4-dimethylaminothiobutyramide | 86415-54-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 英文名称: 4-dimethylaminothiobutyramide
• 英文别名: 4-(Dimethylamino)butanethioamide
• CAS: 86415-54-5
• 化学式: C₆H₁₄N₂S
• mdl: MFCD09927765
• 分子量: 146.257
• InChiKey: KBMBGWFRNOQLRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-dimethylaminothiobutyramide 、 4'-(4-bromo-5-oxo-2,3,4,5-tetrahydro-1H-1-benzoazepine-1-carbonyl)-2-phenylbenzanilide 以 异丙醇 为溶剂， 反应 8.0h， 生成 N-[4-[2-[3-(dimethylamino)propyl]-4,5-dihydro-[1,3]thiazolo[5,4-d][1]benzazepine-6-carbonyl]phenyl]-2-phenylbenzamide
  参考文献：
  名称：

  V1A和V2受体的非肽精氨酸加压素拮抗剂：4-（1,4,5,6-四氢咪唑并[4,5-d] [1]苯并氮杂-6-羰基）苯并尼衍生物和4'的合成和药理特性-（5,6-二氢-4H-噻唑并[5,4-d] [1]苯并氮杂-6-羰基）苯并尼衍生物。

  摘要：

  精氨酸加压素（AVP）主要在外周具有双重作用，即通过V1A和V2受体进行血管收缩和水分吸收。它可能在多种疾病中起作用，包括充血性心力衰竭（CHF），高血压，肾脏疾病，水肿和低钠血症。我们基于对V1A和V2受体的阻断可能对CHF患者有益的假设，尝试开发出一系列针对V1A和V2受体的口服活性AVP拮抗剂。在此报告中，一系列与4'-（1,4,5,6-四氢咪唑并[4,5-d] [1]苯并氮杂氮杂-6-羰基）苯甲酰苯胺和4'-（5,6-合成了二氢-4H-噻唑并[5,4-d] [1]苯并ze庚因-6-羰基）苯甲酰苯并检查了其对V1A和V2受体的AVP拮抗剂活性。结果发现4'-（1,4,5，6-四氢咪唑并[4,5-d] [1]苯并ze庚因-6-碳基）-2-苯基苯甲腈衍生物对V1A和V2受体均显示强效结合亲和力。特别地，显示了4'-（2-甲基-1,4,5,6-四氢咪唑并[4,5-d] [1]苯并氮杂-6-

  DOI：

  10.1248/cpb.48.21
• 作为产物：
  描述：

  4-二甲基氨基丁腈 、 硫化氢 在 吡啶 、 三乙胺 作用下， 生成 2-[2-(3-dimethylamino)propyl-4-thiazolylmethylthio]ethylamine 、 4-dimethylaminothiobutyramide
  参考文献：
  名称：

  2-[2-(2-Aminoalkyl-4-thiazolylmethylthio)alkyl]-amino-5-substituted-4-pyr

  摘要：

  2-[2-(2-氨基烷基-4-噻唑甲硫基)-烷基]氨基-5-芳基取代的烷基-4-嘧啶酮及相关化合物，H2受体拮抗剂，在哺乳动物中抑制胃酸分泌方面有用。

  公开号：

  US04468399A1

文献信息

• N-Thiazolylmethylthioalkyl-N'alkylamidines and related compounds
  申请人：Eli Lilly and Company

  公开号：US04382090A1

  公开（公告）日：1983-05-03

  N-alkyl-N'-(2-aminoalkyl-4-thiazolylmethylthio)alkyl guanidines, thioureas, ethenediamines and related compounds, H.sub.2 -receptor antagonists, useful in inhibiting gastric acid secretion in mammals.

  N-烷基-N'-(2-氨基烷基-4-噻唑甲基硫)烷基胍，硫脲，乙烯二胺及其相关化合物，H.sub.2-受体拮抗剂，在抑制哺乳动物胃酸分泌方面有用。
• N-Thiazolylmethylthioalkyl-N.sup.1 -alkenyl (or alkynyl)guanidines and
  申请人：Eli Lilly and Company

  公开号：US04474794A1

  公开（公告）日：1984-10-02

  N-alkenyl (or N-alkynyl)-N'-[2-(aminoalkyl)-4-thiazolylmethylthio]alkylguanidines, thioureas, ethenediamines and related compounds, H.sub.2 receptor antagonists, useful in inhibiting gastric acid secretion in mammals.

  N-烯丙基（或N-炔丙基）-N'-[2-（氨基烷基）-4-噻唑甲基硫代]烷基胍，硫脲，乙烯二胺及其相关化合物，H.sub.2受体拮抗剂，可用于抑制哺乳动物的胃酸分泌。
• Thiazole derivatives as H2-receptor antagonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0083186A2

  公开（公告）日：1983-07-06

  and their pharmaceutically-acceptable salts are effective anti-ulcer agents.

