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58-08-2 molecular structure
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1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

ChemBase ID: 86
Molecular Formular: C8H10N4O2
Molecular Mass: 194.1906
Monoisotopic Mass: 194.08037558
SMILES and InChIs

SMILES:
O=c1n(c(=O)n(c2ncn(c12)C)C)C
Canonical SMILES:
Cn1cnc2c1c(=O)n(C)c(=O)n2C
InChI:
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

Cite this record

CBID:86 http://www.chembase.cn/molecule-86.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
IUPAC Traditional name
caffeine
1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Brand Name
Alert-Pep
Anoquan
Cafamil
Cafcit
Cafecon
Caffedrine
Caffedrine Caplets
Caffine
Cafipel
Coffein
Coffeine
Darvon Compound
Darvon Compound-65
Dasin
Dexitac
Dexitac Stay Alert Stimulant
Dhc Plus
Diurex
Durvitan
Eldiatric C
Enerjets
Ercatab
Esgic
Esgic-Plus
Femcet
Fioricet
Fiorinal
Guaranine
Hycomine
Invagesic
Invagesic Forte
Keep Alert
Kofein
Koffein
Lanorinal
Mateina
Maximum Strength Snapback Stimulant Powders
Medigesic Plus
Migergot
Miudol
Natural Caffeinum
Nix Nap
No-Doz
Nodaca
Nodoz Maximum Strength Caplets
Norgesic
Norgesic Forte
Organex
Orphengesic
Orphengesic Forte
Pep-Back
Phensal
Propoxyphene Compound 65
Propoxyphene Compound-65
Quick Pep
Refresh'n
SK 65 Compound
Stim
Synalgos-Dc
Thein
Theine
Triad
Ultra Pep-Back
Vivarin
Wake-Up
Wigraine
Synonyms
Caffeine, Anhydrous
Caffeine, Monohydrate
Caffeine, Synthetic
CFF
Cafeina
Caffein
Caffeine Pure
Compound 65
Methyltheobromide
Methyltheobromine
Monomethyl Derivative of Theophylline
Theobromine ME
Theophylline ME
Caffeine
3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
2,6-Dioxo-2,3,6,7-tetrahydro-1,3,7-trimethyl-1H-purine
1,3,7-Trimethylxanthine
CAFFEINE ANHYDROUS
Caffeine 99%
1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione
Caffeine
Melting point standard 235-237°C
Caffeine
Mettler-Toledo® Calibration substance ME 18872, Caffeine
Coffeinum
7-Methyltheophylline
Alert-Pep
Cafalgine
Caffedrine
Cafipel
DHCplus
Dasin
Diurex
Durvitan
Guaranine
Hycomine
Koffein
Mateina
Miudol
NSC 5036
New Cetamol
No-Doz
Palergot-C
Phensal
Refresh'n
SK 65 Compound
Shape Plus
Stay Alert
Stim
Synalgos
Thein
Theine
Tri-Aqua
Wigraine
Coffeine
1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Caffeine solution
1,3,7-三甲基黄嘌呤
咖啡因
熔点标准品 235-237°C
咖啡因
Mettler-Toledo® 校准物质 ME 18872,咖啡因
咖啡因 溶液
CAS Number
58-08-2
EC Number
200-362-1
MDL Number
MFCD00005758
Beilstein Number
17705
Merck Index
141636
PubChem SID
24892436
24900939
24856687
24893117
24886771
160963549
24277682
24892829
24892984
46506408
PubChem CID
2519
CHEBI ID
27732
ATC CODE
N06BC01
CHEMBL
113
Chemspider ID
2424
DrugBank ID
DB00201
FEMA ID
2224
IUPHAR ligand ID
407
KEGG ID
D00528
Unique Ingredient Identifier
3G6A5W338E
Wikipedia Title
Caffeine
Council of Europe Number
11741
Flavis Number
16.016

