Ethyl 2-<1-(6-Methoxynaphthyl)>propionate | 37507-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Ethyl 2-<1-(6-Methoxynaphthyl)>propionate
• 英文别名: Ethyl 6-methoxynaphthyl-alpha-methylacetate；ethyl 2-(6-methoxynaphthalen-1-yl)propanoate
• CAS: 37507-97-4
• 化学式: C₁₆H₁₈O₃
• 分子量: 258.317
• InChiKey: SNOSUGKXJOWKAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 2-<1-(6-Methoxynaphthyl)>propionate 在 盐酸 、 lithium aluminium tetrahydride 、 三乙胺 、 sodium iodide 作用下， 以 乙醚 、 二氯甲烷 、 丙酮 为溶剂， 反应 45.0h， 生成 2-<2-<1-(6-Methoxynaphthyl)>propyl>cyclopentanone
  参考文献：
  名称：

  Synthesis of the active dihydrodiol and diol epoxide metabolites of the steroid-related carcinogen 15,16-dihydrocyclopenta[a]phenanthrene and its 11-methyl derivative

  摘要：

  Cyclopenta[a]phenanthrenes are a class of environmentally occurring carcinogens that are structurally related to sterols. While the parent hydrocarbon is biologically inactive, its 11-methyl and 17-keto derivatives are relatively potent carcinogens. Recent research has identified trans-3,4-dihydrodiol metabolites as the metabolic precursors of the corresponding anti- and/or syn-diol epoxides, implicated as the ultimate carcinogenic forms that bind to DNA. We now report the synthesis of the trans-3,4-dihydrodiol derivatives of cyclcopenta[a]phenanthrene and 11-methylcyclopenta[a]phenanthrene, 3a and 3b, respectively, and the corresponding anti- and syn-diol epoxides of each of these hydrocarbons, 4a, 4b and 5a, 5b, respectively. Syntheses of the analogous trans-3,4-dihydrodiol metabolites of the 17-keto derivatives of cyclopenta[a]phenanthrene and 11-methylcyclopenta[a]phenanthrene are described in the accompanying paper.

  DOI：

  10.1021/jo00054a017
• 作为产物：
  描述：

  Ethyl 2-<1-(6-methoxynaphthyl)>acetate 、 碘甲烷 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 3.0h， 以87%的产率得到Ethyl 2-<1-(6-Methoxynaphthyl)>propionate
  参考文献：
  名称：

  Synthesis of the active dihydrodiol and diol epoxide metabolites of the steroid-related carcinogen 15,16-dihydrocyclopenta[a]phenanthrene and its 11-methyl derivative

  摘要：

  Cyclopenta[a]phenanthrenes are a class of environmentally occurring carcinogens that are structurally related to sterols. While the parent hydrocarbon is biologically inactive, its 11-methyl and 17-keto derivatives are relatively potent carcinogens. Recent research has identified trans-3,4-dihydrodiol metabolites as the metabolic precursors of the corresponding anti- and/or syn-diol epoxides, implicated as the ultimate carcinogenic forms that bind to DNA. We now report the synthesis of the trans-3,4-dihydrodiol derivatives of cyclcopenta[a]phenanthrene and 11-methylcyclopenta[a]phenanthrene, 3a and 3b, respectively, and the corresponding anti- and syn-diol epoxides of each of these hydrocarbons, 4a, 4b and 5a, 5b, respectively. Syntheses of the analogous trans-3,4-dihydrodiol metabolites of the 17-keto derivatives of cyclopenta[a]phenanthrene and 11-methylcyclopenta[a]phenanthrene are described in the accompanying paper.

  DOI：

  10.1021/jo00054a017

文献信息

• 6-Substituted 2-naphthyl .alpha.-substituted acetamides
  申请人：Syntex Corporation

  公开号：US03978124A1

  公开（公告）日：1976-08-31

  2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.

  2-萘乙酸衍生物及其相应的酰胺、酯、羟肟酸和加成盐，可在乙酸基团的α-位置和/或在萘环的1、4、6、7或8位置上选择性地取代，并可在3和4位置上选择性地饱和。它们是抗炎、镇痛、退热和止痒剂。一种通过给予萘乙酸衍生物治疗炎症、疼痛、发热和瘙痒的药物方法。一种用于治疗上述疾病的药物组合物，包括萘乙酸衍生物。
• 2-Naphthyl acetic acid derivatives and compositions and methods thereof
  申请人：Syntex Corporation

  公开号：US03978116A1

  公开（公告）日：1976-08-31

  2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.

  2-萘乙酸衍生物及其对应的酰胺、酯、羟肟酸和加成盐，在乙酸部分的α-位置和/或在萘环的1、4、6、7或8位置，以及在3和4位置可选择饱和，这些化合物具有抗炎、镇痛、退烧和止痒作用。通过给予萘乙酸衍生物的途径来治疗炎症、疼痛、发热和瘙痒的药物方法。用于治疗上述疾病的药物组合物包括萘乙酸衍生物。
• 2-Naphthyl acetic acid derivatives
  申请人：Syntex Corporation

  公开号：US03980699A1

  公开（公告）日：1976-09-14

  2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.

  2-萘乙酸衍生物及其相应的酰胺、酯、羟肟酸和加成盐，可选择在乙酸基团的α-位置和/或在萘环的1、4、6、7或8号位上进行取代，可选择在3和4号位饱和，具有抗炎、镇痛、退热和止痒作用。一种通过给予萘乙酸衍生物来治疗炎症、疼痛、发热和瘙痒的药物方法。一种用于治疗上述疾病的药物组合物，包括萘乙酸衍生物。
• Anti-inflammatory, analgesic, anti-pyretic and anti-pruritic
  申请人：Syntex Corporation

  公开号：US03998966A1

  公开（公告）日：1976-12-21

  2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.

  2-萘乙酸衍生物及其相应的酰胺、酯、羟肟酸和加成盐，在乙酸基团的α-位和/或萘环的1、4、6、7或8位可能被取代，且在3和4位可能被饱和，具有抗炎、镇痛、退热和止痒作用。使用萘乙酸衍生物的药物治疗方法，用于治疗炎症、疼痛、发热和瘙痒。一种用于治疗上述疾病的药物组合物，包括萘乙酸衍生物。
• 6-Substituted 2-naphthyl acetic acid derivatives
  申请人：Syntex Corporation

  公开号：US04001301A1

  公开（公告）日：1977-01-04

  2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, antipyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.

  2-萘乙酸衍生物及其相应的酰胺、酯、羟肟酸和加成盐，可选地在乙酸基团的α-位置和/或在萘环的1、4、6、7或8号位置取代，并可选地在3号和4号位置饱和，具有抗炎、镇痛、退热和抗瘙痒作用。一种通过给予萘乙酸衍生物治疗炎症、疼痛、发热和瘙痒的药物方法。一种用于治疗上述疾病的药物组合物，包括萘乙酸衍生物。