  及其药学上可接受的盐类是有效的抗溃疡剂。
• Thiazole derivatives, process for their preparation and pharmaceutical compositions containing them
  申请人：ELI LILLY AND COMPANY

  公开号：EP0091220A2

  公开（公告）日：1983-10-12

  N-alkenyl (or N-alkynyl)-N'-[2-(aminoalkyl)-4-thiazolyl- methylthioalkyl]guanidines, thioureas, ethenediamines and related compounds of the following formula wherein each of R' and R2 are individually H or (C1-C4)-alkyl, one of R' and R2 can be benzyl or benzoyl, and when taken together with the nitrogen to which they are attached, form a saturated heterocyclic ring containing from 5 to 7 ring atoms including 1 or 2 heteroatoms; except that only one of R' and R2 can be H when Z is CH2; R3 is H or (C1-C3)alkyl; Z is 0, S or CH2; n is 2 or 3 when Z is S or 0 and is 1, 2 or 3 when Z is CH2; m is 1. 2 or 3; R6 is H or CH3; wherein A is N-CN, N-NO2, CH-NO2, S, 0, NH, N-(C1-C4)alkyl, N-SO2-aryl, N-SO2-(C1-C4)alkyl, N-CO-NH2, N-CO-(C1-C4)alkyl, N-C02(C,-C4)alkyl, CH-S02-aryl or CH-SO2-(C1-C4)alkyl, wherein aryl is phenyl, halophenyl, (C1-C4)alkylphenyl or (C1-C4)alkyloxy- phenyl; and R is (C2-C4)alkenyl or (C2-C4)alkynyl; and R8 and R9 are individually H, CH3 or C2H5, with the proviso that the total number of carbon atoms in the group CR8R9R be less than 7; or a pharmaceutically-acceptable salt thereof. The compounds are H2 receptor antagonists, useful in inhibiting gastric acid secretion in mammals.

  N-烯基（或 N-炔基）-N'-[2-(氨基烷基)-4-噻唑基-甲硫基烷基]胍类、硫脲类、乙烯二胺类及下式的相关化合物 其中，R'和 R2 分别为 H 或（C1-C4）-烷基，R'和 R2 中的一个可以是苄基或苯甲酰基，当它们与所连接的氮结合在一起时，形成一个含有 5 至 7 个环原子（包括 1 或 2 个杂原子）的饱和杂环；但当 Z 为 CH2 时，R'和 R2 中只有一个可以是 H； R3 是 H 或 (C1-C3) 烷基； Z 是 0、S 或 CH2； 当 Z 为 S 或 0 时，n 为 2 或 3；当 Z 为 CH2 时，n 为 1、2 或 3； m 是 1、2 或 3； R6 是 H 或 CH3； 其中 A 是 N-CN、N-NO2、CH-NO2、S、0、NH、N-(C1-C4)烷基、N-SO2-芳基、N-SO2-(C1-C4)烷基、N-CO-NH2、N-CO-(C1-C4)烷基、N-C02(C,-C4)烷基、CH-S02-芳基或 CH-SO2-(C1-C4)烷基，其中芳基是苯基、卤代苯基、(C1-C4)烷基苯基或(C1-C4)烷氧基苯基；R为(C2-C4)烯基或(C2-C4)炔基；R8和R9分别为H、CH3或C2H5，但CR8R9R基团中的碳原子总数应少于7；或其药学上可接受的盐。这些化合物是 H2 受体拮抗剂，可用于抑制哺乳动物的胃酸分泌。
• New thiazole derivatives as potent and selective 5-hydroxytriptamine 3 (5-HT 3 ) receptor agonists for the treatment of constipation
  作者：Naoki Imanishi、Kiyoshi Iwaoka、Hiroyuki Koshio、Shin-ya Nagashima、Ken-ichi Kazuta、Mitsuaki Ohta、Shuichi Sakamoto、Hiroyuki Ito、Shinobu Akuzawa、Tetsuo Kiso、Shin-ichi Tsukamoto、Toshiyasu Mase

  DOI：10.1016/s0968-0896(02)00557-6

  日期：2003.4

  The syntheses and biological evaluation of a series of novel indeno[1,2-d]thiazole derivatives are described. Several groups reported 5-HT3 receptor agonists which were mainly evaluated for their activities on the von Bezold-Jarisch reflex (B-J reflex). We discovered that tetrahydrothiazolopyridine derivative 1b had a contractile effect on the isolated guinea pig colon with weak B-J reflex. Our efforts to find a new type of 5-HT3 receptor agonists on the isolated guinea pig colon focused on the synthesis of a fused thiazole derivative 1d modified from 1b and reverse-fused thiazole derivatives (7-10). In this series, 10f (YM-31636) showed high affinity and selectivity for the cloned human 5-HT3 receptor; furthermore, it showed potent and selective 5-HT3 receptor agonistic activity. YM-31636 was examined for its effects on defecation in animals, thus evaluating the compound as an agent against constipation. (C) 2003 Elsevier Science Ltd. All rights reserved.