3-[4-(6-hydroxy-naphthalen-2-ylamino)-phenyl]-3-imidazol-1-yl-2,2-dimethyl-propionic acid methyl ester | 1202273-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-[4-(6-hydroxy-naphthalen-2-ylamino)-phenyl]-3-imidazol-1-yl-2,2-dimethyl-propionic acid methyl ester
• 英文别名: methyl 3-[4-[(6-hydroxynaphthalen-2-yl)amino]phenyl]-3-imidazol-1-yl-2,2-dimethylpropanoate
• CAS: 1202273-80-0
• 化学式: C₂₅H₂₅N₃O₃
• 分子量: 415.492
• InChiKey: LEUDBINZIYAHLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  76.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-甲氧基萘-2-硼酸 在 吡啶 、 copper diacetate 、 三氯化硼 、 四丁基碘化铵 、 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 49.62h， 生成 3-[4-(6-hydroxy-naphthalen-2-ylamino)-phenyl]-3-imidazol-1-yl-2,2-dimethyl-propionic acid methyl ester
  参考文献：
  名称：

  [EN] CYP26 INHIBITORS
  [FR] INHIBITEURS DE CYP26

  摘要：

  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。

  公开号：

  WO2009153566A1

文献信息

• Small Molecule Inhibitors of Retinoic Acid 4-Hydroxylase (CYP26): Synthesis and Biological Evaluation of Imidazole Methyl 3-(4-(aryl-2-ylamino)phenyl)propanoates
  作者：Mohamed S. Gomaa、Caroline E. Bridgens、Ahmed S. Aboraia、Gareth J. Veal、Christopher P. F. Redfern、Andrea Brancale、Jane L. Armstrong、Claire Simons

  DOI：10.1021/jm101583w

  日期：2011.4.28

  The synthesis and potent inhibitory activity of novel imidazole methyl 3-(4-(aryl-2-ylamino)phenyl)propanoates in a MCF-7 CYP26A1 microsomal assay is described. The induction of CYP26A1 mRNA was used to evaluate the ability of the compounds to enhance the biological effects of all-trans retinoic acid (ATRA) in a retinoid-responsive neuroblastoma cell line. The most promising inhibitor, 3-imidazol-

  描述了新型咪唑甲基3-（4-（芳基-2-基氨基）苯基）丙酸酯在MCF-7 CYP26A1微粒体测定中的合成和强抑制活性。CYP26A1 mRNA的诱导用于评估化合物增强类视黄醇反应性神经母细胞瘤细胞系中全反式视黄酸（ATRA）的生物学效应的能力。最有希望的抑制剂3-咪唑-1-基-2-甲基-3- [4-（萘-2-基氨基）-苯基]-丙酸甲酯（20），IC 50为3 nM（相比用利阿罗唑IC 50 540纳米和R116010 IC 50为10nM）中的溶液用于CYP选择性使用CYP酶，致突变性（艾姆斯画面），和肝稳定性的面板进一步评估。
• 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 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.