3-imidazol-1-yl-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propionic acid pentyl ester | 1202273-86-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-imidazol-1-yl-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propionic acid pentyl ester
• 英文别名: pentyl 3-(1H-imidazol-1-yl)-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanoate；Pentyl 3-imidazol-1-yl-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propanoate
• CAS: 1202273-86-6
• 化学式: C₂₉H₃₃N₃O₂
• 分子量: 455.6
• InChiKey: HWUQWWJQASMRAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-溴戊烷 、 3-imidazol-1-yl-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propionic acid methyl ester 在 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.0h， 以69%的产率得到3-imidazol-1-yl-2,2-dimethyl-3-[4-(naphthalen-2-ylamino)phenyl]propionic acid pentyl ester
  参考文献：
  名称：

  作为视黄酸小分子抑制剂的3-（1 H-咪唑-和三唑-1-基）-2,2-二甲基-3- [4-（萘-2-基氨基）苯基]丙基衍生物的合成及生物学评价4-羟化酶（CYP26）

  摘要：

  新型3-（1 H-咪唑-和三唑-1-基）-2,2-二甲基-3-（4-（萘-2-基氨基）苯基）丙基衍生物的合成及其强抑制活性描述了7种CYP26A1微粒体测定法。这项研究的重点是修饰血红素结合唑基和柔性C3链对抑制活性和选择性的影响。最有希望的抑制剂2,2-二甲基-3- [4-（萘-2-基氨基）-苯基] -3- [1,2,4]三唑-1-基-丙酸甲酯（17）（IC与利拉唑IC 50 = 540 nM和R116010 IC 50 = 10 nM相比，评估了50 = 0.35 nM的CYP选择性和肝稳定性。具有CYP26抑制IC 50的化合物值≤50nM增强外源性ATRA的生物活性，与单独使用ATRA相比，SH-SY5Y神经母细胞瘤细胞中CYP26A1 mRNA的增加3.7-5.8倍证明了这一点。所有化合物均显示出与R116010相当或更好的活性，且诱导作用与CYP26抑制数据密切相关。这些研究突

  DOI：

  10.1021/jm200695m

文献信息

• [EN] CYP26 INHIBITORS<br/>[FR] INHIBITEURS DE CYP26
  申请人：CANCER REC TECH LTD

  公开号：WO2009153566A1

  公开（公告）日：2009-12-23

  A compound of formula (I) wherein X is selected from O, S, NH or CH2; Rd and Rp are optional naphthyl group substituents; RHet is imidazolyl, triazolyl or pyridyl; and Rc is C1-4 alkyl substituted by a group selected from: hydroxy, amino, amido, carboxy, C1-7 alkyl ester, C5-7 aryl-C1-2 alkyl ester, sulfonamino, sulfinamino, hydroxamino and tetrazolyl.

  公式（I）的化合物，其中X选择自O、S、NH或CH2；Rd和Rp是可选的萘基取代物；RHet是咪唑基、三唑基或吡啶基；Rc是C1-4烷基，通过选择的基团取代，包括：羟基、氨基、酰胺基、羧基、C1-7烷基酯、C5-7芳基-C1-2烷基酯、磺胺基、亚砜胺基、羟胺基和四唑基。
• COMPOSITIONS AND METHODS FOR TREATING DISEASE
  申请人：OEHLEN Lambertus J.M.W.

  公开号：US20150164907A1

  公开（公告）日：2015-06-18

  Methods are provided for treating fibrotic diseases and conditions or cancer and other dysproliferative diseases by administering to a subject in need there of a therapeutically effective amount of a synergistic composition comprising a phosphatidylinositol 3-kinase inhibitor and a retinoid, optionally including a CYP26 inhibitor, wherein the therapeutically effective amount suppresses fibrosis or the growth of dysproliferative cells in vivo. Compositions comprising a combination of a phosphatidylinositol 3-kinase inhibitor and a retinoid, optionally in combination with a CYP26 inhibitor, are also described.
• COMPOSITIONS AND METHODS FOR TREATING DYSPROLIFERATIVE DISEASES
  申请人：ANGION BIOMEDICA CORP.

  公开号：US20160038490A1

  公开（公告）日：2016-02-11

  Methods are provided for treating cancer and other dysproliferative diseases by administering to a subject in need there of a therapeutically effective amount of a synergistic composition comprising an HER2 inhibitor, or a pharmaceutically acceptable salt or prodrug thereof; and a CYP26 inhibitor, or a pharmaceutically acceptable salt or prodrug thereof; wherein said therapeutically effective amount suppresses the growth of dysproliferative cells in vivo. Compositions comprising a combination of an HER2 inhibitor, or a pharmaceutically acceptable salt or prodrug thereof; and a CYP26 inhibitor a pharmaceutically acceptable salt or prodrug thereof are also described.
• [EN] COMPOSITIONS AND METHODS FOR TREATING DYSPROLIFERATIVE DISEASES<br/>[FR] COMPOSITIONS ET MÉTHODES DE TRAITEMENT DE MALADIES DYSPROLIFÉRATIVES
  申请人：ANGION BIOMEDICA CORP

  公开号：WO2014015137A2

  公开（公告）日：2014-01-23

  Methods are provided for treating cancer and other dysproliferative diseases by administering to a subject in need there of a therapeutically effective amount of a synergistic composition comprising an HER2 inhibitor, or a pharmaceutically acceptable salt or prodrug thereof; and a CYP26 inhibitor, or a pharmaceutically acceptable salt or prodrug thereof; wherein said therapeutically effective amount suppresses the growth of dysproliferative cells in vivo. Compositions comprising a combination of an HER2 inhibitor, or a pharmaceutically acceptable salt or prodrug thereof; and a CYP26 inhibitor a pharmaceutically acceptable salt or prodrug thereof are also described.
• [EN] COMPOSITIONS AND METHODS FOR TREATING DISEASE<br/>[FR] COMPOSITIONS ET MÉTHODES DE TRAITEMENT DE MALADIE
  申请人：ANGION BIOMEDICA CORP

  公开号：WO2014093960A1

  公开（公告）日：2014-06-19

  Methods are provided for treating fibrotic diseases and conditions and cancer and other dysproliferative diseases by administering to a subject in need there of a therapeutically effective amount of a composition comprising a retinol, or a pharmaceutically acceptable ester, salt or prodrug thereof; and a CYP26 inhibitor, or a pharmaceutically acceptable ester, salt or prodrug thereof; wherein said therapeutically effective amount suppresses fibrosis or the growth of dysproliferative cells in vivo. Compositions comprising a combination of a retinol, or a pharmaceutically acceptable ester, salt or prodrug thereof; and a CYP26 inhibitor a pharmaceutically acceptable ester, salt or prodrug thereof are also described.