Details of Drug

Drug General Information (ID: D0231)
Drug Name	Caffeine
Drug Type	Small molecule
Drug Synonymous	CFF; Cafamil; Cafecon; Cafeina; Cafeine; Caffedrine; Caffein; Caffeina; Caffenium; Caffine; Cafipel; Coffein; Coffeine; Coffeinum; DHCplus; Dasin; Dexitac; Diurex; Durvitan; Enerjets; Ercatab; Guaranine; Hycomine; Kofein; Koffein; Mateina; Methyltheobromide; Methyltheobromine; Miudol; Nodaca; Organex; Percutafeine; Phensal; Stim; Teina; Thein; Theine; Tirend; Vivarin; Anacin Maximum Strength; Anhydrous caffeine; Caffedrine Caplets; Caffeina [Italian]; Caffeine Pure; Caffeine solution; Coffein [German]; Coffeinum N; Coffeinum Purrum; Component of Cafergot; DHC Plus; Dexitac Stay Alert Stimulant; Eldiatric C; GlaxoSmithKline Brand of Caffeine; Hycomine Compound; Keep Alert; Kofein [Czech]; Koffein [German]; Merck dura Brand of Caffeine; Methylxanthine theophylline; Midol Maximum Strength; Monomethyl derivative of Theophylline; Natural Caffeinum; Nix Nap; No Doz; Nodoz Maximum Strength Caplets; Passauer Brand of Caffeine; Percoffedrinol N; Pierre Fabre Brand of Caffeine; Quick Pep; Republic Drug Brand of Caffeine; Seid Brand of Caffeine; Theobromine Me; Theophylline Me; C 0750; Propoxyphene Compound 65; SK 65 Compound; TNP00310; Thompson Brand 1 of Caffeine; Thompson Brand 2 of Caffeine; Alert-pep; Anhydrous caffeine (JP15); Anhydrous caffeine (TN); Berlin-Chemie Brand of Caffeine; Bristol-Myers Squibb Brand of Caffeine; Cafcit (TN); Caffeine (USP); Caffeine (natural); Caffeine [BAN:JAN]; Caffeine, Monohydrate; Caffeine, anhydrous; Caffeine, synthetic; No-Doz; Pep-Back; Propoxyphene Compound-65; Quick-Pep; Refresh'n; SK-65 Compound; Tri-Aqua; Ultra Pep-Back; Wake-Up; CU-01000012617-3; P-A-C Analgesic Tablets; Theophylline, 7-methyl; Xanthine, 1,3,7-trimethyl; 1,3,7-Trimethyl-2,6-dioxopurine; 1,3,7-Trimethylpurine-2,6-dione; 1,3,7-Trimethylxanthine; 1-3-7-TRIMETHYLXANTHINE; 1-methyltheobromine; 3,7-dihydro-1,3,7-trimethyl-1H-purine; 7-Methyltheophylline Click to Show/Hide
Disease Class	BA21: Orthostatic hypotension
Therapeutic Class	Antihypertensive Agents
Structure
Structure	3D Structure		2D Structure
Formula	C8H10N4O2
InChI	1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
InChIKey	RYYVLZVUVIJVGH-UHFFFAOYSA-N
Canonical SMILES	CN1C=NC2=C1C(=O)N(C(=O)N2C)C
External Link
	Pubchem ID	2519
	CAS Number	21399
	CHEBI ID	27732
	TTD ID	D0B3HD
	INTEDE ID	DR0257
	VARIDT ID	DR00593

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM004 Affected intra/extra-hepatic metabolism AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM017 CYP450 enzyme inhibition BM022 CYP450 enzyme induction BM024 Competitive inhibition of metabolic enzyme BM038 Additive CNS depression effects BM041 Additive hypertensive effects BM107 Attenuated pharmacological effects (Unspecific)
Relation Graph

