Compound ID | 3583

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Dapsone

Synonym(s): 4,4′-diaminodiphenylsulfone

Class: Sulfonamide

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: DNA synthesis inhibitor. DNA gyrase inhibitor
Target Pathogen: Active against Mycobacterium leprae and Propionibacterium acnes; folic acid synthesis inhibitor/ competitive inhibitor of dihydropteroate synthase
Description: Synthetic compound; aniline derivative of sulfone; also shows antiprotozoal activity
Institute where first reported: Everest Life Sciences LLC
Year first mentioned: 1937
Highest development stage: Approved by FDA in 1979
Development status: Approved
Chemical structure(s):
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Molecular weight: 248.3
Iso. SMILES: C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)N
InChI Key: MQJKPEGWNLWLTK-UHFFFAOYSA-N
Can. SMILES: C1=C(C=CC(=C1)S(=O)(=O)C2=CC=C(C=C2)N)N
InChI: InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/2955
Guide to Pharmacology: dapsone
Citations:
  • https://pmc.ncbi.nlm.nih.gov/articles/PMC3927068/
  • https://www.ncbi.nlm.nih.gov/books/NBK470552/

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