<1-14C>-Chloressigsaeure | 1633-46-1

• 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
• 英文名称: <1-14C>-Chloressigsaeure
• 英文别名: <1-14C>Chloroacetic acid；chloro-[1-¹⁴C]acetic acid；Chlor-[1-¹⁴C]essigsaeure；Chloressigsaeure-<1-¹⁴C>；1-14C-Chloressigsaeure；Chloressigsaeure；Chloroacetic acid-1-14C 20-40 mci permmo L；2-chloroacetic acid
• CAS: 1633-46-1
• 化学式: C₂H₃ClO₂
• 分子量: 96.4866
• InChiKey: FOCAUTSVDIKZOP-HQMMCQRPSA-N

物化性质

• 熔点：
  58 °C
• 沸点：
  182-187 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <1-14C>-Chloressigsaeure 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 2-chloro-[1-14C]acetyl chloride
  参考文献：
  名称：

  Comparative metabolism and elimination of acetanilide compounds by rat

  摘要：

  1. C-14-labelled propachlor, alachlor, butachlor, metolachlor, methoxypropachlor and some of their mercapturic acid pathway metabolites (MAP) were given to rat either by gavage or by perfusion into a renal artery. MAP metabolites were isolated from bile and urine.2. Rat gavaged with propachlor and methoxypropachlor eliminated C-14 mostly in urine, whereas rat gavaged with alachlor, butachlor and metolachlor eliminated C-14 about equally divided between urine and faeces. When bile ducts were cannulated, the gavaged rat eliminated most of the C-14 in bile for all compounds. The amount of C-14 in bile from the propachlor-gavaged rat was less than that for the other acetanilides, with the difference being in the urine.3. The mercapturic acid metabolites 2-methylsulphinyl-N-(1-methylhydroxyethyl)-N-phenylacetamide and 2-methylsulphinyl-N-(1-methylmethoxyethyl)-N-phenylacetamide were isolated from the urine and bile of the methoxypropachlor-gavaged rat.4. Bile was the major route for C-14 elimination when MAP metabolites of alachlor, butachlor and metolachlor were perfused into a renal artery. Urine was the major route for C-14 elimination when MAP metabolites of propachlor and methoxypropachlor were perfused. Mercapturic acid conjugates were major metabolites in bile and urine when MAP metabolites were perfused.5. We conclude that alkyl groups on the phenyl portion of the acetanilide causes biliary elimination to be favoured over urinary elimination.

  DOI：

  10.3109/00498259409043297
• 作为产物：
  描述：

  乙酸-1-14C 以87%的产率得到
  参考文献：
  名称：

  KUPCZYK-SUBOTKOWSKA L.; SHINE H. J., J. LABELLED COMPOUNDS AND RADIOPHARM., 24,(1987) N 3, 303-309

  摘要：

  DOI：

文献信息

• Specific 14c-labeled surfactants. The addition of homogeneous polyoxyethylene glycols to 2,6,8-trimethyl-4-nonanol
  作者：F. S. Tanaka、R. G. Wien、G. E. Stolzenberg

  DOI：10.1002/jlcr.2580120113

  日期：1976.1

  Two molecularly homogeneous nonionic detergents with specific-14C labeling were prepared. Polyoxyethylene glycols of six and nine ethylene oxide units were coupled to 2,6,8-trimethyl-4-nonanol (TMNOH). The radioactive label was in the first ethylene oxide unit attached to the alkyl moiety, TMNOCH2*CH2(OCH2 CH2)nOH. All react ions employed in this synthesis gave good to excellent results. Two routes were developed for the reduction of an alkoxyacetic acid intermediate to the corresponding alcohol, and both methods gave excellent yields. The overall yields for TMN(OCH2CH2)6OH and TMN(OCH2CH2)9OH were 4Z and 33 per cent, respectively.

  制备了两种分子均一的非离子表面活性剂，具有特定的14C标记。六个和九个乙烯氧化物单元的聚氧乙烯醇与2,6,8-三甲基-4-庚醇（TMNOH）连接。放射性标记位于连接到烷基部分的第一个乙烯氧化物单元，结构为TMNO *CH2(O )nOH。在此合成中采用的所有反应均获得了良好至优异的结果。为了将一个烷氧乙酸中间体还原为相应的醇，开发了两条路线，两种方法均给出了优异的产率。TMN(O )6OH和TMN(O )9OH的总体产率分别为42%和33%。
• The use of diborane and deuterodiborane in the synthesis of isotopically labeled amines
  作者：Frederick J. Marshall、Robert E. McMahon、William B. Lacefield

  DOI：10.1002/jlcr.2590080312

  日期：1972.7

  The use of diborane has facilitated the preparation of several amines labeled with carbon-14 or nitrogen-15 by reduction of the corresponding labeled nitrile or amide. Its use was particularly advantageoue in the presence of aromatic halide substituents. Deuterodiborane, formed in situ from sodium borodeuteride and dimethyl sulfate, has been shown to be useful in the synthesis of 1, 1-dideuteroamines. Amines prepared in this study include nortriptyline labeled with nitrogen-15, deuterium or both,; 2-(o-chlorophenoxy) ethyl-N-cyclopropylamine as the 1-14C-derivative and as the 1, 1-dideutero derivative; 2-(2, 4-dichloro-6-phenylphenoxy) ethyl-1-14C amine and its 2-chloro-6-phenyl analog; and 3-aminomethyl14C-pyridine.

  二硼烷的使用有助于通过还原相应的标记腈或酰胺来制备多种标记碳-14 或氮-15 的胺。在有芳香族卤化物取代基的情况下，使用二硼烷尤其有利。由硼氘化钠和硫酸二甲酯原位生成的氘代二硼烷已被证明可用于合成 1，1-二氘代胺。 本研究中制备的胺包括用氮-15、氘或两者标记的去甲替林；2-（邻氯苯氧基）乙基-N-环丙胺的 1-14C 衍生物和 1，1-二氘代衍生物；2-（2，4-二氯-6-苯基苯氧基）乙基-1-14C 胺及其 2-氯-6-苯基类似物；以及 3-氨基甲基 14C 吡啶。
• Zerjatke, Pharmazie, 1985, vol. 40, # 12, p. 874 - 874
  作者：Zerjatke

  DOI：——

  日期：——
• NOEL J. P.; HERBERT M.; BENAKIS A.; PICHAT L., J. LABELLED COMPOUNDS AND RADIOPHARM., 1978, 15, 747-757
  作者：NOEL J. P.、 HERBERT M.、 BENAKIS A.、 PICHAT L.

  DOI：——

  日期：——
• PILICHOWSKI J.-F.; GODENECHE D., J. LABELLED COMPOUNDS AND RADIOPHARM., 1979, 16, NO 6, 861-875
  作者：PILICHOWSKI J.-F.、 GODENECHE D.

  DOI：——

  日期：——