3-methylthio-6-(3-methoxybenzyl)-1,2,4-triazin-5-one | 68262-22-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-methylthio-6-(3-methoxybenzyl)-1,2,4-triazin-5-one
• 英文别名: 6-(3-methoxy-benzyl)-3-methylsulfanyl-2(4)H-[1,2,4]triazin-5-one；3-methylthio-6-(3-methoxybenzyl)-1,2,4-triazine-5-one；3-Methylthio-6-(3-methoxybenzyl)-1,2,4-triazin-5-one；6-[(3-methoxyphenyl)methyl]-3-methylsulfanyl-4H-1,2,4-triazin-5-one
• CAS: 68262-22-6
• 化学式: C₁₂H₁₃N₃O₂S
• 分子量: 263.32
• InChiKey: MOTOCTGQENSHPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-methylthio-6-(3-methoxybenzyl)-1,2,4-triazin-5-one 、 2-(((5-甲基-1H-咪唑-4-基)甲基)硫代)乙胺 在 N,N-二甲基甲酰胺 作用下， 反应 0.83h， 以to give the title compound as a colourless solid (0.65 g) m.p. 203°-4°的产率得到6-(2-methoxy-benzyl)-3-[2-(5-methyl-1(3)H-imidazol-4-ylmethylsulfanyl)-ethylamino]-2(4)H-[1,2,4]triazin-5-one
  参考文献：
  名称：

  Pharmacologically active triazinones

  摘要：

  这些化合物是取代的1,2,4-三嗪-5-酮，它们是组胺H.sub.2-拮抗剂。本发明的两种具体化合物是3-[2-(5-甲基-4-咪唑甲基硫基)乙氨基]-6-(3-甲氧基苄基)-1,2,4-三嗪-5-酮和3-[2-(5-甲基-4-咪唑甲基硫基)乙氨基]-6-(3-吡啶基甲基)-1,2,4-三嗪-5-酮。

  公开号：

  US04185103A1
• 作为产物：
  描述：

  6-(3-methoxy-benzyl)-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-one 生成 3-methylthio-6-(3-methoxybenzyl)-1,2,4-triazin-5-one
  参考文献：
  名称：

  BROWN, T. H.;IFE, R. J.

  摘要：

  DOI：

文献信息

• Triazinones
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04220767A1

  公开（公告）日：1980-09-02

  The compounds are substituted 1,2,4-triazin-5-ones which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 3-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-6-(3-methoxybenzyl)-1,2, 4-triazin-5-one and 3-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-6-(3-pyridylmethyl)-1,2, 4-triazin-5-one.

  这些化合物是替代了1,2,4-三嗪-5-酮的组合物，可以作为组胺H.sub.2受体拮抗剂。本发明的两个具体化合物是3-[2-(5-甲基-4-咪唑基甲硫基)乙基氨基]-6-(3-甲氧基苯基)-1,2,4-三嗪-5-酮和3-[2-(5-甲基-4-咪唑基甲硫基)乙基氨基]-6-(3-吡啶甲基)-1,2,4-三嗪-5-酮。
• Antisecretory heterocyclic derivatives, process for their manufacture
  申请人：Imperial Chemical Industries Ltd.

  公开号：US04374836A1

  公开（公告）日：1983-02-22

  The invention relates to a heterocyclic derivative of the formula: ##STR1## where D is O, S or NH; E is CH or when D is O or S, E is N; Y is S, O, CH.sub.2, SO or a direct bond; m is 0 to 4 and n is 1 to 4, provided that when Y is S, O or SO m is 1 to 4, when Y is O or SO, n is 2 to 4; A is C.sub.(3-4) chain comprising at least one C and also optionally S, N, 2N or N and S, and also comprising C.dbd.O or C.dbd.S or where possible SO.sub.2, the chain optionally substituted by 1 or 2 C.sub.(1-6) alkyl, benzyl, naphthylmethyl, 2-phenethyl, 4-phenylbutyl, pyridylmethyl, thiazolylmethyl, thienylmethyl, benzyloxy, pyridylmethoxy or phenoxymethyl radicals each optionally substituted on the aromatic ring system by 1 to 3 halogen atoms or methyl, methoxy, trifluoromethyl, dimethylamino, phenyl or phenoxy radicals; and the salts thereof.

