(3S)-6,6-二甲基-5-氧代硫代吗啉-3-羧酸 | 14226-94-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (3S)-6,6-二甲基-5-氧代硫代吗啉-3-羧酸
• 英文名称: 6,6-dimethyl-5-oxo-thiomorpholine-3-carboxylic acid
• 英文别名: 6,6-Dimethyl-5-oxothiomorpholine-3-carboxylic acid
• CAS: 14226-94-9
• 化学式: C₇H₁₁NO₃S
• mdl: MFCD02186412
• 分子量: 189.235
• InChiKey: GWMBJMYQZAVSRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (3S)-6,6-二甲基-5-氧代硫代吗啉-3-羧酸 在 碘 、 2-肟氰乙酸乙酯 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N,N'-(disulfanediylbis(ethane-2,1-diyl))bis(6,6-dimethyl-5-oxothiomorpholine-3-carboxamide)
  参考文献：
  名称：

  Modulation of Amyloidogenic Protein Self-Assembly Using Tethered Small Molecules

  摘要：

  Protein-protein interactions (PPIs) are involved in many of life's essential biological functions yet are also an underlying cause of several human diseases, including amyloidosis. The modulation of PPIs presents opportunities to gain mechanistic insights into amyloid assembly, particularly through the use of methods which can trap specific intermediates for detailed study. Such information can also provide a starting point for drug discovery. Here, we demonstrate that covalently tethered small molecule fragments can be used to stabilize specific oligomers during amyloid fibril formation, facilitating the structural characterization of these assembly intermediates. We exemplify the power of covalent tethering using the naturally occurring truncated variant (ΔN6) of the human protein β2-microglobulin (β2m), which assembles into amyloid fibrils associated with dialysis-related amyloidosis. Using this approach, we have trapped tetramers formed by ΔN6 under conditions which would normally lead to fibril formation and found that the degree of tetramer stabilization depends on the site of the covalent tether and the nature of the protein-fragment interaction. The covalent protein-ligand linkage enabled structural characterization of these trapped, off-pathway oligomers using X-ray crystallography and NMR, providing insight into why tetramer stabilization inhibits amyloid assembly. Our findings highlight the power of "post-translational chemical modification" as a tool to study biological molecular mechanisms.

  DOI：

  10.1021/jacs.0c10629
• 作为产物：
  描述：

  (R)-4,5,6,7-四氢-7,7-二甲基-6-氧代-3H-1,2,5-二硫杂氮杂卓-4-羧酸 在 盐酸 、 sodium hydroxide 、 乙酸乙酯 、 六乙基亚磷酸胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.08h， 生成 (3S)-6,6-二甲基-5-氧代硫代吗啉-3-羧酸
  参考文献：
  名称：

  新型环状二硫化物和环状硫化物衍生物作为肝保护剂的合成及药理活性。

  摘要：

  为了寻找抗肝炎药物，我们合成了一系列的八元和九元环状二硫化物（1）和六元和七元环状二硫化物（2），并在以下模型中评估了它们降低死亡率的能力：痤疮丙酸杆菌脂多糖诱导的小鼠急性肝功能衰竭。通过用溴代丙二酸二乙酯或碘对相应的二硫醇衍生物（3）进行氧化环化来合成化合物1。通过用三（二乙基氨基）膦脱硫，然后脱保护，由1的甲酯制备化合物2。通常发现化合物1比化合物2具有更高的活性。发现化合物1b（SA3443）具有有效的保护活性。讨论了合成和构效关系。

