(5-甲基-1H-四唑-1-基)乙酸 | 21743-55-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (5-甲基-1H-四唑-1-基)乙酸
• 中文别名: 2-(5-甲基-1,2,3,4-四唑-1-基)乙酸
• 英文名称: 5-methyl-1H-tetrazol-1-ylacetic acid
• 英文别名: (5-methyl-tetrazol-1-yl)-acetic acid；(5-Methyl-tetrazol-1-yl)-essigsaeure；5-Methyl-1-carboxymethyl-1H-tetrazol；5-Methyl-tetrazolyl-(1)-essigsaeure；5-Methyl-1H-tetrazol-1-essigsaeure；5-Methyl-1-tetrazolylessigsaeure；(5-methyl-1H-tetrazol-1-yl)acetic acid；2-(5-methyltetrazol-1-yl)acetic acid
• CAS: 21743-55-5
• 化学式: C₄H₆N₄O₂
• mdl: MFCD01230441
• 分子量: 142.117
• InChiKey: QMGRTPHVXPNNBK-UHFFFAOYSA-N

物化性质

• 沸点：
  459.3±24.0 °C(Predicted)
• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  80.9
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (5-甲基-1H-四唑-1-基)乙酸 、 1,3-环己二酮 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以77%的产率得到
  参考文献：
  名称：

  Synthesis of 2-(Tetrazolylacetyl)cyclohexane-1,3-diones

  摘要：

  DOI：

  10.1134/s1070363221080028
• 作为产物：
  描述：

  ethyl (5-methyl-1H-tetrazol-1-yl)acetate 在 盐酸 、 溶剂黄146 作用下， 生成 (5-甲基-1H-四唑-1-基)乙酸
  参考文献：
  名称：

  Studies in Tetrazole Chemistry. IV. Tetrazolylacetic Acids and Esters¹

  摘要：

  DOI：

  10.1021/jo01109a013

文献信息

• Synthesis, DNA and BSA binding of Pd(II) and Pt(II) complexes featuring tetrazolylacetic acids and their esters
  作者：Aleksandra V. Protas、Elena A. Popova、Olga V. Mikolaichuk、Yuri B. Porozov、Arif R. Mehtiev、Ingo Ott、Georgii V. Alekseev、Nina A. Kasyanenko、Rostislav E. Trifonov

  DOI：10.1016/j.ica.2017.12.040

  日期：2018.3

  constants (Kbin) of Pd(II) complexes with BSA are in the range 0.83–4.12 × 105 L M−1. The molecular docking studies show the minor groove binding behavior of tetrazole-containing palladium(II) and platinum(II) complexes to DNA (ΔGbinding. −5.56 − −6.12 kcal/mol) and effective binding to BSA via the favored binding site Trp213 (ΔGbinding −7.2 − −7.56 kcal/mol). The complex trans-[PtCl2(2-tert-butyl-tetrazol-5-ylacetic

  摘要具有四唑-1-基和四唑-5-基乙酸的酯（反式-[PdCl2L2]和反-[PtCl2L2]）的两个系列的钯（II）和铂（II）配合物，L = 5-甲基-1H-四唑-1-基乙酸及其乙酯，丁酯，异丁酯（1-5）；合成了2-R-2H-四唑-5-基乙酸及其乙酯，R = tBu，CH2CH2OH（6-10）}，并与小牛胸腺DNA（CT DNA）和牛血清白蛋白（BSA）结合。通过实验（CD，UV，粘度测定，荧光测定和电泳技术）和理论方法进行研究。根据分光光度数据，观察到金属络合物与CT DNA的相互作用。在存在金属配合物的情况下，CT DNA的熔点显着增加（ΔTm= 8–13°C），表明DNA螺旋结构具有很强的稳定性。电泳研究表明金属络合物与pBR322质粒DNA相互作用并改变其迁移率的能力。根据荧光猝灭技术的数据，与BSA的Pd（II）配合物的常数（Kbin）结合范围为0.83–4.12×105 L
• Kral, Vladimir; Semenov, Viktor Vladimirovich; Kanishchev, Mikhail Ivanovich, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 7, p. 1519 - 1528
  作者：Kral, Vladimir、Semenov, Viktor Vladimirovich、Kanishchev, Mikhail Ivanovich、Arnold, Zdenek、Shevelev, Svyatoslav Arkadievich、Fainzilberg, Albert Aleksandrovich

  DOI：——

  日期：——
• Antibacterial activity of 6-(5-membered heteroarylacetamido)penicillanic acids
  作者：Ronald G. Micetich、Rintje Raap、John Howard、Imre Pushkas

  DOI：10.1021/jm00273a033

  日期：1972.3
• Novel water soluble palladium(II) complexes featuring tetrazolylacetic acids and their esters
  作者：Aleksandra V. Protas、Elena A. Popova、Vitalii V. Suslonov、Rostislav E. Trifonov

  DOI：10.1016/j.poly.2016.12.032

  日期：2017.3

  2-R-2H-Tetrazol-5-ylacetic acids (R = iso-Pr, tert-Bu, CH2COOH) (1a-c) react with PdCl2 in 5% (w/w) MeOH in 1 M HCl furnishing the palladium(II) water soluble completes trans-[PdCl2L2] (2a-c). In the presence of EtOH in the reaction mixture, esterification of the tetrazolylacetoxy groups occurs leading to trans-pdCl(2)(ethyl 2-R-2H-tetrazol-5-ylacetate)(2)] (3a-c). In the case of reaction of 2-tert-butyl-tetrazol-5-ylacetic acid 1b With PdCl2 increasing of the proportion of methanol up to 50% (w/w) led to the esterification to give trans-[PdCl2(methyl 2-tert-butyl-tetrazol-5-ylacetate)(2)] 4b. Complexation of isomeric 5-methyl-1H-tetrazol-1-ylacetic acid 5 with PdCl2 at the same conditions leads to trans[PdCl2(5-methyl-IH-tetrazol-1-ylacetic acid)(2)] 6 and trans-[PdCl2(ethyl 2-(5-methyl-1H-tetrazol-1-yl)acetate)(2)] 7. The complexes obtained were characterized by HRESI+-MS, H-1, C-13H-1} NMR, and IR spectroscopies as well as by X-ray diffraction (for 2a, 3a, 3b, 4b and 6.H2O). According DSC/TG analysis the thermal decomposition of the complexes occurs by the same mechanism similar to that of the free ligands. In all cases it starts with evolution of molecular nitrogen from the tetrazole ligand which is accompanied by an exothermic effect. (C) 2016 Elsevier Ltd. All rights reserved.
• General method of synthesis of cycloammonium diformylmethylides
  作者：V. Kral、Z. Arnold、V. V. Semenov、S. A. Shevelev、A. A. Fainzil'berg

  DOI：10.1007/bf00953502

  日期：1983.4