1-hydroxymethyl-3-methoxy-4-phenylthiobenzene | 117411-53-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-hydroxymethyl-3-methoxy-4-phenylthiobenzene
• 英文别名: (3-methoxy-4-phenylsulfanylphenyl)methanol
• CAS: 117411-53-7
• 化学式: C₁₄H₁₄O₂S
• 分子量: 246.33
• InChiKey: AYWIMKHYCWDOAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  398.5±37.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-hydroxymethyl-3-methoxy-4-phenylthiobenzene 在 盐酸 、 sodium hydroxide 、 sodium methylate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 BOF-4269
  参考文献：
  名称：

  Asymmetric Synthesis of a Xanthine Dehydrogenase Inhibitor (S)-( - )-BOF-4272: Mechanism of Chiral Diary1 Sulfoxide Formation

  摘要：

  DOI：

  10.1080/10426509708043958
• 作为产物：
  描述：

  4-methanesulfonyloxy-3-methoxybenzaldehyde 在 sodium tetrahydroborate 、 calcium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-hydroxymethyl-3-methoxy-4-phenylthiobenzene
  参考文献：
  名称：

  Asymmetric Synthesis of a Xanthine Dehydrogenase Inhibitor (S)-( - )-BOF-4272: Mechanism of Chiral Diary1 Sulfoxide Formation

  摘要：

  DOI：

  10.1080/10426509708043958

文献信息

• Pyrimidine derivatives, method of manufacturing the same, and androgen
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05420128A1

  公开（公告）日：1995-05-30

  The invention discloses a pyrimidien derivative expressed in Formula [I]: ##STR1## where R.sup.1 denotes a hydrogen atom or hydroxyl group, R.sup.2 denotes a hydrogen atom, lower alkoxycarbonyl group, lower alkoxy group, halogen atom, lower alkyl group, cycloalkyl group with 3 to 8 carbon atoms, lower alkoxycarbonyl lower alkyl group, carboxyl group, carboxy lower alkyl group, group: --CONHR.sup.6 (R.sup.6 represents a hydrogen atom, a phenyl group, which may possess halogen atom, or lower alkyl group), cyano group, phenyl group which may possess a group selected from the group consisting of hydroxyl group, halogen atom, lower alkyl group, lower alkoxy group and phenylthio group as a substituent, phenyl lower alkyl group which may possess a group selected from the group consisting of hydroxyl group and lower alkoxy group as a substituent on a phenyl ring, lower alkanoyloxy lower alkyl group, benzoyl group, lower alkanoyl group which may possess a halogen atom, or hydroxy lower alkyl group which may possess a group selected from the group consisting of phenyl group and halogen atom as a substituent, R.sup.3 denotes a hydrogen atom, hydroxyl group, lower alkyl group, cycloalkyl group with 3 to 8 carbon atoms, halogen lower alkyl group, or phenyl group, R.sup.4 denotes a hydrogen atom, lower alkyl group, or lower alkoxy group, and R.sup.5 denotes a hydrogen atom, lower alkyl group, lower alkoxy lower alkyl group, or halogen lower alkyl group; provided that R.sup.2 and R.sup.3 may be bonded to each other to form a lower alkylene group with 3 to 5 carbon atoms, or its pharmaceutically available salt. This derivative is excellent in therapeutic effects of benign prostatic hypertrophy, prostatic carcinoma, female hairiness, male baldness or pimple as an androgen inhibitor.

  该发明揭示了一个在式[I]中表示的嘧啶衍生物：其中R.sup.1表示氢原子或羟基，R.sup.2表示氢原子、低烷氧羰基基团、低烷氧基、卤原子、低烷基、具有3至8个碳原子的环烷基、低烷氧羰基低烷基、羧基、羧基低烷基、基团：--CONHR.sup.6（R.sup.6代表氢原子、苯基，可能带有卤原子，或低烷基），氰基、苯基，可能带有羟基、卤原子、低烷基、低烷氧基和苯硫基等取代基的基团，苯基低烷基基团，可能在苯环上带有羟基和低烷氧基等取代基的基团，低烷酰氧基低烷基基团，苯甲酰基、低烷酰基，可能带有卤原子，或羟基低烷基基团，可能带有苯基和卤原子等取代基的基团，R.sup.3表示氢原子、羟基、低烷基、具有3至8个碳原子的环烷基、卤基低烷基，或苯基，R.sup.4表示氢原子、低烷基，或低烷氧基，R.sup.5表示氢原子、低烷基，低烷氧低烷基，或卤基低烷基；条件是R.sup.2和R.sup.3可以连接在一起形成具有3至5个碳原子的低烷基，或其药用可用盐。该衍生物在治疗良性前列腺肥大、前列腺癌、女性多毛症、男性秃发或痤疮等方面作为雄激素抑制剂具有出色的疗效。
• Pyrazolotriazine compounds
  申请人：Otsuka Pharmaceutical Company, Limited

