Caffeine

CAS Number: 58-08-2

Molecular Mass: 194.19 g/mol

Formula: C₈H₁₀N₄O₂

Smiles: Cn1c(=O)c2c(ncn2C)n(C)c1=O

Synonymes:

Caffeine, caffeine, 58-08-2, Guaranine, 1,3,7-Trimethylxanthine, Methyltheobromine, Theine, Thein, Cafeina, Caffein, Cafipel, Koffein, Mateina, Alert-pep, Coffeine, Anhydrous caffeine, Refresh'n, Caffedrine, Vivarin, Stim, No-Doz, Cafamil, Cafecon, Caffine, Dexitac, Nodaca, 7-Methyltheophylline, Eldiatric C, Durvitan, Hycomine, Organex, Nix Nap, Methyltheobromide, Coffeinum, Coffein, 3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione, Tirend, 1,3,7-Trimethylpurine-2,6-dione, 1,3,7-Trimethyl-2,6-dioxopurine, Tri-Aqua, Kofein, Caffeine, anhydrous, 1-methyltheobromine, 1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-, Methylxanthine theophylline, teina, Caffeina, CAFFEINE ANHYDROUS, 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione, NCI-C02733, 1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione, FEMA No. 2224, cafeine, Caffeinum, DTXSID0020232, 1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione, NSC-5036, Caffeine melting point standard, 3G6A5W338E, DTXCID40232, TREZIX COMPONENT CAFFEINE, CHEBI:27732, NSC5036, NoDoz Caplets and Chewable Tablets, 5-26-13-00558 (Beilstein Handbook Reference), Quick Pep, 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion, QuickPep, NODOZ, Zanthine, Awake, NoSnooze, Allertness Aid, Diurex Ultimate, trimethylxanthine, Uplift Chewable, Alertness Aid, Diurex Ultra, Yeast-vite, Caffeine,, Conrx Alert, Pro-plus, Sprayable Energy, Stay Awake, Alert Aid, Hair Care, Nano Ppc, Caffeine 200mg, Diurex Water Pills, Topcare Stay Awake, Alert Alertness Aid, NoDoz Alertness Aid, Sohmed Alertness Aid, 357 Super Magnum, Caffeine 1508, Awake Maximum Strength, RefChem:6623, Diurex Water Pills XPL, Caffeine 200 mg Tablets, Jet Alert Double Strength, Jet Alert Regular Strength, Caffeine Tablets, 200 mg, Stay Awake Maximum Strength, Caffeine tablet, film-coated, CHEBI:27134, Topcare Stay Awake Maximum Strength, GROWTH Hair Serum Serum Capillaire, NoDoz Alertness Aid Maximum Strength, Valumeds Maximum Strength Stay Awake, FEELSHION 6% Caffeine 1% Retinol Eye Cream, 200-362-1, 619-173-4, BIOTIN, CITRUS AURANTIUM BERGAMIA (BERGAMOT) FRUIT OIL, CITRUS TANGERINA (TANGERINE) FRUIT, CURCUMA LONGA (TURMERIC) ROOT, LEMON, LYSYLTHREONYLTHREONYLLYSYLSERINE, NICOTIANA BENTHAMIANA WHOLE, TOBACCO LEAF, TRIFOLIUM PRATENSE LEAF, Phensal, Caffeine, synthetic, Quick-Pep, Synalgos, Theophylline, 7-methyl, DHCplus, Miudol, Theobromine, 1-methyl-, Propoxyphene Compound 65, Kofein [Czech], Coffein [German], Koffein [German], Caffeine (natural), Xanthine, 1,3,7-trimethyl, Caffeina [Italian], Theophylline Me, Theobromine Me, SK-65 Compound, Anacin, Anacin Maximum Strength, P-A-C Analgesic Tablets, HSDB 36, BRN 0017705, NSC 5036, MFCD00005758, A.S.A. and Codeine Compound, AI3-20154, CHEMBL113, CFF, caffenium, SK 65 Compound, Caffeine [BAN:JAN], 1,3,7-trimethyl-1,3,7-trihydropurine-2,6-dione, CAS-58-08-2, Caffeine (USP), SMR000326667, CCRIS 1314, SR-01000075187, Anhydrous