Drug General Information (ID: D0420)
  Drug Name
Dapsone (topical)
  Drug Type Small molecule
  Drug Synonymous
Aczone; Atrisone; Avlosulfon; Avlosulfone; Avlosulphone; Avsulfor; Croysulfone; Croysulphone; DADPS; DDS; Dapson; Dapsona; Dapsonum; Diaminodifenilsulfona; Diaminodiphenylsulfone; Diaphenylsulfon; Diaphenylsulfone; Diaphenylsulphon; Diaphenylsulphone; Diphenasone; Diphone; Disulone; Dubronax; Dubronaz; Dumitone; Eporal; Novophone; Protogen; Sulfadione; Sulfona; Sulfonyldianiline; Sulphadione; Sulphonyldianiline; Tarimyl; Udolac; Araldite HT; D SS; Diaminodifenilsulfona [Spanish]; Diaminodiphenyl sulfone;Fatol Brand of Dapsone; Metabolite C; Orsade Brand of Dapsone; Sulfone ucb; Sumicure S; Araldite HT 976; F 1358; HT 976; HY 976; Hardener HT 976; W R 448; WR 448; ALBB-005917; AZT + Dapsone cominbation; Aczone (TN); DDS (pharmaceutical); DDS, diaphenylsulfone; DDS, pharmaceutical; DSS (VAN); Dapsoderm-X; Dapson-Fatol; Dapsona [INN-Spanish]; Dapsone (USP); Dapsone [USAN:BAN]; Dapsonum [INN-Latin];Diamino-diphenyl sulphone; Diaphenylsulfone (JAN); IN-201; Mex-America Brand of Dapsone; P-Aminophenyl sulfone; Sulfanona-mae; Sulfon-mere; Sulfona-MAE; Sulphon-mere; Bis(4-aminophenyl) sulfone; Bis(4-aminophenyl)sulfone; Bis(4-aminophenyl)sulphone; Bis(p-aminophenyl) sulfone; Bis(p-aminophenyl)sulphone; Di(4-aminophenyl) sulfone; Di(4-aminophenyl)sulfone; Di(4-aminophenyl)sulphone; Di(p-aminophenyl) sulfone; Di(p-aminophenyl)sulphone; P,p-Diaminodiphenyl sulphone; P,p-Sulfonylbisbenzamine; P,p-Sulfonylbisbenzenamine; P,p-Sulphonylbisbenzamine; P,p-Sulphonylbisbenzenamine; P,p-Sulphonyldianiline; N, N'-Diphenyl sulfondiamide; N,N'-Diphenyl sulfondiamide; P, p'-Sulfonyldianiline; P,p'-Diaminodiphenyl sulfone; P,p'-sulfonyldianiline; Diamino-4,4'-diphenyl sulfone; Diamino-4,4'-diphenyl sulphone; Sulfone, 4,4'-Diaminophenyl; (4-sulfanilylphenyl)amine; 1,1'-Sulfonylbis(4-aminobenzene); 1,1'-Sulfonylbis[4-aminobenzene]; 1,1'-Sulphonylbis(4-aminobenzene); 4,4' Diaminophenyl Sulfone; 4,4'-Dapsone; 4,4'-Diaminodiphenyl sulfone; 4,4'-Diaminodiphenyl suphone; 4,4'-Diaminodiphenylsulfone; 4,4'-Sulfonylbisaniline; 4,4'-Sulfonylbisbenzamine; 4,4'-Sulfonylbisbenzenamine; 4,4'-Sulfonyldianiline;4,4'-Sulfonyldianiline (Dapsone); 4,4'-Sulphonylbisbenzamine; 4,4'-Sulphonylbisbenzenamine; 4,4'-Sulphonyldianiline; 4,4'-diaminophenyl sulfone; 4,4-Diaminodifenylsulfon; 4,4-Diaminodifenylsulfon [Czech]; 4,4-Sulfonyldianiline; 4-(4-aminophenyl)sulfonylaniline; 4-Aminop henyl sulfone; 4-Aminophenyl sulfone; 4-Aminophenylsulfone; 4-[(4-aminobenzene)sulfonyl]aniline; 4-[(4-aminophenyl)sulfonyl]aniline
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  Disease Class CA40: Pneumonia
  Therapeutic Class Antiinflammatory Agents
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C12H12N2O2S
  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
  Canonical SMILES C1=CC(=CC=C1N)S(=O)(=O)C2=CC=C(C=C2)N
  External Link
Pubchem ID 2955
CAS Number 80-08-0
CHEBI ID 4325
TTD ID D0MA9N
INTEDE ID DR0415

