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Molecules 2007, 12(3), 563-575; doi:10.3390/12030563
Article

Symmetrically and Unsymmetrically Bridged Methylenebis(allopurinols): Synthesis of Dimeric Potential Anti-Gout Drugs

1,* , 1 and 1
Received: 9 March 2007; in revised form: 19 March 2007 / Accepted: 19 March 2007 / Published: 21 March 2007
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Abstract: Liquid-liquid phase transfer alkylation of 4-methoxy-pyrazolo[3,4-d]-pyrimidine (1a) with a dichloromethane/dibromomethane mixture (3:1, v/v) gave the regioisomeric methylenebis(heterocycles) 3a–5a. These were converted by dilute aqueous sodium hydroxide containing dimethylsulfoxide (DMSO) at concentrations between 0 and 60 vol-% into the methylenebis(allopurinols) 3b–5b by nucleophilic SNAr reactions at C(4). The effect of DMSO on the reaction kinetics was investigated.
Keywords: Allopurinol; dimethylsulfoxide; dimeric drugs Allopurinol; dimethylsulfoxide; dimeric drugs
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Rosemeyer, H.; Anders, M.; Seela, F. Symmetrically and Unsymmetrically Bridged Methylenebis(allopurinols): Synthesis of Dimeric Potential Anti-Gout Drugs. Molecules 2007, 12, 563-575.

AMA Style

Rosemeyer H, Anders M, Seela F. Symmetrically and Unsymmetrically Bridged Methylenebis(allopurinols): Synthesis of Dimeric Potential Anti-Gout Drugs. Molecules. 2007; 12(3):563-575.

Chicago/Turabian Style

Rosemeyer, Helmut; Anders, Martina; Seela, Frank. 2007. "Symmetrically and Unsymmetrically Bridged Methylenebis(allopurinols): Synthesis of Dimeric Potential Anti-Gout Drugs." Molecules 12, no. 3: 563-575.


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