1-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3-(1-methylethyl)-2-imidazolidinone | 95182-62-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3-(1-methylethyl)-2-imidazolidinone
• 英文别名: 1-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3-(1-methylethyl)-2-oxoimidazolidine；1-[4-[4-(4-Hydroxyphenyl)piperazin-1-yl]phenyl]-3-propan-2-ylimidazolidin-2-one
• CAS: 95182-62-0
• 化学式: C₂₂H₂₈N₄O₂
• 分子量: 380.49
• InChiKey: KKRSCLXGAAJHDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  50.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3-(1-methylethyl)-2-imidazolidinone 在 sodium hydroxide 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 以14.97 g (62.5%)的产率得到1-[4-[4-[4-[[4-(2,4-difluorophenyl)-4-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-3-(1-methylethyl)-2-imidazolidinone
  参考文献：
  名称：

  2,4,4-trisubstituted-1,3-dioxolane antifungals

  摘要：

  本发明涉及公式a的新化合物的N-氧化物形式，药学上可接受的酸盐或其立体化异构形式，其中n为零、1、2或3；X为N或CH；每个R1独立地为卤素、硝基、氰基、氨基、羟基、C1-4烷基、C1-4烷氧基或三氟甲基；R2为氢；C3-7烯基；C3-7炔基、芳基；C3-7环烷基；可选择取代的C1-6烷基R3和R4各自独立地为氢、C1-6烷基、C3-7环烷基或芳基；或R3和R4一起形成一个二价基团-R3-R4-的公式：其中R5a、R5b、R5c、R5d各自独立地为氢、C1-6烷基或芳基；芳基为可选择取代的苯基；作为抗真菌剂；它们的制备、含有它们的组合物以及它们作为药物的用途。

  公开号：

  US06387906B1
• 作为产物：
  描述：

  1-(4-氨基苯基)-4-(4-甲氧基苯基)哌嗪 在 palladium on activated charcoal 4-二甲氨基吡啶 、 甲酸 、 氢溴酸 、 氢气 、 sodium hydrogensulfite 、 溶剂黄146 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 11.0h， 生成 1-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3-(1-methylethyl)-2-imidazolidinone
  参考文献：
  名称：

  Synthesis and in Vitro and in Vivo Structure−Activity Relationships of Novel Antifungal Triazoles for Dermatology

  摘要：

  In search for new compounds with potential for clinical use as antifungal agents in dermatology, a series of 12 azole compounds were synthesized stereospecifically and investigated specifically for their activity against dermatophyte fungal infections in animal models. This panel of azoles was studied in vitro and compared with itraconazole and terbinafine for their antifungal activity using a panel of 24 Candida spp. and 182 dermatophyte isolates. Three azoles (1c, 2c, and 4c) showed in vitro antifungal potency equivalent to itraconazole, but superior to terbinafine, against a panel of 24 Candida spp. with comparable or lower activity than that of itraconazole and terbinafine against 182 dermatophyte isolates and only rare activity against other pathogenic fungi. However, in vivo 1c and 4c, both given orally, demonstrated antifungal activity at least three times greater than itraconazole and were superior compared to terbinafine in M. cants infected guinea pigs. In a mouse model infected by T mentagrophytes, again 4c, but not 1c, showed 5-fold superior activity over itraconazole and terbinafine. Compound 2c was effective in both models but less effective than itraconazole in these models. On the basis of these promising results, 4c is currently being clinically investigated for its potential as a novel antifungal agent against dermatophytosis.

  DOI：

  10.1021/jm0494772

文献信息

• FLUORINE-CONTAINING COMPLEX COMPOUND, AND PRODUCTION METHOD FOR FLUORINE-CONTAINING ORGANIC COMPOUND EMPLOYING SAME
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：US20160214999A1

  公开（公告）日：2016-07-28

  An object of the present invention is to enable the synthesis of various fluorine-containing compounds having an organic group at both terminals of their tetrafluoroethylene structure (—CF 2 —CF 2 —). The present invention provides a fluorine-containing complex compound including a fluorine-containing organic metal compound represented by formula (1a): R 1 —CF 2 —CF 2 -M 1 (1a) wherein M 1 is a metal selected from the group consisting of copper, zinc, nickel, iron, cobalt, and tin; and R 1 represents an organic group, and at least one ligand selected from the group consisting of pyridine ring-containing compounds and phosphines.

  本发明的一个目的是实现具有四氟乙烯结构（—CF2—CF2—）两端具有有机基团的各种含氟化合物的合成。本发明提供了一种含氟复合物化合物，包括由式（1a）表示的含氟有机金属化合物：R1—CF2—CF2-M1（1a）其中M1是选自铜、锌、镍、铁、钴和锡的金属；R1代表有机基团；以及选自含吡啶环化合物和膦的配体中的至少一种。
• Method for Manufacture of 2-Oxoimidazolidines
  申请人：Peterson John R.

  公开号：US20100222588A1

  公开（公告）日：2010-09-02

  There is provided a method for manufacture of 2-oxoimidazolidines of Formula I comprising one or more of the steps of converting an amine to an acylation agent, condensation of the acylation agent with a bi-functional compound of structure L-C(R 4 )(R 5 )—C(R 2 )(R 3 )—NHR 1 , wherein L is a leaving group, and ring closure of the resulting urea. In this manner, certain 2-oxoimidazolidines may be manufactured that are useful intermediates for the production of Pramiconazole and structurally related compounds.

