2-[6-(N-(3,4-Dimethoxybenzyl)-N-methylamino)hexylthio]-3-(2-thenoyl)-6-isopropylpyridine oxalate | 146794-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[6-(N-(3,4-Dimethoxybenzyl)-N-methylamino)hexylthio]-3-(2-thenoyl)-6-isopropylpyridine oxalate
• 英文别名: [2-[6-[(3,4-Dimethoxyphenyl)methyl-methylamino]hexylsulfanyl]-6-propan-2-ylpyridin-3-yl]-thiophen-2-ylmethanone;oxalic acid
• CAS: 146794-83-4
• 化学式: C₂H₂O₄*C₂₉H₃₈N₂O₃S₂
• 分子量: 616.8
• InChiKey: LHTAFISKGXCRIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  42
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  180
• 氢给体数：
  2
• 氢受体数：
  11

文献信息

• Pyridine compounds and pharmaceutical use thereof
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0359547A1

  公开（公告）日：1990-03-21

  A novel pyridine compound of the formula wherein R¹ and R² are the same or different and respectively mean hydrogen, a halogen, an alkyl, an alkoxy or an optionally substituted phenyl; Ar means an optionally substituted aryl or heteroaryl; Y means a single bond or an alkylene which may have double bond(s) in the chain; W means a group of the formula (wherein R³ and R⁴ are the same or different and respectively mean hydrogen, a halogen, an alkyl, an alkoxy or an optionally substituted phenyl, X means -O-, -S- or -N(R⁵)- (wherein R⁵ means hydrogen, an alkyl or an acyl), Z means a single bond, -O-, -S-, -N(R⁶)- (wherein R⁶ means hydrogen, an alkyl or an acyl) or -CON(R⁷)- (wherein R⁷ means hydrogen, an alkyl or an acyl), A means an alkylene, B means an alkoxycarbonyl, carboxyl, hydroxyl group, -N(R⁸)(R⁹) (wherein R⁸ and R⁹ are the same or different and respectively mean hydrogen, an alkyl, a hydroxyalkyl, an acyl or an optionally substituted aralkyl or heteroaralkyl or conbinedly means a group forming, taken together with the adjacent nitrogen, a heterocyclic group) or -CON(R¹⁰)(R¹¹) (wherein R¹⁰ and R¹¹ are the same or different and respectively mean hydrogen, an alkyl, a hydroxyalkyl, an acyl or an optionally substituted aralkyl or heteroaralkyl, or combinedly mean a group forming, taken together with the adjacent nitrogen, a heterocyclic group), a group of the formula (wherein R¹² and R¹³ are the same or different and respectively mean hydrogen, an alkyl, a hydroxyalkyl, an acyl, an optionally substituted phenyl or an optionally substituted aralkyl or heteroaralkyl, or combinedly mean a group forming, taken together with the adjacent nitrogen atom, a heterocyclic group, P means -O-, -S(O)p- (wherein p means an integer of 0 to 2), -N(R¹⁴)- (wherein R¹⁴ means hydrogen, an alkyl or an acyl) or -N(R¹⁵)CO- (wherein R¹⁵ means hydrogen, an alkyl or an acyl), Q means an alkylene having not less than 5 carbon atoms, a cyclic alkylene, an alkylene having not less than 4 carbon atoms which has an interposing oxygen or a sulfur therein or an alkylene having not less than 5 carbon atoms which has carbonyl group at the terminus, with the proviso that Q means an alkylene having not less than 3 carbon atoms, when P is -N(R¹⁵)CO-) or a group of the formula (wherein n means an integer of 3 to 5), or a salt thereof. The compounds exhibit inhibitory activity on prolylendopeptidase. Also disclosed are pharmaceutical compositions containing the novel pyridine compounds.

