Dapson

For research use only. Not for therapeutic Use.

  • CAT Number: A000054
  • CAS Number: 80-08-0
  • Molecular Formula: C12H12N2O2S
  • Molecular Weight: 248.3
  • Purity: ≥95%
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Dapsone is a synthetic derivative of diamino-sulfone with anti-inflammatory and anti-bacterial properties, commonly used for the treatment of leprosy. It is a second-line medication for the treatment and prevention of Pneumocystis pneumonia and for the prevention of toxoplasmosis in those who have poor immune function. Additionally, it has been used for acne as well as other skin conditions. Dapsone is available both topically and by mouth. As a structural analog of p-aminobenzoic acid (PABA), dapsone inhibits dihydropteroate synthase (DHPS), an enzyme important in folate synthesis, resulting in a depletion of the folate pool and a reduction in the amount of thymidylate available for DNA synthesis.


Catalog Number A000054
CAS Number 80-08-0
Synonyms

Dapsone, 4,4′-Diaminodiphenyl sulfone, 4,4′-Sulfonyldianiline, 4-Aminophenyl sulfone, Bis(4-aminophenyl) sulfone, DDS

Molecular Formula C12H12N2O2S
Purity ≥95%
Storage Store at -20°C
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
InChIKey MQJKPEGWNLWLTK-UHFFFAOYSA-N
SMILES C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)N
Reference

1: Meinzer F, Lehmann P, Hofmann SC. Eosinophile Pneumonie als Komplikation einer
mit Dapson therapierten linearen IgA-Dermatose. J Dtsch Dermatol Ges. 2016
Dec;14(12):1307-1309. doi: 10.1111/ddg.13055_g. PubMed PMID: 27992146.
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2: Ghorab MM, Al-Said MS, Nissan YM. Dapson in heterocyclic chemistry part VI:
synthesis and molecular docking of some novel sulfonebiscompounds of expected
anticancer activity. Arzneimittelforschung. 2012 Nov;62(11):497-507. doi:
10.1055/s-0032-1323660. Epub 2012 Sep 21. PubMed PMID: 23023519.
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3: Ghorab MM, Al-Said MS, Nissan YM. Dapson in heterocyclic chemistry, part V:
synthesis, molecular docking and anticancer activity of some novel
sulfonylbiscompounds carrying biologically active dihydropyridine,
dihydroisoquinoline, 1,3-dithiolan, 1,3-dithian, acrylamide, pyrazole,
pyrazolopyrimidine and benzochromenemoieties. Chem Pharm Bull (Tokyo).
2012;60(8):1019-28. PubMed PMID: 22863706.
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4: Al-Said MS, Ghorab MM, Nissan YM. Dapson in heterocyclic chemistry, part VIII:
synthesis, molecular docking and anticancer activity of some novel
sulfonylbiscompounds carrying biologically active 1,3-dihydropyridine, chromene
and chromenopyridine moieties. Chem Cent J. 2012 Jul 2;6(1):64. doi:
10.1186/1752-153X-6-64. PubMed PMID: 22748424; PubMed Central PMCID: PMC3543391.

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5: Shadnia S, Rahimi M, Moeinsadat M, Vesal G, Donyavi M, Abdollahi M. Acute
methemoglobinemia following attempted suicide by Dapson. Arch Med Res. 2006
Apr;37(3):410-4. PubMed PMID: 16513495.
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6: González Montaner LF, Garay C, Abbate EH, Albareda MA. [A new therapeutic
approach to open pulmonary tuberculosis with a combination of isoniazid,
prothionamid and dapson (author/’s transl)]. Prax Klin Pneumol. 1978
Jul;32(7):488-90. German. PubMed PMID: 98759.
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7: Cucinell SA, Israili ZH, Dayton PG. Microsomal N-oxidation of dapson as a
cause of methemoglobin formation in human red cells. Am J Trop Med Hyg. 1972
May;21(3):322-31. PubMed PMID: 4554497.

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