1-(Phenylamino)-2,6-piperidindion | 62970-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(Phenylamino)-2,6-piperidindion
• 英文别名: 1-anilino-piperidine-2,6-dione；N-Anilino-glutarsaeure-imid；1-Phenylamino-glutarimid；1-Anilinopiperidine-2,6-dione
• CAS: 62970-74-5
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: GEYJXYAHXQGHDO-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C(Solv: ethanol (64-17-5))
• 沸点：
  329.6±25.0 °C(Predicted)
• 密度：
  1.313±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(Phenylamino)-2,6-piperidindion 在 lead(IV) acetate 、 三氟乙酸 作用下， 反应 0.02h， 生成 C₁₁H₁₁N₂O₂
  参考文献：
  名称：

  Radical products of the oxidation of 2,2-diacyl-1-arylhydrazines with the system Pb(OAc)4-CF3COOH-CH2Cl2

  摘要：

  The oxidation of 2,2-Diacyl-1-arylhydrazines 1a-l with the system Pb(OAc)(4)-CF3COOH-CH2Cl2 led to the formation of two types of radical products. Phenazinium cation radicals 5a-h were formed from 2,2-diacyl-1-arylhydrazines 1a-h, while hydrazyl radicals 2i-l were observed to be the only radical products of the oxidation of 1i-l. The generated radicals are characterized by their EPR parameters.

  DOI：

  10.1007/bf00812244
• 作为产物：
  描述：

  methyl 5-oxo-5-(2-phenylhydrazinyl)pentanoate 、 异丙胺 以35%的产率得到
  参考文献：
  名称：

  GRUDZINSKA P., ACTA POL. PHARM., 1976, 33, NO 3, 311-319

  摘要：

  DOI：

文献信息

• Pharmaceutical composition comprising phenyl acetyl glutamine,a combination of this compound with phenylacetic acid or 3-(phenylacetylamino)piperidine-2,6-dione,a process for isolating the latter from urine and a process for the synthesis of 3-(phenylacetylamino)piperidine-2,6-dione
  申请人：BURZYNSKI, Stanislaw R.

  公开号：EP0069232A2

  公开（公告）日：1983-01-12

  Highly purified fractions from human urine exhibiting antineoplastic activity and processes for their preparation are described. The fractions comprise biologically active, small sized, low molecular weight peptides which exert cytostatic and cytotoxic activity toward neoplastic cell cultures and human neoplastic diseases. The fractions have been termed antineoplaston fractions. An antineoplastic active peptide common to each of the various antineoplaston fractions has been isolated and identified as 3-[N-phenylacetylaminopiperidinel-2, 6 dion. A synthetic mechanism for the preparation of 3-[N-phenylacetyl- aminopiperidine]-2, 6-dion is also disclosed, involving a combination reaction between L-glutamine and phenylacetyl chloride. Also disclosed are the hydrolysis degradation products of 3-[N-phenylacetylaminopiperidine)-2, 6-dion which also exhibit antineoplastic activity when administered according to the general teachings presented in this disclosure.

  本文介绍了从人尿中提取的具有抗肿瘤活性的高纯度馏分及其制备方法。这些馏分由生物活性小分子量肽组成，对肿瘤细胞培养物和人类肿瘤疾病具有细胞抑制和细胞毒性活性。这些馏分被称为抗肿瘤馏分。目前已分离出一种抗肿瘤活性肽，这种肽在各种抗肿瘤馏分中都有，并被鉴定为 3-[N-苯乙酰氨基哌啶-2，6-二酮]。还公开了制备 3-[N-苯乙酰基-氨基哌啶]-2，6-二酮的合成机制，涉及 L-谷氨酰胺和苯乙酰氯的结合反应。还公开了 3-[N-苯乙酰氨基哌啶]-2，6-二酮的水解降解产物，根据本公开的一般教导给药时，这些产物也显示出抗肿瘤活性。
• Schulz, Manfred; Kluge, Ralph; Willscher, Sabine, Liebigs Annalen der Chemie, 1987, p. 671 - 678
  作者：Schulz, Manfred、Kluge, Ralph、Willscher, Sabine

  DOI：——

  日期：——
• SCHULZ, MANFRED;KLUGE, RALPH;WILLSCHER, SABINE, LIEBIGS ANN. CHEM.,(1987) N 8, 671-678
  作者：SCHULZ, MANFRED、KLUGE, RALPH、WILLSCHER, SABINE

  DOI：——

  日期：——
• Radical products of the oxidation of 2,2-diacyl-1-arylhydrazines with the system Pb(OAc)4-CF3COOH-CH2Cl2
  作者：L. Omelka、R. Kluge、M. Schulz

  DOI：10.1007/bf00812244

  日期：1995.2

  The oxidation of 2,2-Diacyl-1-arylhydrazines 1a-l with the system Pb(OAc)(4)-CF3COOH-CH2Cl2 led to the formation of two types of radical products. Phenazinium cation radicals 5a-h were formed from 2,2-diacyl-1-arylhydrazines 1a-h, while hydrazyl radicals 2i-l were observed to be the only radical products of the oxidation of 1i-l. The generated radicals are characterized by their EPR parameters.
• GRUDZINSKA P., ACTA POL. PHARM., 1976, 33, NO 3, 311-319
  作者：GRUDZINSKA P.

  DOI：——

  日期：——