摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词

3-(4-chlorophenyl)-5-ethylthio-1,2,4-triazole | 56381-67-0

中文名称
——
中文别名
——
英文名称
3-(4-chlorophenyl)-5-ethylthio-1,2,4-triazole
英文别名
5-(4-chlorophenyl)-3-ethylsulfanyl-1H-1,2,4-triazole
3-(4-chlorophenyl)-5-ethylthio-1,2,4-triazole化学式
CAS
56381-67-0
化学式
C10H10ClN3S
mdl
MFCD05811811
分子量
239.728
InChiKey
QLPOKSRQRYRBHF-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    431.0±47.0 °C(Predicted)
  • 密度:
    1.38±0.1 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    3.5
  • 重原子数:
    15
  • 可旋转键数:
    3
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.2
  • 拓扑面积:
    66.9
  • 氢给体数:
    1
  • 氢受体数:
    3

SDS

SDS:e9c164d948c213b43523a42ae5320be8
查看

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    3-(4-chlorophenyl)-5-ethylthio-1,2,4-triazolepotassium permanganate溶剂黄146 作用下, 反应 2.0h, 以76%的产率得到3-(4-Chlorophenyl)-5-(ethanesulfonyl)-1H-1,2,4-triazole
    参考文献:
    名称:
    Preparation of 5-aryl-3-alkylthio-l,2,4-triazoles and corresponding sulfones with antiinflammatory–analgesic activity
    摘要:
    In this study, a series of 5-aryl-3-alkylthio-1,2,4-triazoles and corresponding sulfones were prepared with the objective of developing better analgesic-antiinflammatory compounds with minimum ulcerogenic risk. The structures of the compounds were elucidated by spectral and elemental analysis. The compounds were assayed per os in mice for their antiinflammatory and analgesic activity as well as the ulcerogenic risk and acute toxicity. Several of these compounds showed significant activity. Alkylsulfone derivatives were found to be much more potent analgesic-antimflammatory agents than the corresponding alkylthio analogs. Compounds 9 and 11 were the most active of the series in both analgesic and antiinflammatory activity tests. In contrast to reference compound acetyl salicylic acid, these compounds did not induce gastric lesions in the stomach of experimental animals at the doses that exhibited analgesic/antiinflammatory activity. (c) 2006 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmc.2006.11.029
  • 作为产物:
    描述:
    4-氯苯甲酰氯三乙胺 作用下, 以 甲醇 为溶剂, 反应 43.0h, 生成 3-(4-chlorophenyl)-5-ethylthio-1,2,4-triazole
    参考文献:
    名称:
    Synthesis and Evaluation of Anti-inflammatory and Analgesic Activities of New 1,2,4-triazole Derivatives
    摘要:
    在本研究中,报道了八种新型5-硫代烷基-1,3-二芳基-1,2,4-三唑衍生物的合成、抗炎及镇痛活性。对于抗炎研究,采用了卡拉胶诱导的大鼠足跖肿胀模型。测试化合物分别以50 mg/kg和100 mg/kg的剂量通过腹腔注射后测定足跖肿胀情况。结果表明,与参考药物吲哚美辛相比,某些化合物显示出良好的活性。在镇痛活性方面,测试化合物在50 mg/kg和100 mg/kg剂量下通过腹腔注射,运用尾部甩击测试模型进行研究。它们的镇痛活性通过30分钟后的潜伏期时间测定来确定。统计分析显示,与50 mg/kg剂量的对照组相比,所有测试化合物均呈现出24%至47%的痛觉减退活性。然而,所有经测试的化合物镇痛活性均低于标准药物吗啡。
    DOI:
    10.2174/1573406410666140613154507
点击查看最新优质反应信息