  一种新型吡啶化合物，其式如下 其中 R¹ 和 R² 相同或不同，分别表示氢、卤素、烷基、烷氧基或任选取代的苯基；Ar 表示任选取代的芳基或杂芳基；Y 表示单键或链中可能有双键的亚烷基；W 表示式中的基团 (其中 R³ 和 R⁴ 相同或不同，分别指氢、卤素、烷基、烷氧基或任选取代的苯基；X 指 -O-、-S- 或 -N(R⁵)-（其中 R⁵ 指氢、烷基或酰基）；Z 指单键、-O-、-S-、-N(R⁶)-（其中 R⁶ 指氢、烷基或酰基）或-CON(R⁷)-（其中 R⁷ 指氢、烷基或酰基），A 指亚烷基、B 表示烷氧基羰基、羧基、羟基、-N(R⁸)(R⁹)（其中 R⁸ 和 R𠞙 相同或不同，分别表示氢、烷基、羟基烷基或酰基）、烷基、羟基烷基、酰基或任选取代的芳烷基或杂烷基，或结合指与邻近的氮一起形成杂环基的基团）或 -CON(R¹⁰)(R¹¹)（其中 R¹⁰ 和 R¹¹ 相同或不同，分别表示氢、烷基、羟基烷基、酰基或任选取代的芳烷基或杂烷基，或与相邻的氮结合形成杂环基的基团），式中的基团 (其中 R¹² 和 R¹³ 相同或不同，分别指氢、烷基、羟基烷基、酰基、任选取代的苯基或任选取代的芳基或杂烷基，或合并指一个基团、P指-O-、-S(O)p-（其中 p 指 0 至 2 的整数）、-N(R¹⁴)-（其中 R¹⁴ 指氢、烷基或酰基）或-N(R¹⁵)CO-（其中 R¹⁵ 指氢、其中 R¹⁵ 指氢、烷基或酰基），Q 指具有不少于 5 个碳原子的亚烷基、环状亚烷基、具有不少于 4 个碳原子的亚烷基（其中有一个中间氧或一个硫）或具有不少于 5 个碳原子的亚烷基（其末端有羰基），但条件是当 P 为-N(R¹⁵)CO- 时，Q 指具有不少于 3 个碳原子的亚烷基）或式中的基团（其中 n 指整数）。 (其中 n 指 3 至 5 的整数）或其盐。 这些化合物对原内酯肽酶具有抑制活性。还公开了含有新型吡啶化合物的药物组合物。
• Pyridine compounds for treating amnesia
  申请人：YOSHITOMI PHARMACEUTICAL INDUSTRIES, LTD.

  公开号：EP0558094A1

  公开（公告）日：1993-09-01

  A novel compound of the formula wherein R¹ means hydrogen and R² means hydrogen or a straight-chain or branched chain alkyl having 1 to 8 carbon atoms; Ar means phenyl, a phenyl substituted by 1 to 3 substituent(s) selected from among halogens, straight-chain or branched chain alkyls having 1 to 8 carbon atoms, straight-chain or branched chain alkoxys having 1 to 8 carbon atoms, trifluoromethyl, amino, nitro and cyano, furyl, a furyl substituted by 1 to 3 substituent(s) selected from among halogens, straight-chain or branched chain alkyls having 1 to 8 carbon atoms, straight-chain or branched chain alkoxys having 1 to 8 carbon atoms, trifluoromethyl, straight-chain or branched chain alkylthiols having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfinyls having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfonyls having 1 to 8 carbon atoms, amino, nitro and cyano, thienyl, a thienyl substituted by 1 to 3 substituent(s) selected from among halogens, straight-chain or branched chain alkyls having 1 to 8 carbon atoms, straight-chain or branched chain alkoxys having 1 to 8 carbon atoms, trifluoromethyl, straight-chain or branched chain alkylthiols having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfinyls having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfonyls having 1 to 8 carbon atoms, amino, nitro and cyano, pyrrolyl, a pyrrolyl substituted by 1 to 3 substituent(s) selected from among halogens, straight-chain or branched chain alkyls having 1 to 8 carbon atoms, straight-chain or branched chain alkoxys having 1 to 8 carbon atoms, trifluoromethyl, straight-chain or branched chain alkylthiols having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfinyls having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfonyls having 1 to 8 carbon atoms, amino, nitro and cyano, pyridyl, or a pyridyl substituted by 1 to 3 substituent(s) selected from among halogens, straight-chain or branched chain alkyls having 1 to 8 carbon atoms, straight-chain or branched chain alkoxys having 1 to 8 carbon atoms, trifluoromethyl, straight-chain or branched chain alkylthiols having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfinyls having 1 to 8 carbon atoms, straight-chain or branched chain alkylsulfonyls having 1 to 8 carbon atoms, amino, nitro and cyano: Y means a single bond or a straight-chain or branched chain alkylene having 1 to 8 carbon atoms which may have double bond(s) in the chain; W means a group of the formula (i) (wherein R³ and R⁴ are the same or different and respectively mean hydrogen or a halogen, X means -O- or -S-, Z means a single bond or -O-, A is a straight-chain or branched chain alkylene having 1 to 8 carbon atoms, B means -N(R⁸)(R⁹) (wherein R⁸ and R⁹ are the same or different and respectively mean hydrogen or a straight-chain or branched chain alkyl having 1 to 8 carbon atoms, or combinedly means a group forming, taken together with the adjacent nitrogen, 1-pyrrolidinyl, 2-oxo-1-pyrrolidinyl, piperidino, 1-piperazinyl, a 1-piperazinyl substituted by a straight-chain or branched chain alkyl having 1 to 8 carbon atoms at the 4-position, 1-homopiperazinyl, morpholino and thiomorpholino) or a group of the formula (ii) (wherein R¹² and R¹³ are the same or different and respectively mean hydrogen or a straight-chain or branched chain alkyl having 1 to 8 carbon atoms, P is -S- and Q is hexamethylene, heptamethylene, octamethylene, 1-methylpentamethylene, 1-methylhexamethylene, 1-methylheptamethylene, -(CH₂)₂S(CH₂)₃-, -(CH₂)₂S(CH₂)₆-. or a pharmaceutically acceptable salt thereof or a hydrate thereof. The compounds exhibit inhibitory activity on prolylendopeptidase. Also disclosed are pharmaceutical compositions containing the novel pyridine compounds.

