Drug General Information (ID: D1021)
  Drug Name
Methimazole
  Drug Type Small molecule
  Drug Synonymous
methimazole; 60-56-0; thiamazole; Tapazole; 2-Mercapto-1-methylimidazole; Mercazolyl; 1-Methylimidazole-2-thiol; Thymidazole; Mercazole; Methimazol; Thymidazol; Thiamazol; Metazolo; Thycapzol; Metothyrine; Metothyrin; Merkazolil; Mercaptazole; Strumazol; Favistan; Basolan; Thycapsol; Metotirin; Danantizol; Thacapzol; Merkastan; Frentirox; Metizol; Tiamazol; Mercasolyl; 1-Methyl-1H-imidazole-2-thiol; Methylmercaptoimidazole; 1-Methyl-2-mercaptoimidazole; Methiamazole; Usaf el-30; Methimazolum; Mercazolylum; Tapuzole; Metimazol; Thimazole; Basolan; MMZ; Mercazol; Methamazole; Methizol; Methymazol; Metisol; Strumazole; Thiamazole; Thiamazolum; Thimazol; Thyrozol; Tiamazolo; Tirodril; EliLilly Brand of Methimazole; Estedi Brand of Methimazole; Henning Berlin Brand of Methimazole; Hexal Brand of Methimazole; Jones Brand of Methimazole; Merck Brand of Methimazole; Nourypharma Brand of Methimazole; Philopharm Brand of Methimazole; Sanofi Synthelabo Brand of Methimazole; Temmler Brand of Methimazole; Thiamazol Henning; Thiamazol Hexal; Tiamazolo [DCIT]; M0868; Henning, Thiamazol; Hexal, Thiamazol; Methimazole (USP); Methimazole [USAN:BAN]; Tapazole (TN); Thiamazol [INN-French]; Thiamazolum [INN-Latin]; Tiamazol [INN-Spanish]; Mestinon, Regonol, Pyridostigmine Bromide;Thiamazole (JP15/INN); N-Methyl-2-mercaptoimidazole; 1 Methyl 2 mercaptoimidazole; 1,3-Dihydro-1-Methyl-2H-Imidazol-2-Thione; 1,3-Dihydro-1-methyl-2H-imidazole-2-thione; 1-METHYL-1,3-DIHYDRO-2H-IMIDAZOLE-2-THIONE; 1-Methyl-1,3-dihydroimidazole-2-thione; 1-Methyl-2-Imidazolethione; 1-Methyl-2-imidazolethiol; 1-Methyl-imidazole-2-thiol; 1-Methylimidazole-2(3H)-thione; 1-Metylo 2 merkaptoimidazolem; 1-Metylo 2 merkaptoimidazolem [Polish]; 2-Mercaptomethylimidazole; 3-methyl-1H-imidazole-2-thione
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  Disease Class 5A02: Thyrotoxicosis
  Therapeutic Class Antithyroid Agents
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C4H6N2S
  InChI 1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)
  InChIKey PMRYVIKBURPHAH-UHFFFAOYSA-N
  Canonical SMILES CN1C=CNC1=S
  External Link
Pubchem ID 1349907
CAS Number 60-56-0
CHEBI ID 50673
TTD ID D0S4BR
INTEDE ID DR2515
VARIDT ID DR00667

Drug-Drug Interaction Network
  Sunburst Graph
AM003  Affected organization distribution
AM004  Affected intra/extra-hepatic metabolism
AM005  Affected excretion pathways
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM014  Interference of cell/tissue uptake
BM022  CYP450 enzyme induction
BM032  Decreased renal excretion (Unspecific)
BM044  Additive myelosuppressive effects
BM055  Increased risk of hepatotoxicity
BM107  Attenuated pharmacological effects (Unspecific)
BM109  Increased risk of other adverse reactions (Unspecific)
  Relation Graph
 Full list of drugs interacting with Methimazole
      Affected organization distribution
   Interference of cell/tissue uptake Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1822
 
