或支链烷基链，在氮原子和X基团之间至少具有3个碳原子；X为羰基或缩酮化羰基，或基团CHOH，CHC6H5，CH2，-CONH或-CO-NCH3或氧原子或硫原子；R8为具有最多10个碳原子的烷基、环烷基或环烷基烷基或苯基或苯基烷基，在烷基中具有1-4个碳原子，这些基团Rs可以被一个或多个基团R3取代；或Y为式2a-2e中的一个基团，其中R10可以具有给定R3的含义。
• Tertiary 2,5-dialkyl-3-phenyl-piperidine derivatives having opiate-antagonistic activity
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0299549A2

  公开（公告）日：1989-01-18

  The invention relates to a group of tertiary 2,5-dialkyl-3-phenylpiperidine derivatives, having opiate-antagonistic activity represented by general formula 4, wherein S1 is hydrogen, an optionally esterified hydroxyl group or mercapto group, a group -NHS8 or -CONHS8, wherein S8 is hydrogen, alkyl having 1-6 C-atoms or alkylcarbonyl having 2-7 C-atoms; S2 is hydrogen or, when S1 is hydrogen, one of the other meanings of Si, or S1 and S2 together with the 2 carbon atoms of the benzene ring, constitute a heterocyclic group which consists of five or six ring atoms and which comprises a group -NH-and optionally as a second hetero atom may comprise an oxygen atom, sulphur atom or nitrogen atom; S3 and S4 independently of each other are straight or branched alkyl or alkenyl having 1-6 C-atoms; Ss is a straight or branched alkylene chain having 2-8 C-atoms; X is the carbonyl group or ketalised carbonyl group or the group CHOH, -CONH-, -NHCO-, methylene, CHC6H5 or an oxygen atom or sulphur atom; S6 is an alkyl group, cycloalkyl group or cycloalkylalkyl group having at most 10 C-atoms and optionally substituted with one or more groups 87, or is a phenyl group or phenylalkyl group having 1-4 C-atoms in the alkyl group and optionally substituted with one or more groups S7. and S7 is alkyl, alkoxy or alkylthio having 1-4 C-atoms, amino, mono- or dialkylamino having 1-4 C-atoms per alkyl group, hydroxyalkyl, alkylcarbonyl , alkylaminocarbonyl or alkoxycarbonyl having 1-4 C-atoms in the alkyl group, nitro, cyano, halogen, trifluoromethyl, trifluoromethoxy, alkylsulphonyl having 1-4 C-atoms, or aminosuiphonyl. These compounds have a pure opiate-antagonistic activity, i.e. without an agonistic activity component.

  本发明涉及一组具有鸦片拮抗剂活性的 2,5-二烷基-3-苯基哌啶叔衍生物，由通式 4 表示、 其中 S1 是氢、任选酯化的羟基或巯基、基团 -NHS8 或 -CONHS8，其中 S8 是氢、具有 1-6 个 C 原子的烷基或具有 2-7 个 C 原子的烷基羰基； S2 是氢，或当 S1 是氢时，是 Si 的其他含义之一，或 S1 和 S2 与苯环上的 2 个碳原子一起构成一个杂环基团，该杂环基团由 5 个或 6 个环原子组成，其中包含一个基团-NH，作为第二个杂原子可选择包含一个氧原子、硫原子或氮原子； S3 和 S4 相互独立地为具有 1-6 个 C 原子的直链或支链烷基或烯基； Ss 是具有 2-8 个 C 原子的直链或支链亚烷基； X 是羰基或酮化羰基或 CHOH、-CONH-、-NHCO-、亚甲基、CHC6H5 或氧原子或硫原子； S6 是最多具有 10 个 C 原子并可选择被一个或多个基团 87 取代的烷基、环烷基或环烷基烷基，或 是烷基中具有 1-4 个 C 原子并可选择被一个或多个基团 S7 取代的苯基或苯基烷基。 S7 是烷基、烷氧基或具有 1-4 个 C 原子的烷硫基、氨基、每个烷基具有 1-4 个 C 原子的单烷基或二烷基氨基、羟基烷基、烷基羰基、烷基氨基羰基或烷氧基羰基、硝基、氰基、卤素、三氟甲基、三氟甲氧基、具有 1-4 个 C 原子的烷基磺酰基或氨基水杨基。 这些化合物具有纯粹的阿片拮抗活性，即不含激动活性成分。
• US5091393A
  申请人：——

  公开号：US5091393A

  公开（公告）日：1992-02-25
• Tertiary 2,5-dialkyl-3-phenylpiperidine derivatives having
  申请人：Duphar International Research B.V.