  提供了一种制备式I的2-氧代咪唑啉的方法，包括以下一项或多项步骤：将胺转化为酰化剂，将酰化剂与结构为L-C(R4)(R5)—C(R2)(R3)—NHR1的双功能化合物缩合，其中L是一个离去基团，并闭环生成的脲。通过这种方式，可以制备出一些对于生产Pramiconazole和结构相关化合物有用的2-氧代咪唑啉中间体。
• [EN] SMALL MOLECULE INHIBITORS OF FIBROSIS<br/>[FR] INHIBITEURS DE FIBROSE À PETITES MOLÉCULES
  申请人：CALIFORNIA INST BIOMEDICAL RES

  公开号：WO2016094570A1

  公开（公告）日：2016-06-16

  Described herein are compounds and compositions for the treatment of a fibrotic disease.

  本文描述了用于治疗纤维化疾病的化合物和组合物。
• [EN] 2,4,4-TRISUBSTITUTED-1,3-DIOXOLANE ANTIFUNGALS<br/>[FR] ANTIFONGIQUES 1,3-DIOXOLANE TRISUBSTITUES EN 2,4,4
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：WO1999002523A1

  公开（公告）日：1999-01-21

  (EN) The present invention concerns novel compounds of formula (I), a $i(N)-oxide form, a pharmaceutically acceptable acid addition salt or a stereochemically isomeric form thereof, wherein n is zero, 1, 2 or 3; X is N or CH; each R1 independently is halo, nitro, cyano, amino, hydroxy, C1-4alkyl, C1-4alkyloxy or trifluoromethyl; R2 is hydrogen; C3-7alkenyl; C3-7alkynyl, aryl; C3-7cycloalkyl; optionally substituted C1-6alkyl; R3 and R4 each independently are hydrogen, C1-6 alkyl, C3-7cycloalkyl or aryl; or R3 and R4 taken together form a bivalent radical -R3-R4- of formula (a), (b), (c), (d), or (e), wherein R5a, R5b, R5c, R5d each independently are hydrogen, C1-6alkyl or aryl; and aryl is optionally substituted phenyl; as antifungals; their preparation, compositions containing them and their use as a medicine.(FR) L'invention concerne de nouveaux composés représentés par la formule (I), une forme $i(N)-oxyde, un sel d'addition acide pharmaceutiquement acceptable ou une forme stéréochimiquement isomérique de ces composés. Dans la formule (I) n est zéro, 1, 2 ou 3; X est N ou CH; chaque R1 est indépendamment halo, nitro, cyano, amino, hydroxy, alkyle C1-4, alcoxy C1-4 ou trifluorométhyle; R2 est l'hydrogène, alcényle C3-7, alcynyle C3-7; aryle, cycloalkyle C3-7, alkyle C1-6 éventuellement substitué; R3 et R4 sont chacun indépendamment l'un de l'autre l'hydrogène, l'alkyle C1-6, cycloalkyle C3-7 ou aryle; ou R3 et R4 forment ensemble un radical bivalent -R3-R4- représenté par les formules (a), (b), (c), (d) ou (e) dans laquelle R5a, R5b, R5c, R5d sont chacun indépendamment les uns des autres l'hydrogène, l'alkyle C1-6 ou l'aryle; et l'aryle est éventuellement le phényle substitué. Ces composés sont utilisés comme antifongiques. L'invention concerne en outre la préparation ce ces composés, des compositions contenant ces composés et l'utilisation de ces composés comme médicament.

  本发明涉及一种新的化合物，其化学式为(I)，包括$ i(N)-氧化物形式、药学上可接受的酸加成盐或其立体化学异构体，其中n为0、1、2或3；X为N或CH；每个R1独立地为卤素、硝基、氰基、氨基、羟基、C1-4烷基、C1-4烷氧基或三氟甲基；R2为氢、C3-7烯基、C3-7炔基、芳基、C3-7环烷基、可选取代的C1-6烷基；R3和R4各自独立地为氢、C1-6烷基、C3-7环烷基或芳基；或R3和R4共同形成一个二价基团-R3-R4-，其化学式为(a)、(b)、(c)、(d)或(e)，其中R5a、R5b、R5c、R5d各自独立地为氢、C1-6烷基或芳基；芳基为可选取代的苯基。这些化合物用作抗真菌药物，其制备、含有它们的组合物以及它们的用途作为药品也属于本发明的范畴。
• METHOD FOR MANUFACTURE OF 2-OXOIMIDAZOLIDINES
  申请人：Peterson John R.

  公开号：US20130237705A1

  公开（公告）日：2013-09-12

  A method for the manufacture of 2-oxoimidazolidines comprising the steps of converting an isocyanate and an amine to a urea, and then performing a ring closure of the urea to yield the 2-oxoimidazolidine is disclosed. The 2-oxoimidazolidines produced may then be used in the production of Pramiconazole and other structurally related compounds.

  公开了一种制造2-氧代咪唑啉的方法，包括将异氰酸酯和胺转化为尿素，然后进行环闭合反应以产生2-氧代咪唑啉。所生产的2-氧代咪唑啉可以用于生产Pramiconazole和其他结构相关的化合物。