caffeine (TN), EINECS 200-362-1, Monomethyl derivative of Theophylline, Caffeine [USP:BAN:JAN], Anhydrous caffeine (JP15), metilteobromina, Kafeina, trimetilksantina, UNII-3G6A5W338E, Guaranine, , Coffeine, , Caffeine RS, Theine, , Caffeine CRS, Methyltheobromine, , 1gfz, Caffeine, BioXtra, Caffeine for system suitability CRS, TNP00310, Monohydrate Caffeine, Respia (TN), 1-methyl-Theobromine, Caffeine M.P. RS, 7-methyl Theophylline, Cafergot (Salt/Mix), 1,7-Trimethylxanthine, Spectrum_001301, 1l5q, 1l7x, 2a3b, 3g6m, 3,7-dihydro-1,3,7-trimethyl-1H-purine, CAFFEINE [FHFI], CAFFEINE [HSDB], CAFFEINE [IARC], CAFFEINE [FCC], Xanthine,3,7-trimethyl, CAFFEINE [II], CAFFEINE [MI], 1 3 7-trimetilksantina, CAFFEINE [VANDF], CAFFEINUM [HPUS], 1,3,7-Trimethylxantine, Spectrum2_001261, Spectrum3_000321, Spectrum4_001782, Spectrum5_000423, Lopac-C-0750, 1 3 7-Trimethylxanthine, CAFFEINE [MART.], bmse000206, CAFFEINE [USP-RS], CAFFEINE [WHO-DD], CAFFEINE [WHO-IP], MolMap_000054, Probes1_000150, Probes2_000128, C 0750, EC 200-362-1, SCHEMBL5671, Anhydrous caffeine (JP18), NCIOpen2_008255, BIDD:PXR0172, Lopac0_000228, BSPBio_001921, GTPL407, KBioGR_002325, KBioSS_001781, MLS001055341, MLS001056714, MLS001066409, orb422048, BIDD:ER0554, BIDD:GT0632, Caffeine, 1mg/ml in methanol, DivK1c_000730, SPECTRUM1500155, CU-01000012617-3, SPBio_001222, CAFFEINE [ORANGE BOOK], ESGIC COMPONENT CAFFEINE, TRIAD COMPONENT CAFFEINE, 829 - Tea quality parameters, MEGxp0_001350, SCHEMBL1341011, SCHEMBL6362289, CAFFEINE [EP MONOGRAPH], DIMENHYDRINATE IMPURITY C, FEMCET COMPONENT CAFFEINE, 1,3,7-trimethyl-2,6-dioxo-1,2,3,6-tetrahydropurine, ANHYDROUS CAFFEINE [JAN], CAFFEINE [USP MONOGRAPH], component of Dilone (Salt/Mix), 1,7-Trimethyl-2,6-dioxopurine, ACon1_000085, ANOQUAN COMPONENT CAFFEINE, BDBM10849, HMS502E12, KBio1_000730, KBio2_001781, KBio2_004349, KBio2_006917, KBio3_001141, Caffeine 1.0 mg/ml in Methanol, COFFEINUM [WHO-IP LATIN], CAFERGOT COMPONENT CAFFEINE, Caffeine, powder, ReagentPlus(R), component of Percodan (Salt/Mix), EXCEDRIN COMPONENT CAFFEINE, FIORICET COMPONENT CAFFEINE, FIORINAL COMPONENT CAFFEINE, MIGERGOT COMPONENT CAFFEINE, NINDS_000730, NORGESIC COMPONENT CAFFEINE, WIGRAINE COMPONENT CAFFEINE, Bio1_000473, Bio1_000962, Bio1_001451, DHC PLUS COMPONENT CAFFEINE, HMS1920I09, HMS2091O11, HMS2232M13, HMS3260N17, HMS3372J18, HMS3435F10, HMS3715D13, HMS5091J20, Pharmakon1600-01500155, INVAGESIC COMPONENT CAFFEINE, LANORINAL COMPONENT CAFFEINE, Caffeine 10 microg/mL in Methanol, CAFFEINE ANHYDROUS [WHO-IP], CIA28298, CS-M0795, DDA07266, XCA23885, Tox21_201685, Tox21_300010, Tox21_500228, caffeine (1,3,7-trimethylxanthine), Caffeine 100 microg/mL in Methanol, CCG-38825, EBC-03517, HB2846, NSC755917, ORPHENGESIC COMPONENT CAFFEINE, PDSP1_001016, PDSP1_001235, PDSP2_001000, PDSP2_001219, SBB006474, STK177283, Propoxyphene Compound 65 (Salt/Mix), SYNALGOS-DC COMPONENT CAFFEINE, AKOS000121334, 5-26-13-00558 (Beilstein), Bayer Select Headache Pain (Salt/Mix), Caffeine, anhydrous, 