ψ 
Caffeine 
A methylxanthine naturally occurring in some beverages and also used as a pharmacological agent. Caffeine's most notable pharmacological effect is as a central nervous system stimulant, increasing alertness and producing agitation. It also relaxes smooth muscle, stimulates cardiac muscle, stimulates diuresis, and appears to be useful in the treatment of some types of headache. Several cellular actions of caffeine have been observed, but it is not entirely clear how each contributes to its pharmacological profile. Among the most important are inhibition of cyclic nucleotide phosphodiesterases, antagonism of adenosine receptors, and modulation of intracellular calcium handling.     
Pharmacological Action Central Nervous System Stimulants; Phosphodiesterase Inhibitors		Other names Vivarin; Thompson Brand 2 of Caffeine; Thompson Brand 1 of Caffeine; Seid Brand of Caffeine; Republic Drug Brand of Caffeine; Quick-Pep; Pierre Fabre Brand of Caffeine; Percutaf+¬ine; Percoffedrinol N; Passauer Brand of Caffeine; No Doz; Merck dura Brand of Caffeine; GlaxoSmithKline Brand of Caffeine; Durvitan; Dexitac; Coffeinum Purrum; Coffeinum N; Caffedrine; Bristol-Myers Squibb Brand of Caffeine; Berlin-Chemie Brand of Caffeine
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
8-(3-chlorostyryl)caffeine  148589-13-3   Caffeine/*analogs & derivatives.  FEBS Lett 1993 May 24;323(1-2):141-4
caffeine citrate  69-22-7   *Caffeine *Citrates Drug Combinations.  Indian J Exp Biol 1980;18(1):99CAFCIT; CAFFEINE CITRATE
caffeine benzoate  5743-17-9   *Benzoates *Caffeine Drug Combinations. 
Pharma Action Antimutagenic Agents ; Analgesics, Non-Narcotic 		Radiobiologiia 1980;20(4):598
Cafergot  69063-86-1   *Caffeine *Ergotamine Drug Combinations.  Clin Pediatr (Phila) 1983;22(3):226CAFERGOT; ERGOTAMINE TARTRATE AND CAFFEINE; MIGERGOT; WIGRAINE
aspirin, butalbital and caffeine drug combination  51005-25-5   *Aspirin *Barbiturates *Caffeine Drug Combinations.  ASPIRIN AND CAFFEINE W/ BUTALBITAL; BUTAL COMPOUND; BUTALBITAL ASPIRIN AND CAFFEINE; BUTALBITAL COMPOUND; BUTALBITAL W/ ASPIRIN & CAFFEINE; BUTALBITAL, ASPIRIN AND CAFFEINE; FIORINAL; LANORINAL
solpadeine  82400-20-2 Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-, phosphate (1:1) (salt), mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione and N-(4-hydroxyphenyl)acetamide  *Acetaminophen *Caffeine Codeine/*analogs & derivatives Drug Combinations.  J Int Med 1982;10(2):109ACETAMINOPHEN, CAFFEINE, AND DIHYDROCODEINE BITARTRATE; ACETAMINOPHEN, CAFFEINE, AND DIHYDROCODEINE BITATRATE; DHC PLUS; SYNALGOS-DC-A
guarana powder  0   *Caffeine *Theobromine *Theophylline Sapindaceae.  Analyst 1994 Dec;119(12):2701-3
xanthobine  10381-82-5   Caffeine/*analogs & derivatives.  Radiobiologiia 18(4):483;1978
Aspirin-oxycodone hydrochloride-oxycodone terephthalate combination  64336-56-7   *Aspirin *Caffeine *Oxycodone *Phenacetin Drug Combinations.  Kidney Int 1980;17(2):250CODOXY; OXYCODONE AND ASPIRIN; OXYCODONE AND ASPIRIN (HALF-STRENGTH); PERCODAN; PERCODAN-DEMI; ROXIPRIN
