4-methyl-3-thiomorpholinone | 75469-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: 4-methyl-3-thiomorpholinone
• 英文别名: 4-methylthiomorpholin-3-one
• CAS: 75469-02-2
• 化学式: C₅H₉NOS
• 分子量: 131.199
• InChiKey: ZANHDXOCLSUSLY-UHFFFAOYSA-N

物化性质

• 沸点：
  280.1±33.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methyl-3-thiomorpholinone 在 双氧水 、 乙酸酐 、 溶剂黄146 作用下， 生成 4-methyl-1⁶,4-thiomorpholine-1,1,3-trione
  参考文献：
  名称：

  推荐的3-硫代甲酮。

  摘要：

  DOI：

  10.1021/jm00338a012
• 作为产物：
  描述：

  3-甲基-2-恶唑烷酮 、 巯基乙酸乙酯 在 NaOPr 作用下， 以 丙醇 为溶剂， 反应 6.0h， 以94%的产率得到4-methyl-3-thiomorpholinone
  参考文献：
  名称：

  A Simple Synthesis of β-Amino Sulfides

  摘要：

  硫醇在醇盐的存在下与2-噁唑烷酮反应，得到高产率的β-氨基硫醚。该方法被应用于合成5,6-二氢-1,4-噻嗪-3(2H)-酮。

  DOI：

  10.1055/s-1997-971

文献信息

• Substrate specificity of the kinetic resolution of sulfides by enantioselective sulfoxide formation
  作者：Michael L Phillips、Jill A Panetta

  DOI：10.1016/s0957-4166(97)00205-x

  日期：1997.7

  The kinetic resolution of tazofelone (1) has been reported. The resolution of this sulfide was accomplished via enantioselective sulfoxide formation with tert-Bu hydroperoxide in the presence of a chiral tartrate/titanium complex. The resolution was performed on analogues of compound 1 in order to explore the substrate specificity of the kinetic resolution. These experiments have shown that the success

  他唑非隆（1）的动力学拆分已被报道。通过在手性酒石酸盐/钛络合物的存在下与叔丁基氢过氧化物对映选择性地形成亚砜来实现该硫化物的拆分。为了研究动力学拆分的底物特异性，对化合物1的类似物进行拆分。这些实验表明，叔丁基氢过氧化物对这种硫化物的对映选择性氧化的成功受到相邻酰胺官能团性质的极大影响。
• [EN] PHARMACEUTICAL COMPOUNDS<br/>[FR] COMPOSÉS PHARMACEUTIQUES
  申请人：OPAL ONCOLOGY LTD

  公开号：WO2019185882A1

  公开（公告）日：2019-10-03

  The invention provides compounds of the formula (1) or salts or tautomers thereof; wherein: Q is SO or SO2; n is 1 or 2; R1 is selected from hydrogen and a non-aromatic C1-6 hydrocarbon group; R2 and R3 are independently selected from hydrogen and a C1-6 hydrocarbon group; or R2 and R3 together with the carbon atom to which they are attached form a carbonyl group (C=O), a cyclopropane-1,1-diyl group or a cyclobutane-1,1-diyl group; or R together with R2 forms a C2-4 alkylene linker which is optionally substituted with one or more substituents selected from a C1-4 hydrocarbon group, halogen, hydroxy and amino; R4 and R5 are independently selected from hydrogen and a non-aromatic C1-6 hydrocarbon group; or R4 and R5 together with the carbon atom to which they are attached form a cyclopropane-1,1-diyl group or a cyclobutane-1,1-diyl group; and Ar1 is selected from phenyl, thiophenyl and furanyl,each being optionally substituted. The compounds are useful in medicine, for example in the treatment of diseases, such as cancers.

  该发明提供了以下化合物的结构（1）或其盐或互变异构体；其中：Q为SO或SO2；n为1或2；R1选自氢和非芳香C1-6烃基；R2和R3独立选自氢和C1-6烃基；或R2和R3与它们连接的碳原子一起形成羰基（C=O）、环丙烷-1,1-二基基团或环丁烷-1,1-二基基团；或R和R2一起形成一个C2-4烷基亚链，该亚链可选择地取代一个或多个选自C1-4烃基、卤素、羟基和氨基的取代基；R4和R5独立选自氢和非芳香C1-6烃基；或R4和R5与它们连接的碳原子一起形成环丙烷-1,1-二基基团或环丁烷-1,1-二基基团；Ar1选自苯基、噻吩基和呋喃基，每个基可选择地取代。这些化合物在医学上有用，例如在治疗癌症等疾病方面。
• Compounds and methods for treating multiple sclerosis
  申请人：Eli Lilly and Company