99%, FCC, FG, DB00201, FT05891, LP00228, NSC-755917, SDCCGMLS-0064595.P001, SDCCGMLS-0064595.P002, SDCCGSBI-0050216.P005, IDI1_000730, MEDIGESIC PLUS COMPONENT CAFFEINE, SYNALGOS-DC-A COMPONENT CAFFEINE, 3,3,7-trimethyl-1H-purine-2,6-dione, DARVON COMPOUND COMPONENT CAFFEINE, INVAGESIC FORTE COMPONENT CAFFEINE, NCGC00015208-01, NCGC00015208-02, NCGC00015208-03, NCGC00015208-04, NCGC00015208-05, NCGC00015208-06, NCGC00015208-07, NCGC00015208-08, NCGC00015208-10, NCGC00015208-11, NCGC00015208-12, NCGC00015208-13, NCGC00015208-14, NCGC00015208-15, NCGC00015208-16, NCGC00015208-17, NCGC00015208-18, NCGC00015208-20, NCGC00015208-27, NCGC00015208-29, NCGC00090699-01, NCGC00090699-02, NCGC00090699-03, NCGC00090699-04, NCGC00090699-05, NCGC00090699-06, NCGC00090699-07, NCGC00090699-08, NCGC00090699-09, NCGC00168808-01, NCGC00168808-02, NCGC00254057-01, NCGC00259234-01, NCGC00260913-01, 95789-13-2, AC-12774, AS-15340, Caffeine, SAJ special grade, >=98.5%, component of P-A-C Compound (Salt/Mix), ST057528, component of A.S.A. Compound (Salt/Mix), ORPHENGESIC FORTE COMPONENT CAFFEINE, SBI-0050216.P004, DB-023002, WLN: T56 BN DN FNVNVJ B1 F1 H1, C2042, EU-0100228, NS00000273, THEOPHYLLINE IMPURITY A [EP IMPURITY], 526 - Nutritional Analysis of Energy Drinks, EN300-21663, BIM-0050216.0001, C07481, D00528, DIMENHYDRINATE IMPURITY C [EP IMPURITY], PENTOXIFYLLINE IMPURITY F [EP IMPURITY], Q60235, 1,3,7-trimethyl-3,7-dihydropurine-2,6-dione, 1H-Purine-2, 3,7-dihydro-1,3,7-trimethyl-, AB00051930-09, AB00051930_10, Caffeine, purum, anhydrous, >=99.0% (HPLC), 3,7-dihydro-1,3,7-trimethyl-1H-purine (9CI), Caffeine, anhydrous, tested according to Ph.Eur., L000155, Caffeine, Sigma Reference Standard, vial of 250 mg, SR-01000075187-1, SR-01000075187-4, SR-01000075187-7, SR-01000075187-8, BRD-K02404261-001-02-7, BRD-K02404261-001-03-5, BRD-K02404261-001-07-6, BRD-K02404261-001-16-7, Caffeine, certified reference material, TraceCERT(R), Caffeine, meets USP testing specifications, anhydrous, Melting point standard 235-237C, analytical standard, 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione #, Caffeine, British Pharmacopoeia (BP) Reference Standard, Caffeine, European Pharmacopoeia (EP) Reference Standard, F3371-0262, THEOPHYLLINE MONOHYDRATE IMPURITY A [EP IMPURITY], Z104507896, 07E4FB58-FD79-4175-8E3D-05BF96954522, 3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion (coffein), Caffeine, United States Pharmacopeia (USP) Reference Standard, Reagecon Melting Point Caffeine +235 to +237 degrees C Standard, Caffeine, Pharmaceutical Secondary Standard, Certified Reference Material, Caffeine for system suitability, European Pharmacopoeia (EP) Reference Standard, Caffeine melting point standard, United States Pharmacopeia (USP) Reference Standard, InChI=1/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H, 114303-55-8, Caffeine Melting Point Standard, Pharmaceutical Secondary Standard, Certified Reference Material, Mettler-Toledo Calibration substance ME 18872, Caffeine, analytical standard, for the calibration of the thermosystem 900, traceable to primary standards (LGC)

