chloro<2-14C>acetic acid | 2946-86-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: chloro<2-14C>acetic acid
• 英文别名: chloro[2-¹⁴C]acetic acid；Chloressigsaeure-(2-(14)C)；2-Chloroacetic acid-2-14C；monochloroacetic acid-14C；[2-14C]chloroacetic acid；chloro-[2-¹⁴C]acetic acid；2-chloroacetic acid
• CAS: 2946-86-3
• 化学式: C₂H₃ClO₂
• 分子量: 96.4866
• InChiKey: FOCAUTSVDIKZOP-NJFSPNSNSA-N

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：

  chloro<2-14C>acetic acid 在 邻苯二甲酰氯 作用下， 反应 3.0h， 以81%的产率得到<2-14C>chloroacetyl chloride
  参考文献：
  名称：

  Synthesis of 3H- and 14C-labelled CP-88,059: A potent atypical antipsychotic agent

  摘要：

  本文介绍了 3H 和 14C 标记的 CP-88,059 [即 5-(2-(4-(1,2-苯并异噻唑-3-基)哌嗪基)乙基)-6-氯-1, 3-二氢-2H-吲哚-2-酮] 的合成。CP-88,059 (5b)是一种 D2/5-HT2 联合拮抗剂，目前正在作为一种抗精神病药物进行临床评估，这种药物诱发精神分裂症患者 EPS 的可能性较低。通过氚气还原脱氢和 Pd/BaSO4 催化，将溴从苯并异噻唑分子的 7 位置换出来，得到了 3H-CP-88,059 (5c)。通过[2-14C]-氯乙酰氯对 6-氯氧化吲哚进行弗里德尔-卡夫酰化，然后用三乙基硅烷还原芳基羰基，并在回流的 Na2CO3 水溶液中与 N-(1,2-苯并异噻唑-3-基)哌嗪偶联，实现了 14C 与分子乙烯部分的结合。

  DOI：

  10.1002/jlcr.2580340203

文献信息

• The14C,13C and15N syntheses of MON 37500, a sulfonylurea wheat herbicide
  作者：Brad D. Maxwell、Olivier G. Boyé、Kazunari Ohta

  DOI：10.1002/jlcr.934

  日期：2005.5

  [14C] and [13C]MON 37500 labeled in the imidazopyridine (Im) ring system were synthesized in seven steps in an overall yield of 39 and 28%, respectively, from [2-14C] and [2-13C]chloroacetic acid. [14C]MON 37500 labeled in the pyrimidine (Pd) ring system was synthesized from [2-14C]diethyl malonate in four steps in 48% yield. Lastly, [15N]MON 37500 was prepared in three steps in an overall yield of

  在咪唑并吡啶 (Im) 环系统中标记的 [14C] 和 [13C]MON 37500 由 [2-14C] 和 [2-13C] 氯乙酸分七步合成，总产率分别为 39% 和 28%。在嘧啶 (Pd) 环系统中标记的 [14C]MON 37500 由 [2-14C] 丙二酸二乙酯分四步合成，产率为 48%。最后，[15N]MON 37500 由 [15N] 氯化铵分三步制备，总产率为 28%。版权所有 © 2005 John Wiley & Sons, Ltd.
• Comparative metabolism and elimination of acetanilide compounds by rat
  作者：K. L. Davison、G. L. Larsen、V. J. Feil

  DOI：10.3109/00498259409043297

  日期：1994.1

  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.
• Synthese des fungiziden Wirkstoffs D,L-N-(2,6-Dimethyl-phenyl)-N- [Chloracetyl-(2-14C)] -alaninmethylester
  作者：Lothar Banasiak

  DOI：10.1002/zfch.19810210807

  日期：——
• HUGHES, C. A.;TAYLOR, C. G.;THAMAUNG, A., J. CHEM. TECHNOL. AND BIOTHECNOL., 1983, 33, N 7, 381-386
  作者：HUGHES, C. A.、TAYLOR, C. G.、THAMAUNG, A.

  DOI：——

  日期：——