  DOI：

  10.1248/cpb.41.1066

文献信息

• Substituted Rylene Derivatives
  申请人：Konemann Martin

  公开号：US20080167467A1

  公开（公告）日：2008-07-10

  Rylene derivatives of the general formula I in which the variables are each defined as follows: Rylene is a polycyclic conjugated ring system which comprises at least one perylene unit may comprise heteroatoms as ring atoms, may be functionalized by moieties comprising —CO— groups and/or may bear further substituents other than the A radicals; A is a radical of the formula X is oxygen or sulfur; R are identical or different radicals: optionally substituted alkyl, cycloalkyl, aryl, hetaryl, —U-aryl where U is an —O—, —S—, —NR 2 —, —CO—, —SO— or —SO 2 — moiety, or C 1 -C 12 -alkoxy, C 1 -C 6 -alkylthio, —C≡CR 2 , —CR 2 ═CR 2 2 , hydroxy, mercapto, halogen, cyano, nitro, —NR 3 R 4 , —NR 3 COR 4 , —CONR 3 R 4 , —SO 2 NR 3 R 4 , —COOR 3 or —SO 3 R 3 ; R′ are identical or different radicals: hydrogen or one of the R radicals; R 2 is hydrogen or alkyl, where the R 2 radicals may be the same or different when they occur more than once; R 3 , R 4 are each independently hydrogen; optionally substituted alkyl, aryl or hetaryl; n is from 1 to 8.

  该公式的Rylene衍生物为I，其中变量的定义如下： Rylene是一个多环共轭环系统，包括至少一个苝并单元，可能包含杂原子作为环原子，可能被含有—CO—基团的基团所官能化，或者可能带有除A基团以外的其他取代基； A是公式的基团； X是氧或硫； R是相同或不同的基团：可选取代的烷基、环烷基、芳基、杂芳基、—U-芳基，其中U是—O—、—S—、—NR2—、—CO—、—SO—或—SO2—基团，或C1-C12-烷氧基、C1-C6-烷基硫基、—C≡CR2、—CR2═CR22、羟基、巯基、卤素、氰基、硝基、—NR3R4、—NR3COR4、—CONR3R4、—SO2NR3R4、—COOR3或—SO3R3； R′是相同或不同的基团：氢或R基团之一； R2是氢或烷基，当它们出现多次时，R2基团可以相同或不同； R3、R4各自独立地为氢；可选取代的烷基、芳基或杂芳基； n为1至8。
• SUBSTITUIERTE RYLENDERIVATE
  申请人：BASF SE

  公开号：EP1904497B1

  公开（公告）日：2011-08-17
• Rylene Tetracarboxylic Acid Diimides Substituted By Cyclic Amino Groups
  申请人：Konemann Martin

  公开号：US20090124732A1

  公开（公告）日：2009-05-14

  Rylenetetracarboximides of the general formula I in which the variables are each defined as follows: R, R′ are each independently hydrogen; optionally substituted C 1 -C 30 -alkyl, C 3 -C 8 -cycloalkyl, aryl or hetaryl; R 1 is hydrogen or C 1 -C 6 -alkyl; R 2 , R 3 are each independently hydrogen; optionally substituted C 1 -C 18 -alkyl, aryl or hetaryl; A is a 5- to 9-membered ring which is bonded via a nitrogen atom and whose carbon chain may be interrupted by one or more —O—, —S—, —NR 1 —, —CO— and/or —SO 2 — moieties, to which one or two unsaturated or saturated 4 - to 8 -membered rings may be fused, whose carbon chain may likewise be interrupted by these moieties and/or —N═, and the overall ring system may be mono- or polysubstituted, and where the A radicals may be the same or different when m>1; X is chlorine or bromine, and the X radicals may be the same or different when x>1; Z is optionally substituted C 3 -C 20 -alkyl, C 3 -C 20 -alken-2-yl, C 3 -C 20 -alkyn-2-yl, aryloxy, arylthio, hetaryloxy or hetarylthio, where the Z radicals may be the same or different when z>1; m is 1 or 2, n is from 1 to 4 when m=1; is from 1 to 6 when m=2; x is from 0 to 3 when m=1, where n+x+z≦4, is from 0 to 5 when m=2, where n+x+z≦6; z is from 0 to 3 when m=1, where n+x+z≦4, is from 0 to 5 when m=2, where n+x+z≦6.
• USE OF RYLENES AS MARKERS FOR LIQUIDS
  申请人：Gessner Thomas

  公开号：US20100011656A1

  公开（公告）日：2010-01-21

  The invention relates to the use of rylene derivatives of the general formula (I) as markers for liquids, where the symbols and indices have the meanings given in the specification.
• US8071775B2
  申请人：——

  公开号：US8071775B2

  公开（公告）日：2011-12-06