PF 998,425 | 1076225-27-8

• 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: PF 998,425
• 英文别名: 4-((1R,2R)-2-Hydroxycyclohexyl)-2(trifluoromethyl)benzonitrile；4-[(1R,2R)-2-hydroxycyclohexyl]-2-(trifluoromethyl)benzonitrile
• CAS: 1076225-27-8
• 化学式: C₁₄H₁₄F₃NO
• 分子量: 269.266
• InChiKey: MENRRRXHFQYXDW-DGCLKSJQSA-N

物化性质

• 沸点：
  365.2±42.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)
• 溶解度：
  二甲基亚砜：≥10mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• WGK Germany：
  3

反应信息

• 作为产物：
  描述：

  (1R,2R)-4-(7-oxa-bicyclo[4.1.0]hept-1-yl)-2-trifluoromethyl-benzonitrile 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以84%的产率得到PF 998,425
  参考文献：
  名称：

  Rational Design and Synthesis of 4-((1R,2R)-2-Hydroxycyclohexyl)-2(trifluoromethyl)benzonitrile (PF-998425), a Novel, Nonsteroidal Androgen Receptor Antagonist Devoid of Phototoxicity for Dermatological Indications

  摘要：

  4-((1R,2R)-2-Hydroxycyclohexyl)-2(trifluoromethyl)benzonitrile [PF-0998425, (-)-6a] is a novel, nonsteroidal androgen receptor antagonist for sebum control and treatment of androgenetic alopecia. It is potent, selective, and active in vivo. The compound is rapidly metabolized systemically, thereby reducing the risk of unwanted systemic side effects due to its primary pharmacology. (-)-6a was tested negative in the 3T3 NRU assay, validating our rationale that reduction of conjugation might reduce potential phototoxicity.

  DOI：

  10.1021/jm8009316

文献信息

• DEUTERO-PHENFORMIN DERIVATIVES
  申请人：Enlibrium Inc

  公开号：US20170210704A1

  公开（公告）日：2017-07-27

  The present disclosure is directed to novel phenformin derivatives, and their pharmaceutically acceptable salts, solvates, or stereoisomers thereof. This disclosure also provides compositions and the use of such compositions in method of treating cancer, diabetes, or polycystic ovarian syndrome.

  本公开涉及新的苯乙双胍衍生物，以及它们的药用可接受的盐、溶剂化物或立体异构体。本公开还提供了此类化合物的组合物及其在治疗癌症、糖尿病或多囊卵巢综合征的方法中的用途。
• Quinolinones as Inhibitors of Translation Initiation Complex
  申请人：Sanford-Burnham Medical Research Institute

  公开号：US20180044324A1

  公开（公告）日：2018-02-15

  Provided herein are compounds and pharmaceutical compositions comprising quinolinones. The quinolinones and compositions thereof are useful as eukaryotic translation initiation factor 4F (eIF4F) complex modulators.

  本文提供了含喹啉酮的化合物和药物组合物。这些喹啉酮及其组合物可用作真核翻译起始因子4F（eIF4F）复合物调节剂。
• NEW ANALOGS AS ANDROGEN RECEPTOR AND GLUCOCORTICOID RECEPTOR MODULATORS
  申请人：Oncostellae, S.L.

  公开号：EP3480201A1

  公开（公告）日：2019-05-08

  The present invention relates to novel dihydropyridine derivatives of formula (I): as modulators of nuclear receptors selected from androgen receptor and glucocorticoid receptor, to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said for manufacturing a medicament for the treatment of pathological conditions or diseases that can improve by modulation of androgen receptor and/or glucocorticoid receptor, selected from cancer, metastasizing cancers, benign prostate hyperplasia, polycystic ovary syndrome (PCOS), hair loss, hirsutism, acne, hypogonadism, muscle wasting diseases, cachexia, Cushing's syndrome, anti-psychotic drug induced weight gain, obesity, post-traumatic stress disorder and alcoholism.

  本发明涉及一种新型的二氢吡啶衍生物，其化学式为(I)：作为选择的核受体调节剂，所述核受体包括雄激素受体和糖皮质激素受体，以及其制备方法，包括所述化合物的制药组合物和利用所述化合物制造用于治疗可以通过调节雄激素受体和/或糖皮质激素受体改善的病理情况或疾病的药物，所述病理情况或疾病包括癌症、转移性癌症、良性前列腺增生、多囊卵巢综合征（PCOS）、脱发、多毛症、痤疮、性腺功能减退、肌肉消耗性疾病、虚弱、库欣综合征、抗精神病药物诱导的体重增加、肥胖、创伤后应激障碍和酗酒。
• Kinetic Resolution of Secondary Alcohols Catalyzed by Chiral Phosphoric Acids
  作者：Shingo Harada、Satoru Kuwano、Yousuke Yamaoka、Ken-ichi Yamada、Kiyosei Takasu

  DOI：10.1002/anie.201304281

  日期：2013.9.23

  Acid instead of base: Kinetic resolution of secondary alcohols is realized using chiral Brønsted acid catalyzed acylation instead of the conventional basic conditions. A broad range of functional groups are tolerated, such as aldehydes, carboxylic acids, and enoates. The selectivity factor (s) reaches up to 215 at ambient temperature.

  酸代替碱：使用手性布朗斯台德酸催化的酰化反应代替常规的碱性条件，可实现仲醇的动力学拆分。可以容忍各种各样的官能团，例如醛，羧酸和烯酸酯。在环境温度下，选择性因子（s）高达215。
• Desymmetrization of Vicinal Bis(boronic) Esters by Enantioselective Suzuki–Miyaura Cross-Coupling Reaction
  作者：Mingkai Zhang、Paul S. Lee、Christophe Allais、Robert A. Singer、James P. Morken

  DOI：10.1021/jacs.3c01571

  日期：2023.4.19

  The development of an enantioselective catalytic Suzuki–Miyaura reaction that applies to meso 1,2-diborylcycloalkanes is described. This reaction provides a modular route to enantiomerically enriched substituted carbocycles and heterocycles that retain a synthetically versatile boronic ester. With appropriately constructed substrates, compounds bearing additional stereogenic centers and fully substituted

  描述了适用于内消旋1,2-二硼基环烷烃的对映选择性催化 Suzuki-Miyaura 反应的发展。该反应为获得对映体富集的取代碳环和杂环提供了模块化途径，同时保留了合成上通用的硼酸酯。通过适当构建的底物，可以以简单的方式生成带有额外立体中心和完全取代的碳原子的化合物。初步的机理实验表明，底物活化是由金属转移步骤中邻位硼酸酯的协同作用引起的。