Details of Drug

Drug General Information (ID: D1405)
Drug Name	Riluzole
Drug Type	Small molecule
Drug Synonymous	Rilutek; Riluzol; Riluzolum; Riluzole HCl; RP 54274; ALBB-006046; BF-37; PK-26124; R-116; RP-54274; Rilutek (TN); Riluzol [INN-Spanish]; Riluzole [USAN:INN]; Riluzolum [INN-Latin]; ZERO/001785; Amino-2 trifluoromethoxy-6 benzothiazole; Amino-2 trifluoromethoxy-6 benzothiazole [French]; Riluzole (JAN/USAN/INN); PK-26124, RP-54274, Rilutek, Riluzole; 2-Amino-6-(trifluoromethoxy)-benzothiazole; 2-Amino-6-(trifluoromethoxy)benzothiazole; 2-Amino-6-trifluoro-methoxybenzothiazole; 2-amino-6-(trifluoromethoxy)-1,3-benzothiazole; 2-amino-6-(trifluoromethoxy)benzo[d]thiazole; 2-amino-6-(trifluoromethoxyl)benzothiazole; 2-amino-6-trifluoromethoxybenzothiazole; 6-(trifluoromethoxy)-1,3-benzothiazol-2-amine; 6-(trifluoromethoxy)benzo[d]thiazol-2-amine; 6-Trifluoromethoxy-benzothiazol-2-ylamine; 6-trifluoromethoxybenzothiazole-2-yl-amine Click to Show/Hide
Disease Class	8B60: Motor neuron disease
Therapeutic Class	Anticonvulsants
Structure
Structure	3D Structure		2D Structure
Formula	C8H5F3N2OS
InChI	1S/C8H5F3N2OS/c9-8(10,11)14-4-1-2-5-6(3-4)15-7(12)13-5/h1-3H,(H2,12,13)
InChIKey	FTALBRSUTCGOEG-UHFFFAOYSA-N
Canonical SMILES	C1=CC2=C(C=C1OC(F)(F)F)SC(=N2)N
External Link
	Pubchem ID	5070
	CAS Number	1744-22-5
	CHEBI ID	8863
	TTD ID	D0H0KB
	INTEDE ID	DR1425
	VARIDT ID	DR00205

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects BM017 CYP450 enzyme inhibition BM022 CYP450 enzyme induction BM024 Competitive inhibition of metabolic enzyme BM055 Increased risk of hepatotoxicity
Relation Graph