Saridon  8064-93-5   *Caffeine *Phenacetin *Pyridones Antipyrine/*analogs & derivatives Drug Combinations.  Br J Dermatol 100(2):183;1979
alnagon  76741-93-0 Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-, phosphate (1:1) (salt), mixt. with 2-(acetyloxy)benzoic acid, 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione and 5-ethyl-5-phenyl-2,4,6(1H,3H,5H)-pyrimidinetrione  *Aspirin *Caffeine *Codeine *Phenobarbital Drug Combinations.  Bratisl Lek Listy 71(4):421;1979BUTALBITAL, ASPIRIN, CAFFEINE, AND CODEINE PHOSPHATE; FIORINAL W/CODEINE
Excedrin extra strength  0   *Acetaminophen *Aspirin *Caffeine Drug Combinations Drugs, Non-Prescription.  J Pharm Pharmacol 1997 Dec;49(12):1260ACETAMINOPHEN, ASPIRIN AND CAFFEINE; EXCEDRIN (MIGRAINE)
lipokinetix  0   *Benzofurans *Caffeine *Diiodothyronines *Phenylpropanolamine *Yohimbine.  Ann Intern Med 2002 Apr 16;136(8):590-5
6-thiocaffeine  13182-58-6   Caffeine/*analogs & derivatives.  Pharmacol Res Commun 1983;15(2):131
Migril  86498-65-9   *Caffeine *Cyclizine *Ergotamine Drug Combinations.  Practitioner 1984;228(1390):444
Vasobral  94423-99-1   *Caffeine *Dihydroergotoxine Drug Combinations.  Arm Radiol 1987;30(6):425
8-methoxycaffeine  569-34-6   Caffeine/*analogs & derivatives Cross-Linking Reagents.  Boll Soc Ital Biol Sper 1990;66(6):587
optalidon  60382-50-5 5-(2-methylpropyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, mixt. with 3,7-dihydro-1,3,7- trimethyl-1H-purine-2,6-dione & 4-(dimethylamino)- 1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one  *Aminopyrine *Barbiturates *Caffeine Drug Combinations.  Tidsskr Nor Laegeforen 99(13):635;1979
1-methylcaffeine  77196-81-7 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(methyl-14C)  Caffeine/*analogs & derivatives.  Drug Metab Dispos 1982;10(4):417
caffeidine  20041-90-1   Caffeine/*analogs & derivatives.  Chem Pharm Bull (Tokyo) 1986;34(9):3573
Fioricet  122018-95-5   *Acetaminophen *Barbiturates *Caffeine Drug Combinations.  Clin Ther 1987;10(1):69ACETAMINOPHEN, BUTALBITAL AND CAFFEINE; ACETAMINOPHEN, BUTALBITAL, AND CAFFEINE; ACETAMINOPHEN, BUTALBITAL, CAFFEINE, AND CODEINE PHOSPHATE; ANOQUAN; BUTALBITAL, ACETAMINOPHEN AND CAFFEINE; BUTALBITAL, ACETAMINOPHEN, AND CAFFEINE WITH CODEINE PHOSPHATE; BUTALBITAL, ACETAMINOPHEN, CAFFEINE AND CODEINE PHOSPHATE; BUTALBITAL, APAP, AND CAFFEINE; ESGIC; ESGIC-PLUS; FEMCET; FIORICET; FIORICET W/ CODEINE; MEDIGESIC PLUS; PHRENILIN WITH CAFFEINE AND CODEINE
mononitrosocaffeidine  145438-96-6   *Nitrosamines Caffeine/*analogs & derivatives.  Mutat Res 1993 Aug;292(1):41-9
dinitrosocaffeidine  145438-97-7   *Nitrosamines Caffeine/*analogs & derivatives.  Mutat Res 1993 Aug;292(1):41-9
Caffetin  0   *Acetaminophen *Caffeine *Codeine Antipyrine/*analogs & derivatives Drug Combinations.  Zh Neuropatol Psikhiatr Im S S Korsakova 1997;97(4):48-9
hydroxycut  0   Caffeine *Plant Preparations.  Pharmacotherapy 2001 May;21(5):647-51
