1-Cyanoacetyl-4-benzylthiosemicarbazid | 59682-71-2

• 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: 1-Cyanoacetyl-4-benzylthiosemicarbazid
• 英文别名: 1-Benzyl-3-[(2-cyanoacetyl)amino]thiourea
• CAS: 59682-71-2
• 化学式: C₁₁H₁₂N₄OS
• mdl: MFCD04241426
• 分子量: 248.308
• InChiKey: XOSJRZUKNBGBQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Cyanoacetyl-4-benzylthiosemicarbazid 在 sodium hydroxide 作用下， 反应 1.0h， 以68%的产率得到(4-Benzyl-5-mercapto-4H-[1,2,4]triazol-3-yl)-acetic acid
  参考文献：
  名称：

  Dobosz, Maria; Pachuta-Stec Anna, Acta Poloniae Pharmaceutica, 1995, vol. 52, # 2, p. 103 - 112

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酰肼 、 异硫氰酸苯甲酯 反应 12.0h， 以89%的产率得到1-Cyanoacetyl-4-benzylthiosemicarbazid
  参考文献：
  名称：

  Dobosz, Maria; Pachuta-Stec Anna, Acta Poloniae Pharmaceutica, 1995, vol. 52, # 2, p. 103 - 112

  摘要：

  DOI：

文献信息

• [EN] ANTIFUNGAL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ANTI-FONGIQUES ET UTILISATIONS ASSOCIÉES
  申请人：DANA FARBER CANCER INST INC

  公开号：WO2017143230A1

  公开（公告）日：2017-08-24

  Provided herein are compounds (e.g., compounds of Formulae (I), (II), and (III)) which are anti-fungal agents and can be used in the treatment of diseases, including infectious diseases. The invention provides methods of treating diseases in a subject (e.g., infectious diseases such as fungal infections), and methods of killing or inhibiting the growth of fungi in or on a subject or biological sample. The compounds may be used in subjects, in clinical settings, or in agricultural settings.

  本发明提供了化合物（例如，公式(I)、(II)和(III)的化合物），这些化合物是抗真菌剂，可用于治疗包括传染性疾病在内的疾病。本发明还提供了在主体（例如，真菌感染等传染性疾病）中治疗疾病的方法，以及杀死或抑制主体或生物样本内或上的真菌生长的方法。这些化合物可用于主体、临床环境或农业环境。
• Antifungal compounds and uses thereof
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US11136291B2

  公开（公告）日：2021-10-05

  Provided herein are compounds (e.g., compounds of Formulae (I), (II), and (III)) which are anti-fungal agents and can be used in the treatment of diseases, including infectious diseases. The invention provides methods of treating diseases in a subject (e.g., infectious diseases such as fungal infections), and methods of killing or inhibiting the growth of fungi in or on a subject or biological sample. The compounds may be used in subjects, in clinical settings, or in agricultural settings.

  本发明提供的化合物（例如，式（I）、（II）和（III）化合物）是抗真菌剂，可用于治疗疾病，包括传染性疾病。本发明提供了治疗受试者疾病（如真菌感染等传染性疾病）的方法，以及杀死或抑制受试者或生物样本中或上的真菌生长的方法。这些化合物可用于受试者、临床环境或农业环境。
• Fahmy, Bollettino Chimico Farmaceutico, 2001, vol. 140, # 6, p. 422 - 427
  作者：Fahmy

  DOI：——

  日期：——
• Synthesis of [1,2,4]triazolo[1,5-a]pyridines of potential PGE2 inhibitory properties
  作者：Adel S. Girgis、Flora F. Barsoum

  DOI：10.1016/j.ejmech.2008.09.049

  日期：2009.5

  A variety of 5-amino-6,8-dicyano-1H-[1,2,4]triazolo[1,5-a]pyridin-4-ium-2-thiolate containing compounds 3a-i, 5a-c were prepared via reaction of arylidenemalononitriles la-c, 4a and 4b with 2[(substituted amino)thiocarbonyl]cyanoacetohydrazides 2a-d in refluxing ethanol in the presence of triethylamine. Anti-inflammatory activity screening of the synthesized compounds (at a dose of 50 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method in rats exhibited that the prepared heterocycles possess considerable pharmacological properties especially, 3f, 3h, 5b and 5c which reveal remarkable activities relative to indomethacin (which was used as a reference standard at a dose of 10 mg/kg body weight). PGE(2) inhibitory properties of the highly promising synthesized anti-inflammatory active agents (3f, 3h, 5b and 5c) were determined by PGE2 assay kit technique, which reveal remarkable activity coinciding greatly with the observed anti-inflammatory properties. Anti-tumor activity screening of 3b and 3e, as representative examples of the synthesized compounds, at a dose of 10 mu M utilizing 59 different human tumor cell lines, representing leukemia, melanoma and cancers of the lung, colon, brain, ovary, breast, prostate and kidney exhibited that the tested compounds reflect mild or no activity at all against most of the used human tumor cell lines. However, compound 3e reveals considerable anti-tumor properties against leukemia CCRF-CEM and HL-60(TB) cell line. (C) 2008 Elsevier Masson SAS. All rights reserved.
• OCALLAGHAN S. N., PROC. ROY. IRISH ACAD. <PRIB-AN>, 1976, B76, NO 2, PP. 37-41, ILL.
  作者：OCALLAGHAN S. N.

  DOI：——

  日期：——