Iodide I-123
 
I-
 
135300 
Moderate    Inter Info   
[42], [43], [44]
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme induction Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1332
 
Prednisolone
 
C21H28O5
 
5755 
Moderate    Inter Info   
[4], [16], [45]
      Affected excretion pathways
   Decreased renal excretion (Unspecific) Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0491
 
Digoxin
 
C41H64O14
 
2724385 
Moderate    Inter Info   
[26], [27], [28]
D0490
 
Digitoxin
 
C41H64O13
 
441207 
Moderate    Inter Info   
[26], [27], [28]
      Pharmacodynamic additive effects
   Additive myelosuppressive effects Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0678
 
Fluphenazine
 
C22H26F3N3OS
 
3372 
Major    Inter Info   
[4]
D0433
 
Deferiprone
 
C7H9NO2
 
2972 
Major    Inter Info   
[4], [5], [6]
   Increased risk of hepatotoxicity Drug Num:  23
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0900
 
Leflunomide
 
C12H9F3N2O2
 
3899 
Major    Inter Info   
[7], [8], [9]
D0944
 
Lomitapide
 
C39H37F6N3O2
 
9853053 
Major    Inter Info   
[10]
D1073
 
Mipomersen
 
C230H324N67O122P19S19
 
118984467 
Major    Inter Info   
[11]
D1258
 
Pexidartinib
 
C20H15ClF3N5
 
25151352 
Major    Inter Info   
[12]
D1556
 
Teriflunomide
 
C12H9F3N2O2
 
54684141 
Major    Inter Info   
[7], [8], [9]
D0114
 
Asparaginase Escherichia coli
 
NA
 
NA
Moderate    Inter Info   
[13], [14], [15], [4], [16], [17], [18], [19], [20], [21], [22], [23], [24]
D0357
 
Clofarabine
 
C10H11ClFN5O3
 
119182 
Moderate    Inter Info   
[25]
D0554
 
Efavirenz
 
C14H9ClF3NO2
 
64139 
Moderate    Inter Info   
[29], [30]
D0826
 
Interferon beta-1a
 
NA
 
NA
Moderate    Inter Info   
[31], [32], [33], [34]
D0827
 
Interferon beta-1b
 
NA
 
NA
Moderate    Inter Info   
[31], [32], [33], [34]
D0113
 
Asparaginase Erwinia chrysanthemi
 
NA
 
NA
Moderate    Inter Info   
[13], [14], [15], [4], [16], [17], [18], [19], [20], [21], [22], [23], [24]
D0149
 
Bedaquiline
 
C32H31BrN2O2
 
5388906 
Moderate    Inter Info   
[38]
D0199
 
Brentuximab vedotin
 
NA
 
NA
Moderate    Inter Info   
[39]
D0232
 
Calaspargase pegol
 
NA
 
NA
Moderate    Inter Info   
[13], [14], [15], [4], [16], [17], [18], [19], [20], [21], [22], [23], [24]
D0248
 
Cannabidiol
 
C21H30O2
 
644019 
Moderate    Inter Info   
[16], [40]
D0789
 
Idelalisib
 
C22H18FN7O
 
11625818 
Moderate    Inter Info   
[41]
D1239
 
Peginterferon beta-1a
 
NA
 
NA
Moderate    Inter Info   
[31], [32], [33], [34]
D1389
 
Remdesivir
 
C27H35N6O8P
 
121304016 
Moderate    Inter Info   
[4], [16], [46], [47], [48]
D1615
 
Trabectedin
 
C39H43N3O11S
 
108150 
Moderate    Inter Info   
[16], [49]
D1025
 
Methotrexate
 
C20H22N8O5
 
126941 
Moderate    Inter Info   
[16], [50]
D1106
 
Naltrexone
 
C20H23NO4
 
5360515 
Moderate    Inter Info   
[51]
D1234
 
Pegaspargase
 
C14H19NO
 
436058 
Moderate    Inter Info   
[13], [14], [15], [4], [16], [17], [18], [19], [20], [21], [22], [23], [24]
D1589
 
Tioguanine
 
C5H5N5S
 
2723601 
Moderate    Inter Info   
[52], [53]
   Increased risk of other adverse reactions (Unspecific) Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0370
 