Full list of drugs interacting with Riluzole
Affected intra/extra-hepatic metabolism
	CYP450 enzyme inhibition					Drug Num: 19
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0084		Anagrelide	C10H7Cl2N3O	135409400	Moderate		Inter Info	[7], [8], [9]
D0002		Abametapir (topical)	C12H12N2	15664	Moderate		Inter Info	[31]
D0251		Capmatinib	C23H17FN6O	25145656	Moderate		Inter Info	[35]
D0432		Deferasirox	C21H15N3O4	214348	Moderate		Inter Info	[36]
D0545		Echinacea	NA	NA	Moderate		Inter Info	[37]
D0724		Givosiran	C78H139N11O30	119058042	Moderate		Inter Info	[38]
D1160		Obeticholic acid	C26H44O4	447715	Moderate		Inter Info	[40]
D1189		Osilodrostat	C13H10FN3	44139752	Moderate		Inter Info	[42]
D1432		Rucaparib	C19H18FN3O	9931954	Moderate		Inter Info	[41]
D1687		Vemurafenib	C23H18ClF2N3O3S	42611257	Moderate		Inter Info	[48]
D0068		Amitriptyline	C20H23N	2160	Minor		Inter Info	[51]
D0231		Caffeine	C8H10N4O2	2519	Minor		Inter Info	[51]
D0341		Ciprofloxacin	C17H18FN3O3	2764	Minor		Inter Info	[51], [52]
D0573		Enoxacin	C15H17FN4O3	3229	Minor		Inter Info	[51], [52]
D0740		Grepafloxacin	C19H22FN3O3	72474	Minor		Inter Info	[51], [52]
D0064		Aminophylline	C16H24N10O4	9433	Minor		Inter Info	[51]
D1155		Norfloxacin	C16H18FN3O3	4539	Minor		Inter Info	[51], [52]
D1165		Ofloxacin	C18H20FN3O4	4583	Minor		Inter Info	[51], [52]
D1570		Theophylline	C7H8N4O2	2153	Minor		Inter Info	[51]
	CYP450 enzyme induction					Drug Num: 3
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1167		Olaparib	C24H23FN4O3	23725625	Moderate		Inter Info	[7], [8], [41]
D1190		Osimertinib	C28H33N7O2	71496458	Moderate		Inter Info	[43]
D1179		Omeprazole	C17H19N3O3S	4594	Minor		Inter Info	[51]
	Competitive inhibition of metabolic enzyme					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1428		Ropivacaine	C17H26N2O	175805	Minor		Inter Info	[53]
Pharmacodynamic additive effects
	Increased risk of hepatotoxicity					Drug Num: 24
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0900		Leflunomide	C12H9F3N2O2	3899	Major		Inter Info	[1], [2], [3]
D0944		Lomitapide	C39H37F6N3O2	9853053	Major		Inter Info	[4]
D1073		Mipomersen	C230H324N67O122P19S19	118984467	Major		Inter Info	[5]
D1258		Pexidartinib	C20H15ClF3N5	25151352	Major		Inter Info	[6]
D1556		Teriflunomide	C12H9F3N2O2	54684141	Major		Inter Info	[1], [2], [3]
D0114		Asparaginase Escherichia coli	NA	NA	Moderate		Inter Info	[10], [11], [12], [7], [8], [13], [14], [15], [16], [17], [18], [19], [20]
D0357		Clofarabine	C10H11ClFN5O3	119182	Moderate		Inter Info	[21]
D0554		Efavirenz	C14H9ClF3NO2	64139	Moderate		Inter Info	[22], [23]
D0584		Epirubicin	C27H29NO11	41867	Moderate		Inter Info	[7], [8], [24]
D0826		Interferon beta-1a	NA	NA	Moderate		Inter Info	[25], [26], [27], [28]
D0827		Interferon beta-1b	NA	NA	Moderate		Inter Info	[25], [26], [27], [28]
D1025		Methotrexate	C20H22N8O5	126941	Moderate		Inter Info	[8], [29]
D1106		Naltrexone	C20H23NO4	5360515	Moderate		Inter Info	[30]
D1234		Pegaspargase	C14H19NO	436058	Moderate		Inter Info	[10], [11], [12], [7], [8], [13], [14], [15], [16], [17], [18], [19], [20]
D0113		Asparaginase Erwinia chrysanthemi	NA	NA	Moderate		Inter Info	[10], [11], [12], [7], [8], [13], [14], [15], [16], [17], [18], [19], [20]
D0149		Bedaquiline	C32H31BrN2O2	5388906	Moderate		Inter Info	[32]
D0199		Brentuximab vedotin	NA	NA	Moderate		Inter Info	[33]
D0232		Calaspargase pegol	NA	NA	Moderate		Inter Info	[10], [11], [12], [7], [8], [13], [14], [15], [16], [17], [18], [19], [20]
D0248		Cannabidiol	C21H30O2	644019	Moderate		Inter Info	[8], [34]
D0789		Idelalisib	C22H18FN7O	11625818	Moderate		Inter Info	[39]
D1239		Peginterferon beta-1a	NA	NA	Moderate		Inter Info	[25], [26], [27], [28]
D1389		Remdesivir	C27H35N6O8P	121304016	Moderate		Inter Info	[7], [8], [44], [45], [46]
D1615		Trabectedin	C39H43N3O11S	108150	Moderate		Inter Info	[8], [47]
D1589		Tioguanine	C5H5N5S	2723601	Moderate		Inter Info	[49], [50]

