664-95-9

• 常用中文名：格列环脲
• 常用英文名：Benzenesulfonamide,N-[(cyclohexylamino)carbonyl]-4-methyl-
• CAS号：664-95-9
• 分子式：C₁₄H₂₀N₂O₃S
• 分子量：296.39
• 相关类别： 医药中间体 杂环化合物 吡啶类化合物 吡啶衍生物
• 发布时间：2018-08-15 11:57:04
• 更新时间：2024-01-06 20:01:04
• 环甲酰胺(Cicloral)是一种寡肽,可由蓝藻菌株产生。环化酰胺可用于糖尿病的研究[1][2]。

名称

• 中文名: 格列环脲
• 英文名: 1-cyclohexyl-3-(4-methylphenyl)sulfonylurea
• 中文别名: 托尼达明
• 英文别名: Glicosil; TOLCYCLAMIDE; Gliciclamide; 1-cyclohexyl-3-tosylurea; Cyclamide; Glycyclamid; N-cyclohexyl-N'-(toluene-4-sulfonyl)-urea; Agliral; Cyclamid; N-Cyclohexyl-N'-(toluol-4-sulfonyl)-harnstoff; Cychloral; N1-p-Toluolsulfonyl-N2-cyclohexylharnstoff; Glycyclamide; Tolhexamide; N-(cyclohexylcarbamoyl)-4-methylbenzenesulfonamide

物化性质

• 密度: 1.26g/cm3
• 分子式: C₁₄H₂₀N₂O₃S
• 分子量: 296.39
• 精确质量: 296.11900
• PSA: 83.65000
• LogP: 4.17820
• 折射率: 1.578
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:2

  3.氢键受体数量:3

  4.可旋转化学键数量:3

  5.互变异构体数量:3

  6.拓扑分子极性表面积:83.6

  7.重原子数量:20

  8.表面电荷:0

  9.复杂度:416

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: 环甲酰胺(Cicloral)是一种寡肽,可由蓝藻菌株产生。环化酰胺可用于糖尿病的研究[1][2]。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 代谢疾病
• 参考文献:

  [1]. GRINCHENKO TS, et, al. CYCLAMIDE (K-386) TREATMENT OF DIABETES MELLITUS. Fed Proc Transl Suppl. Jul-Aug 1964;23:767-8.

  [2]. Natumi R, et, al. Cyanobacterial Toxins and Cyanopeptide Transformation Kinetics by Singlet Oxygen and pH-Dependence in Sunlit Surface Waters. Environ Sci Technol. 2021 Nov 16;55(22):15196-15205.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : YS7800000 CHEMICAL NAME : Urea, 1-cyclohexyl-3-(p-tolylsulfonyl)- CAS REGISTRY NUMBER : 664-95-9 BEILSTEIN REFERENCE NO. : 1995860 LAST UPDATED : 199706 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C14-H20-N2-O3-S MOLECULAR WEIGHT : 296.42 WISWESSER LINE NOTATION : L6TJ AMVMSWR D1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 870 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 12,268,1957 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1150 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New York, NY) V.1-3, 1964-72. Discontinued. Volume(issue)/page/year: 2,280,1970 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 800 mg/kg SEX/DURATION : female 9 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetal death REFERENCE : FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 28,616,1965

合成路线

70-55-3 3173-53-3 ~95% 664-95-9

文献：Cervello; Sastre Synthesis, 1990 , # 3 p. 221 - 222

4083-64-1 108-91-8 ~33% 664-95-9

文献：Howbert; Grossman; Crowell; Rieder; Harper; Kramer; Tao; Aikins; Poore; Rinzel; Grindey; Shaw; Todd Journal of Medicinal Chemistry, 1990 , vol. 33, # 9 p. 2393 - 2407

5577-13-9 108-91-8 ~75% 664-95-9

文献：Xi, Pin-xian; Xu, Zhi-hong; Liu, Xiao-hui; Cheng, Feng-juan; Zeng, Zheng-zhi Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2008 , vol. 71, # 2 p. 523 - 528 Title/Abstract Full Text View citing articles Show Details Xi, Pin-Xian; Xu, Zhi-Hong; Liu, Xiao-Hui; Chen, Feng-Juan; Huang, Liang; Zeng, Zheng-Zhi Chemical and Pharmaceutical Bulletin, 2008 , vol. 56, # 4 p. 541 - 546

98-59-9 ~% 664-95-9

文献：Yuriev, Elizabeth; Kong, David C.M.; Iskander, Magdy N. European Journal of Medicinal Chemistry, 2004 , vol. 39, # 10 p. 835 - 847

766-93-8 4083-64-1 ~% 664-95-9

文献：Logemann; Artini Chemische Berichte, 1957 , vol. 90, p. 2527,2531

109840-62-2 ~% 664-95-9

文献：Logemann; Artini Chemische Berichte, 1957 , vol. 90, p. 2527,2531

7647-01-0 109840-62-2 ~% 664-95-9

文献：Logemann; Artini Chemische Berichte, 1957 , vol. 90, p. 2527,2531

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70-55-3 3173-53-3 4083-64-1 108-91-8
5577-13-9 98-59-9 766-93-8 109840-62-2
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