  公开号：US05091393A1

  公开（公告）日：1992-02-25

  The invention relates to a group of tertiary 2,5-dialkyl-3-phenylpiperidine derivatives, having opiate-antagonistic activity represented by general formula 4, ##STR1## wherein A.sub.1 is hydrogen, an optionally esterified hydroxyl group or mercapto group, a group NHA.sub.8 or --CONHA.sub.8, wherein A.sub.8 is hydrogen, alkyl having 1-6 C-atoms or alkylcarbonyl having 2-7 C-atoms; A.sub.2 is hydrogen or, when A.sub.1 is hydrogen, one of the other meanings of A.sub.1, or A.sub.1 and A.sub.2 together with the 2 carbon atoms of the benzene ring,constitute a heterocyclic group which consists of five or six ring atoms and which comprises a group --NH-- and optionally as a second hetero atom may comprise an oxygen atom, sulphur atom or nitrogen atom; A.sub.3 and A.sub.4 independently of each other are straight or branched alkyl or alkenyl having 1-6 C-atoms; A.sub.5 is a straight or branched alkylene chain having 2-8 C-atoms; X is the carbonyl group or ketalized carbonyl group or the group>CHOH, --CONH--, --NHCO--, methylene, >CHC.sub.6 H.sub.5, or an oxygen atom or sulphur atom; A.sub.6 is an alkyl group, cycloalkyl group or cycloalkylalkyl group having at most 10 C-atoms and optionally substituted with one or more groups A.sub.7, or is a phenyl group or phenylalkyl group having 1-4 C-atoms in the alkyl group and optionally substituted with one or more groups A.sub.7, and A.sub.7 is alkyl, alkoxy or alkylthio having 1-4 C-atoms, amino, mono- or dialkylamino having 1-4 C-atoms per alkyl group, hydroxyalkyl, alkylcarbonyl, alkylaminocarbonyl or alkoxycarbonyl having 1-4 C-atoms in the alkyl group, nitro, cyano, halogen, trifluoromethyl, trifluoromethoxy, alkylsulphonyl having 1-4 C-atoms, or aminosulphonyl. These compounds have a pure opiate-antagonistic activity, i.e. without an agonistic activity component.

  本发明涉及一类三级2,5-二烷基-3-苯基哌啶衍生物，其具有通过通式4表示的阿片拮抗活性，其中A.sub.1是氢、一个可选酯化的羟基或巯基、一个NHA.sub.8或--CONHA.sub.8基团，其中A.sub.8是氢、具有1-6个碳原子的烷基或具有2-7个碳原子的烷基酰基；A.sub.2是氢或者当A.sub.1是氢时，A.sub.1的其他含义之一，或者A.sub.1和A.sub.2与苯环的2个碳原子一起构成一个由五个或六个环原子组成的杂环基团，其中包括一个--NH--基团，可选地，作为第二个杂原子，可以包括一个氧原子、硫原子或氮原子；A.sub.3和A.sub.4独立地是直链或支链烷基或烯基，具有1-6个碳原子；A.sub.5是具有2-8个碳原子的直链或支链烷基链；X是羰基或缩醛羰基或基团>CHOH、--CONH--、--NHCO--、亚甲基、>CHC.sub.6 H.sub.5、或氧原子或硫原子；A.sub.6是具有最多10个碳原子的烷基、环烷基或环烷基烷基，可选地取代一个或多个基团A.sub.7，或者是具有1-4个碳原子的烷基取代的苯基或苯基烷基，可选地取代一个或多个基团A.sub.7，A.sub.7是具有1-4个碳原子的烷基、烷氧基或烷硫基、氨基、1-4个碳原子的烷基组成的单烷基或双烷基氨基、羟基烷基、烷基羰基、烷基氨基羰基或烷氧基羰基，具有1-4个碳原子的硝基、氰基、卤素、三氟甲基、三氟甲氧基、具有1-4个碳原子的烷基磺酰基或氨基磺酰基。这些化合物具有纯阿片拮抗活性，即没有激动活性成分。