3,5-二(乙氧羰基)-2,6-二甲基-1,4-二氢吡啶-4-羧酸

• 常用名: 3,5-二(乙氧羰基)-2,6-二甲基-1,4-二氢吡啶-4-羧酸
• 英文名: AV-153 free base
• CAS号: 19350-66-4
• 分子量: 297.30400
• 密度: 1.23g/cm3
• 沸点: 450.5ºC at 760mmHg
• 分子式: C₁₄H₁₉NO₆
• 熔点: N/A
• 闪点: 226.3ºC

用途

AV-153 free base 是一种 1,4-dihydropyridine (1,4-DHP) 衍生物,具有抗突变作用。在体外人细胞内,AV-153 free base 可以插入到 DNA 的单链断裂处,减少 DNA 损伤并刺激 DNA 修复。AV-153 free base 可以与胸腺嘧啶和胞嘧啶相互作用,对聚 (ADP) 核糖基化有影响。AV-153 free base 具有抗癌活性。

名称

• 中文名: 2,6-二甲基-1,4-二氢吡啶-3,4,5-三羧酸-3,5-二乙酯
• 英文名: 3,5-bis(ethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-4-carboxylic acid
• 中文别名: 2,5-二异丙基苯酚

生物活性

• 描述: AV-153 free base 是一种 1,4-dihydropyridine (1,4-DHP) 衍生物,具有抗突变作用。在体外人细胞内,AV-153 free base 可以插入到 DNA 的单链断裂处,减少 DNA 损伤并刺激 DNA 修复。AV-153 free base 可以与胸腺嘧啶和胞嘧啶相互作用,对聚 (ADP) 核糖基化有影响。AV-153 free base 具有抗癌活性。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 细胞周期/DNA损伤 >> DNA/RNA合成
• 体外研究: AV-153游离碱分别导致14.9mm和10.3mm的Raji和HL-60细胞产生IC50[1]。AV-153游离碱(1nm至10μM；3小时)可使外周血淋巴细胞或HL-60细胞中自发产生的DNA单链断裂(SSB)水平降低13-67%[1]。
• 参考文献:

  [1]. Nadezhda I Ryabokon, et al. A 1,4-dihydropyridine Derivative Reduces DNA Damage and Stimulates DNA Repair in Human Cells in Vitro. Mutat Res. 2005 Nov 10;587(1-2):52-8.

  [2]. E Buraka, et al. DNA-binding Studies of AV-153, an Antimutagenic and DNA Repair-Stimulating Derivative of 1,4-dihydropiridine. Chem Biol Interact. 2014 Sep 5;220:200-7.

  [3]. Lidija Milkovic, et al. Antioxidative 1,4-Dihydropyridine Derivatives Modulate Oxidative Stress and Growth of Human Osteoblast-Like Cells In Vitro. Antioxidants (Basel). 2018 Sep 19;7(9):123.

物理化学性质

• 密度: 1.23g/cm3
• 沸点: 450.5ºC at 760mmHg
• 分子式: C₁₄H₁₉NO₆
• 分子量: 297.30400
• 闪点: 226.3ºC
• 精确质量: 297.12100
• PSA: 101.93000
• LogP: 1.29340
• InChIKey: USGQSNVLGQWBEC-UHFFFAOYSA-N
• SMILES: CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C(=O)O
• 蒸汽压: 2.26E-09mmHg at 25°C
• 折射率: 1.51
• 储存条件: 室温，保存在惰性气体中

安全信息

• 海关编码: 2933399090

海关

• 海关编码: 2933399090
• 中文概述: 2933399090. 其他结构含非稠合吡啶环的化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
• 申报要素: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
• Summary: 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

靶点实验

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英文别名

• 2,6-Dimethyl-1,4-dihydro-pyridine-3,4,5-tricarboxylic acid 3,5-diethyl ester
• 2.6-dimethyl-3,5-diethoxycarbonyl-1-4-dihydroisonicotinic acid
• 3,5-Diethoxycarbonyl-2,6-dimethyl-1,4-dihydroisonicotinsaeure
• 2,6-Dimethyl-3,5-diethoxycarbonyl-1,4-dihydro-pyridin-4-carbonsaeure
• 3,4,5-pyridinetricarboxylic acid,1,4-dihydro-2,6-dimethyl-,3,5-diethyl ester
• 2,5-DIISOPROPYLPHENOL