ethyl 2-(5-mercapto-1H-tetrazol-1-yl)acetate | 56610-83-4

• 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
• 英文名称: ethyl 2-(5-mercapto-1H-tetrazol-1-yl)acetate
• 英文别名: ethyl 5-mercapto-1H-tetrazole-1-acetate；1-ethoxycarbonylmethyl-1H-tetrazole-5-thiol；ethyl 5-mercapto-1H-tetrazol-1-ylacetate；5-mercapto-1-carbethoxymethyltetrazole；(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetic acid ethyl ester；1-Ethoxycarbonylmethyl-5-Tetrazolethiol；ethyl 2-(5-sulfanylidene-2H-tetrazol-1-yl)acetate
• CAS: 56610-83-4
• 化学式: C₅H₈N₄O₂S
• 分子量: 188.21
• InChiKey: YGZCDXRXDXFRBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  98.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(5-mercapto-1H-tetrazol-1-yl)acetate 以 乙醇 、 水 、 甲胺 为溶剂， 生成 N-methyl-2-(5-thioxo-4,5-dihydro-tetrazol-1-yl)-acetamide
  参考文献：
  名称：

  Carbamoyl heterocyclicthio cephalosporins and pharmaceutical

  摘要：

  新的头孢菌素化合物，其制备方法，用于头孢菌素制备的中间体，制备的药物组合物以供给药和头孢菌素与克拉霉素酸在药物组合物形式中的结合。头孢菌素化合物的特点是含有5元氮环的基团位于含硫环的3位。

  公开号：

  US04198406A1
• 作为产物：
  描述：

  乙基(5-氯-1H-四唑-1-基)乙酸酯 生成 ethyl 2-(5-mercapto-1H-tetrazol-1-yl)acetate
  参考文献：
  名称：

  KATNER, A. S.;BOGARD, S. J.

  摘要：

  DOI：

文献信息

• Leukotriene antagonists
  申请人：SmithKline Beecham Corporation

  公开号：US05135938A1

  公开（公告）日：1992-08-04

  Leukotriene antagonist thiadiazoles have been prepared.

  已制备白三唑类白三烯拮抗剂。
• Leukotriene antagonists containing tetrazolyl groups
  申请人：SmithKline Beecham Corporation

  公开号：US05143931A1

  公开（公告）日：1992-09-01

  This invention relates to alkanoic acid compounds having phenyl and heteroarylthio substituents which are useful as leukotriene antagonists and pharmaceutical compositions containing such compounds. This invention also relates to methods of treating diseases in which leukotrienes are a factor by administration of an effective amount of the above compounds or compositions.

  本发明涉及具有苯基和杂环硫取代基的烷酸化合物，其作为白三烯拮抗剂具有用途，并且包含这些化合物的药物组合物。本发明还涉及通过给予上述化合物或组合物的有效量来治疗白三烯是因素的疾病的方法。
• Synthesis of 3-Substituted 2-Oxo-1,4-thiazines and Evaluation of Their Protective Effect against Endotoxin Shock in Mouse.
  作者：Hiroaki YAMAZAKI、Hidenori HARADA、Kennichi MATSUZAKI、Tetsuo WATANABE、Hirohisa SAITO

  DOI：10.1248/cpb.40.1025

  日期：——

  5-Methyl-2, 3-dioxo-2H, 4H-1, 4-thiazine (7) was obtained by the oxidation of 5-methyl-2H-1, 4-thiazin-3(4H)-one (5) with m-chloroperbenzoic acid in MeOH, followed by acid hydrolysis of the resulting 2, 2-dimethoxy-1, 4-thiazine (6). 3-Chloro-2-oxo-1, 4-thiazine (10), which was obtained from 7 by heating with phosphorous oxychloride, reacted with various nucleophiles to give 3-substituted 2-oxo-1, 4-thiazines (11a-y). Some of these 2-oxo-1, 4-thiazines, 11a-b, e, o and r-s, showed a protective effect against endotoxin shock in D-galactosamine-sensitized mice.

  5-甲基-2, 3-二氧基-2H, 4H-1, 4-噻唑啉（7）是通过用m-氯过苯甲酸在甲醇中氧化5-甲基-2H-1, 4-噻唑-3(4H)-酮（5），然后对所得的2, 2-二甲氧基-1, 4-噻唑啉（6）进行酸水解得到的。3-氯-2-氧基-1, 4-噻唑啉（10）是通过将7与氧氯化磷加热反应得到的，它与多种亲核试剂发生反应生成3-取代的2-氧基-1, 4-噻唑啉（11a-y）。其中一些2-氧基-1, 4-噻唑啉，11a-b、e、o和r-s，表现出对D-半乳糖胺敏感小鼠的内毒素休克具有保护作用。
• 一种5-巯基-1H-四氮唑类化合物的制备方法
  申请人：山东金城柯瑞化学有限公司

  公开号：CN110357829A

  公开（公告）日：2019-10-22

  本发明涉及一种如式（III）所示的5‑巯基‑1H‑四氮唑类化合物的制备方法，包括如下步骤：（1）将二硫化物溶于卤代烷烃，‑5〜0℃滴加氯代试剂，保温反应2〜5h，5〜10℃减压蒸馏得到氯代二硫化物；（2）将步骤（1）制得的氯代二硫化物溶于低级的饱和一元醇，叠氮化钠溶于水，20〜30℃滴加叠氮化钠溶液，滴毕，升温至50〜65℃保温反应2〜5h；（3）将步骤（2）得到的溶液在40〜45℃减压蒸除低级的饱和一元醇，加入卤代烷烃萃取三次得到卤代烷烃萃取液；（4）将步骤（3）制得的卤代烷烃萃取液浓缩析晶，过滤，得到5‑巯基‑1H‑四氮唑类化合物。本发明收率高、产品质量好、溶剂方便回收套用、生产成本低。
• Renin inhibitors containing C-termini derived from mercaptoheterocycles
  作者：Wallace T. Ashton、Christine L. Cantone、Laura C. Meurer、Richard L. Tolman、William J. Greenlee、Arthur A. Patchett、Robert J. Lynch、Terry W. Schorn、John F. Strouse、Peter K. S. Siegl

  DOI：10.1021/jm00089a023

  日期：1992.5

  A series of transition-state analogues having heterocyclylthio C-termini has been synthesized and evaluated for inhibition of human renin. Addition of mercaptoheterocycles to a chiral Boc-amino epoxide intermediate led, after several steps, to the target [(2R,3S)-3-(BocPheHis-amino)-4-cyclohexyl-2-hydroxy-1-butyl]thio derivatives. Oxidation of the thioether to sulfone was also investigated. Several of the compounds, especially those derived from N1-substituted-5-mercaptotetrazoles or N4-substituted-3-mercapto-5-(trifluoromethyl)-1,2,4-triazoles, were moderately potent inhibitors of human plasma renin, having IC50 values of 30-40 nM. When selected compounds were administered intravenously to sodium-deficient rhesus monkeys at 0.3-1.2 mg/kg, they reduced plasma renin activity by 75-98%. However, this inhibition and the accompanying drop in blood pressure were of short duration.