5-benzyloxybenzo[d][1,3]oxathiol-2-one | 321974-15-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-benzyloxybenzo[d][1,3]oxathiol-2-one
• 英文别名: 5-Phenylmethoxy-1,3-benzoxathiol-2-one
• CAS: 321974-15-6
• 化学式: C₁₄H₁₀O₃S
• 分子量: 258.298
• InChiKey: RPYNKQRLNAXLOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzyloxybenzo[d][1,3]oxathiol-2-one 在 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 1.33h， 生成 4-(benzyloxy)-2-mercaptophenol
  参考文献：
  名称：

  [EN] ESTROGEN RECEPTOR MODULATORS
  [FR] MODULATEURS DE RECEPTEURS D'OESTROGENE

  摘要：

  本发明涉及化合物及其衍生物，它们的合成以及作为雌激素受体调节剂的用途。本发明的化合物是雌激素受体的配体，因此可能用于治疗或预防与雌激素功能相关的各种疾病，包括：骨质疏松、骨折、骨质疏松症、软骨退化、子宫内膜异位症、子宫肌瘤病、潮热、低密度脂蛋白胆固醇水平升高、心血管疾病、认知功能受损、脑退行性疾病、再狭窄、男性乳房发育、血管平滑肌细胞增殖、肥胖、失禁和癌症，尤其是乳腺、子宫和前列腺癌。

  公开号：

  WO2003091239A1
• 作为产物：
  描述：

  对苯醌 在 盐酸 、 溶剂黄146 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 41.5h， 生成 5-benzyloxybenzo[d][1,3]oxathiol-2-one
  参考文献：
  名称：

  Thiaflavan scavenges radicals and inhibits DNA oxidation: A story from the ferrocene modification

  摘要：

  4-Thiaflavan is a sulfur-substituted flavonoid with a benzoxathiin scaffold. The aim of this work is to compare abilities of sulfur and oxygen atom, hydroxyl groups, and ferrocene moiety at different positions of 4-thiaflavan to trap radicals and to inhibit DNA oxidation. It is found that abilities of thiaflavans to trap radicals and to inhibit DNA oxidation are increased in the presence of ferrocene moiety and are further improved by the electron-donating group attaching to thiaflavan skeleton. It can be concluded that the ferrocene moiety plays the major role for thiaflavans to be antioxidants even in the absence of phenolic hydroxyl groups. On the other hand, the antioxidant effectiveness of phenolic hydroxyl groups in thiaflavans can be improved by the electron-donating group. The influences of sulfur and oxygen atoms in thiaflavans on the antioxidant property of para-hydroxyl group exhibit different manners when the thiaflavans are used to trap radicals and to inhibit DNA oxidation. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.04.081

文献信息

• [EN] COMPOUNDS CONTAINING POLYSUBSTITUTED BENZO[D][1,3]OXATHIOLE, BENZO[D][1,3]OXATHIOLE 3-OXIDE OR BENZO[D][1,3]OXATHIOLE 3,3-DIOXIDE AND METHODS/USES THEREOF AS AGONISTS OF G PROTEIN-COUPLED RECEPTOR 119<br/>[FR] COMPOSÉS CONTENANT DU BENZO[D][1,3]OXATHIOLE, BENZO[D][1,3]OXATHIOLE 3-OXYDE OU DU BENZO[D][1,3]OXATHIOLE 3,3-DIOXYDE POLYSUBSTITUÉ, ET LEURS PROCÉDÉS/UTILISATIONS EN TANT QU'AGONISTES DU RÉCEPTEUR 119 COUPLÉ À LA PROTÉINE G
  申请人：PRAMANA PHARMACEUTICALS INC

  公开号：WO2019104418A1

  公开（公告）日：2019-06-06

  There are provided compounds having formula (I), in which: X1 and X2 are selected from certain combinations of O, S, SO and SO2; X3 is selected from CH, CF and N; X4 is selected from CH and N; X6, X6' and X6'' are selected from H, halogen, and certain alkyl, haloalkyl, alkoxy, hydroxyalkyl, and amide groups; X7 and X7' are selected from H, halogen, and certain alkyl, haloalkyl, alkoxy, hydroxyalkyl, aminoalkyl and amide groups, or both X7 and X7' together form a cycloalkyl or heterocycle; and A is selected from certain optionally substituted, alkoxy, piperazinyl and pyrrolidinyl groups. Also provided are compositions comprising these compounds, as well as uses/methods related thereto, including treatment of diseases and conditions associated with GPR119 dysregulation, Type 2 diabetes mellitus, and related metabolic disorders. (I)

  提供具有化学式（I）的化合物，其中：X1和X2从O、S、SO和SO2的某些组合中选择；X3从CH、CF和N中选择；X4从CH和N中选择；X6、X6'和X6''从H、卤素以及某些烷基、卤代烷基、烷氧基、羟基烷基和酰胺基中选择；X7和X7'从H、卤素以及某些烷基、卤代烷基、烷氧基、羟基烷基、氨基烷基和酰胺基中选择，或者X7和X7'一起形成环烷基或杂环；A从某些可选择取代的烷氧基、哌嗪基和吡咯烷基中选择。还提供包含这些化合物的组合物，以及与之相关的用途/方法，包括治疗与GPR119失调、2型糖尿病以及相关代谢紊乱相关的疾病和症状。
• 벤조[d][1,3]옥사티올, 벤조[d][1,3]옥사티올 3-옥사이드 또는 벤조[d][1,3]옥사티올 3,3-디옥사이드를 함유하는 화합물 및 Ｇ 단백질 커플링된 수용체 119의 작용제로서 이의 방법/용도
  申请人：PRAMANA PHARMACEUTICALS INC. 프라마나 파마슈티컬스 인크.(520180806346)

  公开号：KR20190015535A

  公开（公告）日：2019-02-13

  본 발명에서는 벤조[d][1,3]옥사티올, 벤조[d][1,3]옥사티올 3-옥사이드, 및 벤조[d][1,3]옥사티올 3,3-디옥사이드를 함유하는 화합물 뿐만 아니라 GPR119 이상조절과 관련된 질환 및 병태, 2형 진성 당뇨병, 및 관련된 대사 장애의 치료를 포함하는 상기 화합물에 관한 관련된 용도/방법이 제공된다.

