Process for the preparation of adenine derivatives made functional and products obtained therefrom

• US 4,008,363 A
• Filed: 04/29/1975
• Issued: 02/15/1977
• Est. Priority Date: 04/30/1974
• Status: Expired due to Term

• Current Assignee: ANIC SPA
• Original Assignee: SNAM Progetti SPA
• Inventors: Zappelli, Piergiorgio, Re, Luciano
• Primary Examiner(s): Brown, Johnnie R.
• Application Number:
  US05/572,653
• Time in Patent Office: 658 Days
• Field of Search: 260/211.5 R, 536/28
• US Class Current: 536/26.24
• CPC Class Codes: C07D 303/48 with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
• CPC Class Codes: C07F 9/65616 containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
• CPC Class Codes: C07H 19/207 the phosphoric or polyphosphoric acids being esterified by a further hydroxylic compound, e.g. flavine adenine dinucleotide or nicotinamide-adenine dinucleotide

Abstract

Nicotinamide 6-(2-hydroxy-3-carboxy-propylamino) purine dinucleotide is prepared by reacting nicotinamide-adenine-dinucleotide with 3,4 epoxybutanoic acid in the presence of perchloric acid to prepare an intermediate wherein the adenine nucleus is alkylated in the N₁ position. That intermediate is subjected to chemical reduction of the nicotinamide ring, followed by rearrangement to yield the end product wherein the amino group in position 6 of the adenine ring is alkylated.

Claims

1. Nicotinamide 6-(2-hydroxy-3-carboxypropylamino) purine dinucleotide.

2. Nicotinamide 6-(2-hydroxy-3-carbomethoxypropylamino) purine dinucleotide.