{3-[(1R,2S,3R)-3-Hydroxy-2-((S)-(E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl-sulfanyl]propylsulfanyl}acetic acid isopropyl ester | 438527-24-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: {3-[(1R,2S,3R)-3-Hydroxy-2-((S)-(E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl-sulfanyl]propylsulfanyl}acetic acid isopropyl ester
• 英文别名: {3-[(1R,2S,3R)-3-Hydroxy-2-((S)-(E)-3-hydroxyoct-1-enyl)-5-oxocyclopentylsulfanyl]propylsulfanyl}acetic acid isopropyl ester；propan-2-yl 2-[3-[(1R,2S,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]sulfanylpropylsulfanyl]acetate
• CAS: 438527-24-3
• 化学式: C₂₁H₃₆O₅S₂
• 分子量: 432.646
• InChiKey: IGDZTSSCEAWADH-MXZBKONQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-异丙基-3-对甲苯基三氮烯 、 {3-[(1R,2S,3R)-3-Hydroxy-2-((S)-(E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl-sulfanyl]propylsulfanyl}acetic acid 在 盐酸 、 二氯甲烷 、 Sodium sulfate-III 、 silica gel 、 乙酸乙酯 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以gave 4.3 mg (38%) of the above titled compound的产率得到{3-[(1R,2S,3R)-3-Hydroxy-2-((S)-(E)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl-sulfanyl]propylsulfanyl}acetic acid isopropyl ester
  参考文献：
  名称：

  3, 7 or 3 and 7 thia or oxa prostanoic acid derivatives as agents for lowering intraocular pressure

  摘要：

  本发明提供了一种治疗眼高压或青光眼的方法，其中包括向患有眼高压或青光眼的动物施用一种由通式I所代表的化合物的治疗有效剂量；其中A，B，D，X，Y，Z，R1，R3和R4如规范中所定义。

  公开号：

  US06538018B1

文献信息

• Combination therapy for glaucoma treatment
  申请人：Burk M. Robert

  公开号：US20050209194A1

  公开（公告）日：2005-09-22

  A method is disclosed herein comprising administering a compound and a second drug to an eye of a mammal for the treatment of glaucoma or the reduction of intraocular pressure, said compound represented by the general formula I; wherein A, B, D, X, Y, Z, R 1 , R 3 and R 4 are as defined in the specification.

  本方法包括向哺乳动物的眼睛内给予化合物和第二种药物，用于治疗青光眼或降低眼内压，所述化合物由一般式I表示；其中A、B、D、X、Y、Z、R1、R3和R4如规范中所定义。
• 3, 7or3 and 7 thia or oxa prostanoic acid derivatives as agents for lowering intraocular pressure
  申请人：Allergan Sales, Inc.

  公开号：US20030027853A1

  公开（公告）日：2003-02-06

  The present invention provides a method of treating ocular hypertension or glaucoma which comprises administering to an animal having ocular hypertension or glaucoma therapeutically effective amount of a compound represented by the general formula I; 1 wherein hatched lines represent the &agr; configuration, a triangle represents the &bgr; configuration, a wavy line represents the &agr; configuration or the &bgr; configuration and a dotted line represents the presence or absence of a double bond; A and B are independently selected from the group consisting of O, S and CH 2 ; provided that at least one of A or B is S; D represents a covalent bond or CH 2 , O, S or NH; X is CO 2 R, CONR 2 , CH 2 OR, P(O)(OR) 2 , CONRSO 2 R SONR 2 or 2 Y is O, OH, OCOR 2 , halogen or cyano; Z is CH 2 or a covalent bond; R is H, or R 2 ; R 1 is H, R 2 , phenyl, or COR 2 ; R 2 is C 1 -C 5 lower alkyl or alkenyl and R 3 is benzothienyl, benzofuranyl, naphthyl or substituted derivatives thereof, wherein the substituents maybe selected from the group consisting of C 1 -C 5 alkyl, halogen, CF 3 , CN, NO 2 , NR 2 , CO 2 R and OR.

