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acediasulfone

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EntityQ4673051· pop 5· linked from 117 articles

acediasulfone

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Also known as Bentrofene

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. thumb|center|700px|Acediasulfone synthesis: and (1949, 1952, to Cilag Ltd.); Rawlins, (1952 to [[Parke-Davis).]] 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.

In the Vinony graph

Vinony's link graph records 117 inbound references to acediasulfone, and connects out to medication, leprosy and digital object identifier.

It sits within the topics 4-Aminophenyl compounds, Abandoned drugs and Benzosulfones.

Vinony links it to 5 Wikipedia language editions.

Chemical data

Formula
C14H14N2O4S
Molecular weight
306.34 g/mol
IUPAC name
2-[4-(4-aminophenyl)sulfonylanilino]acetic acid
SMILES
C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)NCC(=O)O
InChIKey
FKKUMFTYSTZUJG-UHFFFAOYSA-N
XLogP
1
Polar surface area
118 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
306.067428
Show 2 more facts
chemical formula
C₁₄H₁₄N₂O₄S
canonical SMILES
C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)NCC(=O)O
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Synthesis
  • References

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. thumb|center|700px|Acediasulfone synthesis: and (1949, 1952, to Cilag Ltd.); Rawlins, (1952 to [[Parke-Davis).]] 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 ==

Excerpted from Wikipedia’s “acediasulfone” article, available under the CC BY-SA 4.0 licence.

Available in 5 languages

via Wikidata sitelinks · CC0

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