Dapsone

Dapsone

Cat Number
API0231521
CAS Number
80-08-0

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CAS Number
80-08-0
EINECS
201-248-4
Storage
Store at room temperature
Synonyms
4,4'-Sulfonyldianiline; Diaphenylsulfone; 4,4'-Diaminodiphenyl sulfone; Dapson; 4,4'-Diaminodiphenylsulfone; DADPS; Diphenasone; Novophone; Disulone; Sulfona
Molecular Formula
C12H12N2O2S
Molecular Weight
248.3
Smiles
C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)N
Appearance
White to off-white powder
Melting Point
175-177℃
Boiling Point
511.7℃
General Description
Dapsone is a sulfone antibiotic with both antimicrobial and anti-inflammatory properties, synthesized as a synthetic derivative of the sulfonamide class. It is available in oral formulation and has been a cornerstone of therapy for certain infectious and inflammatory dermatologic conditions for decades. The agent is characterized by its slow acetylation metabolism and prolonged half-life.
Mechanism of Action
As an antimicrobial, dapsone inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid for the enzyme dihydropteroate synthase, exerting a bacteriostatic effect against Mycobacterium leprae. Its anti-inflammatory mechanism involves the inhibition of neutrophil chemotaxis, suppression of lysosomal enzyme release, and antagonism of the myeloperoxidase-halide system, which reduces tissue damage in neutrophilic dermatoses.
Application
It is a first-line agent for the treatment of leprosy in combination with rifampin and clofazimine as part of multidrug therapy. In dermatology, it is indicated for dermatitis herpetiformis, an intensely pruritic cutaneous manifestation of gluten sensitivity, where it provides rapid symptom control. Additional applications include the management of linear IgA disease, bullous pemphigoid, and other inflammatory dermatoses unresponsive to conventional therapy.

Dapsone for adult primary immune thrombocytopenia was evaluated in a multicenter RCT and a real‑world cohort. In the RCT (93 patients), 78.3% of dapsone‑treated patients discontinued after a median 4.6 weeks due to adverse events (66.7%) or lack of efficacy (33.3%). Response rates at week 52 were 21.7% with dapsone plus prednisone versus 8.5% with prednisone alone (P=0.17). In the observational cohort (46 patients), 30.4% experienced adverse events, leading to discontinuation in 23.9%, with a response rate of 13.6%.

Fig. 1 Probability of dapsone discontinuation over time. (Larue M, <i>et al</i>., 2025) Fig. 1 Probability of dapsone discontinuation over time. (Larue M, et al., 2025)

References

  1. Larue M, et al. Efficacy and safety of dapsone in adult primary immune thrombocytopenia. Blood Adv. 2025; 9(8):1976-1983.

Does Dapsone require protection from light during storage?

Yes, it is photosensitive. Prolonged exposure to light can cause discoloration and degradation. Store in light-resistant containers in a cool, dry place.

What is the recommended storage temperature for Dapsone?

Store at controlled room temperature, between 15°C and 25°C. Avoid excessive heat, which can accelerate oxidative degradation.

Is Dapsone susceptible to oxidation, and how is this prevented?

Yes, the aromatic amine moiety is prone to oxidation. Our packaging minimizes headspace, and we recommend storing the material in its original container until use.

How is the impurity profile of Dapsone monitored for dermatological formulations?

We use a validated HPLC method to monitor related substances, including the known impurity monoacetyldapsone, ensuring compliance with pharmacopoeial limits.
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