文献信息

  • Syntheses of 5-alkylthio-1,3-diaryl-1,2,4-triazoles
    作者:Latifeh Navidpour、Leila Karimi、Mohsen Amini、Mohssen Vosooghi、Abbas Shafiee
    DOI:10.1002/jhet.5570410209
    日期:2004.3
    Arylation of the readily available 3-alkythio-5-aryl-1,2,4-triazoles gave 5-alkylthio-1,3-diaryl-1,2,4-triazoles in moderate yield. The structures of the latter were confirmed by NOE and 13C-NMR.
    容易获得的3-烷硫基-5-芳基-1,2,4-三唑的丙烯酸化以中等收率得到5-烷硫基-1,3-二芳基-1,2,4-三唑。后者的结构通过NOE和13 C-NMR确认。
  • Synthesis and Structure−Activity Relationship for a Novel Class of Potent and Selective Carbamoyl-Triazole Based Inhibitors of Hormone Sensitive Lipase
    作者:Søren Ebdrup、Lotte Gottlieb Sørensen、Ole Hvilsted Olsen、Poul Jacobsen
    DOI:10.1021/jm031004s
    日期:2004.1.1
    The central role of the intracellular enzyme hormone-sensitive lipase (HSL) in regulating fatty acid metabolism makes it an interesting pharmacological target for the treatment of insulin resistant and dyslipidemic disorders where a decrease in delivery of fatty acids to the circulation is desirable, e.g., in individuals with type 2 diabetes, metabolic syndrome, or impaired glucose tolerance. On the basis of a lead structure from high throughput screening, we have identified a very potent type of carbamoyl-triazole inhibitors of HSL. As part of the lead optimization program, four new classes of carbamoyl-triazoles were synthesized and tested with respect to potency, efficacy and selectivity. Methyl-phenyl-carbamoyl-triazoles were identified as potent and efficacious HSL inhibitors. These compounds do not inhibit other hydrolases such as hepatic lipase, lipoprotein lipase, pancreatic lipase, and butyrylcholine esterase. However, the inhibitors 4b and 4g with IC50 values for HSL of 0.17 and 0.25 muM, respectively, were the only inhibitors selective against acetylcholine esterase. A reversible pseudosubstrate inhibition mechanism is proposed for this class of inhibitors.
  • Synthesis and Evaluation of Anti-inflammatory and Analgesic Activities of New 1,2,4-triazole Derivatives
    作者:Fatemeh Ahmadi、Mohsen Ghayahbashi、Mohammad Sharifzadeh、Eskandar Alipoiur、Seyed Ostad、Mohsen Vosooghi、Hamid khademi、Mohsen Amini
    DOI:10.2174/1573406410666140613154507
    日期:2014.12.18
    In this study, the synthesis, anti-inflammatory and analgesic activities of eight new 5-thioalkyl-1,3-diaryl-1,2,4- triazole derivatives were reported. For the anti-inflammatory study, the carrageenan-induced rat paw edema model was used. The test compounds in 50 mg/kg and 100 mg/kg were injected as IP and paw edema was determined. The results showed that some of the compounds have good activity compared to the references drug, indomethacin. For analgesic activity, the test compounds were studied using the in Tail-flick test model in 50 and 100 mg/kg as IP injections. Their analgesic activities were determined after 30 min via latency time assay. Statistical analysis showed that all test compounds have antinociceptive activity in the range of 24% -47% as compared to the control with a dose of 50 mg/kg. However, all tested compounds have analgesic activity lower than the standard drug, morphine.
    在本研究中,报道了八种新型5-硫代烷基-1,3-二芳基-1,2,4-三唑衍生物的合成、抗炎及镇痛活性。对于抗炎研究,采用了卡拉胶诱导的大鼠足跖肿胀模型。测试化合物分别以50 mg/kg和100 mg/kg的剂量通过腹腔注射后测定足跖肿胀情况。结果表明,与参考药物吲哚美辛相比,某些化合物显示出良好的活性。在镇痛活性方面,测试化合物在50 mg/kg和100 mg/kg剂量下通过腹腔注射,运用尾部甩击测试模型进行研究。它们的镇痛活性通过30分钟后的潜伏期时间测定来确定。统计分析显示,与50 mg/kg剂量的对照组相比,所有测试化合物均呈现出24%至47%的痛觉减退活性。然而,所有经测试的化合物镇痛活性均低于标准药物吗啡。
  • Preparation of 5-aryl-3-alkylthio-l,2,4-triazoles and corresponding sulfones with antiinflammatory–analgesic activity
    作者:Birsen Tozkoparan、Esra Küpeli、Erdem Yeşilada、Mevlüt Ertan
    DOI:10.1016/j.bmc.2006.11.029
    日期:2007.2
    In this study, a series of 5-aryl-3-alkylthio-1,2,4-triazoles and corresponding sulfones were prepared with the objective of developing better analgesic-antiinflammatory compounds with minimum ulcerogenic risk. The structures of the compounds were elucidated by spectral and elemental analysis. The compounds were assayed per os in mice for their antiinflammatory and analgesic activity as well as the ulcerogenic risk and acute toxicity. Several of these compounds showed significant activity. Alkylsulfone derivatives were found to be much more potent analgesic-antimflammatory agents than the corresponding alkylthio analogs. Compounds 9 and 11 were the most active of the series in both analgesic and antiinflammatory activity tests. In contrast to reference compound acetyl salicylic acid, these compounds did not induce gastric lesions in the stomach of experimental animals at the doses that exhibited analgesic/antiinflammatory activity. (c) 2006 Elsevier Ltd. All rights reserved.
查看更多

