3-methoxy-1-methyl-2(1H)-pyridinethione | 120650-17-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methoxy-1-methyl-2(1H)-pyridinethione
• 英文别名: N-methyl-3-methoxy-2-thiopyridone；3-Methoxy-1-methylpyridine-2-thione
• CAS: 120650-17-1
• 化学式: C₇H₉NOS
• 分子量: 155.221
• InChiKey: GCYQSNWMIOWBLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methoxy-1-methyl-2(1H)-pyridinethione 在 三溴化硼 、 甲醇 、 水 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到3-羟基-1-甲基-2(1H)-吡啶硫酮
  参考文献：
  名称：

  Synthesis of Metal Complexes with 1-Substituted 3-Hydroxy-2(1H)-pyridinethiones and Their Insulin-Mimetic Activities

  摘要：

  Eight kinds of 1-alky1-3-hydroxy-2(1H)-pyridinethiones were synthesized from a commercially available 3-methoxy-2(1H)-pyridinone via 3 steps. Zn(II) and vanadyl complexes were synthesized by treatment with Zn(OAc)(2) or ZnSO(4), and VOSO(4), respectively. Vanadyl complexes were found to exist in VO(S(2)O(2)) coordination mode by means of ESR spectroscopy. From in vitro evaluation of the inhibitory effect on FFA release from rat adipocytes treated with epinephrine, it was found that IC(50) values of Zn(II) complexes with 1-alky1-3-hydroxy-2(1H)-pyridinethiones, regardless of the methylene-chain length at N-1 position, were in micromolar levels. In other words, these Zn(II) complexes showed higher insulin-mimetic activities than those synthesized previously. On the other hand, the insulin-mimetic activity of vanadyl complexes unfortunately could not be measured owing to their insolubility in KRB buffer which is used in vitro assay.

  DOI：

  10.3987/com-09-11862
• 作为产物：
  描述：

  1-methyl-3-methoxypyridin-2-one 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 生成 3-methoxy-1-methyl-2(1H)-pyridinethione
  参考文献：
  名称：

  1-dethia-2-thia-cephalosporanic acids

  摘要：

  1-脱氧-2-噻吩-头孢霉酸，其化学公式为##STR1##，其中R选自##STR2## R.sub.b --NH--和##STR3##的组。R.sub.a是一个有机基团，R.sub.i和R.sub.j分别选自氢、脂肪族、芳香族和杂环，或者与氮原子一起形成一个可选取代的杂环。R.sub.b是一个可选取代的碳环或杂环芳基。R.sub.1B是--[CH.dbd.CH].sub.n1 --CH.sub.2 --S--R.sub.m，n.sub.1是0、1或2。Rm是一个不饱和基团，包括一个带正电荷的双键氮原子，并通过一个碳原子与硫原子连接。R.sub.4是氢或甲氧基，n.sub.2是0、1或2。A选自氢、碱金属离子、碱土金属离子、镁离子、铵离子、有机胺碱和酯基或--COOA的组，--COOA是--COO.sup.-，以及它们的非毒性、药理可接受的酸加成盐，具有抗生素活性。

  公开号：

  US04908359A1

文献信息

• 1-dethia-2-thia-cephalosporanic acids
  申请人：Uclaf; Roussel

  公开号：US04908359A1

  公开（公告）日：1990-03-13

  1-dethia-2-thia-cephalosporanic acids of the formula ##STR1## wherein R is selected from the group consisting of ##STR2## R.sub.b --NH--and ##STR3## R.sub.a is an organic radical R.sub.i and R.sub.j are individually selected from the group consisting of hydrogen, aliphatic, aromatic and heterocycle or taken together with the nitrogen atom form an optionally substituted heterocycle, R.sub.b is optionally substituted carbocyclic or heterocyclic aryl, R.sub.1B is --[CH.dbd.CH].sub.n1 --CH.sub.2 --S--R.sub.m, n.sub.1 is 0, 1 or 2, Rm is an unsaturated radical including a positively charged and doubly bonded nitrogen atom and bonded to the sulfur atom through a carbon atom, R.sub.4 is hydrogen or methoxy, n.sub.2 is 0, 1 or 2 and A is selected from the group consisting of hydrogen, alkali metal ion, or alkaline earth metal ion, magnesium ion, ammonium ion, an organic amine base and an ester group or --COOA is --COO.sup.- and their non-toxic, pharmaceutically acceptable acid addition salts, having antibiotic activity.

