[4S-[4R*,7S*,8R*,9R*,13R*,14R*,16R*(E)]]-14-Azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-[1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-1-oxacyclohexadecane-2,6-dione | 247232-13-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: [4S-[4R*,7S*,8R*,9R*,13R*,14R*,16R*(E)]]-14-Azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-[1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-1-oxacyclohexadecane-2,6-dione
• 英文别名: (4S,7R,8S,9S,13S,14S,16S)-14-Azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)oxacyclohexadecane-2,6-dione；(4S,7R,8S,9S,13S,14S,16S)-14-azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en)oxacyclohexadecane-2,6-dione；(4S,7R,8S,9S,13S,14S,16S)-14-azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-oxacyclohexadecane-2,6-dione
• CAS: 247232-13-9
• 化学式: C₂₆H₄₀N₄O₆S
• 分子量: 536.693
• InChiKey: HLKAAMZORHVMPC-LZXFBEBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  37
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  160
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [4S-[4R*,7S*,8R*,9R*,13R*,14R*,16R*(E)]]-14-Azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-[1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-1-oxacyclohexadecane-2,6-dione 、 [4S-[4R*,7S*,8R*,9R*,13S*,14S*,16R*(E)]]-13-Azido-4,8,14-trihydroxy-5,5,7,9-tetramethyl-16-[1-methyl-2(2-methyl-4-thiazolyl)ethenyl]-1-oxacyclohexadecane-2,6-dione 在 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 40.0h， 以46%的产率得到(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4-oxa-17-azabicyclo[14.1.0]heptadecane-5,9-dione
  参考文献：
  名称：

  AZIRIDINYL-EPOTHILONE COMPOUNDS

  摘要：

  本发明涉及如下所述的吲哚环毒毒素化合物，以及/或其在下式中具有以下结构的药学上可接受的盐和/或溶剂：其中K为—O—、—S—或—NR7—；A为—(CR8R9)—(CH2)m-Z-，其中Z为—(CHR10)—、—C(═O)—、—C(═O)—C(═O)—、—OC(═O)—、—N(R11)C(═O)—、—SO2—或—N(R11)SO2—；B1为羟基或氰基，R1为氢或B1和R1一起形成双键；R2、R3和R5独立地为氢、烷基、取代烷基、芳基或取代芳基；或R2和R3可以与它们连接的碳一起形成可选择取代的环烷基；R4为氢、烷基、烯烃基、取代烷基、取代烯烃基、芳基或取代芳基；R6为氢、烷基或取代烷基；R7、R8、R9、R10、R11和R12独立地为氢、烷基、取代烷基、环烷基、取代环烷基、芳基、取代芳基、杂环烷基、取代杂环烷基、杂芳基或取代杂芳基；而R13为芳基、取代芳基、杂芳基或取代杂芳基。

  公开号：

  US20070276018A1
• 作为产物：
  描述：

  埃博霉素C 在 sodium azide 、 水 、 碘 、 氯化铵 、 三乙胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 43.0h， 生成 [4S-[4R*,7S*,8R*,9R*,13R*,14R*,16R*(E)]]-14-Azido-4,8,13-trihydroxy-5,5,7,9-tetramethyl-16-[1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-1-oxacyclohexadecane-2,6-dione
  参考文献：
  名称：

  AZIRIDINYL-EPOTHILONE COMPOUNDS

  摘要：

  本发明涉及如下所述的吲哚环毒毒素化合物，以及/或其在下式中具有以下结构的药学上可接受的盐和/或溶剂：其中K为—O—、—S—或—NR7—；A为—(CR8R9)—(CH2)m-Z-，其中Z为—(CHR10)—、—C(═O)—、—C(═O)—C(═O)—、—OC(═O)—、—N(R11)C(═O)—、—SO2—或—N(R11)SO2—；B1为羟基或氰基，R1为氢或B1和R1一起形成双键；R2、R3和R5独立地为氢、烷基、取代烷基、芳基或取代芳基；或R2和R3可以与它们连接的碳一起形成可选择取代的环烷基；R4为氢、烷基、烯烃基、取代烷基、取代烯烃基、芳基或取代芳基；R6为氢、烷基或取代烷基；R7、R8、R9、R10、R11和R12独立地为氢、烷基、取代烷基、环烷基、取代环烷基、芳基、取代芳基、杂环烷基、取代杂环烷基、杂芳基或取代杂芳基；而R13为芳基、取代芳基、杂芳基或取代杂芳基。

  公开号：

  US20070276018A1

文献信息

• CONJUGATES OF AZIRIDINYL-EPOTHILONE ANALOGS AND PHARMACEUTICAL COMPOSITIONS COMPRISING SAME
  申请人：Vite D. Gregory

  公开号：US20070275904A1

  公开（公告）日：2007-11-29

  The present invention is directed to conjugated compounds comprising a folate, or an analog or derivative thereof, and an aziridinyl epothilone analog, as further described herein, and/or pharmaceutically-acceptable salts and/or solvates thereof, useful in the treatment of cancer or other folate-receptor associated conditions.

