4-methylbenzo-[14C]-nitrile | 169339-32-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methylbenzo-[14C]-nitrile
• 英文别名: 4-methylbenzonitrile
• CAS: 169339-32-6
• 化学式: C₈H₇N
• 分子量: 119.139
• InChiKey: VCZNNAKNUVJVGX-ZQBYOMGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  9.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-methylbenzo-[14C]-nitrile 以69%的产率得到
  参考文献：
  名称：

  Sunay Ustun B., Talbot Kenrick, Prasad Kapa, Lee George, Jones Lawrence, J. Labell. Compounds and Radiopharm, 36 (1995) N 6, S 529-535

  摘要：

  DOI：
• 作为产物：
  描述：

  对溴甲苯 以49%的产率得到
  参考文献：
  名称：

  Sunay Ustun B., Talbot Kenrick, Prasad Kapa, Lee George, Jones Lawrence, J. Labell. Compounds and Radiopharm, 36 (1995) N 6, S 529-535

  摘要：

  DOI：

文献信息

• Synthesis of [14C2] SDZ FOX 988, a hypoglycemic agent
  作者：Ustun B. Sunay、Kenrick Talbot、Kapa Prasad、George Lee、Lawrence Jones

  DOI：10.1002/jlcr.2580360604

  日期：1995.6

  4-[2,2-Dimethyl-1-oxopropyl-1-[14C]-4-[2,2-dimethyl-1-oxopropyl- 1-[14C]-phenyl(methoxyimino)-benzoic acid, methyl ester, [14C2] SDZ FOX 988, doubly labelled in the two keto carbons, was prepared from 4-bromotoluene in four steps. The final condensation featured a novel method for preparation of N-oxyimidic acid derivatives.

  4-[2,2-二甲基-1-氧代丙基-1-[14C]-4-[2,2-二甲基-1-氧代丙基-1-[14C]-苯基(甲氧基亚氨基)-苯甲酸甲酯，[ 14C2] SDZ FOX 988，在两个酮碳上进行双重标记，由 4-溴甲苯分四步制备。最终缩合反应提供了一种制备 N-羟基亚胺酸衍生物的新方法。
• Synthesis of 14C-labelled CGS 16949A (Fadrozole HCl), a potent aromatase inhibitor
  作者：Bohdan Markus、Alban J. Allentoff、Mahesh Desai、Naba K. Chaudhuri、Timothy Duelfer

  DOI：10.1002/(sici)1099-1344(199711)39:11<885::aid-jlcr33>3.0.co;2-i

  日期：1997.11

  CGS 16949A (Fadrozole HCl) is an aromatase inhibitor currently used in Japan for the treatment of estrogen-dependent cancer. A C-14-labeled form of this compound was synthesized for metabolism and pharmacokinetic studies. The synthesis pathway includes six steps, which are shown in synthetic Scheme 2. Initially, 4-bromotoluene was reacted with [C-14]CuCN to yield 4-tolunitrile-[C-14]-cyano. The nitrile was brominated on the a carbon to give an intermediate that was used to N-alkylate a known imidazole analogue. The product was treated with thionyl chloride to convert a 3-hydroxy propyl moiety to its chloro analogue. Treatment with potassium butoxide gave [C-14] fadrozole as the free base via ring closure. Hydrogen chloride gas was used to give the desired salt [C-14]CGS 16949A. Using this procedure, [C-14]CGS 16949A was prepared with 97% radiochemical purity. The overall radiochemical yield for the synthesis was 1% from [C-14]KCN.