ジアフェニルスルホン

Key facts

Drug.Watchedfields

changed

Drug.verifiedrevid

460773489

Drug.IUPAC_name

4-[(4-aminobenzene)sulfonyl]aniline

Drug.image

Dapsone.svg

Drug.image_class

skin-invert-image

Drug.image2

Dapsone3d.png

Drug.image_class2

bg-transparent

Drug.tradename

Aczone, others

Drug.MedlinePlus

a682128

Drug.DailyMedID

Dapsone

Drug.pregnancy_US

C

Drug.routes_of_administration

By mouth, topical

Drug.legal_AU

S4

Drug.legal_US

Rx-only

Drug.legal_status

Rx-only

Drug.bioavailability

70 to 80%

Drug.protein_bound

70 to 90%

Drug.metabolism

Liver (mostly CYP2E1-mediated)

via Wikipedia infobox

Chemical data

Formula

C12H12N2O2S

Molecular weight

248.3 g/mol

IUPAC name

4-(4-aminophenyl)sulfonylaniline

SMILES

C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)N

InChIKey

MQJKPEGWNLWLTK-UHFFFAOYSA-N

XLogP

1

Polar surface area

94.6 Ų

H-bond donors

2

H-bond acceptors

4

Formal charge

0

via PubChem

Drug data · ChEMBL

Max clinical phase

Approved

Molecule type

Small molecule

First approval

1979

Admin. routes

oral, topical

Indications

acne, stroke, malaria, non-small cell lung carcinoma

via ChEMBL · EBI

• Dapsone Use in Dermatology.American journal of clinical dermatology · 2024
• Dapsone.Dermatology online journal · 2002
• Dapsone for acne: Still in use after half a century!Journal of cosmetic dermatology · 2021
• Dapsone-associated fixed drug eruption.Expert review of clinical pharmacology · 2017
• Dapsone-induced methemoglobinemia.The Annals of pharmacotherapy · 1998

via PubMed

Wikidata facts

Subclass of

sulfone

Mass

248.061949

Has use

medication

via Wikidata · CC0