2,2-Diphenyl-5-hydroxymethyl-1,3-oxathiolane | 186603-59-8

• 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: 2,2-Diphenyl-5-hydroxymethyl-1,3-oxathiolane
• 英文别名: (2,2-diphenyl-1,3-oxathiolan-5-yl)methanol
• CAS: 186603-59-8
• 化学式: C₁₆H₁₆O₂S
• 分子量: 272.368
• InChiKey: SFQATGYVMZVKQN-UHFFFAOYSA-N

物化性质

• 沸点：
  443.0±45.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2,2-Diphenyl-5-hydroxymethyl-1,3-oxathiolane 在 吡啶 、 lithium hydroxide 、 双氧水 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 lithium hexamethyldisilazane 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  The asymmetric synthesis and in vitro characterization of succinyl mercaptoalcohol and mercaptoketone inhibitors of matrix metalloproteinases

  摘要：

  A series of succinyl based mercaptoketones and diastereomeric mercaptoalcohols were prepared and evaluated in vitro as inhibitors of the matrix metalloproteinases collagenase-1 (MMP-1), stromelysin (MMP-3), and gelatinase-B (MMP-9). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00186-3
• 作为产物：
  描述：

  二苯甲酮 、 1-硫代甘油 在 camphor-10-sulfonic acid 作用下， 生成 2,2-Diphenyl-5-hydroxymethyl-1,3-oxathiolane
  参考文献：
  名称：

  The asymmetric synthesis and in vitro characterization of succinyl mercaptoalcohol and mercaptoketone inhibitors of matrix metalloproteinases

  摘要：

  A series of succinyl based mercaptoketones and diastereomeric mercaptoalcohols were prepared and evaluated in vitro as inhibitors of the matrix metalloproteinases collagenase-1 (MMP-1), stromelysin (MMP-3), and gelatinase-B (MMP-9). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00186-3

文献信息

• Inhibitors of metalloproteases, pharmaceutical compositions comprising
  申请人：Affymax Technologies N.V.

  公开号：US05831004A1

  公开（公告）日：1998-11-03

  Disclosed are novel inhibitors of metalloproteases, in particular matrix metalloproteases. The disclosed inhibitors are mercaptoketone and mercaptoalcohol compounds which are useful in pharmaceutical compositions and methods for treating or controlling disease states or conditions which involve tissue breakdown, for example, arthropathy, dermatological conditions, bone resorption, inflammatory diseases, and tumor invasion and in the promotion of wound healing.

  揭示了一种新型金属蛋白酶抑制剂，特别是基质金属蛋白酶。所述的抑制剂是巯基酮和巯基醇化合物，可用于制备药物组合物和治疗或控制涉及组织分解的疾病状态或病况的方法，例如关节病、皮肤病、骨吸收、炎症性疾病、肿瘤侵袭以及促进伤口愈合。
• [EN] NOVEL INHIBITORS OF COLLAGENASE-1 AND STROMELYSIN-I METALLOPROTEASES, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME AND METHODS OF THEIR USE<br/>[FR] NOUVEAUX INHIBITEURS DES METALLOPROTEASES DE COLLAGENASE-1 ET DE STROMELYSINE-I, COMPOSITIONS PHARMACEUTIQUES LES CONTENANT ET LEURS PROCEDES D'UTILISATION
  申请人：AFFYMAX TECHNOLOGIES, N.V.

  公开号：WO1996040204A1

  公开（公告）日：1996-12-19

  (EN) Disclosed are novel inhibitors of collagenase-1 and stromelysin-I metalloproteases. The disclosed inhibitors are mercaptoketone and mercaptoalcohol compounds which are useful in pharmaceutical compositions and methods for treating or controlling disease states or conditions which involve tissue breakdown, for example, arthropathy, dermatological conditions, bone resorption, inflammatory diseases, and tumor invasion and in the promotion of wound healing.(FR) L'invention concerne de nouveaux inhibiteurs des métalloprotéases de collagénase-1 et de stromélysine-I. Ces inhibiteurs sont des composés de mercaptocétone et de mercapto-alcool utiles dans des compositions pharmaceutiques et dans des procédés pour traiter ou enrayer des états pathologiques qui impliquent la dégradation des tissus, par exemple l'arthropathie, les troubles dermatologiques, la résorption osseuse, les maladies inflammatoires et l'invasion par des tumeurs, ainsi que pour promouvoir la cicatrisation.