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) -0.5456457  LogD (pH = 7.4) -0.5456456 
Log P -0.5456456  Molar Refractivity 49.8312 cm3
Polarizability 17.868532 Å3 Polar Surface Area 58.44 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P -0.24  LOG S -1.25 
Solubility (Water) 1.10e+01 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
2.17 g/100 mL (25 °C)
18.0 g/100 mL (80 °C)
67.0 g/100 mL (100 °C) in water
expand Show data source
22 mg/ml expand Show data source
chloroform: soluble0.5 M, clear, colorless expand Show data source
DMSO expand Show data source
H2O: soluble15 mg/mL expand Show data source
Hot Methanol expand Show data source
Soluble in pyrrole, THF-H2O mixture, ethyl acetate expand Show data source
Apperance
Odorless, white needles or powder expand Show data source
Powder expand Show data source
white powder expand Show data source
White Solid expand Show data source
Melting Point
227–228 °C, 500-501 K (anhydrous)
234–235 °C, 507-508 K (monohydrate)
expand Show data source
232-236°C expand Show data source
233-238 °C expand Show data source
234-236.5 °C(lit.) expand Show data source
234-236°C expand Show data source
235-237 °C expand Show data source
235-237 °C (±0.3°C) expand Show data source
235-237°C expand Show data source
238 expand Show data source
Boiling Point
178°C (subl.) expand Show data source
178°C subl. expand Show data source
Flash Point
11 °C expand Show data source
51.8 °F expand Show data source
Density
1.23 g/cm3, solid expand Show data source
1.23 g/ml expand Show data source
1.230 expand Show data source
Hydrophobicity(logP)
-0.04 expand Show data source
-0.5 expand Show data source
pKa
-0.13–1.22 protonated caffeine expand Show data source
Dipole Moment
3.64 D (calculated) expand Show data source
Storage Condition
Refrigerator expand Show data source
Room Temperature (15-30°C) expand Show data source
Storage Warning
Toxic/Harmful expand Show data source
RTECS
EV6475000 expand Show data source
European Hazard Symbols
Flammable Flammable (F) expand Show data source
Toxic Toxic (T) expand Show data source
X expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
1230 expand Show data source
1544 expand Show data source
UN1544 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
Hazard Class
3 expand Show data source
6.1 expand Show data source
Packing Group
2 expand Show data source
3 expand Show data source
III expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
11-23/24/25-39/23/24/25 expand Show data source
22 expand Show data source
R:22 expand Show data source
R22 expand Show data source
Safety Statements
16-36/37-45 expand Show data source
2 expand Show data source
S2 expand Show data source
EU Classification
T2 expand Show data source
EU Hazard Identification Number
6.1B expand Show data source
Emergency Response Guidebook(ERG) Number
151 expand Show data source
TSCA Listed
expand Show data source
EU Index
613-086-00-5 expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS06 expand Show data source
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
Warning expand Show data source
NFPA704
NFPA 704 diagram
2
2
0
expand Show data source
LD50
192 mg/kg (rat, oral) expand Show data source
GHS Hazard statements
H225-H301 + H311 + H331-H315-H319-H370 expand Show data source
H302 expand Show data source
GHS Precautionary statements
P210-P260-P280-P301 + P310-P305 + P351 + P338-P311 expand Show data source
P264-P270-P301+P312-P330-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US) expand Show data source
RID/ADR
UN 1230 3/PG 2 expand Show data source
UN 1544 6.1/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Regulation Compliance
FCC expand Show data source
FDA 21 CFR (182.1180) expand Show data source
Target
Others expand Show data source
Admin Routes
Oral, insufflation, enema expand Show data source
Bioavailability
99% expand Show data source
Dependency Liability
Moderate expand Show data source
Excretion
urine (100%) expand Show data source
Half Life
5 hours expand Show data source
Metabolism
demethylation by CYP1A2 expand Show data source
Protein Bound
17% to 36% expand Show data source
Legal Status
GSL (UK) expand Show data source
OTC (US) expand Show data source
unscheduled (Australia) expand Show data source
Pregnancy Category
C (US) expand Show data source
Gene Information
human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140), PDE4B(5142), PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)mouse ... Adora2b(11541)rat ... Adora1(29290), Adora2a(25369) expand Show data source
human ... ADORA1(134), ADORA2B(136), ADORA3(140), PDE4B(5142)mouse ... Adora2b(11541)rat ... Adora1(29290), Adora2a(25369) expand Show data source