  本发明提供了一种治疗眼压增高或青光眼的方法，包括向患有眼压增高或青光眼的动物施用一定疗效量的一种化合物，其表示为通用公式I；其中，斜线代表α构型，三角形代表β构型，波浪线代表α构型或β构型，虚线代表双键的存在或不存在；A和B分别选择自O、S和CH2的组合；至少A或B中的一个是S；D代表共价键或 、O、S或NH；X为CO2R、CONR2、 OR、P(O)(OR)2、CONRSO2R、SONR2或2；Y为O、OH、OCOR2、卤素或氰基；Z为 或共价键；R为H或R2；R1为H、R2、苯基或COR2；R2为C1-C5低碳烷基或烯烃基，R3为苯并噻吩基、苯并呋喃基、萘基或其取代衍生物，其中取代基可选择自C1-C5烷基、卤素、CF3、CN、NO2、NR2、CO2R和OR的组合。
• 3,7 or 3 and 7 thia or oxa prostanoic acid derivatives as agents for lowering intraocular pressure
  申请人：Allergan Sales, Inc.

  公开号：US06410591B1

  公开（公告）日：2002-06-25

  The present invention provides a method of treating ocular hypertension or glaucoma which comprises administering to an animal having ocular hypertension or glaucoma a therapeutically effective amount of a 3, 7 or 3 and 7 thia or oxa prostanoic acid derivative.

  本发明提供了一种治疗眼压升高或青光眼的方法，包括向患有眼压升高或青光眼的动物施用治疗有效量的3、7或3和7硫或氧代前列腺酸衍生物。
• Treatment of inflammatory bowel disease
  申请人：Burk M. Robert

  公开号：US20050222094A1

  公开（公告）日：2005-10-06

  A method is disclosed herein comprising administering a compound to a mammal suffering from an inflammatory bowel disease for the treatment of said disease, said compound represented by the general formula I; wherein A, B, D, X, Y, Z, R 1 , R 3 and R 4 are as defined in the specification.

  本文公开了一种方法，包括向患有炎症性肠病的哺乳动物施用一种化合物以治疗该疾病，所述化合物由一般式I表示；其中A、B、D、X、Y、Z、R1、R3和R4如规范中定义。
• Cyclopentane heptan(ene) acyl sulfonamide, 2-alkyl or 2-arylalkyl, or 2-heteroarylalkenyl derivatives as therapeutic agents
  申请人：Allergan Sales, Inc.

  公开号：US20030027846A1

  公开（公告）日：2003-02-06

  The present invention provides a method of treating ocular hypertension or glaucoma which comprises administering to an animal having ocular hypertension or glaucoma therapeutically effective amount of a compound represented by the general formula I; 1 wherein a hatched line represents the &agr; configuration, a triangle represents the &bgr; configuration, a straight line, e.g. at the 9, 11 or 15 position represents either the &agr; or &bgr; configuration, a dotted line represents the presence or absence of a double bond; a wavy line represents a cis or trans bond; X is 0, S, NH or (CH 2 ) n ; n is 0 or an integer of from 1 to 4; Y is C 1 -C 5 n-alkyl, C 3 -C 7 cycloalkyl, phenyl, furanyl, thienyl, pyridinyl, thiazolyl, benzothienyl, benzofuranyl, naphthyl, or substituted derivatives thereof, wherein the substituents maybe selected from the group consisting of C 1 -C 5 alkyl, halogen, CF 3 , CN, NO 2 , N(R 2 ) 2 , CO 2 R 2 and OR 2 ; Z is (CH 2 ) n or a covalent bond; R is C 1 -C 6 lower alkyl or Z-CF 3 or mesylate or triflate; R 1 is H, R 2 or COR 2 ;and R 2 is H or C 1 -C 5 lower alkyl or 9, 11 or 15 esters thereof.

  本发明提供了一种治疗眼压增高或青光眼的方法，包括向患有眼压增高或青光眼的动物施用一种由通式I表示的化合物的治疗有效量；其中，虚线表示α构型，三角形表示β构型，直线，例如在9、11或15位置表示α或β构型，点线表示双键的存在或缺失；波浪线表示顺式或反式键；X为0、S、NH或（CH2）n；n为0或1至4的整数；Y为C1-C5烷基、C3-C7环烷基、苯基、呋喃基、噻吩基、吡啶基、噻唑基、苯并噻吩基、苯并呋喃基、萘基或其取代衍生物，其中取代基可以选择自C1-C5烷基、卤素、CF3、CN、NO2、N（R2）2、CO2R2和OR2的群；Z为（ ）n或共价键；R为C1-C6低烷基或Z- 或甲烷磺酸盐或三氟甲磺酸盐；R1为H、R2或COR2；R2为H或C1-C5低烷基或其9、11或15酯。