Acediasulfone
Chemical compound
- none
- 2-([4-(4-aminophenyl)sulfonylphenyl]amino)acetic acid
- 80-03-5
- 66451
- DB08926
Y
- 59823
Y
- 30YP2YHH8W
- D07061
- ChEMBL48396
Y
- DTXSID00229991
![Edit this at Wikidata](http://upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png)
- Interactive image
- C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)NCC(=O)O
InChI
- InChI=1S/C14H14N2O4S/c15-10-1-5-12(6-2-10)21(19,20)13-7-3-11(4-8-13)16-9-14(17)18/h1-8,16H,9,15H2,(H,17,18)
Y
- Key:FKKUMFTYSTZUJG-UHFFFAOYSA-N
Y
Acediasulfone (INN) is an antimicrobial drug, which also has antimalarial activity. It is a long-acting prodrug of dapsone, which is used for treating leprosy.
Synthesis
Dapsone is somewhat inconvenient to administer to patients because of its rather low water solubility.
![](http://upload.wikimedia.org/wikipedia/commons/thumb/0/00/Acediasulfone_synthesis.svg/700px-Acediasulfone_synthesis.svg.png)
In the search for more easily administered drugs, dapsone (1) was reacted with bromoacetic acid to give acediasulfone (2) which can be administered as a water-soluble salt.
References
- ^ Jackson EL (February 1948). "Certain N-alkyl, N-carboxyalkyl and N-hydroxyalkyl derivatives of 4,4'-diaminodiphenyl sulfone". Journal of the American Chemical Society. 70 (2): 680–4. doi:10.1021/ja01182a074. PMID 18907772.
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