Drug-Drug Interaction Network
  Sunburst Graph
AM004  Affected intra/extra-hepatic metabolism
AM006  Pharmacodynamic additive effects
BM022  CYP450 enzyme induction
BM071  Increased risk of methemoglobinemia
  Relation Graph
 Full list of drugs interacting with Dapsone (topical)
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme induction Drug Num:  49
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0224
 
Butabarbital
 
C10H16N2O3
 
2479 
Minor    Inter Info   
[7], [11], [12]
D0225
 
Butalbital
 
C11H16N2O3
 
2481 
Minor    Inter Info   
[7], [11], [12]
D0061
 
Aminoglutethimide
 
C13H16N2O2
 
2145 
Minor    Inter Info   
[7], [11], [12]
D0071
 
Amobarbital
 
C11H18N2O3
 
2164 
Minor    Inter Info   
[7], [11], [12]
D0095
 
Apalutamide
 
C21H15F4N5O2S
 
24872560 
Minor    Inter Info   
[7], [11], [12]
D0106
 
Armodafinil
 
C15H15NO2S
 
9690109 
Minor    Inter Info   
[7], [11], [12]
D0178
 
Bexarotene
 
C24H28O2
 
82146 
Minor    Inter Info   
[7], [11], [12]
D0194
 
Bosentan
 
C27H29N5O6S
 
104865 
Minor    Inter Info   
[7], [11], [12]
D0255
 
Carbamazepine
 
C15H12N2O
 
2554 
Minor    Inter Info   
[7], [11], [12]
D0300
 
Cenobamate
 
C10H10ClN5O2
 
11962412 
Minor    Inter Info   
[7], [11], [12]
D0406
 
Dabrafenib
 
C23H20F3N5O2S2
 
44462760 
Minor    Inter Info   
[7], [11], [12]
D0453
 
Dexamethasone
 
C22H29FO5
 
5743 
Minor    Inter Info   
[7], [11], [12]
D0554
 
Efavirenz
 
C14H9ClF3NO2
 
64139 
Minor    Inter Info   
[7], [11], [12]
D0555
 
Elagolix
 
C32H30F5N3O5
 
11250647 
Minor    Inter Info   
[7], [11], [12]
D0578
 
Enzalutamide
 
C21H16F4N4O2S
 
15951529 
Minor    Inter Info   
[7], [11], [12]
D0601
 
Eslicarbazepine
 
C15H14N2O2
 
9881504 
Minor    Inter Info   
[7], [11], [12]
D0628
 
Etravirine
 
C20H15BrN6O
 
193962 
Minor    Inter Info   
[7], [11], [12]
D0639
 
Felbamate
 
C11H14N2O4
 
3331 
Minor    Inter Info   
[7], [11], [12]
D0697
 
Fosphenytoin
 
C16H15N2O6P
 
56339 
Minor    Inter Info   
[7], [11], [12]
D0741
 
Griseofulvin
 
C17H17ClO6
 
441140 
Minor    Inter Info   
[7], [11], [12]
D0872
 
Ivosidenib
 
C28H22ClF3N6O3
 
71657455 
Minor    Inter Info   
[7], [11], [12]
D0953
 
Lorlatinib
 
C21H19FN6O2
 
71731823 
Minor    Inter Info   
[7], [11], [12]
D0958
 
Lumacaftor
 
C24H18F2N2O5
 
16678941 
Minor    Inter Info   
[7], [11], [12]
D1040
 
Methylphenobarbital
 
C13H14N2O3
 
8271 
Minor    Inter Info   
[7], [11], [12]
D1078
 
Mitotane
 
C14H10Cl4
 
4211 
Minor    Inter Info   
[7], [11], [12]
D1081
 
Modafinil
 
C15H15NO2S
 
4236 
Minor    Inter Info   
[7], [11], [12]
D1099
 
Nafcillin
 