  本发明涉及包含叶酸、叶酸类似物或衍生物以及环氧紫杉烷类似物的共轭化合物，如下文进一步描述，并/或其药用可接受盐和/或溶剂，用于治疗癌症或其他叶酸受体相关疾病。
• Epothilone derivatives
  申请人：——

  公开号：US20030087888A1

  公开（公告）日：2003-05-08

  The present invention relates to 12,13-position modified epothilone derivatives, methods of preparation of the derivatives, and intermediates therefor.

  本发明涉及12,13位置改性的依波利烷衍生物，其制备方法及其中间体。
• Aziridinyl-epothilone compounds
  申请人：Bristol-Mysers Squibb Company

  公开号：US07872145B2

  公开（公告）日：2011-01-18

  The present invention is directed to aziridinyl epothilone compounds as further described herein, and/or pharmaceutically-acceptable salts and/or solvates thereof having the following Formula: wherein K is —O—, —S—, or —NR7—; A is —(CR8R9)—(CH2)m—Z—wherein Z is —(CHR10)—, —C(═O)—, —C(═O)—C(═O)—, —OC(═O)—, —N(R11)C(═O)—, —SO2—, or —N(R11)SO2—; B1 is hydroxyl or cyano and R1 is hydrogen or B1 and R1 are taken together to form a double bond; R2, R3, and R5 are, independently, hydrogen, alkyl, substituted alkyl, aryl or substituted aryl; or R2 and R3 may be taken together with the carbon to which they are attached to form an optionally substituted cycloalkyl; R4 is hydrogen, alkyl, alkenyl, substituted alkyl, substituted alkenyl, aryl, or substituted aryl; R6 is hydrogen, alkyl or substituted alkyl; R7, R8, R9, R10, R11 and R12 are independently hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, heterocycloalkyl, substituted heterocycloalkyl, heteroaryl, or substituted heteroaryl; and R13 is aryl, substituted aryl, heteroaryl or substituted heteroaryl.

  本发明涉及如下式所示的吡咯烷基环丙酮类化合物，以及其药学上可接受的盐和/或溶剂化物：其中K为—O—、—S—或—NR7—；A为—(CR8R9)—(CH2)m—Z—，其中Z为—(CHR10)—、—C(═O)—、—C(═O)—C(═O)—、—OC(═O)—、—N(R11)C(═O)—、—SO2—或—N(R11)SO2—；B1为羟基或氰基，R1为氢或B1和R1结合形成双键；R2、R3和R5分别为氢、烷基、取代烷基、芳基或取代芳基；或者R2和R3可以与它们所连接的碳原子结合形成可选择取代的环烷基；R4为氢、烷基、烯基、取代烷基、取代烯基、芳基或取代芳基；R6为氢、烷基或取代烷基；R7、R8、R9、R10、R11和R12独立地为氢、烷基、取代烷基、环烷基、取代环烷基、芳基、取代芳基、杂环烷基、取代杂环烷基、杂环芳基或取代杂环芳基；R13为芳基、取代芳基、杂环芳基或取代杂环芳基。
• PROCESSES FOR MAKING EPOTHILONE COMPOUNDS AND ANALOGS
  申请人：Parlanti Luca

  公开号：US20120178941A1

  公开（公告）日：2012-07-12

  A process for making aziridinyl epothilone compounds according to formula G, starting from a compound according formula C where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 12 , R 13 , Z 1 and Z 2 in formulae (G) and (C) are as defined herein. The aziridinyl epothilone compounds of formula (G) are useful for the treatment of cancer.

  一种制备式G的环氧乙烯酮化合物的方法，从式C的化合物开始，其中在式（G）和（C）中定义如下：R1、R2、R3、R4、R5、R6、R12、R13、Z1和Z2。式（G）中的环氧乙烯酮化合物对于癌症的治疗是有用的。
• Processes for making epothilone compounds and analogs
  申请人：Bristol-Myers Squibb Company

  公开号：US08299266B2

  公开（公告）日：2012-10-30

  A process for making aziridinyl epothilone compounds according to formula G, starting from a compound according formula C where R1, R2, R3, R4, R5, R6, R12, R13, Z1 and Z2 in formulae (G) and (C) are as defined herein. The aziridinyl epothilone compounds of formula (G) are useful for the treatment of cancer.

  一种制备式G的环氧乙烯酮类化合物的方法，起始物为式C的化合物，其中式(G)和式(C)中的R1、R2、R3、R4、R5、R6、R12、R13、Z1和Z2如本文所定义。式(G)的环氧乙烯酮类化合物对于治疗癌症有用。