1.0 2010-04-08 22:04:34 UTC 2019-11-26 02:54:50 UTC FDB000453 Theophylline Constituent of tea leaves (Camellia thea) and maté (Ilex paraguariensis) Theophylline, also known as dimethylxanthine, is a methylxanthine drug used in therapy for respiratory diseases such as COPD and asthma under a variety of brand names. As a member of the xanthine family, it bears structural and pharmacological similarity to caffeine. It is naturally found in tea and in cocoa beans. 1,3-Dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurine 1,3-Dimethyl-3,7-dihydro-1H-purine-2,6-dione 1,3-Dimethyl-3,9-dihydro-1H-purine-2,6-dione 1,3-Dimethyl-7H-purine-2,6-dione 1,3-Dimethylxanthine 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl- 1H-Purine-2,6-dione, 3,9-dihydro-1,3-dimethyl- 2,6-Dihydroxy-1,3-dimethylpurine 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, 9CI Accurbron Acet-theocin Aerolate Aerolate III Aerolate sr Aminophylline Aquaphyllin Armophylline Asbron Asmax Austyn Bronkodyl Bronkodyl sr Choledyl sa Constant-t Diphyllin Doraphyllin Duraphyl Dyspne-inhal Elixex Elixicon Elixomin Elixophyllin Elixophyllin sr Elixophylline Euphylline Euphylong Labid Labophylline Lanophyllin Liquophylline Liquorice Maphylline Medaphyllin Mudrane Nuelin Optiphyllin Parkophyllin Pseudotheophylline Purine-2,6(1H,3H)-dione, 1,3-dimethyl- Quibron t/sr Quibron-t Quibron-t/sr Respbid Slo-bid Slo-phyllin Slophyllin Solosin Somophyllin-crt Somophyllin-df Somophyllin-t Spophyllin retard Sustaire Synophylate Synophylate-l.a. cenules T-phyl Tefamin Teofilina Teofyllamin Teolair Teonova Theacitin Theal tabl. Theal tablets Theo-dur Theo-dur-sprinkle Theobid Theobid jr. Theochron Theocin Theoclair-sr Theoclear 80 Theoclear l.a.-130 Theoclear la Theoclear-200 Theoclear-80 Theocontin Theodel Theofol Theograd Theokin Theolair Theolair-sr Theolix Theolixir Theona P Theophyl Theophyl-225 Theophyl-sr Theophyline Theophyllin Theophylline anhydrous Theophylline-sr Theostat 80 Theovent Uni-dur Unifyl Uniphyl Uniphyllin Uniphylline Xanthine, 1,3-dimethyl- Xanthium Xantivent C7H8N4O2 180.164 180.06472552 1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione theophylline 58-55-9 CN1C2=C(NC=N2)C(=O)N(C)C1=O InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9) ZFXYFBGIUFBOJW-UHFFFAOYSA-N belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. Xanthines Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Aromatic heteropolycyclic compounds 6-oxopurines Alkaloids and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Lactams Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Pyrimidones Ureas Vinylogous amides 6-oxopurine Alkaloid or derivatives Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Purinone Pyrimidine Pyrimidone Urea Vinylogous amide Xanthine Purine alkaloids a small molecule dimethylxanthine Solid logp -0.26 ALOGPS logs -0.90 ALOGPS solubility 2.29e+01 g/l ALOGPS melting_point Mp 264° logp -0.77 ChemAxon pka_strongest_acidic 7.82 ChemAxon pka_strongest_basic -0.78 ChemAxon iupac 1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione ChemAxon average_mass 180.164 ChemAxon mono_mass 180.06472552 ChemAxon smiles CN1C2=C(NC=N2)C(=O)N(C)C1=O ChemAxon formula C7H8N4O2 ChemAxon inchi InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9) ChemAxon inchikey ZFXYFBGIUFBOJW-UHFFFAOYSA-N ChemAxon polar_surface_area 69.3 ChemAxon refractivity 44.93 ChemAxon polarizability 16.86 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Caffeine Metabolism SMP00028 map00232 Specdb::EiMs 1312 Specdb::MsIr 1443 Specdb::MsIr 1444 Specdb::MsIr 1445 Specdb::NmrTwoD 1722 Specdb::CMs 1665 Specdb::CMs 5930 Specdb::CMs 27350 Specdb::CMs 27452 Specdb::CMs 29837 Specdb::CMs 31364 Specdb::CMs 172958 Specdb::MsMs 1792 Specdb::MsMs 1793 Specdb::MsMs 1794 Specdb::MsMs 5553 Specdb::MsMs 5554 Specdb::MsMs 5555 Specdb::MsMs 5556 Specdb::MsMs 5557 Specdb::MsMs 5558 Specdb::MsMs 5559 Specdb::MsMs 5560 Specdb::MsMs 5561 Specdb::MsMs 5562 Specdb::MsMs 5563 Specdb::MsMs 5564 