methyl 5-(3-((R)-3,3-difluoro-5-((R,E)-3-oxo-4-methyl-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate | 1544282-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: methyl 5-(3-((R)-3,3-difluoro-5-((R,E)-3-oxo-4-methyl-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate
• 英文别名: methyl 5-(3-((R)-3,3-difluoro-5-((R,E)-4-methyl-3-oxo-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate；methyl 5-(3-((R)-3,3-difluoro-5-((4R,E)-4-methyl-3-oxo-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate；Methyl 5-(3-((R)-3,3-difluoro-5-((R,E)-4-methyl-3-oxo-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate；methyl 5-[3-[(5R)-3,3-difluoro-5-[(E,4R)-4-methyl-3-oxo-7-phenylhept-1-enyl]-2-oxopyrrolidin-1-yl]propyl]thiophene-2-carboxylate
• CAS: 1544282-19-0
• 化学式: C₂₇H₃₁F₂NO₄S
• 分子量: 503.61
• InChiKey: FXKWNHSBZGVJKG-YLSPUVKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  91.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 5-(3-((R)-3,3-difluoro-5-((R,E)-3-oxo-4-methyl-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate 在 (R)-2-甲基-CBS-恶唑硼烷 、 儿萘酚硼烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.25h， 以17%的产率得到methyl 5-(3-((R)-3,3-difluoro-5-((3S,4R,E)-3-hydroxy-4-methyl-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate
  参考文献：
  名称：

  [EN] DIFLUOROLACTAM COMPOSITIONS FOR EP4-MEDIATED OSTEO RELATED DISEASES AND CONDITIONS
  [FR] COMPOSITIONS DE DIFLUOROLACTAME DESTINÉES À DES MALADIES ET DES AFFECTIONS OSSEUSES MÉDIÉES PAR EP4

  摘要：

  披露的是通过给予公式(I)化合物的组合物和方法来治疗骨质疏松症、骨折、骨丢失以及增加骨密度，其中组合物包含公式(I)的化合物和药用可接受的载体，其中L1、L2、L4、R1、R4、R5、R6和s按说明书定义。

  公开号：

  WO2014015246A1
• 作为产物：
  描述：

  methyl 5-(3-((R)-3,3-difluoro-5-((S,E)-3-oxo-4-methyl-7-phenylhept-1-en-1-yl)-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate 、 (R)-methyl 5-(3-(3,3-difluoro-5-formyl-2-oxopyrrolidin-1-yl)propyl)thiophene-2-carboxylate 、 以to give 1.3 g (53%) of a colorless oil的产率得到
  参考文献：
  名称：

  METHODS OF SYNTHESIZING A DIFLUOROLACTAM ANALOG

  摘要：

  本发明涉及制备式（IA）化合物的过程和中间体，其中R1、R4、R5、R6和L1如本文所定义。式（IA）化合物已被发现在治疗青光眼、骨质疏松症、神经病性疼痛和相关疾病中作为EP4受体激动剂而有用。

  公开号：

  US20160060253A1

文献信息

• DIFLUOROLACTAM COMPOSITIONS FOR EP4-MEDIATED OSTEO RELATED DISEASES AND CONDITIONS
  申请人：Cayman Chemical Company, Inc.

  公开号：US20150174099A1

  公开（公告）日：2015-06-25

  Disclosed herein are compositions and methods of treating osteoporosis, bone fracture, bone loss, and increasing bone density by administration of compounds of formula (I) or compositions comprising a compound of formula (I) and a pharmaceutically acceptable carrier, wherein L 1 , L 2 , L 4 , R 1 , R 4 , R 5 , R 6 , and s are as defined in the specification.

  本文披露了使用式(I)化合物或包含式(I)化合物和药物可接受载体的组合物治疗骨质疏松症、骨折、骨质流失和增加骨密度的方法和组合物。其中，L1、L2、L4、R1、R4、R5、R6和s如规范中所定义。
• DIFLUOROLACTAM COMPOUNDS AS EP4 RECEPTOR-SELECTIVE AGONISTS FOR USE IN THE TREATMENT OF EP4-MEDIATED DISEASES AND CONDITIONS
  申请人：Cayman Chemical Company, Inc.

  公开号：US20150175538A1

  公开（公告）日：2015-06-25

  Disclosed herein are compounds of formula (I) and therapeutic methods of treatment with compounds of formula (I), wherein L 1 , L 2 , L 4 , R 1 , R 4 , R 5 , R 6 , and s are as defined in the specification. Compounds of formula (I) are EP4 agonists useful in the treatment of glaucoma, neuropathic pain, and related disorders.

  本文公开了式(I)的化合物及使用该化合物的治疗方法，其中L1、L2、L4、R1、R4、R5、R6和s的定义如规范中所述。式(I)的化合物是EP4激动剂，可用于治疗青光眼、神经病性疼痛和相关疾病。
• METHODS, SYSTEMS, AND COMPOSITIONS FOR PROMOTING BONE GROWTH
  申请人：CAYMAN CHEMICAL COMPANY, INC.

  公开号：US20160158413A1

  公开（公告）日：2016-06-09

  The present invention relates to novel bone compositions for locally delivering a therapeutic agent to the site of a bone defect. Therapeutic agents may promote repair of the bone defect and/or treat conditions or disorders such as pain, inflammation, cancer, and infection. The compositions include calcium phosphate cements and a demineralized bone matrix or a collagen sponge. The compositions are useful for implantation in a patient at the site of a bone defect.

  本发明涉及一种新型骨组成物，用于局部向骨缺损部位提供治疗剂。治疗剂可以促进骨缺损的修复和/或治疗疼痛、炎症、癌症和感染等病症或疾病。该组成物包括磷酸钙水泥和脱矿骨基质或胶原海绵。该组成物可用于患者的骨缺损部位植入。
• Difluorolactam compounds as EP4 receptor-selective agonists for use in the treatment of EP4-mediated diseases and conditions
  申请人：Cayman Chemical Company, Inc.

  公开号：US10556862B2

  公开（公告）日：2020-02-11

  Disclosed herein are compounds of formula (I) and therapeutic methods of treatment with compounds of formula (I), wherein L1, L2, L4, R1, R4, R5, R6, and s are as defined in the specification. Compounds of formula (I) are EP4 agonists useful in the treatment of glaucoma, neuropathic pain, and related disorders.

  此处公开的是式 (I) 化合物 以及用式（I）化合物进行治疗的方法，其中 L1、L2、L4、R1、R4、R5、R6 和 s 如说明书中所定义。式（I）化合物是 EP4 激动剂，可用于治疗青光眼、神经性疼痛及相关疾病。
• Methods, systems, and compositions for promoting bone growth
  申请人：Cayman Chemical Company, Inc.

  公开号：US10729810B2

  公开（公告）日：2020-08-04

  The present invention relates to novel bone compositions for locally delivering a therapeutic agent to the site of a bone defect. Therapeutic agents may promote repair of the bone defect and/or treat conditions or disorders such as pain, inflammation, cancer, and infection. The compositions include calcium phosphate cements and a demineralized bone matrix or a collagen sponge. The compositions are useful for implantation in a patient at the site of a bone defect.

  本发明涉及用于向骨缺损部位局部输送治疗剂的新型骨组合物。治疗剂可促进骨缺损的修复和/或治疗疼痛、炎症、癌症和感染等疾病。组合物包括磷酸钙骨水泥和脱矿骨基质或胶原海绵。这些组合物可用于植入患者骨缺损部位。