3-Methoxy-4-(5-oxazolyl)phenyl isothiocyanate | 213262-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-Methoxy-4-(5-oxazolyl)phenyl isothiocyanate
• 英文别名: 5-(4-isothiocyanato-2-methoxyphenyl)oxazole；3-Methoxy4-(5-oxazolyl)phenyl isothiocyanate；5-(4-isothiocyanato-2-methoxy-phenyl)oxazole；5-(4-isothiocyanato-2-methoxyphenyl)-1,3-oxazole
• CAS: 213262-06-7
• 化学式: C₁₁H₈N₂O₂S
• 分子量: 232.263
• InChiKey: DGUUXVIJLOYLJO-UHFFFAOYSA-N

物化性质

• 沸点：
  372.4±37.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  79.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Methoxy-4-(5-oxazolyl)phenyl isothiocyanate 在 氨 作用下， 以 1,4-二氧六环 为溶剂， 以90%的产率得到(3-methoxy-4-oxazol-5-yl-phenyl)-thiourea
  参考文献：
  名称：

  A survey of cyclic replacements for the central diamide moiety of inhibitors of inosine monophosphate dehydrogenase

  摘要：

  A series of heterocyclic replacements for the central diamide moiety of 1, a potent small molecule inhibitor of inosine monophosphate dehydrogenase (IMPDH) were explored The synthesis and the structure-activity relationships (SARs), derived from in vitro studies, for these new series of inhibitors is given. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00641-8
• 作为产物：
  描述：

  (2-甲氧基-4-硝基苯基)二乙酸甲二醇酯 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 20.0~55.0 ℃ 、310.26 kPa 条件下， 反应 3.25h， 生成 3-Methoxy-4-(5-oxazolyl)phenyl isothiocyanate
  参考文献：
  名称：

  A New Efficient Synthesis of 5-Aryloxazoles from Arylidene Diacetates and Application to the Preparation of BMS-337197, a Novel IMPDH Inhibitor

  摘要：

  A new method for the synthesis of 5-aryloxazoles is described. Treatment of arylidene diacetates with one equivalent of TosMIC reagent in the presence of excess of potassium carbonate in methanol afforded 5-aryloxazoles in ''one-pot" in 90-94%. Heteroarylidene diacetates reacted in a similar way. Application of the new method to the synthesis of the novel IMPDH inhibitor BMS-337197 is also presented.

  DOI：

  10.3987/com-05-10569

文献信息

• Inhibitors of IMPDH enzyme
  申请人：——

  公开号：US06420403B1

  公开（公告）日：2002-07-16

  The present invention discloses the identification of the novel inhibitors of IMPDH (inosine-5′-monophosphate dehydrogenase). The compounds and pharmaceutical compositions disclosed herein are useful in treating or preventing IMPDH-associated disorders, such as transplant rejection and autoimmune diseases.

  本发明揭示了IMPDH（次黄嘌呤-5'-单磷酸脱氢酶）的新型抑制剂的识别。本文所披露的化合物和药物组合物在治疗或预防与IMPDH相关的疾病方面具有用途，如移植排斥和自身免疫疾病。
• Compounds derived from an amine nucleus and pharmaceutical compositions comprising same
  申请人：——

  公开号：US20020143176A1

  公开（公告）日：2002-10-03

  Compounds having the formula (I), 1 are effective as inhibitors of IMPDH enzyme and/or serine protease Factor VIIa, wherein B is a monocyclic or bicyclic carbocyclic or heterocyclic ring, D is a monocyclic or bicyclic carbocyclic or heterocyclic ring except when A is a heterocyclic ring, then D is a heterocyclic ring system, R is hydrogen or C 1-4 alkyl, and A, R 1 , R 2 and R 4 are as defined in the specification.

  具有(I)式的化合物作为IMPDH酶和/或丝氨酸蛋白酶因子VIIa的抑制剂具有有效性，其中B是单环或双环碳环或杂环，D是单环或双环碳环或杂环，除非A是杂环，那么D就是杂环系统，R是氢或C1-4烷基，A、R1、R2和R4如规范中定义。
• 有机发光材料及其制备方法、有机发光器件
  申请人：武汉华星光电半导体显示技术有限公司

  公开号：CN110078681B

  公开（公告）日：2020-10-13

  本发明公开了一种有机发光材料及其制备方法、有机发光器件，所述有机发光材料具有苯并菲衍生物，其具有良好的平面性和强烈的可见π‑π*吸收能力，同时具有高量子产率的荧光发射能力，因此，具有大π共轭体系的苯并菲衍生物具有高效电子传输特性，其作为一种高效的吸电子基团会增加电荷迁移效率，有效提高了有机发光器件的发光效率。
• Discovery of <i>N</i>-[2-[2-[[3-Methoxy-4-(5-oxazolyl)phenyl]amino]-5-oxazolyl]phenyl]-<i>N</i>-methyl-4- morpholineacetamide as a Novel and Potent Inhibitor of Inosine Monophosphate Dehydrogenase with Excellent in Vivo Activity
  作者：T. G. Murali Dhar、Zhongqi Shen、Junqing Guo、Chunjian Liu、Scott H. Watterson、Henry H. Gu、William J. Pitts、Catherine A. Fleener、Katherine A. Rouleau、N. Z. Sherbina、Kim W. McIntyre、Mark R. Witmer、Jeffrey A. Tredup、Bang-Chi Chen、Rulin Zhao、Mark S. Bednarz、Daniel L. Cheney、John F. MacMaster、Laura M. Miller、Karen K. Berry、Timothy W. Harper、Joel C. Barrish、Diane L. Hollenbaugh、Edwin J. Iwanowicz

  DOI：10.1021/jm0105777

  日期：2002.5.1

  Inosine monophosphate dehydrogenase (IMPDH) is a key enzyme that is involved in the de novo synthesis of purine nucleotides. Novel 2-aminooxazoles were synthesized and tested for inhibition of IMPDH catalytic activity. Multiple analogues based on this chemotype were found to inhibit IMPDH with low nanomolar potency. One of the analogues (compound 23) showed excellent in vivo activity in the inhibition

  肌苷单磷酸脱氢酶（IMPDH）是嘌呤核苷酸从头合成的关键酶。合成了新型的2-氨基恶唑，并测试了其对IMPDH催化活性的抑制作用。发现基于该化学型的多种类似物以低纳摩尔效能抑制IMPDH。一种类似物（化合物23）在抑制小鼠抗体产生和在大鼠佐剂诱发的关节炎模型中显示出出色的体内活性。
• [EN] COMPOUNDS DERIVED FROM AN AMINE NUCLEUS THAT ARE INHIBITORS OF IMPDH ENZYME<br/>[FR] COMPOSES DERIVES D'UN NOYAU AMINE INHIBITEURS DE L'ENZYME IMPDH
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2000025780A1

  公开（公告）日：2000-05-11

  The present invention discloses the identification of the novel inhibitors of IMPDH (inosine-5'-monophosphate dehydrogenase). The compounds and pharmaceutical compositions disclosed herein are useful in treating or preventing IMPDH mediated diseases, such as transplant rejection and autoimmune diseases.

  本发明揭示了IMPDH（鸟苷-5'-单磷酸脱氢酶）的新型抑制剂的鉴定。本文所披露的化合物和药物组合物对于治疗或预防IMPDH介导的疾病，如移植排斥和自身免疫疾病，是有用的。