4-溴-2-(三氟甲基)苄醇 | 932390-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-溴-2-(三氟甲基)苄醇
• 英文名称: (4-bromo-2-(trifluoromethyl)phenyl)methanol
• 英文别名: 4-bromo-2-(trifluoromethyl)benzyl alcohol；4-Bromo-2-(trifluoromethyl)benzyl alcohol；[4-bromo-2-(trifluoromethyl)phenyl]methanol
• CAS: 932390-36-8
• 化学式: C₈H₆BrF₃O
• mdl: MFCD12761598
• 分子量: 255.034
• InChiKey: OAJNCPOEIRBIHS-UHFFFAOYSA-N

物化性质

• 沸点：
  241.2±35.0 °C(Predicted)
• 密度：
  1.667±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-溴-2-(三氟甲基)苄醇 在 四溴化碳 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-溴-2-三氟甲基溴苄
  参考文献：
  名称：

  WO2020150385A5

  摘要：

  公开号：

  WO2020150385A5
• 作为产物：
  描述：

  2-氨基-5-溴三氟甲苯 在 正丁基锂 、 亚硝酸特丁酯 、 硼烷四氢呋喃络合物 、 碘 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 乙腈 为溶剂， 反应 37.0h， 生成 4-溴-2-(三氟甲基)苄醇
  参考文献：
  名称：

  Identification and Development of Biphenyl Substituted Iminosugars as Improved Dual Glucosylceramide Synthase/Neutral Glucosylceramidase Inhibitors

  摘要：

  This work details the evaluation of a number of N-alkylated deoxynojirimycin derivatives on their merits as dual glucosylceramide synthase/neutral glucosylceramidase inhibitors. Building on our previous work, we synthesized a series of d-gluco and l-ido-configured iminosugars N-modified with a variety of hydrophobic functional groups. We found that iminosugars featuring N-pentyloxymethylaryl substituents are considerably more potent inhibitors of glucosylceramide synthase than their aliphatic counterparts. In a next optimization round, we explored a series of biphenyl-substituted iminosugars of both configurations (d-gluco and l-ido) with the aim to introduce structural features known to confer metabolic stability to drug-like molecules. From these series, two sets of molecules emerge as lead series for further profiling. Biphenyl-substituted l-ido-configured deoxynojirimycin derivatives are selective for glucosylceramidase and the nonlysosomal glucosylceramidase, and we consider these as leads for the treatment of neuropathological lysosomal storage disorders. Their d-gluco-counterparts are also potent inhibitors of intestinal glycosidases, and because of this characteristic, we regard these as the prime candidates for type 2 diabetes therapeutics.

  DOI：

  10.1021/jm501181z

文献信息

• [EN] PYRIMIDINE DERIVATIVES AS PGE2 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS DE PYRIMIDINE UTILISÉS EN TANT QUE MODULATEURS DES RÉCEPTEURS DES PGE2
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2018210988A1

  公开（公告）日：2018-11-22

  The present invention relates to pyrimidine derivatives of formula (I) wherein (R1)n, R3, R4a, R4b, R5a, R5b and Ar1 are as described in the description and their use in the treatment of cancer by modulating an immune response comprising a reactivation of the immune system in the tumor. The invention further relates to novel benzofurane and benzothiophene derivatives of formula (II) and their use as pharmaceuticals, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as modulators of the prostaglandin 2 receptors EP2 and/or EP4.

  本发明涉及式(I)的嘧啶衍生物，其中(R1)n，R3，R4a，R4b，R5a，R5b和Ar1如描述中所述，以及它们通过调节免疫反应，包括肿瘤中免疫系统的再激活，用于治疗癌症。本发明进一步涉及新颖的苯并呋喃和苯并噻吩衍生物式(II)，及其作为药物的使用，其制备，药用可接受的盐，及其作为药物的使用，以及包含式(I)中一个或多个化合物的药物组合物，尤其是它们作为前列腺素2受体EP2和/或EP4的调节剂的使用。
• [EN] SUBSTITUTED 6,7-DIHYDRO-5H-BENZO[7]ANNULENE COMPOUNDS AND THEIR DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND THERAPEUTIC USES THEREOF<br/>[FR] COMPOSÉS DE 6,7-DIHYDRO-5H-BENZO[7]ANNULÈNE SUBSTITUÉS, LEURS DÉRIVÉS, PROCÉDÉS PERMETTANT LEUR PRÉPARATION ET UTILISATIONS THÉRAPEUTIQUES ASSOCIÉES
  申请人：SANOFI SA