Full list of drugs interacting with Caffeine
Affected intra/extra-hepatic metabolism
	CYP450 enzyme inhibition					Drug Num: 31
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1596		Tizanidine	C9H8ClN5S	5487	Major		Inter Info	[6], [7], [8], [9], [10], [11], [12], [13]
D0002		Abametapir (topical)	C12H12N2	15664	Moderate		Inter Info	[14]
D0043		Alosetron	C17H18N4O	2099	Moderate		Inter Info	[18]
D0084		Anagrelide	C10H7Cl2N3O	135409400	Moderate		Inter Info	[4], [1], [19]
D0157		Bendamustine	C16H21Cl2N3O2	65628	Moderate		Inter Info	[20]
D0251		Capmatinib	C23H17FN6O	25145656	Moderate		Inter Info	[21]
D0341		Ciprofloxacin	C17H18FN3O3	2764	Moderate		Inter Info	[22], [23], [24], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35], [36], [37], [38]
D0432		Deferasirox	C21H15N3O4	214348	Moderate		Inter Info	[39]
D0539		Duloxetine	C18H19NOS	60835	Moderate		Inter Info	[40], [41], [42], [43]
D0545		Echinacea	NA	NA	Moderate		Inter Info	[44]
D0573		Enoxacin	C15H17FN4O3	3229	Moderate		Inter Info	[22], [23], [24], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35], [36], [37], [38]
D0724		Givosiran	C78H139N11O30	119058042	Moderate		Inter Info	[45]
D0740		Grepafloxacin	C19H22FN3O3	72474	Moderate		Inter Info	[22], [23], [24], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35], [36], [37], [38]
D1102		Nalidixic acid	C12H12N2O3	4421	Moderate		Inter Info	[22], [23], [24], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35], [36], [37], [38]
D1155		Norfloxacin	C16H18FN3O3	4539	Moderate		Inter Info	[22], [23], [24], [25], [26], [27], [28], [29], [30], [31], [32], [33], [34], [35], [36], [37], [38]
D1160		Obeticholic acid	C26H44O4	447715	Moderate		Inter Info	[48]
D1189		Osilodrostat	C13H10FN3	44139752	Moderate		Inter Info	[50]
D1292		Pimozide	C28H29F2N3O	16362	Moderate		Inter Info	[52], [53]
D1378		Ramelteon	C16H21NO2	208902	Moderate		Inter Info	[54]
D1385		Rasagiline	C12H13N	3052776	Moderate		Inter Info	[4], [1], [55]
D1427		Ropinirole	C16H24N2O	5095	Moderate		Inter Info	[34], [56]
D1432		Rucaparib	C19H18FN3O	9931954	Moderate		Inter Info	[49]
D1505		Stiripentol	C14H18O3	5311454	Moderate		Inter Info	[57]
D1570		Theophylline	C7H8N4O2	2153	Moderate		Inter Info	[59], [60]
D1571		Thiabendazole	C10H7N3S	5430	Moderate		Inter Info	[61]
D1687		Vemurafenib	C23H18ClF2N3O3S	42611257	Moderate		Inter Info	[13]
D0687		Fluvoxamine	C15H21F3N2O2	5324346	Moderate		Inter Info	[40], [62], [63]
D0337		Cimetidine	C10H16N6S	2756	Minor		Inter Info	[64], [65]
D0509		Disulfiram	C10H20N2S4	3117	Minor		Inter Info	[66]
D0994		Melatonin	C13H16N2O2	896	Minor		Inter Info	[67]
D1405		Riluzole	C8H5F3N2OS	5070	Minor		Inter Info	[68]
	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	[4], [1], [49]
D1190		Osimertinib	C28H33N7O2	71496458	Moderate		Inter Info	[51]
D1556		Teriflunomide	C12H9F3N2O2	54684141	Moderate		Inter Info	[4], [1], [58]
	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	[69]
Pharmacodynamic additive effects
	Additive CNS depression effects					Drug Num: 1
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0401		Cycloserine	C3H6N2O2	6234	Moderate		Inter Info	[1]
	Additive hypertensive effects					Drug Num: 3
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0377		Cocaine (nasal)	C17H21NO4	446220	Major		Inter Info	[1], [2], [3]
D0378		Cocaine (topical)	C17H21NO4	446220	Major		Inter Info	[1], [2], [3]
D0600		Esketamine	C13H16ClNO	182137	Major		Inter Info	[4], [5]
Pharmacodynamic antagonistic effects
	Attenuated pharmacological effects (Unspecific)					Drug Num: 4
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0025		Adenosine	C10H13N5O4	60961	Moderate		Inter Info	[15], [16], [17]
D0506		Dipyridamole	C24H40N8O4	3108	Moderate		Inter Info	[15], [16], [17]
D1025		Methotrexate	C20H22N8O5	126941	Moderate		Inter Info	[46], [47]
D1877		Regadenoson	C15H18N8O5	219024	Moderate		Inter Info	[15], [16], [17]

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