C21H22N2O5S
 
8982 
Minor    Inter Info   
[7], [11], [12]
D1198
 
Oxcarbazepine
 
C15H12N2O2
 
34312 
Minor    Inter Info   
[7], [11], [12]
D1248
 
Pentobarbital
 
C11H18N2O3
 
4737 
Minor    Inter Info   
[7], [11], [12]
D1258
 
Pexidartinib
 
C20H15ClF3N5
 
25151352 
Minor    Inter Info   
[7], [11], [12]
D1265
 
Phenobarbital
 
C12H12N2O3
 
4763 
Minor    Inter Info   
[7], [11], [12]
D1274
 
Phenylbutazone
 
C19H20N2O2
 
4781 
Minor    Inter Info   
[7], [11], [12]
D1283
 
Phenytoin
 
C15H12N2O2
 
1775 
Minor    Inter Info   
[7], [11], [12]
D1332
 
Prednisolone
 
C21H28O5
 
5755 
Minor    Inter Info   
[7], [11], [12]
D1334
 
Prednisone
 
C21H26O5
 
5865 
Minor    Inter Info   
[7], [11], [12]
D1340
 
Primidone
 
C12H14N2O2
 
4909 
Minor    Inter Info   
[7], [11], [12]
D1399
 
Rifabutin
 
C46H62N4O11
 
135398743 
Minor    Inter Info   
[7], [11], [12]
D1400
 
Rifampicin
 
C43H58N4O12
 
135398735 
Minor    Inter Info   
[7], [11], [12]
D1401
 
Rifapentine
 
C47H64N4O12
 
135403821 
Minor    Inter Info   
[7], [11], [12]
D1453
 
Secobarbital
 
C12H18N2O3
 
5193 
Minor    Inter Info   
[7], [11], [12]
D1493
 
Somapacitan
 
C54H95N13O20S2
 
129894493 
Minor    Inter Info   
[7], [11], [12]
D1495
 
Somatrem
 
C43H72N14O14
 
5487805 
Minor    Inter Info   
[7], [11], [12]
D1502
 
St. John's Wort
 
NA
 
NA
Minor    Inter Info   
[7], [11], [12]
D1518
 
Sulfinpyrazone
 
C23H20N2O3S
 
5342 
Minor    Inter Info   
[7], [11], [12]
D1538
 
Tazemetostat
 
C34H44N4O4
 
66558664 
Minor    Inter Info   
[7], [11], [12]
D1687
 
Vemurafenib
 
C23H18ClF2N3O3S
 
42611257 
Minor    Inter Info   
[7], [11], [12]
D1128
 
Nevirapine
 
C15H14N4O
 
4463 
Minor    Inter Info   
[7], [11], [12]
D1494
 
Somatotropin
 
NA
 
NA
Minor    Inter Info   
[7], [11], [12]
D1652
 
Troglitazone
 
C24H27NO5S
 
5591 
Minor    Inter Info   
[7], [11], [12]
      Pharmacodynamic additive effects
   Increased risk of methemoglobinemia Drug Num:  27
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1148
 
Nitrous acid
 
HNO2
 
24529 
Major    Inter Info   
[1], [2], [3]
D1337
 
Prilocaine
 
C13H20N2O
 
4906 
Major    Inter Info   
[4], [5], [6]
D0011
 
Acetaminophen
 
C8H9NO2
 
1983 
Moderate    Inter Info   
[4], [7]
D0083
 
Amyl Nitrite
 
C5H11NO2
 
10026 
Moderate    Inter Info   
[4], [7]
D0163
 
Benzocaine (topical)
 
C9H11NO2
 
2337 
Moderate    Inter Info   
[8], [9], [10]
D0320
 
Chloroquine
 
C18H26ClN3
 
2719 
Moderate    Inter Info   
[4], [7]
D0339
 
Cinchocaine (topical)
 
C20H29N3O2
 
3025 
Moderate    Inter Info   
[8], [9], [10]
D0377
 
Cocaine (nasal)
 