  揭示了一种新型的胶原酶-1和基质金属蛋白酶的抑制剂。这些抑制剂是巯基酮和巯基醇化合物，可用于制备药物组合物和治疗或控制涉及组织分解的疾病状态或病症的方法，例如关节病、皮肤病、骨吸收、炎症性疾病和肿瘤侵袭以及促进伤口愈合。
• [EN] NOVEL INHIBITORS OF METALLOPROTEASES, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME AND METHODS OF THEIR USE<br/>[FR] NOUVEAUX INHIBITEURS DE METALLOPROTEASES, COMPOSITIONS PHARMACEUTIQUES LES CONTENANT ET LEURS PROCEDES D'UTILISATION
  申请人：AFFYMAX TECHNOLOGIES, N.V.

  公开号：WO1996040738A1

  公开（公告）日：1996-12-19

  (EN) Disclosed are novel inhibitors of metalloproteases, in particular matrix metalloproteases. The disclosed inhibitors are mercaptoketone and mercaptoalcohol compounds which are useful in pharmaceutical compositions and methods for treating or controlling disease states or conditions which involve tissue breakdown, for example, arthropathy, dermatological conditions, bone resorption, inflammatory diseases, and tumor invasion and in the promotion of wound healing.(FR) L'invention concerne de nouveaux inhibiteurs de métalloprotéases, en particulier de métalloprotéases matricielles. Ces inhibiteurs sont des composés de mercaptocétone et de mercaptoalcool, utiles dans des compositions pharmaceutiques et dans des procédés thérapeutiques ou prophylactiques concernant des maladies ou des états pathologiques impliquant la rupture tissulaire, tels que l'arthropathie, des troubles dermatologiques, la résorption osseuse, des maladies inflammatoires, ainsi que la prolifération de tumeurs, et utiles également pour accélérer la cicatrisation des blessures.

  （中文翻译）本发明涉及新型金属蛋白酶抑制剂，特别是基质金属蛋白酶。所披露的抑制剂是巯基酮和巯基醇化合物，可用于制备药物组合物和治疗或控制涉及组织分解的疾病状态或病情的方法，例如关节病、皮肤病、骨吸收、炎症性疾病、肿瘤侵袭以及促进伤口愈合。
• Inhibitors of metalloproteases, pharmaceutical compositions comprising same and methods of their use
  申请人：——

  公开号：US06307101B1

  公开（公告）日：2001-10-23

  Disclosed are novel inhibitors of metalloproteases, in particular matrix metalloproteases. The disclosed inhibitors are mercaptoketone and mercaptoalcohol compounds which are useful in pharmaceutical compositions and methods for treating or controlling disease states or conditions which involve tissue breakdown, for example, arthropathy, dermatological conditions, bone resorption, inflammatory diseases, and tumor invasion and in the promotion of wound healing.

  本发明涉及金属蛋白酶的新型抑制剂，特别是基质金属蛋白酶的抑制剂。本发明披露的抑制剂是巯基酮和巯基醇化合物，它们在制药组合物和治疗或控制涉及组织分解的疾病状态或病情方面非常有用，例如关节病、皮肤病、骨吸收、炎症性疾病和肿瘤侵袭以及促进伤口愈合。
• NOVEL INHIBITORS OF METALLOPROTEASES, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME AND METHODS OF THEIR USE
  申请人：AFFYMAX TECHNOLOGIES N.V.

  公开号：EP0832100A1

  公开（公告）日：1998-04-01