3-(o-carboran-1-yl)-2-aminopropionitrile | 146490-22-4

• 英文名称: 3-(o-carboran-1-yl)-2-aminopropionitrile
• CAS: 146490-22-4
• 化学式: C₅H₁₆B₁₀N₂
• 分子量: 212.305
• InChiKey: GCMMCPXGLUKJTE-VKHMYHEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  3-(o-carboran-1-yl)-2-aminopropionitrile 、 硫酸 以 硫酸 为溶剂， 以90%的产率得到1-CH2CHNH2COOH-1.2-C2B10H11
  参考文献：
  名称：

  Synthesis of Carboranyl Amino Acids, Hydantoins, and Barbiturates

  摘要：

  The syntheses of three novel boronated hydantoins, 5-(o-carboran-1-ylmethyl)hydantoin, 14, the tetraphenylphosphonium salt of 7-(hydantoin-5-ylmethyl)dodecahydro-7, 8-dicarba-nido-undecaborate, 15, 5-(o-carboran-1-ylmethyl)-2-thiohydantoin, 16, and two new barbiturates, 5,5-bis(but-2-ynyl)barbiturate, 18, and 5,5-bis[(2-methyl-o-carboran-1-yl)methyl]barbiturate, 20, are described. Hydantoins 14-16 were synthesized from o-carboranylalanine (Car, 13). The detailed syntheses of Car and two other carborane-containing amino acids, O-(o-carboran-1-ylmethyl)tyrosine (CBT, 5a) and p-(o-carboran-1-yl)phenylalanine (CBPA, 5b), presented earlier as a communication,(16) are also described. Hydantoin 14 and barbiturates 18 and 20 were tested for their potential anticonvulsant activity. Initial qualitative screening showed moderate activities for hydantoin 14 and barbiturate 18. Barbiturate 20 had no activity. Compound 14 appeared to be nontoxic at doses of 300 mg/kg (mice, ip) and 50 mg/kg (rats, oral). However, 18 was very toxic under similar conditions.

  DOI：

  10.1021/ic9511229
• 作为产物：
  描述：

  盐酸 、 3-(o-carboran-1-yl)-2-[(diphenylmethylene)amino]propionitrile 以 苯 为溶剂， 以92%的产率得到3-(o-carboran-1-yl)-2-aminopropionitrile
  参考文献：
  名称：

  Synthesis of Carboranyl Amino Acids, Hydantoins, and Barbiturates

  摘要：

  The syntheses of three novel boronated hydantoins, 5-(o-carboran-1-ylmethyl)hydantoin, 14, the tetraphenylphosphonium salt of 7-(hydantoin-5-ylmethyl)dodecahydro-7, 8-dicarba-nido-undecaborate, 15, 5-(o-carboran-1-ylmethyl)-2-thiohydantoin, 16, and two new barbiturates, 5,5-bis(but-2-ynyl)barbiturate, 18, and 5,5-bis[(2-methyl-o-carboran-1-yl)methyl]barbiturate, 20, are described. Hydantoins 14-16 were synthesized from o-carboranylalanine (Car, 13). The detailed syntheses of Car and two other carborane-containing amino acids, O-(o-carboran-1-ylmethyl)tyrosine (CBT, 5a) and p-(o-carboran-1-yl)phenylalanine (CBPA, 5b), presented earlier as a communication,(16) are also described. Hydantoin 14 and barbiturates 18 and 20 were tested for their potential anticonvulsant activity. Initial qualitative screening showed moderate activities for hydantoin 14 and barbiturate 18. Barbiturate 20 had no activity. Compound 14 appeared to be nontoxic at doses of 300 mg/kg (mice, ip) and 50 mg/kg (rats, oral). However, 18 was very toxic under similar conditions.

  DOI：

  10.1021/ic9511229