(R)-3-(N-benzyloxycarbonylpyrrolidin-2-ylmethyl)-5-dibenzylamino-1H-indole | 151273-38-0

• 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: (R)-3-(N-benzyloxycarbonylpyrrolidin-2-ylmethyl)-5-dibenzylamino-1H-indole
• 英文别名: benzyl (2R)-2-[[5-(dibenzylamino)-1H-indol-3-yl]methyl]pyrrolidine-1-carboxylate
• CAS: 151273-38-0
• 化学式: C₃₅H₃₅N₃O₂
• 分子量: 529.682
• InChiKey: ZPYLMUHTSDOFFL-JGCGQSQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  48.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-3-(N-benzyloxycarbonylpyrrolidin-2-ylmethyl)-5-dibenzylamino-1H-indole 在 palladium dihydroxide 氢气 、 sodium acetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 (R)-5-(3-nitropyrid-2-ylamino)-3-(pyrrolidin-2-ylmethyl)-1H-indole
  参考文献：
  名称：

  Macor; Blank; Fox, Journal of Medicinal Chemistry, 1994, vol. 37, # 16, p. 2509 - 2512

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氨基吲哚 在 锂硼氢 、 乙基溴化镁 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 (R)-3-(N-benzyloxycarbonylpyrrolidin-2-ylmethyl)-5-dibenzylamino-1H-indole
  参考文献：
  名称：

  Macor; Blank; Fox, Journal of Medicinal Chemistry, 1994, vol. 37, # 16, p. 2509 - 2512

  摘要：

  DOI：

文献信息

• Indole derivatives
  申请人：Pfizer Inc

  公开号：US05639752A1

  公开（公告）日：1997-06-17

  Compounds of the formula ##STR1## wherein Z is ##STR2## R.sub.1 is ##STR3## X is O, NH, or S; A, B, D, E, and F are each independently C, N, O, or S; wherein the remaining variables are defined in the specification, and the pharmaceutically acceptable salts thereof. These compounds are useful psychotherapeutics and are potent serotonin (5-HT.sub.1) agonists and may be used in the treatment of depression, anxiety, eating disorders, obesity, drug abuse, cluster headache, migraine, pain, chronic paroxysmal hemicrania and headache associated with vascular disorders, and other disorders arising from deficient serotonergic neurotransmission. The compounds can also be used as centrally acting antihypertensives and vasodilators.

  该公式化合物为##STR1##，其中Z为##STR2##，R.sub.1为##STR3##，X为O、NH或S；A、B、D、E和F分别独立地为C、N、O或S；其余变量在说明书中有定义，以及其药用盐。这些化合物是有用的精神治疗药物，是有效的5-羟色胺（5-HT.sub.1）激动剂，可用于治疗抑郁症、焦虑症、进食障碍、肥胖症、药物滥用、簇状头痛、偏头痛、疼痛、慢性阵发性半头痛和与血管疾病相关的头痛，以及其他由5-羟色胺能神经传导不足引起的疾病。这些化合物还可用作中枢作用的降压药和扩血管药。
• Acylaminoindole derivatives as 5-ht1 agonists
  申请人：Pfizer Inc.

  公开号：US05498626A1

  公开（公告）日：1996-03-12

  ##STR1## Compounds of formula (I) where n is 0, 1, or 2; m is 0 or 1; Y and W are each an amino acid residue; R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, aryl, C.sub.1 -C.sub.3 alkylaryl, or C.sub.1 -C.sub.3 alkylheteroaryl, and --(CH.sub.2).sub.p R.sub.3 ; R.sub.2 is CF.sub.3, C.sub.1 -C.sub.6 alkyl, aryl, C.sub.1 -C.sub.3 alkylaryl, and --OR.sub.5 ; R.sub.3 is cyano, trifluoromethyl, or --OR.sub.4 ; R.sub.4 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.3 alkylaryl, or aryl; R.sub.5 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.3 alkylaryl, or aryl; R.sub.6 is hydrogen, --OR.sub.7, or --NHCOR.sub.7 ; R.sub.7 is hydrogen, C.sub.1 to C.sub.6 alkyl, aryl or C.sub.1 to C.sub.3 alkyl-aryl; p is 1, 2, or 3; and the above aryl groups and the aryl moieties of the above alkyl-aryl groups are independently selected from phenyl and substituted phenyl, wherein said substituted phenyl may be substituted with one to three groups selected from C.sub.1 to C.sub.4 alkyl, halogen, hydroxy, cyano, carboxamide, nitro, and C.sub.1 to C.sub.4 alkoxy and the pharmaceutically acceptable salts thereof. These compounds are useful in treating migraine and other disorders. These compound are useful psychotherapeutics and are potent serotonin (5-HT.sub.1) agonists and may be used in the treatment of depression, anxiety, eating disorders, obesity, drug abuse, cluster headache, migraine, pain, and chronic paroxysmal hemicrania and headache associated with vascular disorders, and other disorders arising from deficient serotonergic neurotransmission. The compounds can also be used as centrally acting antihypertensives and vasodilators.