  公开号：US05981523A1

  公开（公告）日：1999-11-09

  This invention provides thiomorpholinone compounds useful for treating multiple sclerosis of formula I wherein: R.sup.1 and R.sup.2 are each independently selected from C.sub.1 -C.sub.8 alkyl; C.sub.2 -C.sub.8 alkenyl; C.sub.2 -C.sub.8 alkynyl; C.sub.1 -C.sub.8 alkyloxy; C.sub.1 -C.sub.8 alkylthio; trifluoromethyl; C.sub.1 -C.sub.4 alkyl substituted with phenyl; phenyl; F; Cl; NO.sub.2 ; phenoxy; C.sub.1 -C.sub.4 alkyl substituted with phenoxy; thiophenyl; C.sub.1 -C.sub.4 alkylthiophenyl; --COOR.sup.7 ; --N(R.sup.7).sub.2 or --N(R.sup.7)SO.sub.2 R.sup.7 where each R.sup.7 is independently hydrogen or C.sub.1 -C.sub.6 alkyl; R.sup.3 is H or C.sub.1 -C.sub.4 alkyl; R.sup.4 and R.sup.5 are each individually H, or when taken together form a bond; R.sup.6 is H; C.sub.1 -C.sub.8 alkyl; C.sub.2 -C.sub.8 alkenyl; C.sub.2 -C.sub.8 alkynyl; --SO.sub.2 CH.sub.3 ; --(CH.sub.2).sub.n NR.sup.8 R.sup.9 ; --(CH.sub.2).sub.n CO.sub.2 R.sup.8 ; --(CH.sub.2).sub.n OR.sup.8 where n is an integer from 1 to 6, both inclusive, and R.sup.8 and R.sup.9 are each independently hydrogen; C.sub.1 -C.sub.6 alkyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 alkynyl; phenyl; C.sub.1 -C.sub.4 alkyl substituted with phenyl; --(CH.sub.2).sub.q OH; or (CH.sub.2).sub.q S(C.sub.1 -C.sub.4 alkyl) where q is an integer from 2 to 6, both inclusive; and ##STR1## where m is 0 or 1; or a pharmaceutically acceptable salt or optical isomer thereof.

  该发明提供了用于治疗多发性硬化症的噻吗啉酮化合物，其化学式为I，其中：R.sup.1和R.sup.2各自独立地选自C.sub.1-C.sub.8烷基；C.sub.2-C.sub.8烯基；C.sub.2-C.sub.8炔基；C.sub.1-C.sub.8烷氧基；C.sub.1-C.sub.8烷硫基；三氟甲基；C.sub.1-C.sub.4烷基取代的苯基；苯基；F；Cl；NO.sub.2；苯氧基；C.sub.1-C.sub.4烷基取代的苯氧基；噻吩基；C.sub.1-C.sub.4烷基噻吩基；--COOR.sup.7；--N（R.sup.7）.sub.2或--N（R.sup.7）SO.sub.2R.sup.7，其中每个R.sup.7独立地为氢或C.sub.1-C.sub.6烷基；R.sup.3为H或C.sub.1-C.sub.4烷基；R.sup.4和R.sup.5各自独立地为H，或当它们在一起时形成键；R.sup.6为H；C.sub.1-C.sub.8烷基；C.sub.2-C.sub.8烯基；C.sub.2-C.sub.8炔基；--SO.sub.2CH.sub.3；--（CH.sub.2）.sub.nNR.sup.8R.sup.9；--（CH.sub.2）.sub.nCO.sub.2R.sup.8；--（CH.sub.2）.sub.nOR.sup.8，其中n为1至6之间的整数，包括1和6，R.sup.8和R.sup.9各自独立地为氢；C.sub.1-C.sub.6烷基；C.sub.2-C.sub.6烯基；C.sub.2-C.sub.6炔基；苯基；C.sub.1-C.sub.4烷基取代的苯基；--（CH.sub.2）.sub.qOH；或（CH.sub.2）.sub.qS（C.sub.1-C.sub.4烷基），其中q为2至6之间的整数，包括2和6；以及##STR1## 其中m为0或1；或其药学上可接受的盐或其光学异构体。
• NOVEL COMPOUNDS AND METHODS FOR TREATING MULTIPLE SCLEROSIS
  申请人：——

  公开号：US20010018437A1

  公开（公告）日：2001-08-30

  This invention provides novel thiomorpholinone compounds useful for treating multiple sclerosis.

  本发明提供了一种新型的噻吗啉酮化合物，可用于治疗多发性硬化症。
• Base-promoted aminoethylation of thiols with 2-oxazolidinones: a simple synthesis of 2-aminoethyl sulfides
  作者：Hiroyuki Ishibashi、Masayuki Uegaki、Manami Sakai、Yoshifumi Takeda

  DOI：10.1016/s0040-4020(01)00061-8

  日期：2001.3

  A simple synthesis of 2-aminoethyl sulfides using a base-promoted reaction of 2-oxazolidinones with thiols is described. An application of this method to the synthesis of chiral 2-aminoethyl sulfides and sulfur-containing heterocyclic compounds is also presented. (C) 2001 Elsevier Science Ltd. All rights reserved.