| Identification | More | [Name]
Theobromine | [CAS]
83-67-0 | [Synonyms]
2,6-DIHYDROXY-3,7-DIMETHYL-PURINE
3,7-dihydro-3,7-dimethyl-1h-purine-2,6-dione
3,7-DIMETHYLXANTHINE
AKOS 91967
FEMA 3591
LABOTEST-BB LT00000138
3,7-dihydro-3,7-dimethyl-1h-purine-6-dione
3,7-Dimethyl-3,7-dihydro-1H-purine-2,6-dione
3,7-dimethyl-xanthin
6-dione,3,7-dihydro-3,7-dimethyl-1H-Purine-2
Diurobromine
Santheose
SC 15090
sc15090
Teobromin
Theosalvose
Theostene
Thesal
Thesodate
Xanthine, 3,7-dimethyl- | [EINECS(EC#)]
201-494-2 | [Molecular Formula]
C7H8N4O2 | [MDL Number]
MFCD00022830 | [Molecular Weight]
180.16 | [MOL File]
83-67-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
345-350 °C
| [Boiling point ]
312.97°C (rough estimate) | [density ]
1.50 | [FEMA ]
3591 | [refractive index ]
1.6700 (estimate) | [Fp ]
290-295°C | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
H2O: slightly soluble
| [form ]
solid
| [pka]
7.89(at 18℃) | [color ]
white
| [Odor]
odorless | [Water Solubility ]
slightly soluble, <0.1 g/100 mL at 18 ºC | [Usage]
A metabolite of Caffeine | [Merck ]
14,9282 | [Sublimation ]
290-295 ºC | [BRN ]
16464 | [InChIKey]
YAPQBXQYLJRXSA-UHFFFAOYSA-N | [LogP]
-0.78 | [CAS DataBase Reference]
83-67-0(CAS DataBase Reference) | [IARC]
3 (Vol. 51) 1991 | [NIST Chemistry Reference]
1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-(83-67-0) | [EPA Substance Registry System]
83-67-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
1
| [RTECS ]
XH2275000
| [F ]
10-23 | [TSCA ]
Yes | [HS Code ]
29399990 | [Safety Profile]
Poison by ingestion. Moderately toxic by subcutaneous route. An experimental teratogen. Human systemic effects by ingestion: central nervous system and gastrointestinal changes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Used as a diuretic, smooth muscle relaxant, cardiac stimulant, and vasoddator. | [Hazardous Substances Data]
83-67-0(Hazardous Substances Data) |
| Hazard Information | Back Directory | [General Description]
Odorless white crystalline powder. Bitter taste. pH (saturated solution in water): 5.5-7. | [Reactivity Profile]
THEOBROMINE(83-67-0) may be sensitive to prolonged exposure to light. This chemical has weakly acidic properties, combining with bases to forms salts. THEOBROMINE(83-67-0) also has even weaker basic properties, combining with acids to form salts which are decomposed in aqueous solution. . | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, THEOBROMINE is probably combustible. | [Description]
A purine alkaloid which is present in a number of plants, particularly Theobroma
coco and kola nuts. The alkaloid sublimes at 290°C and may be purified by this
method when it forms colourless, rhombic microcrystals. It is soluble in 1600
parts of H20 at 17°C, insoluble in cold Et20 or ligroin. It is a weak base and the
salts are decomposed by H20. The perchlorate forms colourless crystals of the
monohydrate which decompose at 271-3°C; the mercurinitrate is also crystalline
and has a melting point above 300°C. The mercury salt is obtained as colourless
crystals which darken at 29S-300°C and melt at 310°C. One imino group is
present yielding alkyl derivative, e.g. the N-methyl compound identical with
Caffeine (q.v.); the N~ethyl derivative, m.p. 164-SoC, forming an aurichloride,
m.p. 226°C; N-propyl, m.p. 136°C giving an aurichloride, m.p. 9SoC; N-butyl,
m.p. 119°C and the N-iso butyl, m.p. 129-130oC also giving an aurichloride,m.p. 97°C. The alkaloid also furnishes a methochloride as colourless rods, m.p.
320-340°C (dec.) which is very soluble in H20 and the methoaurichloride, m.p.
265°C (dec.).
Like Caffeine (q.v.) and Theophylline (q.v.), the alkaloid and its salts are
mild stimulants and also possess a diuretic action. | [Chemical Properties]
A methyl xanthine similar to caffeine. Theobromine has a bitter taste. | [Chemical Properties]
white to light yellow crystal powder | [Occurrence]
Reported found in cocoa bean, cocoa powder, cola nut and tea. | [Uses]
A metabolite of Caffeine | [Uses]
diuretic, bronchodilator, cardiotonic | [Definition]
ChEBI: A dimethylxanthine having the two methyl groups located at positions 3 and 7. It is a purine alkaloid derived from cocoa tree. | [Hazard]
Toxic by ingestion. Questionable carcinogen. | [Flammability and Explosibility]
Nonflammable | [Purification Methods]
It crystallises from H2O. Its solubility in H2O is 0.06% at 15o and 1.25% at 100o, and it is poorly soluble in organic solvents. It forms salts with heavy metals and is a diuretic, vasodilator and a cardiac stimulant. [Lister Purines Part II, Fused Pyrimidines Brown Ed, Wiley-Interscience pp254-225 1971, ISBN 0-471-38205-1, Beilstein 26 H 457, 26 I 135, 26 II 264, 26 III/IV 2336.] | [References]
Biltz, Max., Annalen, 423,320 (1921)
Dubosc., Chem. Zentr., IV, 956 (1932)
Gepner, Kreps., Chem. Abstr., 41,96 (1947)
Bohinc, Korber-Smid, J agodic., Farm. Vestn., (Ljubljana), 23, 143 (1972) |
|
|