2-喹喔啉羧酸 | 879-52-7

• 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: 2-喹喔啉羧酸
• 英文名称: phenyl-thiazol-2-yl-methanol
• 英文别名: 2-(1-hydroxy-1-phenylmethyl)thiazole；α-Phenylthiazolylmethanol；1,3-Thiazol-2-yl(phenyl)methanol；phenyl(1,3-thiazol-2-yl)methanol；(phenyl)(thiazol-2-yl)methanol；Phenyl(thiazol-2-yl)methanol
• CAS: 879-52-7
• 化学式: C₁₀H₉NOS
• mdl: MFCD03211618
• 分子量: 191.254
• InChiKey: XHPLEXYGTGYCCO-UHFFFAOYSA-N

物化性质

• 熔点：
  88-89 °C
• 沸点：
  210-215 °C(Press: 20 Torr)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-喹喔啉羧酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-[chloro(phenyl)methyl]-1,3-thiazole
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationships of pyrazolo[3,4-d]pyrimidines: a novel class of potent enterovirus inhibitors

  摘要：

  A series of pyrazolo[3,4-d]pyrimidines were synthesized. and their antiviral activity was evaluated in a plaque reduction assay. It is very interesting that this class of compounds provide remarkable evidence that they are very specific for human enteroviruses, in particular, coxsackieviruses. Some derivatives proved to be highly effective in inhibiting enterovirus replication at nanomolar concentrations. SAR studies revealed that the phenyl group at the N-I position and the hydrophobic diarylmethyl group at the piperazine largely influenced the in vitro antienteroviral activity of this new class of potent antiviral agents. It was found that the pyrazolo[3,4-d]pyrimidines with a thiophene substituent, such as compounds 20 24, in general exhibited high activity against coxsackievirus B3 (IC50 = 0.063-0.089 muM) and moderate activity against enterovirus 71 (IC50 = 0.32-0.65 muM) with no apparent cytotoxic effect toward RD (rhabdomyosarcoma) cell lines (CC50>25 muM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.092
• 作为产物：
  描述：

  [phenyl(1,3-thiazol-2-yl)methyl] N,N-di(propan-2-yl)carbamate 在 水 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2-喹喔啉羧酸
  参考文献：
  名称：

  一锅三组分反应合成2-取代的唑类

  摘要：

  我们发现了一种新的反应，其中在an鎓内鎓盐与反应性羰基化合物的反应中形成了2-取代的唑。这些产物在α位含有一个离去基团，在亲核试剂存在下进行溶剂分解时会生成带有多种α-取代基的唑。我们已经开发了这种化学方法的新方面，并将范围扩大到包括咪唑，噻唑，苯并咪唑和三唑，因此在两个反应步骤中获得了各种各样的取代方式。

  DOI：

  10.1016/s0040-4039(01)02110-4

文献信息

• Preparation and use of magnesium amides
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP1810974A1

  公开（公告）日：2007-07-25

  The present application relates to mixed Mg/Li amides of the general formula          R1R2N-MgX·zLiY     (I), wherein R1, R2 and R3 independently are selected from substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or derivatives thereof, and, for R1 and R2 only, the silyl derivatives thereof; one of R1 and R2 may be H; or R1 and R2 together can be part of a cyclic or polymeric structure; X and Y independently are selected amongst others from the group consisting of F; Cl; Br; I; CN; SCN; NCO; and z > 0, as well as a process for the preparation of the mixed Mg/Li amides and the use of these amides, e.g. as bases.

  本申请涉及一般式为R1R2N-MgX·zLiY（I）的混合Mg/Li胺，其中 R1、R2和R3独立地选择自含有一个或多个杂原子的取代或未取代芳基或杂芳基，线性、支链或环状，取代或未取代的烷基、烯基、炔基或其衍生物，以及仅对于R1和R2，其硅基衍生物；R1和R2中的一个可以是H；或者R1和R2可以共同构成环状或聚合结构的一部分； X和Y独立地从F、Cl、Br、I、CN、SCN、NCO等组中选择，z > 0，以及混合Mg/Li胺的制备方法和这些胺的用途，例如作为碱。
• Substituted thioacetamides
  申请人：Cephalon, Inc.

  公开号：US06670358B2

  公开（公告）日：2003-12-30

  The present invention is directed to chemical compositions of substituted thioacetamides, processes for the preparation thereof and uses of the compositions in the treatment of diseases.

  本发明涉及替代硫代乙酰胺的化学组合物、其制备方法以及在治疗疾病中使用这些组合物的用途。
• Method of preparing organomagnesium compounds
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP1582523A1

  公开（公告）日：2005-10-05

  The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts - LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.

  本发明涉及一种试剂，用于制备有机镁化合物，以及一种制备这种有机镁化合物的方法。本发明还提供了一种制备官能化或非官能化有机化合物的方法，以及本发明的试剂在制备有机金属化合物及其与亲电试剂反应中的应用。最后，本发明涉及锂盐LiY在制备有机金属化合物及其与亲电试剂反应中的应用，以及通过所披露方法获得的有机金属化合物。
• Selective metallation of thiophene and thiazole rings with magnesium amide base
  作者：Manabu Shilai、Yoshinori Kondo、Takao Sakamoto

  DOI：10.1039/b007376h

  日期：——

  Selective hydrogen–metal exchange reaction of thiophene and thiazole proceeded smoothly with magnesium amide base (iPr2NMgCl) under mild conditions.

  选择性氢-金属交换反应在温和条件下以镁胺碱（iPr2NMgCl）顺利进行，反应物为噻吩和噻唑。
• HETEROCYCLIC COMPOUND AND H1 RECEPTOR ANTAGONIST
  申请人：Okada Makoto

  公开号：US20130085127A1

  公开（公告）日：2013-04-04

  A heterocyclic compound useful as an antiallergic agent is provided. A compound represented by the following formula (1) or a salt thereof: wherein the ring A is a homocyclic or heterocyclic ring; the ring B is a heterocyclic ring which contains G and nitrogen atom N as constituent atoms thereof, wherein G is CH or N; R 1 is a carbonyl group or an alkylene group; R 2a and R 2b are an alkyl group, a cycloalkyl group, an aryl group, or a heterocyclic group; X is an oxygen atom or a sulfur atom; Z is a hydroxyl group, an alkoxy group, a cycloalkyloxy group, an aryloxy group, an aralkyloxy group, an amino group, or an N-substituted amino group; and n is 0 or 1; with the proviso that when the ring A is a benzene ring or when the ring B is a piperazine ring, R 1 is an alkylene group which may have a substituent.

  提供一种作为抗过敏剂使用的杂环化合物。所述化合物由以下式（1）或其盐表示：其中环A是同环或杂环；环B是一个杂环，其中包含G和氮原子N作为其组成原子，其中G是CH或N；R1是一个羰基或一个烷基基团；R2a和R2b是烷基基团、环烷基基团、芳基团或杂环基团；X是一个氧原子或硫原子；Z是一个羟基、烷氧基、环烷氧基、芳氧基、芳基氧基、氨基或N-取代氨基；n为0或1；但条件是当环A为苯环或环B为哌嗪环时，R1是可能有取代基的烷基基团。