6-bromo-1-(3-hydroxypropyl)naphthalen-2-ol | 337522-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-bromo-1-(3-hydroxypropyl)naphthalen-2-ol
• CAS: 337522-02-8
• 化学式: C₁₃H₁₃BrO₂
• 分子量: 281.149
• InChiKey: CSZFXROFKDASDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-bromo-1-(3-hydroxypropyl)naphthalen-2-ol 在 对甲苯磺酸一水合物 作用下， 以 甲苯 为溶剂， 生成 2,3-dihydro-1H-6-bromonaphtho[2,1-b]pyran
  参考文献：
  名称：

  Imidazol-4-ylmehanols and their use as inhibitors of steroid C17-20 lyase

  摘要：

  Imidazol-4-ylmethanols及其用于预防和治疗原发性肿瘤、肿瘤转移和复发、伴随肿瘤的各种症状、前列腺肥大、男性化、多毛症、男性型脱发、性早熟、子宫内膜异位症、子宫肌瘤、乳腺病和多囊卵巢综合征的用途被披露。

  公开号：

  US06649643B1
• 作为产物：
  描述：

  1,2-dihydro-3H-6-bromonaphtho[2,1-b]-pyran-3-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以73%的产率得到6-bromo-1-(3-hydroxypropyl)naphthalen-2-ol
  参考文献：
  名称：

  使用I + / Oxone催化的Arenols的化学选择性氧化螺醚化和螺氨基化。

  摘要：

  我们开发了一种使用I + /氧杂环丁烷催化的化学选择性氧化脱芳基螺醚化和芳烃的螺氨基化方法。与以前使用过渡金属或高价碘催化剂的方法相比，分子内脱芳香性的CO和CN偶联在弱酸性条件下进行的效率更高，从而以更高的收率得到相应的螺环加合物。对照实验表明，次碘酸和碘可能是这些反应的活性物质。

  DOI：

  10.1021/acs.orglett.9b04324

文献信息

• IMIDAZOL-4-YLMETHANOLS USED AS INHIBITORS OF STEROID C17-20 LYASE
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP1222174B1

  公开（公告）日：2009-05-27
• US6649643B1
  申请人：——

  公开号：US6649643B1

  公开（公告）日：2003-11-18
• [EN] IMIDAZOL-4-YLMETHANOLS USE AS INHIBITORS OF STEROID C17-20 LYASE<br/>[FR] UTILISATION D'IMIDAZOL-4-YLMETHANOLS EN TANT QU'INHIBITEURS DE LYASE C17-20 STEROIDIENNE
  申请人：TAKEDA CHEMICAL INDUSTRIES LTD

  公开号：WO2001030762A1

  公开（公告）日：2001-05-03

  The present invention provides a compound represented by formula (I), wherein R is a hydrogen atom or a protecting group, R1 is a lower alkyl group or a cyclic alkyl group, R2 is a group represented by formula (1), (wherein a ring A1 is a 5- or 6-membered ring containing an oxygen atom optionally having substituents, and a ring A2 and a ring A3 may have substituents), a group represented by formula (2), (wherein the ring B1 is a 5- or 6-membered ring containing an oxygen atom optionally having substituents and a ring B2 and a ring B3 may have substituents) or a group of formula (3), (wherein each of R?3 and R5¿ is a hydrogen atom, a lower alkyl group optionally having substituents, a hydroxyl group optionally having substituents, a thiol group optionally having substituents, an amino group optionally having substituents, an acyl group or a halogen atom, R4 is an aromatic hydrocarbon group optionally having substituents, a heterocyclic group optionally having substituents or a carbamoyl group optionally having substituents, R6 is an optionally halogenated lower alkyl group and n is an integer of 0 to 3), or a salt thereof, which has an inhibitory activity of steroid C¿17-20?-lyase and are useful for preventing and treating a mammal suffering from, for example, primary tumor, its metastasis and recurrence thereof, and various symptoms accompanied with these cancer, various diseases such as prostatic hypertrophy, virilism, hirsutism, male pattern alopecia, precocious puberty, endometriosis, uterus myoma, mastopathy, polycystic ovary syndrome, etc.
• Imidazol-4-ylmehanols and their use as inhibitors of steroid C17-20 lyase
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US06649643B1

  公开（公告）日：2003-11-18

  Imidazol-4-ylmethanols and their uses for preventing and treating primary tumors, metastasis and recurrence of tumors, various symptoms accompanying tumors, prostatic hypertrophy, virilism, hirsutism, male pattern alopecia, precocious puberty, endometriosis, uterine myoma, mastopathy and polycystic ovary syndrome are disclosed.

  Imidazol-4-ylmethanols及其用于预防和治疗原发性肿瘤、肿瘤转移和复发、伴随肿瘤的各种症状、前列腺肥大、男性化、多毛症、男性型脱发、性早熟、子宫内膜异位症、子宫肌瘤、乳腺病和多囊卵巢综合征的用途被披露。
• Chemoselective Oxidative Spiroetherification and Spiroamination of Arenols Using I⁺/Oxone Catalysis
  作者：Muhammet Uyanik、Naoto Sahara、Outa Katade、Kazuaki Ishihara

  DOI：10.1021/acs.orglett.9b04324

  日期：2020.1.17

  We developed a chemoselective oxidative dearomative spiroetherification and spiroamination of arenols using I+/oxone catalysis. The intramolecular dearomative C-O and C-N couplings proceeded much more efficiently under slightly acidic conditions to give the corresponding spiro adducts in higher yields compared with previous methods using transition metal or hypervalent iodine catalysts. Control experiments

  我们开发了一种使用I + /氧杂环丁烷催化的化学选择性氧化脱芳基螺醚化和芳烃的螺氨基化方法。与以前使用过渡金属或高价碘催化剂的方法相比，分子内脱芳香性的CO和CN偶联在弱酸性条件下进行的效率更高，从而以更高的收率得到相应的螺环加合物。对照实验表明，次碘酸和碘可能是这些反应的活性物质。