Specdb::MsMs 5565 Specdb::MsMs 5566 Specdb::MsMs 5567 Specdb::MsMs 5568 Specdb::MsMs 5569 Specdb::MsMs 5570 Specdb::MsMs 5571 Specdb::MsMs 5572 Specdb::MsMs 5573 Specdb::MsMs 5574 Specdb::NmrOneD 1782 Specdb::NmrOneD 2499 Specdb::NmrOneD 3196 Specdb::NmrOneD 148520 Specdb::NmrOneD 148521 Specdb::NmrOneD 148522 Specdb::NmrOneD 148523 Specdb::NmrOneD 148524 Specdb::NmrOneD 148525 Specdb::NmrOneD 148526 Specdb::NmrOneD 148527 Specdb::NmrOneD 148528 Specdb::NmrOneD 148529 Specdb::NmrOneD 148530 Specdb::NmrOneD 148531 Specdb::NmrOneD 148532 Specdb::NmrOneD 148533 Specdb::NmrOneD 148534 Specdb::NmrOneD 148535 Specdb::NmrOneD 148536 Specdb::NmrOneD 148537 Specdb::NmrOneD 148538 Specdb::NmrOneD 148539 HMDB01889 28177 TEP #<Reference:0x000055ac3f79dc90> #<Reference:0x000055ac3f79bda0> #<Reference:0x000055ac3f79bb20> #<Reference:0x000055ac3f79b3a0> #<Reference:0x000055ac3f79b1c0> #<Reference:0x000055ac3f79afb8> #<Reference:0x000055ac3f79aba8> #<Reference:0x000055ac3f79a810> #<Reference:0x000055ac3f79a590> #<Reference:0x000055ac3f79a360> #<Reference:0x000055ac3f79a1a8> #<Reference:0x000055ac3f799f78> #<Reference:0x000055ac3f799dc0> Arabica coffee Type 1 specific Coffea arabica 13443 Black tea Type 1 0.3 0.3 0.3 mg/100 g Cocoa bean Type 1 specific Theobroma cacao 3641 143.766667 399.65 12.3 mg/100 g Green tea Type 1 0.3 0.3 0.3 mg/100 g Guarana Type 1 Paullinia cupana Herbal tea Type 1 0.3 0.3 0.3 mg/100 g Lemon Type 1 specific Citrus limon 2708 Pummelo Type 1 specific Citrus maxima 37334 Red tea Type 1 0.3 0.3 0.3 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 Tea Type 1 specific Camellia sinensis 4442 0.3 0.3 0.3 mg/100 g bitter Adenosine deaminase P00813 ADA Adenosine receptor A1 P30542 ADORA1 Adenosine receptor A2a P29274 ADORA2A Adenosine receptor A2b P29275 ADORA2B (+)-inotropic 1 allergenic 43 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. anti apneic 123 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti asthmatic 134 A drug used to treat asthma. anti bradyarrhythmic 150 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. anti bronchitic 154 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti cellulitic 170 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti emphysemic 254 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti neuralgic 469 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti rhinitic 587 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. anti viral 689 A substance that destroys or inhibits replication of viruses. antidote 236 Any protective agent counteracting or neutralizing the action of poisons. arteriodilator 708 bronchodilator 736 An agent that causes an increase in the expansion of a bronchus or bronchial tubes. cAMP inhibitor 752 A substance that diminishes the rate of a chemical reaction. cAMP-phosphodiesterase inhibitor 753 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. cardiovascular 773 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. central nervous system stimulant 816 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. cGMP inhibitor 793 A substance that diminishes the rate of a chemical reaction. cGMP-phosphodiesterase inhibitor 794 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. choleretic 801 diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. fetotoxic 931 A role played by the molecular entity or part thereof which causes the development of a pathological process. herbicide 986 A substance used to destroy plant pests. hypertensive 1007 hyperuricemic 1011 hypoglycemic 1017 A drug which lowers the blood glucose level. myocardiotonic 1130 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. myorelaxant 1134 pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. prostaglandin secretor 1256 stimulant 1329 tachycardic 1345 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. teratogenic 1347 A role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect. vasodilator 1413 A drug used to cause dilation of the blood vessels.