  本发明提供了一种含有苯并[d][1,3]噻二唑、苯并[d][1,3]噻二唑-3-氧化物和苯并[d][1,3]噻二唑-3,3-二氧化物的化合物，以及与GPR119调节和相关的疾病和病理、2型糖尿病以及相关代谢紊乱的治疗有关的该化合物的相关用途/方法。
• [EN] ESTROGEN RECEPTOR MODULATORS<br/>[FR] MODULATEURS DE RECEPTEURS D'OESTROGENE
  申请人：MERCK & CO INC

  公开号：WO2003091239A1

  公开（公告）日：2003-11-06

  The present invention relates to compounds and derivatives thereof, their synthesis, and their use as estrogen receptor modulators. The compounds of the instant invention are ligands for estrogen receptors and as such may be useful for treatment or prevention of a variety of conditions related to estrogen functioning including: bone loss, bone fractures, osteoporosis, cartilage degeneration, endometriosis, uterine fibroid disease, hot flashes, increased levels of LDL cholesterol, cardiovascular disease, impairment of cognitive functioning, cerebral degenerative disorders, restenosis, gynecomastia, vascular smooth muscle cell proliferation, obesity, incontinence, and cancer, in particular of the breast, uterus and prostate.

  本发明涉及化合物及其衍生物，它们的合成以及作为雌激素受体调节剂的用途。本发明的化合物是雌激素受体的配体，因此可能用于治疗或预防与雌激素功能相关的各种疾病，包括：骨质疏松、骨折、骨质疏松症、软骨退化、子宫内膜异位症、子宫肌瘤病、潮热、低密度脂蛋白胆固醇水平升高、心血管疾病、认知功能受损、脑退行性疾病、再狭窄、男性乳房发育、血管平滑肌细胞增殖、肥胖、失禁和癌症，尤其是乳腺、子宫和前列腺癌。
• Compounds containing benzo[d][1,3]oxathiole, benzo[d][1,3]oxathiole 3-oxide or benzo[d][1,3]oxathiole 3,3-dioxide and methods/uses thereof as agonists of g protein-coupled receptor 119
  申请人：PRAMANA PHARMACEUTICALS INC.

  公开号：US10906894B2

  公开（公告）日：2021-02-02

  There are provided compounds containing benzo[d][1,3]oxathiole, benzo[d][1,3]oxathiole 3-oxide, and benzo[d][1,3]oxathiole 3,3-dioxide, as well as uses/methods related thereto, including treatment of diseases and condition associated with GPR119 dysregulation, Type 2 diabetes mellitus, and related metabolic disorders.

  提供了含有苯并[d][1,3]氧硫杂环戊烯、苯并[d][1,3]氧硫杂环戊烯 3-氧化物和苯并[d][1,3]氧硫杂环戊烯 3,3- 二氧化物的化合物，以及与之相关的用途/方法，包括治疗与 GPR119 失调、2 型糖尿病和相关代谢紊乱有关的疾病和病症。
• Compounds containing polysubstituted benzo[d][1,3]oxathiole, benzo[d][1,3]oxathiole 3-oxide or benzo[d][1,3]oxathiole 3,3-dioxide and methods/uses thereof as agonists of G protein-coupled receptor 119
  申请人：PRAMANA PHARMACEUTICALS INC.

  公开号：US11358956B2

  公开（公告）日：2022-06-14

  There are provided compounds having formula (I), in which: X1 and X2 are selected from certain combinations of O, S, SO and SO2; X3 is selected from CH, CF and N; X4 is selected from CH and N; X6, X6′ and X6″ are selected from H, halogen, and certain alkyl, haloalkyl, alkoxy, hydroxyalkyl, and amide groups; X7 and X7′ are selected from H, halogen, and certain alkyl, haloalkyl, alkoxy, hydroxyalkyl, aminoalkyl and amide groups, or both X7 and X7′ together form a cycloalkyl or heterocycle; and A is selected from certain optionally substituted, alkoxy, piperazinyl and pyrrolidinyl groups. Also provided are compositions comprising these compounds, as well as uses/methods related thereto, including treatment of diseases and conditions associated with GPR119 dysregulation, Type 2 diabetes mellitus, and related metabolic disorders. (I)

  提供了具有式(I)的化合物，其中：X1和X2选自O、S、SO和SO2的某些组合；X3选自CH、CF和N；X4选自CH和N；X6、X6′和X6″选自H、卤素和某些烷基、卤代烷基、烷氧基、羟基烷基和酰胺基团；X7和X7′选自H、卤素和某些烷基、卤代烷基、烷氧基、羟基烷基、氨基烷基和酰胺基团，或X7和X7′共同形成环烷基或杂环；A选自某些任选取代的烷氧基、哌嗪基和吡咯烷基团。还提供了包含这些化合物的组合物，以及与之相关的用途/方法，包括治疗与 GPR119 失调、2 型糖尿病和相关代谢紊乱有关的疾病和病症。(I)