C17H21NO4
 
446220 
Moderate    Inter Info   
[8], [9], [10]
D0378
 
Cocaine (topical)
 
C17H21NO4
 
446220 
Moderate    Inter Info   
[8], [9], [10]
D0861
 
Isosorbide dinitrate
 
C6H8N2O8
 
6883 
Moderate    Inter Info   
[4], [7]
D0862
 
Isosorbide mononitrate
 
C6H9NO6
 
27661 
Moderate    Inter Info   
[4], [7]
D1835
 
Lidocaine (ophthalmic)
 
C14H22N2O
 
3676 
Moderate    Inter Info   
[8], [9], [10]
D0928
 
Lidocaine (topical)
 
C14H22N2O
 
3676 
Moderate    Inter Info   
[8], [9], [10]
D1145
 
Nitrofurantoin
 
C8H6N4O5
 
6604200 
Moderate    Inter Info   
[4], [7]
D1146
 
Nitroglycerin
 
C3H5N3O9
 
4510 
Moderate    Inter Info   
[4], [7]
D1147
 
Nitroprusside
 
C5FeN6O
 
11953891 
Moderate    Inter Info   
[4], [7]
D1852
 
Oxybuprocaine (ophthalmic)
 
C17H28N2O3
 
4633 
Moderate    Inter Info   
[8], [9], [10]
D1339
 
Primaquine
 
C15H21N3O
 
4908 
Moderate    Inter Info   
[4], [7]
D1870
 
Proparacaine (ophthalmic)
 
C16H26N2O3
 
4935 
Moderate    Inter Info   
[8], [9], [10]
D1372
 
Quinine
 
C20H24N2O2
 
3034034 
Moderate    Inter Info   
[4], [7]
D1513
 
Sulfadiazine
 
C10H10N4O2S
 
5215 
Moderate    Inter Info   
[4], [7]
D1514
 
Sulfadoxine
 
C12H14N4O4S
 
17134 
Moderate    Inter Info   
[4], [7]
D1515
 
Sulfamethizole
 
C9H10N4O2S2
 
5328 
Moderate    Inter Info   
[4], [7]
D1519
 
Sulfisoxazole
 
C11H13N3O3S
 
5344 
Moderate    Inter Info   
[4], [7]
D1530
 
Tafenoquine
 
C24H28F3N3O3
 
115358 
Moderate    Inter Info   
[4], [7]
D1904
 
Tetracaine (ophthalmic)
 
C15H24N2O2
 
5411 
Moderate    Inter Info   
[8], [9], [10]
D1562
 
Tetracaine (topical)
 
C15H24N2O2
 
5411 
Moderate    Inter Info   
[8], [9], [10]
References
1 Coleman MD, Coleman NA "Drug-induced methaemoglobinaemia: treatment issues." Drug Saf 14 (1996): 394-405. [PMID: 8828017]
2 Product Information. Sodium Nitrite (sodium nitrite). Hope Pharmaceuticals, Scottsdale, AZ.
3 Rehman HU "Methemoglobinemia." West J Med 175 (2001): 193-6. [PMID: 11527852]
4 Cerner Multum, Inc. "Australian Product Information.".
5 Product Information. Citanest Plain (prilocaine) Astra-Zeneca Pharmaceuticals, Wilmingtoon, DE.
6 Skold A, Cosco DL, Klein R "Methemoglobinemia: pathogenesis, diagnosis, and management." South Med J 104 (2011): 757-61. [PMID: 22024786]
7 Product Information. Aczone (dapsone topical). QLT USA, Inc, Fort Collins, CO.
8 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
9 Guay J "Methemoglobinemia related to local anesthetics: a summary of 242 episodes." Anesth Analg 108 (2009): 837-45. [PMID: 19224791]
10 Product Information. Hurricaine (benzocaine topical). Beutlich, Waukegan, IL.
11 Product Information. Kalydeco (ivacaftor). Vertex Pharmaceuticals, Cambridge, MA.
12 Product Information. Trikafta (elexacaftor/ivacaftor/tezacaftor). Vertex Pharmaceuticals, Cambridge, MA.