N-[4-[(Benzyl)(4-nitrophenyl)amino]-1-methylpyrrole-2-carbonyl]pyrrolidine | 1058178-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[4-[(Benzyl)(4-nitrophenyl)amino]-1-methylpyrrole-2-carbonyl]pyrrolidine
• 英文别名: [4-(N-benzyl-4-nitroanilino)-1-methylpyrrol-2-yl]-pyrrolidin-1-ylmethanone
• CAS: 1058178-19-0
• 化学式: C₂₃H₂₄N₄O₃
• 分子量: 404.469
• InChiKey: LNZJMMAGCBQXBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1-methyl-4-(4-nitrophenylamino)-1H-pyrrol-2-yl)(pyrrolidin-1-yl)methanone 、 溴甲苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到N-[4-[(Benzyl)(4-nitrophenyl)amino]-1-methylpyrrole-2-carbonyl]pyrrolidine
  参考文献：
  名称：

  4-(Anilino)pyrrole-2-carboxamides: Novel non-steroidal/non-anilide type androgen antagonists effective upon human prostate tumor LNCaP cells with mutated nuclear androgen receptor

  摘要：

  Various 4-(anilino)pyrrole-2-carboxamides were designed and synthesized as novel androgen receptor (AR) antagonists without steroidal or anilide structure, based on our strategy for developing full antagonists of nuclear receptors. Introduction of a bulky N-alkyl group, such as a cyclohexylmethyl or benzyl group, increased the binding affinity for wild-type AR and the potency for growth inhibition of androgen-dependent SC-3 cells. Among the compounds obtained, N-[4-[(benzyl)(4-nitrophenyl)amino]-1-methylpyrrole-2-carbonyl]pyrrolidine (22) is as potent an AR antagonist as the typical anilide-type AR antagonists hydroxyflutamide and bicalutamide. Further, compound 22 had potent binding affinity for T877A mutated AR, and dose-dependently inhibited the testosterone-induced production of prostate-specific antigen in LNCaP cells bearing T877A AR. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.063

文献信息

• CULTURE METHOD FOR DIFFERENTIATING PRIMORDIAL GERM CELLS INTO FUNCTIONALLY MATURE OOCYTES
  申请人：Tokyo University of Agriculture Educational Corporated

  公开号：EP3358005A1

  公开（公告）日：2018-08-08

  The present invention addresses the problem of providing a method for differentiating primordial germ cells into functionally mature GV stage oocytes by in vitro culture. The present invention pertains to a method for differentiating primordial germ cells into functional GV stage oocytes in vitro including (a) a step for forming secondary follicles by culturing primordial germ cells and feeder cells adjacent to the primordial germ cells under conditions that eliminate the effects of estrogen or factors having a similar function to estrogen, (b) a step for partially cleaving the bonds between the granulosa cell layer and the thecal cell layer among the oocyte, granulosa cell layer, and thecal cell layer that constitute the formed secondary follicles, and (c) a step for differentiating the oocytes into functional GV stage oocytes by culturing the oocytes and granulosa cell layer that constitute the secondary follicles and the thecal cell layer in medium including a polymer compound.

  本发明要解决的问题是提供一种通过体外培养将原始生殖细胞分化为功能成熟的GV期卵母细胞的方法。本发明涉及一种在体外将原始生殖细胞分化为功能性 GV 期卵母细胞的方法，包括 (a) 在消除雌激素或与雌激素具有类似功能的因子的影响的条件下，通过培养原始生殖细胞和原始生殖细胞邻近的饲养细胞形成次级卵泡的步骤、(b) 部分裂解构成已形成的次级卵泡的卵母细胞、颗粒细胞层和鳞状细胞层之间的颗粒细胞层和鳞状细胞层之间的键的步骤，以及 (c) 通过在包括聚合物化合物的培养基中培养构成次级卵泡的卵母细胞和颗粒细胞层以及鳞状细胞层，将卵母细胞分化为功能性 GV 期卵母细胞的步骤。
• METHOD FOR DIFFERENTIATING PRIMORDIAL GERM CELLS INTO PRIMORDIAL FOLLICLES IN VITRO
  申请人：Kyushu University, National University Corporation

  公开号：EP3812455A1

  公开（公告）日：2021-04-28

  A method of differentiating a primordial germ cell into a primordial follicle in vitro includes culturing a primordial germ cell and a supporting cell adjacent to the primordial germ cell under a pressurized condition or a low oxygen concentration condition.

  在体外将原始生殖细胞分化为原始卵泡的方法包括在加压条件或低氧浓度条件下培养原始生殖细胞和与原始生殖细胞相邻的支持细胞。
• 4-(Anilino)pyrrole-2-carboxamides: Novel non-steroidal/non-anilide type androgen antagonists effective upon human prostate tumor LNCaP cells with mutated nuclear androgen receptor
  作者：Ken-ichi Wakabayashi、Keisuke Imai、Hiroyuki Miyachi、Yuichi Hashimoto、Aya Tanatani

  DOI：10.1016/j.bmc.2008.05.063

  日期：2008.7

  Various 4-(anilino)pyrrole-2-carboxamides were designed and synthesized as novel androgen receptor (AR) antagonists without steroidal or anilide structure, based on our strategy for developing full antagonists of nuclear receptors. Introduction of a bulky N-alkyl group, such as a cyclohexylmethyl or benzyl group, increased the binding affinity for wild-type AR and the potency for growth inhibition of androgen-dependent SC-3 cells. Among the compounds obtained, N-[4-[(benzyl)(4-nitrophenyl)amino]-1-methylpyrrole-2-carbonyl]pyrrolidine (22) is as potent an AR antagonist as the typical anilide-type AR antagonists hydroxyflutamide and bicalutamide. Further, compound 22 had potent binding affinity for T877A mutated AR, and dose-dependently inhibited the testosterone-induced production of prostate-specific antigen in LNCaP cells bearing T877A AR. (c) 2008 Elsevier Ltd. All rights reserved.