References
1	Canadian Pharmacists Association.
2	EMEA "EMEA public statement on leflunomide (ARAVA) - severe and serious hepatic reactions.".
3	Product Information. Arava (leflunomide). Hoechst Marion-Roussel Inc, Kansas City, MO.
4	Product Information. Juxtapid (lomitapide). Aegerion Pharmaceuticals Inc, Cambridge, MA.
5	Product Information. Kynamro (mipomersen). Genzyme Corporation, Cambridge, MA.
6	Product Information. Turalio (pexidartinib). Daiichi Sankyo, Inc., Parsippany, NJ.
7	Cerner Multum, Inc. "Australian Product Information.".
8	Cerner Multum, Inc. "UK Summary of Product Characteristics.".
9	Product Information. Agrylin (anagrelide). Roberts Pharmaceutical Corporation, Eatontown, NJ.
10	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]
11	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]
12	Cerner Multum, Inc "ANVISA Bulario Eletrnico.".
13	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]
14	Jenkins R, Perlin E "Severe hepatotoxicity from Escherichia coli L-asparaginase." J Natl Med Assoc 79 (1987): 775-9. [PMID: 3305969]
15	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]
16	Product Information. Asparlas (calaspargase pegol). Servier, Boston, MA.
17	Product Information. Elspar (asparaginase). Merck & Co, Inc, West Point, PA.
18	Product Information. Erwinaze (asparaginase Erwinia chrysanthemi). EUSA Pharma, Newtown, PA.
19	Product Information. Oncaspar (pegaspargase). Rhone-Poulenc Rorer, Collegeville, PA.
20	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]
21	Product Information. Clolar (clofarabine). sanofi-aventis, Bridgewater, NJ.
22	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]
23	Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
24	Product Information. Ellence (epirubicin) Pharmacia and Upjohn, Kalamazoo, MI.
25	Product Information. Avonex (interferon beta-1a). Biogen, Cambridge, MA.
26	Product Information. Betaseron (interferon beta-1b). Berlex, Richmond, CA.
27	Product Information. Plegridy (peginterferon beta-1a). Biogen Idec Inc, Cambridge, MA.
28	Product Information. Rebif (interferon beta-1a). Serono Laboratories Inc, Norwell, MA.
29	Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
30	Product Information. ReVia (naltrexone). DuPont Pharmaceuticals, Wilmington, DE.
31	Product Information. Xeglyze (abametapir topical). Dr. Reddy's Laboratories Inc, Upper Saddle River, NJ.
32	Product Information. Sirturo (bedaquiline). Janssen Pharmaceuticals, Titusville, NJ.
33	Product Information. Adcetris (brentuximab vedotin). Seattle Genetics Inc, Bothell, WA.
34	Product Information. Epidiolex (cannabidiol). Greenwich Biosciences Inc, Carlsbad, CA.
35	Product Information. Tabrecta (capmatinib). Novartis Pharmaceuticals, East Hanover, NJ.
36	Product Information. Exjade (deferasirox). Novartis Pharmaceuticals, East Hanover, NJ.
37	Gorski JC, Huang SM, Pinto A, et al. "The effect of echinacea (Echinacea purpurea root) on cytochrome P450 activity in vivo." Clin Pharmacol Ther 75 (2004): 89-100. [PMID: 14749695]
38	Product Information. Givlaari (givosiran). Alnylam Pharmaceuticals, Cambridge, MA.
39	Product Information. Zydelig (idelalisib). Gilead Sciences, Foster City, CA.
40	Product Information. Ocaliva (obeticholic acid). Intercept Pharmaceuticals, Inc., New York, NY.
41	EMA. European Medicines Agency. European Union "EMA - List of medicines under additional monitoring.".
42	Product Information. Isturisa (osilodrostat). Recordati Rare Diseases Inc, Lebanon, NJ.
43	Product Information. Tagrisso (osimertinib). Astra-Zeneca Pharmaceuticals, Wilmington, DE.
44	European Medicines Agency "Summary on compassionate use. Remdesivir Gilead.".
45	Gilead Sciences, Inc "About Remdesivir.".
46	US Food and Drug Administration "Fact sheet for health care providers emergency use authorization (EUA) of remdesivir (GS-5734TM)".
47	Product Information. Yondelis (trabectedin). Janssen Pharmaceuticals, Titusville, NJ.
48	Product Information. Zelboraf (vemurafenib). Genentech, South San Francisco, CA.
49	Product Information. Aubagio (teriflunomide). Genzyme Corporation, Cambridge, MA.
50	Product Information. Tabloid (thioguanine). Prasco Laboratories, Cincinnati, OH.
51	Product Information. Rilutek (riluzole). Rhone-Poulenc Rorer, Collegeville, PA.
52	Product Information. Zagam (sparfloxacin). Rhone-Poulenc Rorer, Collegeville, PA.
53	Product Information. Naropin (ropivacaine). Astra USA, Westborough, MA.

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