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词条 Acediasulfone
释义

  1. Synthesis

  2. References

{{Drugbox
| verifiedrevid = 443362293
| IUPAC_name = 2-([4-(4-aminophenyl)sulfonylphenyl]amino)acetic acid
| image = Acediasulfone.png
| tradename =
| pregnancy_AU =
| pregnancy_US =
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| legal_AU =
| legal_CA =
| legal_UK =
| legal_US =
| legal_status =
| routes_of_administration =
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| CAS_number = 80-03-5
| ATC_prefix = none
| ATC_suffix =
| ATC_supplemental =
| PubChem = 66451
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 59823
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 30YP2YHH8W
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 48396
| chemical_formula =
| C=14 | H=14 | N=2 | O=4 | S=1
| molecular_weight = 306.337 g/mol
| smiles = C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)NCC(=O)O
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FKKUMFTYSTZUJG-UHFFFAOYSA-N
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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 inconvient to administer to patients because of its rather low water solubility.

In the search for more easily administered drugs, 1 was reacted with bromoacetic acid to give acediasulfone (3) which can be administered as a water-soluble salt.

References

1. ^{{Cite journal|doi=10.1021/ja01182a074|pmid=18907772|title=Certain N-Alkyl, N-Carboxyalkyl and N-Hydroxyalkyl Derivatives of 4,4'-Diamino-diphenyl Sulfone|journal=Journal of the American Chemical Society|volume=70|issue=2|pages=680–4|year=1948|last1=Jackson|first1=Ernest L.}}
{{antimicrobial-stub}}

2 : Sulfones|Abandoned drugs

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