(4-methylsulfanyl-phenyl)naphthalen-1-yl-methanone | 774235-14-2

• 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: (4-methylsulfanyl-phenyl)naphthalen-1-yl-methanone
• 英文别名: (4-methylsulfanylphenyl)naphthalen-1-ylmethanone；(4-methylthiophenyl)(naphth-1-yl)ketone；(4-(methylthio)phenyl)(naphthalen-1-yl)methanone；(4-methylthiophenyl)-(naphth-1-yl)-ketone；(4-Methylthiophenyl)-naphth-1-yl-ketone；(4-methylsulfanylphenyl)-naphthalen-1-ylmethanone
• CAS: 774235-14-2
• 化学式: C₁₈H₁₄OS
• 分子量: 278.375
• InChiKey: KWCATMAOAHUFOC-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C(Solv: methanol (67-56-1))
• 沸点：
  460.7±28.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-methylsulfanyl-phenyl)naphthalen-1-yl-methanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以89.36%的产率得到(4-methylthiophenyl)(naphth-1-yl)carbinol
  参考文献：
  名称：

  [EN] MERCAPTO-PHENYL-NAPHTHYL-METHANE DERIVATIVES AND PREPARATION THEREOF
  [FR] DERIVES DE MERCAPTO-PHENYLE-NAPHTHYLE-METHANE ET LEUR PREPARATION

  摘要：

  本发明涉及制药和有机化学领域，提供了新颖的巯基苯基萘甲烷衍生物，其药用可接受的盐和组合物以及其制备，可用于预防或治疗与雌激素依赖性疾病或与骨质疏松、骨质流失、骨形成、心血管疾病、神经退行性疾病、绝经障碍、生理障碍、糖尿病障碍、前列腺癌、乳腺癌、子宫癌、宫颈癌和结肠癌相关的各种医学指征。包括威胁性或习惯性流产、肥胖、卵巢发育或功能、产后哺乳和抑郁症。

  公开号：

  WO2004087644A1
• 作为产物：
  描述：

  茴香硫醚 、 1-萘甲酸 在 PPA 作用下， 反应 12.0h， 以71.15%的产率得到(4-methylsulfanyl-phenyl)naphthalen-1-yl-methanone
  参考文献：
  名称：

  [EN] MERCAPTO-PHENYL-NAPHTHYL-METHANE DERIVATIVES AND PREPARATION THEREOF
  [FR] DERIVES DE MERCAPTO-PHENYLE-NAPHTHYLE-METHANE ET LEUR PREPARATION

  摘要：

  本发明涉及制药和有机化学领域，提供了新颖的巯基苯基萘甲烷衍生物，其药用可接受的盐和组合物以及其制备，可用于预防或治疗与雌激素依赖性疾病或与骨质疏松、骨质流失、骨形成、心血管疾病、神经退行性疾病、绝经障碍、生理障碍、糖尿病障碍、前列腺癌、乳腺癌、子宫癌、宫颈癌和结肠癌相关的各种医学指征。包括威胁性或习惯性流产、肥胖、卵巢发育或功能、产后哺乳和抑郁症。

  公开号：

  WO2004087644A1

文献信息

• [EN] MERCAPTO-PHENYL-NAPHTHYL-METHANE DERIVATIVES AND PREPARATION THEREOF<br/>[FR] DERIVES DE MERCAPTO-PHENYLE-NAPHTHYLE-METHANE ET LEUR PREPARATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2004087644A1

  公开（公告）日：2004-10-14

  The present invention relates to the field of pharmaceuticals and organic chemistry and provides novel mercapto phenyl naphthyl methane derivatives, their pharmaceutically acceptable salts and compositions and preparation thereof, that are useful for the prevention or treatment of various medical indications associated with estrogen dependent diseases or syndromes related to osteoporosis, bone loss, bone formation, cardiovascular disorders, neurodegenerative disorders, menopausal disorders, physiological disorders, diabetes disorders, prostatic carcinoma, cancer of breast, cancer of uterus, cancer of the cervix and cancer of the colon, threatened or habitual abortion, obesity, ovarian development or function, post-partum lactation and depression.