  一种新颖的式化合物 其中 R¹ 指氢，R² 指氢或具有 1 至 8 个碳原子的直链或支链烷基；Ar 指苯基、被 1 至 3 个取代基取代的苯基，这些取代基选自卤素、具有 1 至 8 个碳原子的直链或支链烷基、具有 1 至 8 个碳原子的直链或支链烷氧基、三氟甲基、氨基、硝基和氰基、呋喃基、被 1 至 3 个取代基取代的呋喃基，这些取代基选自卤素、具有 1 至 8 个碳原子的直链或支链烷基、具有 1 至 8 个碳原子的直链或支链烷氧基、三氟甲基、具有 1 至 8 个碳原子的直链或支链烷硫基、具有 1 至 8 个碳原子的直链或支链烷基亚磺酰基、具有 1 至 8 个碳原子的直链或支链烷基磺酰基、氨基、硝基和氰基、噻吩基、被 1 至 3 个从卤素中选出的取代基取代的噻吩基、具有 1 至 8 个碳原子的直链或支链烷基、具有 1 至 8 个碳原子的直链或支链烷氧基、三氟甲基、具有 1 至 8 个碳原子的直链或支链烷硫基、具有 1 至 8 个碳原子的直链或支链烷基亚磺酰基、具有 1 至 8 个碳原子的直链或支链烷基磺酰基、氨基、硝基和氰基、吡咯基、被 1 至 3 个选自卤素的取代基取代的吡咯基、具有 1 至 8 个碳原子的直链或支链烷基、具有 1 至 8 个碳原子的直链或支链烷氧基、三氟甲基、具有 1 至 8 个碳原子的直链或支链烷硫基、具有 1 至 8 个碳原子的直链或支链烷基亚磺酰基、具有 1 至 8 个碳原子的直链或支链烷基磺酰基、氨基、硝基和氰基、吡啶基或被 1 至 3 个取代基取代的吡啶基，取代基可从卤素、具有 1 至 8 个碳原子的直链或支链烷基、具有 1 至 8 个碳原子的直链或支链烷氧基中选出、三氟甲基、1 至 8 个碳原子的直链或支链烷硫基、1 至 8 个碳原子的直链或支链 烷基亚磺酰基、1 至 8 个碳原子的直链或支链烷基磺酰基、氨基、硝基和氰基：Y 指单键或具有 1 至 8 个碳原子的直链或支链亚烷基，链中可能有双键； W 指式(i)的基团 (其中 R³ 和 R⁴ 相同或不同，分别指氢或卤素，X 指 -O- 或 -S-，Z 指单键或 -O-，A 指具有 1 至 8 个碳原子的直链或支链亚烷基，B 指 -N(R⁸)(R⁹)（其中 R⁸ 和 R𠞙 相同或不同，分别指氢或具有 1 至 8 个碳原子的直链或支链烷基、或组合指与邻近的氮一起形成的基团、1-吡咯烷基、2-氧代-1-吡咯烷基、哌啶基、1-哌嗪基、在 4 位上被具有 1 至 8 个碳原子的直链或支链烷基取代的 1-哌嗪基、1-高哌嗪基、吗啉基和硫代吗啉基）或式 (ii) 的基团 (其中 R¹² 和 R¹³ 相同或不同，分别指氢或具有 1 至 8 个碳原子的直链或支链烷基、P 是-S-，Q 是六亚甲基、七亚甲基、八亚甲基、1-甲基五亚甲基、1-甲基六亚甲基、1-甲基七亚甲基、-(CH₂)₂S(CH₂)₃-、-(CH₂)₂S(CH₂)₆-。 或 其药学上可接受的盐或其水合物。 这些化合物对原内酯肽酶具有抑制活性。还公开了含有新型吡啶化合物的药物组合物。
• US5001137A
  申请人：——

  公开号：US5001137A

  公开（公告）日：1991-03-19