Boc-D-Tyr(Me)-L-Ile-D-Pro-OBzl | 221187-06-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Boc-D-Tyr(Me)-L-Ile-D-Pro-OBzl
• 英文别名: benzyl (2R)-1-[(2S,3S)-2-[[(2R)-3-(4-methoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carboxylate
• CAS: 221187-06-0
• 化学式: C₃₃H₄₅N₃O₇
• 分子量: 595.736
• InChiKey: XUOXLXHXPSRTNZ-AXCRSINUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  43
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Boc-D-Tyr(Me)-L-Ile-D-Pro-OBzl 在 钯 氢气 、 钯 、 甲醇 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 Boc-D-Tyr(Me)-L-Ile-D-Pro-OH
  参考文献：
  名称：

  Histone deacetylase inhibitor and process for producing the same

  摘要：

  通式（1）的HDAC抑制剂表现出对各亚型HDAC的强烈抑制活性。该化合物可用作治疗或预防与HDAC 1、4和6相关的疾病的药物。此外，还提供了一种生产该化合物的方法，该方法能够轻松合成各种类型的化合物，并有望为开发具有新性质的HDAC抑制剂做出贡献。

  公开号：

  US07662778B2
• 作为产物：
  描述：

  N-BOC-4-甲氧基-D-苯基丙氨酸 、 H-L-Ile-D-Pro-OBzl-TFA 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以72%的产率得到Boc-D-Tyr(Me)-L-Ile-D-Pro-OBzl
  参考文献：
  名称：

  带有巯基的环状四肽有效抑制组蛋白脱乙酰基酶。

  摘要：

  在相应的异羟肟酸（CHAP31）和FK228的基础上，设计了含有巯基的组蛋白脱乙酰基酶（HDAC）的新型抑制剂。他们的二硫键二聚体和杂合体在体内表现出有效的HDAC抑制活性，具有作为抗癌前药的潜力。[结构：见文字]

  DOI：

  10.1021/ol036098e

文献信息

• Histone deacetylase inhibitors and process for producing the same
  申请人：Yoshida Minoru

  公开号：US20050277583A1

  公开（公告）日：2005-12-15

  Compounds represented by formula (1) have strong inhibitory activity that is selective towards HDAC1 and HDAC4. Therefore, the compounds of the present invention are useful as pharmaceutical agents for treating or preventing diseases caused by HDAC1 and HDAC4.

  由式（1）表示的化合物具有强大的抑制活性，且对HDAC1和HDAC4具有选择性。因此，本发明的化合物可用作治疗或预防由HDAC1和HDAC4引起的疾病的药物。
• Cyclic tetrapeptide derivatives and medicinal use thereof
  申请人：Japan Energy Corporation

  公开号：US06399568B1

  公开（公告）日：2002-06-04

  A cyclic tetrapeptide derivative represented by the general formula (I): wherein: R11, R12, R21 and R22 independently denote a monovalent group selected from hydrogen, a linear or branched alkyl group with 6 or less carbon atoms, benzyl group, 4-methoxybenzyl group, 3-indolylmethyl group, (N-methoxy-3-indolyl) methyl group, (N-formyl-3-indolyl)methyl group, etc.; R3 denotes a divalent group selected from a linear chained hydrocarbon group with 3 or 4 carbon atoms, or the linear branched hydrocarbon group having a branched chain added to the chain, or a divalent group substituted with a heteroatom; R4 denotes a divalent chained hydrocarbon group with 4 to 6 carbon atoms, or a divalent group derived from said hydrocarbon group by addition etc. of a branched chain on said chain; and a pharmaceutically acceptable salt thereof, or an analogous cyclic tetrapeptide derivative compound; as well as a histone deacetylase enzyme inhibitor, an MHC class-I molecule expression promoting agent and a pharmaceutical composition that comprise said cyclic tetrapeptide derivative as an effective ingredient.

  一种由通式（I）表示的环四肽衍生物，其中：R11、R12、R21和R22分别独立地表示从氢、具有6个或更少碳原子的线性或支链烷基、苯甲基、4-甲氧基苯甲基、3-吲哚甲基、（N-甲氧基-3-吲哚基）甲基、（N-甲酰基-3-吲哚基）甲基等单价基团中选择的单价基团；R3表示从具有3或4个碳原子的线性链烃基或在链上添加支链的线性支链烃基或被杂原子取代的双价基团中选择的双价基团；R4表示具有4至6个碳原子的双价链烃基或由在该链上添加支链等而得到的双价基团；以及其药学上可接受的盐或类似的环四肽衍生物化合物；以及将该环四肽衍生物作为有效成分的组织脱乙酰化酶抑制剂、MHC-I类分子表达促进剂和制药组合物。
• Histone deacetylase inhibitors and methods for producing the same
  申请人：Kyushu Institute of Technology

  公开号：US07488712B2

  公开（公告）日：2009-02-10

  Compounds represented by formula (1) have strong inhibitory activity that is selective towards HDAC1 and HDAC4. Therefore, the compounds of the present invention are useful as pharmaceutical agents for treating or preventing diseases caused by HDAC1 and HDAC4.

  由公式（1）表示的化合物具有强烈的抑制活性，对HDAC1和HDAC4具有选择性。因此，本发明的化合物可用作治疗或预防由HDAC1和HDAC4引起的疾病的药物。
• HISTONE DEACETYLASE INHIBITOR AND PROCESS FOR PRODUCING THE SAME
  申请人：RIKEN

  公开号：EP1640380B1

  公开（公告）日：2010-03-10
• [EN] CYCLIC TETRAPEPTIDE COMPOUND AND USE THEREOF<br/>[FR] COMPOSE TETRAPEPTIDE CYCLIQUE ET UTILISATION ASSOCIEE
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2003057722A2

  公开（公告）日：2003-07-17

  A cyclic tetrapeptide compound of the formula (I): wherein R1 is hydrogen; R2 is lower alkyl, aryl, optionally substituted ar(lower)alkyl, heterocyclic(lower)alkyl, cyclo(lower)alkyl(lower)alkyl, lower alkylcarbamoyl(lower)alkyl or arylcarbamoyl(lower)alkyl; R3 and R4 are each independently hydrogen, lower alkyl, optionally substituted ar(lower)alkyl, optionally substituted heterocyclic(lower)alkyl or cyclo(lower)alkyl(lower)alkyl, or R3 and R4 are linked together to form lower alkylene or condensed ring, or one of R3 and R4 is linked to the adjacent nitrogen atom to form a ring; R5 is lower alkylene or lower alkenylene, Y is [wherein RY1 is hydrogen, halogen or optionally protected hydroxy, RY2 is hydrogen, halogen, lower alkyl or phenyl, and RY3 is hydrogen or lower alkyl]; R8 is hydrogen or lower alkyl; and n is an integer of 1 or 2, or a salt thereof.