2-[(2,2,2-三氯乙酰基)氨基]乙酸 | 15166-50-4

• 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: 2-[(2,2,2-三氯乙酰基)氨基]乙酸
• 英文名称: Trichloracetylglycin
• 英文别名: N-(Trichloroacetyl)glycine；N-Trichloracetyl-glycin；2-[(2,2,2-Trichloroacetyl)amino]acetic acid
• CAS: 15166-50-4
• 化学式: C₄H₄Cl₃NO₃
• 分子量: 220.44
• InChiKey: KATCELVJLDODSG-UHFFFAOYSA-N

物化性质

• 熔点：
  131-132 °C
• 沸点：
  373.2±42.0 °C(Predicted)
• 密度：
  1.704±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  2-[(2,2,2-三氯乙酰基)氨基]乙酸 在 盐酸 作用下， 生成 甘氨酸盐酸盐
  参考文献：
  名称：

  通过乙酰胺酸重排合成新的α-单酸

  摘要：

  已经开发了通过乙酰亚氨酸酯重排从烯丙基醇衍生物中有效合成α-氨基酸的新方法。

  DOI：

  10.1039/c39840000770
• 作为产物：
  描述：

  2,2,2-trichloro-N-(2-propenyl)acetamide 在 ruthenium trichloride sodium periodate 、 水 作用下， 以 四氯化碳 、 乙腈 为溶剂， 以77%的产率得到2-[(2,2,2-三氯乙酰基)氨基]乙酸
  参考文献：
  名称：

  通过乙酰胺酸重排合成新的α-单酸

  摘要：

  已经开发了通过乙酰亚氨酸酯重排从烯丙基醇衍生物中有效合成α-氨基酸的新方法。

  DOI：

  10.1039/c39840000770

文献信息

• Practical and Chemoselective Reduction of Acyl Chloride to Alcohol by Borohydride in Aqueous Dichloromethane
  作者：Ramya Rajan、Sachin Badgujar、Kamaljit Kaur、Yashwardhan Malpani、Pranab R. Kanjilal

  DOI：10.1080/00397910903340645

  日期：2010.8.31

  simple methodology for the reduction of acid chlorides to their corresponding alcohols has been developed. Various carboxylic acids were converted to alcohols in excellent yields using NaBH4-K2CO3 in a mixed solvent system of dichloromethane and water (1:1) in the presence of a phase-transfer catalyst at low temperature. The importance of the work is its simplicity, selectivity, excellent yield, and very

  已开发出一种将酰氯还原为其相应醇的简单方法。在低温相转移催化剂的存在下，在二氯甲烷和水 (1:1) 的混合溶剂体系中，使用 NaBH4-K2CO3 将各种羧酸转化为醇，收率极好。这项工作的重要性在于它的简单性、选择性、出色的收率和非常短的反应时间。这种新的还原条件已被证明是在各种官能团存在下对一系列酰氯的出色化学选择性方法。
• 2-Aminoacetamido-.alpha.-phenylbenzylideneaminoalkanol derivatives and
  申请人：Sankyo Company Limited

  公开号：US04022832A1

  公开（公告）日：1977-05-10

  Aminoalkanol derivatives having the formula ##STR1## wherein R.sub.1 represents hydrogen atoms or a halogen atom, R.sub.2 represents hydrogen atom or fluorine atom and A represents an alkylene group having 1-4 carbon atoms. The aminoalkanol derivatives are useful as a minor tranquilizer and can be prepared by reacting the corresponding 2-amino-.alpha.-phenylbenzylideneaminoalkanol derivative with an aminocarboxylic acid.

  具有以下结构式##STR1##的氨基醇衍生物，其中R.sub.1代表氢原子或卤素原子，R.sub.2代表氢原子或氟原子，A代表具有1-4个碳原子的烷基基团。这些氨基醇衍生物可用作轻度镇静剂，并可通过将相应的2-氨基-α-苯基苯甲酰胺基醇衍生物与氨基羧酸反应来制备。
• Wieland,T. et al., Justus Liebigs Annalen der Chemie, 1962, vol. 655, p. 189 - 194
  作者：Wieland,T. et al.

  DOI：——

  日期：——
• Steglich,W. et al., Chemische Berichte, 1967, vol. 100, p. 1824 - 1832
  作者：Steglich,W. et al.

  DOI：——

  日期：——
• Generation of Antibodies to Di- and Trichloroacetylated Proteins and Immunochemical Detection of Protein Adducts in Rats Treated with Perchloroethene
  作者：Axel Pähler、Gerhard Birner、Jean Parker、Wolfgang Dekant

  DOI：10.1021/tx9800102

  日期：1998.9.1

  Antibodies directed against chemical specific protein modifications are valuable tools to detect and comparatively quantify protein modifications. Both N-epsilon-(dichloroacetyl)-L-lysine and N-epsilon-(trichloroacety)l-L-lysine have been detected as modified amino acids in liver and kidneys of rats treated with perchloroethene (PER) after proteolysis. These protein modifications are formed by the interaction of reactive metabolites formed from PER with proteins. In this study we developed monospecific antibodies to dichloroacetylated and to trichloroacetylated amino acids to detect modified proteins in the target organs of PER toxicity. These antibodies were prepared by immunization of rabbits with modified keyhole limpet hemocyanin (KLH) coupled with either the dichloroacetyl or trichloroacetyl moiety. Enzyme-linked immunosorbent assays (ELISA) indicated that the polyclonal rabbit sera recognized dichloroacetylated or trichloroacetylated rabbit serum albumin (RSA), but not unmodified protein. Therefore, we further purified rabbit antisera on either N-epsilon-(dichloroacetyl)-L-lysine or N-epsilon-(trichloroacetyl)-L-lysine immobilized to immunoaffinity columns to obtain monospecific antibodies. The potential of these antibodies in the detection of di- and trichloroacetylated proteins and their selectivity for the desired dichloroacetyl or trichloroacetyl group was demonstrated in competitive enzme-linked immunosorbent assays with several structurally related compounds. Anti-dichloroacetyl (anti-DCA) antibody binding to dichloroacetylated RSA was inhibited by N-epsilon-(dichloroacetyl)L-lysine with an IC50 value of 150 mu M whereas inhibition by N-epsilon-(monochloroacetyl)-L-lysine and N-epsilon-(trichloroacetyl)-L-lysine showed an IC50 value of 100 mM. The binding of the antitrichloroacetyl (anti-TCA) antibody to trichloroacetylated RSA was inhibited by N-epsilon-(dichloroacetyl)-L-lysine with an IC50 value of 80 mM. The inhibition by N-epsilon-(trichloroacetyl)-L-lysine was again 3 orders of magnitude stronger resulting in an IC50 value of 90 mu M. N-epsilon-(acetyl)-L-lysine and unmodified RSA did not effect antibody binding to the chemically modified antigen. The antibodies were also successfully applied to detect modified proteins in subcellular fractions of liver and kidney from PER treated rats demonstrated in immunoblot. Protein adduct formation from different PER metabolism pathways was confirmed by the observation that the majority of dichloroacetylated proteins were located in kidney mitochondria and trichloroacetylated proteins were located in liver microsomes.