  本发明涉及一种杂环衍生物，其化学式为：##STR1## 其中D为O、S或NH；E为CH或当D为O或S时，E为N；Y为S、O、CH.sub.2、SO或直接键；m为0至4，n为1至4，但当Y为S、O或SO时，m为1至4，当Y为O或SO时，n为2至4；A为至少含有一个C的C.sub.(3-4)链，也可选含有S、N、2N或N和S，并且还包括C.dbd.O或C.dbd.S或在可能的情况下SO.sub.2，该链可选地被1或2个C.sub.(1-6)烷基、苄基、萘基甲基、2-苯乙基、4-苯基丁基、吡啶基甲基、噻唑基甲基、噻吩基甲基、苄氧基、吡啶基甲氧基或苯氧基甲基基团取代，每个基团可选地在芳香环系统上被1至3个卤素原子或甲基、甲氧基、三氟甲基、二甲基氨基、苯基或苯氧基基团取代；以及其盐。
• Antisecretory heterocyclic guanidine derivatives, process for their manufacture and pharmaceutical compositions containing them
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0010894A1

  公开（公告）日：1980-05-14

  Heterocyclic antisecretory derivatives of the formula: where D is O, S or NH; E is CH or when D is O or S, E is N; Y is S, O, CH2, SO or a direct bond; m is O to 4 and n is 1 to 4, provided that when Y is S, O or SO m is 1 to 4, and when Y is O or SO, n is 2 to 4; A is a chain of 3 or 4 atoms comprising at least one C and also optionally S, N, 2N, or N and S, and also comprising C=O or C=S or where possible S02 and chain optionally substituted by 1 or 2 C(1-6)alkyl, benzyl, naphthylmethyl, 2-phenethyl, 4-phenylbutyl, pyridylmethyl, thiazolylmethyl, thienylmethyl, benzyloxy, pyridylmethoxy or phenoxymethyl radicals each optionally substituted on the aromatic ring system by 1 to 3 halogen atoms or methyl, methoxy, trifluoromethyl, dimethylamino, phenyl or phenoxy radicals; and the salts thereof. A process for the manufacture of said compounds is described; e.g. 2-guanidino-4[(2-aminomethyl)-thiomethyl]-thiazole gives by reaction with 5-(4-chlorobenzyl)-2-methyl- thiopyrimid-4-one 5-(4-chlorobenzyl)-2-[2-(2-guanidinothia- zol-4-ylmethylthio)ethylamino]pyrimid-4-one.

  式中的杂环抗分泌衍生物： 其中 D 是 O、S 或 NH；E 是 CH 或当 D 是 O 或 S 时，E 是 N；Y 是 S、O、CH2、SO 或直接键；m 是 O 至 4，n 是 1 至 4，条件是当 Y 是 S、O 或 SO 时，m 是 1 至 4，当 Y 是 O 或 SO 时，n 是 2 至 4；A 是由 3 或 4 个原子组成的链，该链至少包含一个 C，还可选包含 S、N、2N 或 N 和 S，还包含 C=O 或 C=S 或可能的情况下包含 S02，该链可选被 1 或 2 个 C(1-6)烷基、苄基、萘甲基、2-苯基乙基、4-苯基丁基、吡啶基甲基、噻吡啶基甲基、噻唑基甲基、噻吩基甲基、苄氧基、吡啶基甲氧基或苯氧基甲基自由基，每个自由基在芳香环系统上被 1 至 3 个卤素原子或甲基、甲氧基、三氟甲基、二甲基氨基、苯基或苯氧基自由基取代；及其盐类。描述了制造上述化合物的工艺，例如 2-胍基-4[(2-氨基甲基)-噻甲基]-噻唑与 5-(4-氯苄基)-2-甲基-噻吩-4-酮反应生成 5-(4-氯苄基)-2-[2-(2-胍基噻唑-4-基甲硫基)乙氨基]嘧啶-4-酮。
• Guanidine derivatives, processes for their manufacture and pharmaceutical compositions containing them
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0030092A1