  式（I）的化合物，其中n为0、1或2；m为0或1；Y和W分别为氨基酸残基；R.sub.1为氢、C.sub.1 -C.sub.6烷基、C.sub.3 -C.sub.6烯基、C.sub.3 -C.sub.6炔基、芳基、C.sub.1 -C.sub.3烷基芳基或C.sub.1 -C.sub.3烷基杂芳基，以及--（CH.sub.2）.sub.p R.sub.3；R.sub.2为CF.sub.3、C.sub.1 -C.sub.6烷基、芳基、C.sub.1 -C.sub.3烷基芳基，以及--OR.sub.5；R.sub.3为氰基、三氟甲基或--OR.sub.4；R.sub.4为氢、C.sub.1 -C.sub.6烷基、C.sub.1 -C.sub.3烷基芳基或芳基；R.sub.5为C.sub.1 -C.sub.6烷基、C.sub.1 -C.sub.3烷基芳基或芳基；R.sub.6为氢、--OR.sub.7或--NHCOR.sub.7；R.sub.7为氢、C.sub.1到C.sub.6烷基、芳基或C.sub.1到C.sub.3烷基芳基；p为1、2或3；上述芳基和上述烷基-芳基的芳基基团可独立选择自苯基和取代苯基，其中所述取代苯基可用从C.sub.1到C.sub.4烷基、卤素、羟基、氰基、羧酰胺、硝基和C.sub.1到C.sub.4烷氧基中选择的一到三个基团取代，以及其药学上可接受的盐。这些化合物在治疗偏头痛和其他疾病方面有用。这些化合物是有用的精神治疗药物，是有效的5-羟色胺（5-HT.sub.1）激动剂，可用于治疗抑郁症、焦虑症、进食障碍、肥胖症、药物滥用、集束头痛、偏头痛、疼痛、慢性阵发性半头痛和与血管疾病相关的头痛，以及由于5-羟色胺神经传导不足引起的其他疾病。这些化合物也可用作中枢作用降压药和扩血管药。
• 5-arylindolederivatives and their use as serotonin(5-ht1)agonists
  申请人：PFIZER INC.

  公开号：EP1094064A1

  公开（公告）日：2001-04-25

  A compound of the formula wherein R1 is n is 0, 1, or 2; A, B, C, and D are each independently nitrogen or carbon; R2, R3, R4, and R5 are each independently hydrogen, C1 to C6 alkyl, aryl, C1 to C3 alkyl-aryl, halogen, cyano, nitro, -(CH2)mNR14R15, -(CH2)mOR9, -SR9, -SO2NR14R15, -(CH2)mNR14SO2R15, -(CH2)mNR14CO2R9, -(CH2)mNR14COR9, -(CH2)mNR14CONHR9, -CONR14R15, or -CO2R9; R2 and R3, R3 and R4, or R4 and R5 may be taken together to form a five- to seven-membered alkyl ring, a six-membered aryl ring, a five- to seven-membered heteroalkyl ring having 1 heteroatom of N, O, or S, or a five- to six-membered heteroaryl ring having 1 or 2 heteroatoms of N, O, or S; R6 is hydrogen, -OR10, or -NHCOR10; R7, R8, R14, and R15 are each independently hydrogen, C1 to C6 alkyl, -(CH2)xOR11, C1 to C3 alkyl-aryl, aryl; R7 and R8 or R14 and R15 may be taken together to form a three- to six-membered ring; R9 is hydrogen, C1 to C6 alkyl, C1 to C3 alkyl-aryl, or aryl; R10 is hydrogen, C1 to C6 alkyl, or C1 to C3 alkyl-aryl; R11 is hydrogen, C1 to C6 alkyl, or C1 to C3 alkyl-aryl; m is 0, 1, 2, or 3; x is 2 or 3; a broken line represents an optional double bond; and the above aryl groups and the aryl moieties of the above alkyl-aryl groups are independently phenyl or substituted phenyl, wherein said substituted phenyl may be substituted with one to three of C1 to C4 alkyl, halogen, hydroxy, cyano, carboxamido, nitro, or C1 to C4 alkoxy; or a pharmaceutically acceptable satt thereof.

  式中的化合物 其中 R1 是 n为0、1或2；A、B、C和D各自独立地为氮或碳；-(CH2)mOR9、-SR9、-SO2NR14R15、-(CH2)mNR14SO2R15、-(CH2)mNR14CO2R9、-(CH2)mNR14COR9、-(CH2)mNR14CONHR9、-CONR14R15 或 -CO2R9；R2 和 R3、R3 和 R4 或 R4 和 R5 可组合成五至七元烷基环、六元芳基环、具有 1 个 N、O 或 S 杂原子的五至七元杂烷基环或具有 1 或 2 个 N、O 或 S 杂原子的五至六元杂芳基环；R6是氢、-OR10或-NHCOR10； R7、R8、R14和R15各自独立地是氢、C1至C6烷基、-(CH2)xOR11、C1至C3烷基芳基、芳基；R7 和 R8 或 R14 和 R15 可结合在一起形成三至六元环；R9 是氢、C1 至 C6 烷基、C1 至 C3 烷基芳基或芳基；R10 是氢、C1 至 C6 烷基或 C1 至 C3 烷基芳基；R11 是氢、C1 至 C6 烷基或 C1 至 C3 烷基芳基；m 是 0、1、2 或 3；x 是 2 或 3；断线代表任选双键；上述芳基和上述烷基芳基的芳基独立地为苯基或取代苯基，其中所述取代苯基可被 C1 至 C4 烷基、卤素、羟基、氰基、羧酰胺基、硝基或 C1 至 C4 烷氧基中的一至三个取代；或其药学上可接受的酯。
• ACYLAMINOINDOLE DERIVATIVES AS 5-HT1 AGONISTS
  申请人：PFIZER INC.

  公开号：EP0635015A1

  公开（公告）日：1995-01-25
• 5-(HETERO- OR CARBOCYCLYLAMINO)-INDOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS 5-HT1 AGONISTS
  申请人：PFIZER INC.

  公开号：EP0619805B1

  公开（公告）日：2000-03-15