Clozapine
 
C18H19ClN4
 
135398737 
Major    Inter Info   
[1], [2], [3]
      Pharmacodynamic antagonistic effects
   Attenuated pharmacological effects (Unspecific) Drug Num:  4
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0925
 
Levothyroxine
 
C15H11I4NO4
 
5819 
Moderate    Inter Info   
[35], [36], [37]
D0934
 
Liothyronine
 
C15H12I3NO4
 
5920 
Moderate    Inter Info   
[35], [36], [37]
D0935
 
Liotrix
 
C30H21I7N2Na2O8
 
71371 
Moderate    Inter Info   
[35], [36], [37]
D1577
 
Thyroid, porcine
 
NA
 
NA
Moderate    Inter Info   
[35], [36], [37]
References
1 Gilman AG, Rall TW, Nies AS, Taylor P, eds. "Goodman and Gilman's the Pharmacological Basis of Therapeutics. 8th ed." New York, NY: Pergamon Press Inc. (1990):.
2 Product Information. Fycompa (perampanel). Eisai Inc, Teaneck, NJ.
3 Rocco PL "Acute granulocytopenia in concomitant treatment of clozapine and methimazole." Postgrad Med J 70 (1994): 312-3.[PMID: 8183786]
4 Cerner Multum, Inc. "Australian Product Information.".
5 Product Information. Ferriprox (deferiprone). ApoPharma USA Inc, Rockville, MD.
6 EMEA. European Medicines Agency "EPARs. European Union Public Assessment Reports."
7 Canadian Pharmacists Association.
8 EMEA "EMEA public statement on leflunomide (ARAVA) - severe and serious hepatic reactions.".
9 Product Information. Arava (leflunomide). Hoechst Marion-Roussel Inc, Kansas City, MO.
10 Product Information. Juxtapid (lomitapide). Aegerion Pharmaceuticals Inc, Cambridge, MA.
11 Product Information. Kynamro (mipomersen). Genzyme Corporation, Cambridge, MA.
12 Product Information. Turalio (pexidartinib). Daiichi Sankyo, Inc., Parsippany, NJ.
13 Al-Nawakil C, Willems L, Mauprivez C, et.al "Successful treatment of l-asparaginase-induced severe acute hepatotoxicity using mitochondrial cofactors." Leuk Lymphoma 55 (2014): 1670-4. [PMID: 24090500]
14 Bodmer M, Sulz M, Stadlmann S, Droll A, Terracciano L, Krahenbuhl S "Fatal liver failure in an adult patient with acute lymphoblastic leukemia following treatment with L-asparaginase." Digestion 74 (2006): epub. [PMID: 16988508]
15 Cerner Multum, Inc "ANVISA Bulario Eletrnico.".
16 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
17 Christ TN, Stock W, Knoebel RW "Incidence of asparaginase-related hepatotoxicity, pancreatitis, and thrombotic events in adults with acute lymphoblastic leukemia treated with a pediatric-inspired regimen." J Oncol Pharm Pract 24 (2018): 299-308. [PMID: 28355969]
18 Jenkins R, Perlin E "Severe hepatotoxicity from Escherichia coli L-asparaginase." J Natl Med Assoc 79 (1987): 775-9. [PMID: 3305969]
19 Lu G, Karur V, Herrington JD, Walker MG "Successful treatment of pegaspargase-induced acute hepatotoxicity with vitamin B complex and L-carnitine" Proc (Bayl Univ Med Cent) 29 (2016): 46-7. [PMID: 26722167]
20 Product Information. Asparlas (calaspargase pegol). Servier, Boston, MA.
21 Product Information. Elspar (asparaginase). Merck & Co, Inc, West Point, PA.
22 Product Information. Erwinaze (asparaginase Erwinia chrysanthemi). EUSA Pharma, Newtown, PA.
23 Product Information. Oncaspar (pegaspargase). Rhone-Poulenc Rorer, Collegeville, PA.