  1-脱氧-2-噻吩-头孢霉酸，其化学公式为##STR1##，其中R选自##STR2## R.sub.b --NH--和##STR3##的组。R.sub.a是一个有机基团，R.sub.i和R.sub.j分别选自氢、脂肪族、芳香族和杂环，或者与氮原子一起形成一个可选取代的杂环。R.sub.b是一个可选取代的碳环或杂环芳基。R.sub.1B是--[CH.dbd.CH].sub.n1 --CH.sub.2 --S--R.sub.m，n.sub.1是0、1或2。Rm是一个不饱和基团，包括一个带正电荷的双键氮原子，并通过一个碳原子与硫原子连接。R.sub.4是氢或甲氧基，n.sub.2是0、1或2。A选自氢、碱金属离子、碱土金属离子、镁离子、铵离子、有机胺碱和酯基或--COOA的组，--COOA是--COO.sup.-，以及它们的非毒性、药理可接受的酸加成盐，具有抗生素活性。
• Antipruritics
  申请人：Yasui Kiyoshi

  公开号：US20080312292A1

  公开（公告）日：2008-12-18

  It is intended to provide antipruritics (drugs to control itching, antiitch agents and drugs to stop itching). It is found out that a compound having an agonistic activity to the cannabinoid receptor shows an antipruritics effect.

  这句话的意思是：它旨在提供止痒药（控制瘙痒的药物、抗瘙痒剂和止痒药物）。发现一种具有类脂激素受体激动活性的化合物具有止痒效果。
• Pyridone derivatives having a binding activity to the cannabinoid type 2 recepter
  申请人：TADA Yukio

  公开号：US20100081686A1

  公开（公告）日：2010-04-01

  It was found that the compound having a binding activity to the cannabinoid type 2 receptor represented by the formula (I): wherein R 1 is a group represented by the formula: —Y 1 —Y 2 —Y 3 —R a wherein Y 1 is single bond or the like; Y 2 is —C(═O)—NH— or the like; Y 3 is optionally substituted aryl or the like; R 2 is hydrogen or the like; R 3 is alkyl or the like; R 4 is alkyl or the like; R 5 is optionally substituted alkyl or the like; or R 3 and R 4 taken together with the adjacent atom form cyclic group or the like.

  发现化合物具有与cannabinoid type 2受体结合活性，该化合物的公式为（I）：其中R1是由公式表示的基团：—Y1—Y2—Y3—Ra，其中Y1是单键或类似物；Y2是—C（═O）—NH—或类似物；Y3是可选择的取代芳基或类似物；R2是氢或类似物；R3是烷基或类似物；R4是烷基或类似物；R5是可选择的取代烷基或类似物；或R3和R4与相邻原子结合形成环状基团或类似物。
• NON-PEPTIDE MACROCYCLIC HISTONE DEACETYLASE (HDAC) INHIBITORS AND METHODS OF MAKING AND USING THEREOF
  申请人：Oyelere Adegboyega

  公开号：US20120329741A1

  公开（公告）日：2012-12-27

  Compounds of Formula I or II, and methods of making and using thereof, are described herein. M represents a macrolide subunit, E is a C 1-6 group, optionally containing one or more heteroatoms, D is an alkyl or aryl group, A is a linking group connected to D, B is an alkyl, alkylaryl or alkylheteroaryl spacer group, ZBG is a Zinc Binding Group, R 1 , R 2 and R 4 are independently are selected from hydrogen, a C1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 1-6 alkanoate group, a C 2-6 carbamate group, a C 2-6 carbonate group, a C 2-6 carbamate group, or a C 2-6 thiocarbamate group, R 3 is hydrogen or —OR 5 , R 5 is selected from a group consisting of Hydrogen, a C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, C 1-6 alkanoate group, C 2-6 carbamate group, C 2-6 carbonate group, C 2-6 carbamate group, or C 2-6 thiocarbamate group.

  本文描述了I或II式化合物及其制备和使用方法。其中，M代表大环内酯亚基，E为C1-6基团，可选含有一个或多个杂原子，D为烷基或芳基基团，A为连接到D的连接基团，B为烷基、烷基芳基或烷基杂芳基间隔基团，ZBG为锌结合基团，R1、R2和R4独立地选择自氢、C1-6烷基、C2-6烯基、C2-6炔基、C1-6烷酸酯基、C2-6氨基甲酸酯基、C2-6碳酸酯基、C2-6氨基甲酰基或C2-6硫代氨基甲酰基，R3为氢或-OR5，R5选择自氢、C1-6烷基、C2-6烯基、C2-6炔基、C1-6烷酸酯基、C2-6氨基甲酸酯基、C2-6碳酸酯基、C2-6氨基甲酰基或C2-6硫代氨基甲酰基。
• US7652141B2
  申请人：——

  公开号：US7652141B2

  公开（公告）日：2010-01-26