Bioactivity: -

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1,4-Dioxane	297.55	-	18.0	[24]
1,4-Dioxane	303.15	-	18.0	[24]
1,4-Dioxane	309.75	-	23.0	[24]
1,4-Dioxane	310.35	-	24.9	[24]
1,4-Dioxane	313.85	-	27.0	[24]
1,4-Dioxane	316.85	-	31.5	[24]
1,4-Dioxane	319.15	-	31.4	[24]
1,4-Dioxane	321.55	-	35.9	[24]
1,4-Dioxane	326.95	-	40.2	[24]
1,4-Dioxane	331.55	-	46.8	[24]
1-Propanol	288.24	-	3.057	[82]
1-Propanol	293.2	-	3.823	[247]
1-Propanol	298.17	-	4.581	[82]
1-Propanol	298.2	-	4.607	[247]
1-Propanol	303.2	-	5.229	[247]
1-Propanol	308.17	-	7.232	[82]
1-Propanol	308.2	-	5.767	[247]
1-Propanol	313.2	-	6.504	[247]
1-Propanol	318.2	-	11.52	[82]
1-Propanol	328.12	-	18.06	[82]
Acetone	288.24	-	7.448	[82]
Acetone	298.09	-	9.56	[82]
Acetone	308.21	-	13.72	[82]
Acetone	318.15	-	18.67	[82]
Acetone	328.18	-	24.13	[82]
Diethylene Glycol Monoethyl Ether	293.2	-	10.26	[244]
Diethylene Glycol Monoethyl Ether	298.2	-	10.93	[244]
Diethylene Glycol Monoethyl Ether	303.2	-	12.06	[244]
Diethylene Glycol Monoethyl Ether	308.2	-	13.21	[244]
Diethylene Glycol Monoethyl Ether	313.2	-	13.95	[244]
Ethanol	288.01	-	2.61	[82]
Ethanol	293.2	-	2.851	[243]
Ethanol	293.2	-	3.184	[244]
Ethanol	298.11	-	4.375	[82]
Ethanol	298.2	-	3.81	[243]
Ethanol	298.2	-	3.611	[244]
Ethanol	303.2	-	4.482	[243]
Ethanol	303.2	-	4.053	[244]
Ethanol	308.09	-	6.691	[82]
Ethanol	308.2	-	5.343	[243]
Ethanol	308.2	-	4.522	[244]
Ethanol	313.2	-	5.966	[243]
Ethanol	313.2	-	4.954	[244]
Ethanol	318.11	-	10.45	[82]
Ethanol	328.15	-	15.07	[82]
Ethyl acetate	288.24	-	5.41	[82]
Ethyl acetate	298.09	-	7.003	[82]
Ethyl acetate	308.21	-	9.532	[82]
Ethyl acetate	318.15	-	13.3	[82]
Ethyl acetate	328.18	-	17.62	[82]
Ethylene Glycol	293.2	-	8.309	[248]
Ethylene Glycol	298.2	-	11.04	[248]
Ethylene Glycol	303.2	-	13.76	[248]
Ethylene Glycol	308.2	-	16.05	[248]
Ethylene Glycol	313.2	-	19.47	[248]
Isopropanol	293.2	-	4.07	[245]
Isopropanol	298.2	-	4.3	[245]
Isopropanol	303.2	-	6.064	[245]
Isopropanol	308.2	-	6.883	[245]
Isopropanol	313.2	-	7.818	[245]
Methanol	288.24	-	6.47	[82]
Methanol	298.17	-	9.023	[82]
Methanol	308.17	-	13.2	[82]
Methanol	318.2	-	19.9	[82]
Methanol	328.12	-	30.66	[82]
N-Methyl-2-pyrrolidone	293.2	-	27.9	[243]
N-Methyl-2-pyrrolidone	298.2	-	30.47	[243]
N-Methyl-2-pyrrolidone	303.2	-	33.65	[243]
N-Methyl-2-pyrrolidone	308.2	-	36.4	[243]
N-Methyl-2-pyrrolidone	313.2	-	38.5	[243]
Propylene Glycol	293.2	-	2.616	[249]
Propylene Glycol	298.2	-	7.03	[249]
Propylene Glycol	303.2	-	10.89	[249]
Propylene Glycol	308.2	-	16.7	[249]
Propylene Glycol	313.2	-	19.63	[249]
Toluene	292.15	-	5.5	[24]
Toluene	301.25	-	5.4	[24]
Toluene	306.45	-	7.2	[24]
Toluene	308.55	-	9.0	[24]
Toluene	314.35	-	9.0	[24]
Toluene	320.75	-	12.0	[24]
Water	288.01	-	13.28	[82]
Water	298.0	-	20.76	[246]
Water	298.11	-	17.31	[82]
Water	303.0	-	27.28	[246]
Water	308.0	-	33.67	[246]
Water	308.09	-	24.32	[82]
Water	313.0	-	44.35	[246]
Water	318.0	-	55.53	[246]
Water	318.11	-	31.6	[82]
Water	323.0	-	84.89	[246]
Water	328.0	-	102.4	[246]
Water	328.15	-	42.46	[82]
Water	333.0	-	120.0	[246]
Water	338.0	-	144.7	[246]
Water	343.0	-	167.8	[246]

Molecule 3D descriptors

Descriptor	Value
PMI1	473.2660
PMI2	711.2065
PMI3	1174.8045
NPR1	0.4028
NPR2	0.6054
RadiusOfGyration	2.4647
InertialShapeFactor	0.0013
Eccentricity	0.9153
Asphericity	0.2744
SpherocityIndex	0.0665
PBF	0.2235