  本发明涉及制药和有机化学领域，提供了新颖的巯基苯基萘甲烷衍生物，其药用可接受的盐和组合物以及其制备，可用于预防或治疗与雌激素依赖性疾病或与骨质疏松、骨质流失、骨形成、心血管疾病、神经退行性疾病、绝经障碍、生理障碍、糖尿病障碍、前列腺癌、乳腺癌、子宫癌、宫颈癌和结肠癌相关的各种医学指征。包括威胁性或习惯性流产、肥胖、卵巢发育或功能、产后哺乳和抑郁症。
• Novel mercaptophenyl naphthyl methane compounds and synthesis thereof
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20040229869A1

  公开（公告）日：2004-11-18

  Novel mercaptophenyl naphthyl methane compounds, their pharmaceutically acceptable salts and compositions comprised thereof are useful for the prevention or treatment of various medical indications associated with estrogen dependent diseases or syndromes related to osteoporosis, bone loss, bone formation, cardiovascular disorders, neurodegenerative disorders, menopausal disorders, physiological disorders, diabetes disorders, prostatic carcinoma, cancer of breast, cancer of uterus, cancer of the cervix and cancer of the colon, threatened or habitual abortion, obesity, ovarian development or function, post-partum lactation and depression.

  新型巯基苯基萘甲烷化合物及其药学上可接受的盐和组成物，可用于预防或治疗与雌激素依赖性疾病或与骨质疏松、骨质流失、骨形成、心血管疾病、神经退行性疾病、更年期疾病、生理疾病、糖尿病疾病、前列腺癌、乳腺癌、子宫癌、宫颈癌和结肠癌、威胁性流产或习惯性流产、肥胖、卵巢发育或功能、产后泌乳和抑郁症相关的各种医学症状。
• Mercaptophenyl naphthyl methane compounds and synthesis thereof
  申请人：Council of Scientific and Industrial Research

  公开号：US07250446B2

  公开（公告）日：2007-07-31

  Novel mercaptophenyl naphthyl methane compounds, their pharmaceutically acceptable salts and compositions comprised thereof are useful for the prevention or treatment of various medical indications associated with estrogen dependent diseases or syndromes related to osteoporosis, bone loss, bone formation, cardiovascular disorders, neurodegenerative disorders, menopausal disorders, physiological disorders, diabetes disorders, prostatic carcinoma, cancer of breast, cancer of uterus, cancer of the cervix and cancer of the colon, threatened or habitual abortion, obesity, ovarian development or function, post-partum lactation and depression.

  新型巯基苯基萘甲烷化合物及其药用可接受盐和组合物可用于预防或治疗与雌激素依赖性疾病或与骨质疏松症、骨质流失、骨形成、心血管疾病、神经退行性疾病、更年期疾病、生理疾病、糖尿病、前列腺癌、乳腺癌、子宫癌、宫颈癌和结肠癌相关的综合症，威胁性或习惯性流产、肥胖、卵巢发育或功能、产后泌乳和抑郁症。
• Thioaryl Naphthylmethanone Oxime Ether Analogs as Novel Anticancer Agents
  作者：Bandana Chakravarti、Tahseen Akhtar、Byanju Rai、Manisha Yadav、Jawed Akhtar Siddiqui、Shailendra Kumar Dhar Dwivedi、Ravi Thakur、Anup Kumar Singh、Abhishek Kumar Singh、Harish Kumar、Kainat Khan、Subhashis Pal、Srikanta Kumar Rath、Jawahar Lal、Rituraj Konwar、Arun Kumar Trivedi、Dipak Datta、Durga Prasad Mishra、Madan Madhav Godbole、Sabyasachi Sanyal、Naibedya Chattopadhyay、Atul Kumar

  DOI：10.1021/jm500873e

  日期：2014.10.9

  Employing a rational design of thioaryl naphthylmethanone oxime ether analogs containing functional properties of various anticancer drugs, a sereis of compounds were identified that displayed potent cytotoxicity toward various cancer cells, out of whcih 4-(methylthio)phenyl) (naphthalen-1-yl) methanone O-2(diethylamino)ethyl oxime (MND) exhibited the best safety profile. MND induced apoptosis, inhibited migratino and invasion, strongly inhibited cancer stem cell population on a par with salinomycin, adn demonstrated orally potent tumor regression in mouse MCF-7 xenografts. Mechanistic studies revealed that MND strongly abrogated EGF-induced proliferation, migration, and tyrosine kinase (TK) signaling in breast cancer cells. However, MND failed to directly inhibit EGFR or othe rrelated receptor TKs in a cell free system. Systematic investigation of a putative target upstream of EGFR revealed that the biological effects of MND could be abrogated by pertussis toxin. Together, MND represents a new nonquinazoline potential drug candidate having promsing antiproliferaticve activity with good safety index.
• [EN] ARYL NAPHTHYL METHANONE OXIME(S) AND PROCESS FOR PREPARATION THEREOF<br/>[FR] OXIME(S) D'ARYL-NAPHTYL-MÉTHANONE ET LEUR PROCÉDÉ DE PRÉPARATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2015029068A4

  公开（公告）日：2015-06-11