24 Burke PW, Aldoss I, Lunning MA, et.al "High-grade PEGylated asparaginase-related hepatotoxicity occurrence in a pediatric-inspired adult acute lymphoblastic leukemia regimen does not necessarily predict recurrent hepatotoxicity in subsequent cycles." Blood 122 (2013): 2671. [PMID: 29407583]
25 Product Information. Clolar (clofarabine). sanofi-aventis, Bridgewater, NJ.
26 Product Information. Tapazole (methimazole). King Pharmaceuticals Inc, Bristol, TN.
27 Product Information. Propylthiouracil (propylthiouracil). Lederle Laboratories, Wayne, NJ.
28 Doherty JE, Perkins WH "Digoxin metabolism in hypo- and hyperthyroidism. Studies with tritiated digoxin in thyroid disease." Ann Intern Med 64 (1966): 489-507
29 Elsharkawy AM, Schwab U, McCarron B, et al. "Efavirenz induced acute liver failure requiring liver transplantation in a slow drug metaboliser." J Clin Virol 58 (2013): 331-3. [PMID: 23763943]
30 Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
31 Product Information. Avonex (interferon beta-1a). Biogen, Cambridge, MA.
32 Product Information. Betaseron (interferon beta-1b). Berlex, Richmond, CA.
33 Product Information. Plegridy (peginterferon beta-1a). Biogen Idec Inc, Cambridge, MA.
34 Product Information. Rebif (interferon beta-1a). Serono Laboratories Inc, Norwell, MA.
35 Product Information. Armour thyroid (thyroid desiccated). Forest Pharmaceuticals, St. Louis, MO.
36 Product Information. Synthroid (levothyroxine). Abbott Pharmaceutical, Abbott Park, IL.
37 Wohlt PD, Zheng L, Gunderson S, Balzar SA, Johnson BD, Fish JT "Recommendations for the use of medications with continuous enteral nutrition." Am J Health Syst Pharm 66 (2009): 1438-67. [PMID: 19667002]
38 Product Information. Sirturo (bedaquiline). Janssen Pharmaceuticals, Titusville, NJ.
39 Product Information. Adcetris (brentuximab vedotin). Seattle Genetics Inc, Bothell, WA.
40 Product Information. Epidiolex (cannabidiol). Greenwich Biosciences Inc, Carlsbad, CA.
41 Product Information. Zydelig (idelalisib). Gilead Sciences, Foster City, CA.
42 Product Information. Rexulti (brexpiprazole). Otsuka American Pharmaceuticals Inc, Rockville, MD.
43 Warrington SJ, Ankier SI, Turner P "Evaluation of possible interactions between ethanol and trazodone or amitriptyline." Neuropsychobiology 15 (1986): 31-7. [PMID: 3725002]
44 Product Information. Sodium Iodide I-123 (sodium iodide I-123). GE Healthcare, Princeton, NJ.
45 Legler UF "Impairment of prednisolone disposition in patients with Graves' disease taking methimazole." J Clin Endocrinol Metab 66 (1988): 221-3. [PMID: 3335606]
46 European Medicines Agency "Summary on compassionate use. Remdesivir Gilead.".
47 Gilead Sciences, Inc "About Remdesivir.".
48 US Food and Drug Administration "Fact sheet for health care providers emergency use authorization (EUA) of remdesivir (GS-5734TM)".
49 Product Information. Yondelis (trabectedin). Janssen Pharmaceuticals, Titusville, NJ.
50 Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
51 Product Information. ReVia (naltrexone). DuPont Pharmaceuticals, Wilmington, DE.
52 Product Information. Aubagio (teriflunomide). Genzyme Corporation, Cambridge, MA.
53 Product Information. Tabloid (thioguanine). Prasco Laboratories, Cincinnati, OH.