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caffeine

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caffeine
2D structure of caffeine
Clinical data
Pronunciation/kæˈfn, ˈkæfn/
Other namesGuaranine
Methyltheobromine
1,3,7-Trimethylxanthine
7-methyltheophylline Theine
AHFS/Drugs.comMonograph
License data
Pregnancy
category
  • AU: A
Dependence
liability
Physical: Moderate 13% and variable low–high 10–73%
Psychological: Low–moderate
Addiction
liability
Relatively low: 9% Sablon:fv
Routes of
administration
Common: By mouth Medical: Intravenous
Uncommon: Insufflation, rectal, transdermal, topical
Drug classStimulant;
Adenosinergic;
Eugeroic;
Nootropic;
Anxiogenic;
Analeptic;
PDE inhibitor;
Diuretic
ATC code
Legal status
Legal status
In general Legal for all uses
Pharmacokinetic data
Bioavailability99%
Protein binding10–36%
MetabolismPrimary: CYP1A2
Minor: CYP2E1, CYP3A4,
CYP2C8, CYP2C9
MetabolitesParaxanthine 84%
Theobromine 12%
Theophylline 4%
Onset of action45 minutes–1 hour
Elimination half-lifeAdults: 3–7 hours
Infants (full term): 8 hours
Infants (premature): 100 hours
Duration of action3–4 hours
ExcretionUrine (100%)
Identifiers
  • 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
NIAID ChemDB
PDB ligand
Chemical and physical data
FormulaC8H10N4O2
Molar mass194.194 g·mol−1
3D model (JSmol)
Density1.23 g/cm3
Melting point235 to 238 °C (455 to 460 °F) (anhydrous)
  • CN1C=NC2=C1C(=O)N(C(=O)N2C)C
  • InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
  • Key:RYYVLZVUVIJVGH-UHFFFAOYSA-N


Főnév

caffeine (tsz. caffeines)

  1. (gyógyszertan) koffein