8-ethoxycaffeine  577-66-2 8-ethoxy-3,7-dihydro-1,3,7-trimethyl-1H- purine-2,6-dione  Caffeine/*analogs & derivatives.  Mutat Res 60(3):349;1979
Elsinore pill  79992-72-6 1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-, mixt. with (R-(R*,S*))-alpha-(1-(methylamino)ethyl)benzenemethanol  *Caffeine *Ephedrine Drug Combinations.  Int J Obes 1981;5(2):183
cofplaton  80539-95-3 Platinate(2-), hexachloro-, (OC-6-11)-, dihydrogen, compd. with 8-(3-(dimethylamino)propoxy)-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (1:2)  *Organoplatinum Compounds Caffeine/*analogs & derivatives Platinum.  Naturwissenschaften 1981;68(12):628
Midol  83514-22-1 Benzoic acid, 2-(acetyloxy)-, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione, N-(4-ethoxyphenyl)acetamide and alpha-(1-(methyl(3-phenyl-2-propenyl)amino)ethyl)benzenemethanol hydrochloride  *Aspirin *Caffeine *Phenacetin Drug Combinations Ephedrine/*analogs & derivatives.  Arch Intern Med 1982;142(8):1583MIDOL
Norgesic forte  88566-80-7 Benzoic acid, 2-(acetyloxy)-, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione and N,N-dimethyl-2-((2-methylphenyl)phenylmethoxy)ethanamine 2-hydroxy-1,2,3-propanetricarboxylate (1:1)  *Aspirin *Caffeine *Orphenadrine Drug Combinations.  Ther Drug Monit 1983;5(4):401INVAGESIC; INVAGESIC FORTE; NORGESIC; NORGESIC FORTE; ORPHENADRINE CITRATE, ASPIRIN, AND CAFFEINE; ORPHENGESIC; ORPHENGESIC FORTE
impletol depot Bayer  95017-34-8 Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione and 1-ethenyl-2-pyrrolidinone homopolymer  *Caffeine *Povidone *Procaine Drug Combinations Delayed-Action Preparations.  Reumatologia 1983;21(2):167
ACC 30  0   *Aspirin *Caffeine *Codeine Drug Combinations.  Can Dent Assoc J 1986;52(4):325SYNALGOS-DC
ataralgin  83383-37-3   *Acetaminophen *Caffeine *Guaifenesin Drug Combinations.  Act Nerv Super (Praha) 1986;28(2):153
8-chlorocaffeine  4921-49-7   Caffeine/*analogs & derivatives.  Carcinogenesis 1991;12(10):1781
K1 protocol  0   *Antineoplastic Combined Chemotherapy Protocols Caffeine Cisplatin Doxorubicin Methotrexate.  J Cancer Res Clin Oncol 1992;118(8):567-9
valcophen  0   *Aspirin *Caffeine *Phenobarbital Drug Combinations.  Fiziol Zh 1998;44(5-6):102-5
8-nitrocaffeine  0   Caffeine/*analogs & derivatives.  Gan To Kagaku Ryoho 2004 Apr;31(4):522-5
fencamine  24356-67-0 8-(2-(N-methyl-beta-phenyl-alpha-methylethylamine)ethylamine)-1,3,7-trimethyl-2,6-dioxopurine  Caffeine/*analogs & derivatives.  Arzneim Forsch 24(9):1301;1974
Silentan  79084-81-4 Ergotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'alpha,10alpha)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (2:1) (salt), mixt. with 2-(acetyloxy)benzoic acid, 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2  *Aspirin *Caffeine *Diazepam *Dihydroergotamine Drug Combinations.  MMW 121(10):355;1979
Synalgos  79102-58-2 Benzoic acid, 2-(acetyloxy)-, mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione, N-(4-ethoxyphenyl)acetamide and N,N,alpha-trimethyl-10H-phenothiazine-10-ethanamine monohydrochloride  *Aspirin *Caffeine *Phenacetin *Promethazine Drug Combinations.  Oral Surg 47(6):513;1979