  公开号：US04824834A1

  公开（公告）日：1989-04-25

  Pyrazolotriazine compounds of the formula: ##STR1## wherein R.sup.1 is OH or alkanoyloxy; R.sup.2 is H, OH, or SH; R.sup.3 is (1) unsaturated N- or S-containing heterocyclic group optionally having 1-2 substituents of halogen, nitro or phenylthio, (2) naphthyl, (3) phenyl optionally having 1-3 substituents of (i) alkyl, (ii) phenyl, (iii) alkoxycarbonyl, (iv) cyano, (v) nitro, (vi) alkoxy, (vii) phenylalkoxy (viii) phenylthio-alkyl, (ix) phenoxy, (x) ##STR2## R is alkyl, halo-substituted alkyl, phenyl optionally having 1-3 substituents, or pyridyl, and l is 0, 1 or 2, (xi) halogen, (xii) phenylalkyl, (xiii) carboxy, (xiv) alkanoyl, (xv) benzoyl optionally having 1-3 substituents, (xvi) amino, (xvii) OH, (xviii) alkanoyloxy, (xix) ##STR3## or (xx) ##STR4## (A is alkylene), said compounds having a xanthine oxidase inhibitory activity and are useful for the prophylaxis and treatment of gout.

  公式：##STR1## 其中R.sup.1为OH或烷酰氧基;R.sup.2为H、OH或SH;R.sup.3为(1)不饱和的N-或S-含杂环基，可选地具有1-2个卤素、硝基或苯基硫代基的取代基，(2)萘基，(3)苯基，可选地具有1-3个取代基，包括(i)烷基，(ii)苯基，(iii)烷氧羰基，(iv)氰基，(v)硝基，(vi)烷氧基，(vii)苯基烷氧基，(viii)苯基硫代烷基，(ix)苯氧基，(x)##STR2## R为烷基、卤代烷基、可选地具有1-3个取代基的苯基或吡啶基，l为0、1或2，(xi)卤素，(xii)苯基烷基，(xiii)羧基，(xiv)烷酰基，(xv)苯甲酰，可选地具有1-3个取代基，(xvi)氨基，(xvii)OH，(xviii)烷酰氧基，(xix)##STR3## 或(xx)##STR4## (A为烷基)，这些化合物具有黄嘌呤氧化酶抑制活性，并且可用于痛风的预防和治疗。
• PYRIMIDINE DERIVATIVE, PRODUCTION THEREOF, AND ANDROGEN INHIBITOR
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0503099A1

  公开（公告）日：1992-09-16

  A pyrimidine derivative represented by general formula (I), a pharmaceutically acceptable salt thereof, and an androgen inhibitor comprising the same having an excellent effect of treating prostatic hyperplasia, female hypertrichosis, and male baldness or pimple: wherein R¹ represents hydrogen or hydroxyl; R² represents hydrogen, lower alkoxycarbonyl, lower alkoxy, halogen, lower alkyl, C₃ to C₈ cycloalkyl, lower alkoxycarbonyl lower alkyl, carboxyl, carboxylated lower alkyl, CONHR, cyano, phenyl, phenylated lower alkyl, lower alkanoyloxy lower alkyl, benzoyl, lower alkanoyl or hydroxylated lower alkyl; R³ represents hydrogen, hydroxy, lower alkyl, C₃ to C₈ cycloalkyl, halogenated lower alkyl or phenyl; R⁴ represents hydrogen, lower alkyl or lower alkoxy, R⁵ represents hydrogen, lower alkyl, lower alkoxy lower alkyl or halogenated lower alkyl.

  一种由通式(I)代表的嘧啶衍生物、其药学上可接受的盐，以及由其组成的雄激素抑制剂，具有治疗前列腺增生、女性多毛症、男性秃头或丘疹的良好效果：其中，R¹代表氢或羟基；R²代表氢、低级烷氧基羰基、低级烷氧基、卤素、低级烷基、C₃至C₈环烷基、低级烷氧基羰基低级烷基、羧基、羧化低级烷基、CONHR、氰基、苯基、苯基化低级烷基、低级烷酰氧基低级烷基、苯甲酰基、低级烷酰基或羟化低级烷基；R³ 代表氢、羟基、低级烷基、C₃至 C₈ 环烷基、卤代低级烷基或苯基；R⁴ 代表氢、低级烷基或低级烷氧基，R⁵ 代表氢、低级烷基、低级烷氧基低级烷基或卤代低级烷基。
• US4824834A
  申请人：——

  公开号：US4824834A

  公开（公告）日：1989-04-25
• US5420128A
  申请人：——

  公开号：US5420128A

  公开（公告）日：1995-05-30