Synthesis of Potentially Antineoplastic Derivatives of N-[N-(2-Chloroethyl)-N-nitrosocarbamoyl]amino Acids
✍ Scribed by Wei-Ci Tang; Gerhard Eisenbrand
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- English
- Weight
- 351 KB
- Volume
- 314
- Category
- Article
- ISSN
- 0365-6233
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✦ Synopsis
Abstract
The synthesis of N‐[N‐(2‐chloroethyl)‐N‐nitrosocarbamoyl]amino acids and their anilides, congeners of N‐(2‐chloroethyl)‐N‐nitrosoureas, as potential antineoplastic substances is reported. N‐[N‐(2‐chloroethyl)‐N‐nitrosocarbamoyl]amino acids are prepared by reaction of amino acids with N‐(2‐chloroethyl)‐N‐nitrosocarbamoyl azide. Corresponding anilides and toluidides are obtained by condensation of the primary reaction products with aniline and toluidine using dicyclohexylcarbodiimide (DCC).
📜 SIMILAR VOLUMES
In order to study the influence of the length of the amino acid chain of N,N-phthaloyl-amino acid amides as analogues of the former anticonvulsant taltrimide on the seizure-antagonizing activity glycine, beta-alanine and gamma-aminobutyric acid (GABA) derivatives were synthesized. The corresponding
Mono-N-ethylated h-amino acid esters are obtained in high yields using reductive amination procedures. Formation of imine is achieved by excess of acetaldehyde, followed by removal of acetaldehyde and reduction by NaBH(OAc) 3 . The elaborated one-pot synthesis allows for the efficient synthesis of s