  公开号：WO2022084298A1

  公开（公告）日：2022-04-28

  The present application relates to compounds of formula (I), or pharmaceutically acceptable salts thereof: wherein R1 and R2 represent hydrogen or deuterium; R3 represents hydrogen, -COOH or -OH; R3' and R3" represent hydrogen, methyl, methoxy, chlorine, fluorine or cyano; R4 and R41 represent hydrogen or fluorine; R5 represents hydrogen, fluorine or (C1-C3)aIkyl; R6 represents phenyl, fused phenyl, bicyclic group comprising 5 to 12 carbon atoms, heteroaryl group comprising 2 to 9 carbon atoms and comprising from 1 to 3 heteroatoms, cycloalkyl group comprising 3 to 7 carbon atoms, (C3-C6)cycloalkyl(C1-C3)alkyl group, 3 to 8 membered-heterocycloalkyl group comprising 1 or 2 heteroatoms, (C1-C6)alkyl, and phenyl(C1-C2)alkyl group; X represents -CH2-, -O- or - S-; Y represents -CH=, -N= or -CR" =, wherein R" represents (C1-C3)alkyl, halogen, cyano, or (C1-C3)fluoroalkyl; R7 represents (C1-C3)aIkyl, halogen atom, cyano, or (C1-C3)fluoroalkyl; R8 represents hydrogen or fluorine; R9 represents hydrogen, (C1-C3)alkyl or a cyclopropyl; n is 0, 1 or 2; and m is 0 or 1. Further disclosed are process for preparing the same, pharmaceutical compositions comprising them as well as said compounds of formula (I) for use as an inhibitor and degrader of estrogen receptors, in particular in the treatment of ovulatory dysfunction, cancer, endometriosis, osteoporosis, benign prostatic hypertrophy or inflammation.

  本申请涉及公式(I)的化合物或其药学上可接受的盐： 其中，R1和R2代表氢或氘；R3代表氢、-COOH或-OH；R3'和R3"代表氢、甲基、甲氧基、氯、氟或氰基；R4和R41代表氢或氟；R5代表氢、氟或(C1-C3)烷基；R6代表苯基、融合苯基、包含5到12个碳原子的双环基团、包含2到9个碳原子和1到3个杂原子的杂环芳基团、包含3到7个碳原子的环烷基团、(C3-C6)环烷基(C1-C3)烷基团、包含1或2个杂原子的3到8元杂环烷基团、(C1-C6)烷基和苯基(C1-C2)烷基团；X代表-CH2-、-O-或-S-；Y代表-CH=、-N=或-CR"=，其中R"代表(C1-C3)烷基、卤素、氰基或(C1-C3)氟代烷基；R7代表(C1-C3)烷基、卤素原子、氰基或(C1-C3)氟代烷基；R8代表氢或氟；R9代表氢、(C1-C3)烷基或环丙基；n为0、1或2；m为0或1。还披露了制备它们的过程、包含它们的制药组合物以及公式(I)化合物作为雌激素受体的抑制剂和降解剂的用途，特别是在排卵功能障碍、癌症、子宫内膜异位症、骨质疏松症、良性前列腺增生或炎症的治疗中。
• Selective defluorination of trifluoromethyl substituents by conformationally induced remote substitution
  作者：Mehul H. Jesani、Maria Schwarz、Shiwhu Kim、Finlay L. Evans、Alexander White、Alex Browning、Roman Abrams、Jonathan Clayden

  DOI：10.1002/anie.202403477

  日期：——

  Amide derivatives of trifluoromethyl-substituted benzaldehydes, and their heterocyclic congeners, may be selectively cyclodefluorinated by a remote substitution reaction under mild conditions, giving difluoromethyl-substituted aldehydes after hydrolysis. Selective single and double defluorinations are possible using this method, which provides a versatile route to difluoromethyl arenes.

  三氟甲基取代的苯甲醛及其杂环同系物的酰胺衍生物可以在温和条件下通过远程取代反应选择性环脱氟，水解后得到二氟甲基取代的醛。使用该方法可以进行选择性单脱氟和双脱氟，这提供了生产二氟甲基芳烃的通用途径。
• PARTIALLY SATURATED NITROGEN-CONTAINING HETEROCYCLIC COMPOUND
  申请人：Taisho Pharmaceutical Co., Ltd.

  公开号：EP2881384B1

  公开（公告）日：2018-05-30
• WO2020150385A5
  申请人：——

  公开号：WO2020150385A5

  公开（公告）日：2023-01-26