Dapson

For research use only. Not for therapeutic Use.

  • CAT Number: A000054
  • CAS Number: 80-08-0
  • Molecular Formula: C12H12N2O2S
  • Molecular Weight: 248.30
  • Purity: ≥95%
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Dapsone(Cat No.:A000054)is an antimicrobial and anti-inflammatory compound widely used in the treatment of infectious and autoimmune diseases. As a sulfone antibiotic, it inhibits dihydropteroate synthase, a key enzyme in folate synthesis, making it effective against Mycobacterium leprae and Pneumocystis jirovecii. Dapsone is a cornerstone in managing leprosy, often in combination therapy, and is also used for dermatitis herpetiformis, a skin condition associated with celiac disease. Additionally, it exhibits anti-inflammatory properties, making it valuable in treating autoimmune blistering diseases. Its versatility underscores its importance in dermatological and infectious disease research.


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%
Target NF-κB
Storage Store at -20°C
IUPAC Name 4-(4-aminophenyl)sulfonylaniline
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
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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