cafaminol  30924-31-3   Caffeine/*analogs & derivatives.  Pharmazie 34(5-6):375;1979
Butylon  8067-11-6   *Caffeine *Salicylamides Drug Combinations Phenetidine/*analogs & derivatives Thiamine/*analogs & derivatives.  Dent Outlook 1978;52(5):911
Migraine-Kranit  77193-78-3 Acetamide, N-(4-hydroxyphenyl)-, mixt. with 1-((3,4-diethoxyphenyl)methyl)-6,7-diethoxyisoquinoline hydrochloride, 1,2-dihydro-1,5-dimethyl-4-(1-methylethyl)-2-phenyl-3H-pyrazol-3-one, 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione and 5-ethyl-5-phenyl  *Acetaminophen *Caffeine *Phenobarbital Antipyrine/*analogs & derivatives Drug Combinations Papaverine/*analogs & derivatives.  Arzneim Forsch 1981;31(1):105
Syndol  79953-81-4 Morphinan-6-ol, 7,8-didehydro-4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-, phosphate (1,1) (salt), mixt. with 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione, N,N-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine butanedioate (1,1) and N-(4-hydr  *Acetaminophen *Caffeine *Doxylamine Codeine/*analogs & derivatives Drug Combinations.  Br Dent J 1981;150(7):187
2-methylcaffeine  0   Caffeine/*analogs & derivatives.  Toxicol Appl Pharmacol 1983;71(2):237
Propain  138230-30-5   *Acetaminophen *Caffeine *Codeine *Diphenhydramine Drug Combinations.  Br J Clin Pract 1985;39(1):21
Sig 8304  123283-88-5   *Benzoates *Caffeine Antipyrine/*analogs & derivatives Drug Combinations.  Clin Ter 1986;117(6):469
Impletol  8013-38-5   *Caffeine *Procaine Drug Combinations.  Nippon Jibinkoka Gakkai Kaiho 1989;92(12):2023
pircophen  8075-94-3   *Aminopyrine *Caffeine *Phenacetin Drug Combinations.  Klin Med (Mosk) 1990;68(8):91
caffeidine acid  54536-15-1   Caffeine/*analogs & derivatives.  Chem Res Toxicol 1993 Jan-Feb;6(1):50-8
dixaphen  0   *Benzamides *Caffeine *Ephedrine Drug Combinations.  Vopr Onkol 1992;38(2):148-53
Kinuya-chinnetsu  0   *Acetaminophen *Caffeine Drug Combinations.  Chest 1993 Jul;104(1):291-2
tert-butyloxycarbonyl-mononitrosamidocaffeidine  145439-00-5   *Nitrosamines Caffeine/*analogs & derivatives.  Mutat Res 1993 Aug;292(1):41-9
cofpropamine  0   Caffeine/*analogs & derivatives Poly(ADP-ribose) Polymerases/antagonists & inhibitors.  Gen Pharmacol 1996 Oct;27(7):1215-8
proksifein  80539-94-2   Caffeine/*analogs & derivatives DNA Repair.  Tsitologiia 1996;38(11):1203-10
L 5409709  0   *Acetaminophen *Caffeine *Ibuprofen Drug Combinations.  Pain 1997 Apr;70(2-3):253-66
8-cyclohexylcaffeine  0   Caffeine/*analogs & derivatives Receptors, Purinergic P1/antagonists & inhibitors.  Pharmacol Toxicol 1997 Jun;80(6):295-300
1,3-dimethyl-7-(5-ethylcarboxypentyl)xanthine  0   Caffeine.  J Med Chem 1999 Jul 15;42(14):2527-34
1,3-dimethyl-7-(7-hydroxyoctyl)xanthine  0   Caffeine.  J Med Chem 1999 Jul 15;42(14):2527-34
3-methyl-7-(7-oxooctyl)-1-propargylxanthine  0   Caffeine.  J Med Chem 1999 Jul 15;42(14):2527-34
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