  公开（公告）日：1981-06-10

  The invention relates to a guanidine of the formula:- in which R1 and R2 are H, Ci-io alkyl, C3-8 cycloalkyl or cycloalkylalkyl in which the alkyl part is C1-6 and the cycloalkyl part is C3-8, each of the alkyl, cycloalkyl and cycloalkylal- kyls being optionally substituted by one or more halogens selected from F, Cl and Br, provided that at least one of R' and R' is a halogen substituted alkyl, cycloalkyl or cycloalkyl-alkyl and provided that there is no halogen substituent on the carbon directly attached to the nitrogen; ring X is phenyl carrying 1 or 2 optional substitutents or a 5- or 6-membered heterocyclic aromatic ring containing 1, 2 or 3 hetero atoms selected from 0, N and S, which heterocyclic ring may, carry a single optional substituent selected from F, Cl, Br, I, C1-6 alkyl, C1-6 alkoxy, C1-6 alkylthio, trifluoromethyl, hydroxy and amino; Y is 0, S, a direct bond, methylene, vinylene, SO or NR4 in which R4 is H or C1-6 alkyl; m is 0 to 4 and n is 1 to 5, provided that when Y is 0, SO or NR4, n is 2 to 5; R3 has various significances; and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.

  本发明涉及一种胍，其式如下：- 其中 R1 和 R2 为 H、Ci-io 烷基、C3-8 环烷基或环烷基(其中烷基部分为 C1-6，环烷基部分为 C3-8)，每个烷基、环烷基和环烷基可任选被选自 F、Cl 和 Br 的一种或多种卤素取代，条件是 R' 和 R' 中至少有一个是被卤素取代的烷基、环烷基或环烷基烷基，且与氮直接相连的碳上没有卤素取代基； 环 X 是带有 1 或 2 个任选取代基的苯基，或含有 1、2 或 3 个选自 0、N 和 S 的杂原子的 5 或 6 元杂环芳香环，该杂环可带有 1 个选自 F、Cl、Br、I、C1-6 烷基、C1-6 烷氧基、C1-6 烷硫基、三氟甲基、羟基和氨基的任选取代基； Y为0、S、直接键、亚甲基、亚乙烯基、SO或NR4，其中R4为H或C1-6烷基；m为0至4，n为1至5，但当Y为0、SO或NR4时，n为2至5；R3具有各种意义；及其药学上可接受的酸加成盐。 此外，还描述了制造工艺和药物组合物。
• Benzazoles as histamine H2 receptor antagonists
  申请人：Ikeda Mohando Co., Ltd.

  公开号：EP0111685A1

  公开（公告）日：1984-06-27

  This invention relates to new heterocyclic compounds having the general formula shown below, and medically allowable salts, hydrates and solvates thereof: These heterocylclic compounds are effective as antagonists against histamine H2 receptors. They also show gastric mucus secretion-accelerating activities and are useful as agents for protecting and reinforcing the gastric mucosal surface. The heterocyclic compounds are therefore extremely useful as agents for peptic ulcer.

  本发明涉及具有下式通式的新杂环化合物及其医学上允许的盐、水合物和溶液：这些杂环化合物作为组胺 H2 受体的拮抗剂是有效的。 它们还具有促进胃粘液分泌的活性，可用作保护和加固胃粘膜表面的药物。 因此，这些杂环化合物作为治疗消化性溃疡的药物极为有用。