131707-25-0

• 常用中文名：阿比朵尔
• 常用英文名：Arbidol
• CAS号：131707-25-0
• 分子式：C₂₂H₂₅BrN₂O₃S
• 分子量：477.41
• 相关类别： 原料药 人工合成抗感染类药 抗病毒类药
• 发布时间：2018-05-25 08:00:00
• 更新时间：2026-07-17 06:34:17
• Umifenovir是一种有效的口服广谱抗病毒药物,具有对抗多种包膜病毒和非包膜病毒的活性。Umifenovir用作抗流感病毒剂。Umifenovir能有效抑制病毒与宿主细胞的融合[1][2]。Umifenovir是体外SARS-CoV-2的有效抑制剂[2]。Umifenovir具有抗炎活性[3]。

名称

• 中文名: 阿比朵尔
• 英文名: ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate
• 中文别名: 阿比洛尔; 阿比多尔; 6-溴-4-(二甲氨甲基)-5-羟基-1-甲基-2-(苯硫甲基)-1H-吲哚-3-羧酸乙酯; 6-溴-4-(二甲氧甲基)-5-羟基-1-甲基-2-(苯硫甲基)-1-吲哚-3-羧酸乙酯; 6-溴-5-羟基-1-甲基-2-(苯基硫甲基)吲哚-3-羧酸(阿比多尔); 阿比朵尔bidol; 2H6]-乌米非诺韦; 阿比朵尔盐; 6-溴-4-(二甲氨甲基)-5-羟基-1-甲基-2-(苯硫甲基)-1H-吲哚-3; 阿比朵尔原料药; 6-溴-4-[((二甲基氨基)甲基)-5-羟基-1-甲基-2-[((苯硫基)甲基)-1H-吲哚-3-羧酸乙酯; 阿比朵尔中间体6; 阿比多尔甲磺酸盐; 乌米芬诺韦; 6-溴-5-羟基-1-甲基-4-((二甲基氨基)甲基)-2-(苯基硫甲基)-1H-吲哚-3-甲酸乙酯; 6-溴-4-((二甲基氨基)甲基-5-羟基-1-甲基)-2-(苯基硫甲基)-1H-吲哚-3-甲酸乙酯
• 英文别名: 1H-Indole-3-cboxylic acid, 6-bromo-4-((dimethylamino)methyl)-5-hydroxy-1-methyl-2-((phenylthio)methyl)-, ethyl ester; UMifenovir; bidol; ETHYL6-BROMO-4-((DIMETHYLAMINO)METHYL)-5-HYDROXY-1-METHYL; 2H6]-Umifenovir; 1-methyl-2-phenylthiomethyl-3-carbethoxy-4-dimethylaminomethyl-5-oxy-6-bromoindole; Abbidore intermediate 6; Ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate; bidol(Umifenovir); 6-bromo-4-dimethylaminomethyl-3-ethoxycarbonyl-5-hydroxy-1-methyl-2-phenylthiomethylindole; ethyl 6-bromo-4-((dimethylamino)methyl)-5-hydroxy-1-methyl-2-((phenylthio)methyl)-1H-indole-3-cboxylate; INTERMEDIATE:BIDOLHYDROCHLORIDE; 1H-Indole-3-carboxylic acid, 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-, ethyl ester; 1-methyl-2-phenylthiomethyl-3-ethoxycarbonyl-4-dimethylaminomethyl-5-hydroxy-6-bromindole; bidol CAS NO.131-0; 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylindole-3-carboxylic acid ethyl ester; ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-cboxylate; bidol //BP; Ethyl 6-bromo-5-hydroxy-1-methyl-4-((dimethylamino)methyl)-2-[(phenylthio)methyl]-1H-indole-3-cboxylate; bidol Pills Umifenovir; 6-bromo-4-[(dimethylazaniumyl)methyl]-3-ethoxycbonyl-1-methyl-2-(phenylsulfanylmethyl)indol-5-olate; ethyl 6-bromo-5-hydroxy-4-dimethylaminomethyl-1-methyl-2-phenylthiomethylindole-3-carboxylate; Umifenovir; HMS589B06

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 591.8±50.0 °C at 760 mmHg
• 分子式: C₂₂H₂₅BrN₂O₃S
• 分子量: 477.41
• 闪点: 311.7±30.1 °C
• 精确质量: 476.076904
• PSA: 80.00000
• LogP: 4.64
• 蒸汽压: 0.0±1.7 mmHg at 25°C
• 折射率: 1.620
• 储存条件: 室温，密闭，干燥

生物活性

• 描述: Umifenovir是一种有效的口服广谱抗病毒药物,具有对抗多种包膜病毒和非包膜病毒的活性。Umifenovir用作抗流感病毒剂。Umifenovir能有效抑制病毒与宿主细胞的融合[1][2]。Umifenovir是体外SARS-CoV-2的有效抑制剂[2]。Umifenovir具有抗炎活性[3]。
• 相关类别:
  信号通路 >> 抗感染 >> 流感病毒
  研究领域 >> 感染
  信号通路 >> 抗感染 >> SARS冠状病毒
• 体外研究: Umifenovir对多种病毒具有广泛而有效的抗病毒活性,包括流感病毒a、B和C、呼吸道合胞病毒、SARS冠状病毒、腺病毒、副流感5型、脊髓灰质炎病毒1、鼻病毒14、柯萨奇病毒B5、汉坦病毒、基孔肯亚病毒、HBV和HCV【1】。
• 体内研究: 乌米非诺韦(25和45毫克/毫升；p.o.；)对患有流感感染的小鼠显示出生存益处[3]。动物模型：BALB/c小鼠(6-8周龄),小鼠经鼻(i.n.)接种2倍于50%小鼠致死剂量(MLD50)的A/Guangdong/GIRD07/09(H1N1)(104.5TCID50/mL),体积为20mL【3】。剂量：1.25 mg/mL(25 mg/kg/d)和2.25 mg/mL(45 mg/kg/d),总体积为500mL,在感染前1天和感染后3天(dpi)给药：口服给药结果：与病毒组相比,在45 mg/mL时可提高存活率,抑制体重下降,在25 mg/mL和45 mg/mL时可抑制小鼠肺指数的增加。
• 参考文献:

  [1]. Julie Blaising, et al. Arbidol as a broad-spectrum antiviral: an update. Antiviral Res. 2014 Jul;107:84-94. doi: 10.1016/j.antiviral.2014.04.006. Epub 2014 Apr 24.

  [2]. Irina Leneva, et al. Antiviral Activity of Umifenovir In Vitro against a Broad Spectrum of Coronaviruses, Including the Novel SARS-CoV-2 Virus. Viruses. 2021 Aug 23;13(8):1665.

  [3]. Yutao Wang, et al. Inhibition of the infectivity and inflammatory response of influenza virus by Arbidol hydrochloride in vitro and in vivo (mice and ferret). Biomed Pharmacother. 2017 Jul;91:393-401.

合成路线

50-00-0 124-40-3 131707-24-9 ~86% 131707-25-0

文献：Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

50-00-0 131707-24-9 ~% 131707-25-0

文献：US5198552 A1, ;

51-80-9 131707-24-9 ~71% 131707-25-0

文献：Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

110543-98-1 ~% 131707-25-0

文献：Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71

40945-79-7 ~% 131707-25-0

文献：Pharmaceutical Chemistry Journal, , vol. 27, # 1 p. 75 - 76 Khimiko-Farmatsevticheskii Zhurnal, , vol. 27, # 1 p. 70 - 71