同类化合物

伊莫拉明 (5aS,6R,9S,9aR)-5a,6,7,8,9,9a-六氢-6,11,11-三甲基-2-(2,3,4,5,6-五氟苯基)-6,9-甲基-4H-[1,2,4]三唑[3,4-c][1,4]苯并恶嗪四氟硼酸酯 (5-氨基-1,3,4-噻二唑-2-基)甲醇 齐墩果-2,12-二烯[2,3-d]异恶唑-28-酸 黄曲霉毒素H1 高效液相卡套柱 非昔硝唑 非布索坦杂质Z19 非布索坦杂质T 非布索坦杂质K 非布索坦杂质E 非布索坦杂质67 非布索坦杂质65 非布索坦杂质64 非布索坦杂质61 非布索坦代谢物67M-4 非布索坦代谢物67M-2 非布索坦代谢物 67M-1 非布索坦-D9 非布索坦 非唑拉明 雷西纳德杂质H 雷西纳德 阿西司特 阿莫奈韦 阿米苯唑 阿米特罗13C2,15N2 阿瑞匹坦杂质 阿格列扎 阿扎司特 阿尔吡登 阿塔鲁伦中间体 阿培利司N-1 阿哌沙班杂质26 阿哌沙班杂质15 阿可替尼 阿作莫兰 阿佐塞米 镁(2+)(Z)-4'-羟基-3'-甲氧基肉桂酸酯 锌1,2-二甲基咪唑二氯化物 铵2-(4-氯苯基)苯并恶唑-5-丙酸盐 铬酸钠[-氯-3-[(5-二氢-3-甲基-5-氧代-1-苯基-1H-吡唑-4-基)偶氮]-2-羟基苯磺酸基][4-[(3,5-二氯-2-羟基苯 铁(2+)乙二酸酯-3-甲氧基苯胺(1:1:2) 钠5-苯基-4,5-二氢吡唑-1-羧酸酯 钠3-[2-(2-壬基-4,5-二氢-1H-咪唑-1-基)乙氧基]丙酸酯 钠3-(2H-苯并三唑-2-基)-5-仲-丁基-4-羟基苯磺酸酯 钠(2R,4aR,6R,7R,7aS)-6-(2-溴-9-氧代-6-苯基-4,9-二氢-3H-咪唑并[1,2-a]嘌呤-3-基)-7-羟基四氢-4H-呋喃并[3,2-D][1,3,2]二氧杂环己膦烷e-2-硫醇2-氧化物 野麦枯 野燕枯 醋甲唑胺