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Substance Name: Theobromine [INN:BAN:NF]
RN: 83-67-0
UNII: OBD445WZ5P
InChIKey: YAPQBXQYLJRXSA-UHFFFAOYSA-N
Note
- 3,7-Dimethylxanthine. The principle alkaloid in Theobroma cacao (the cacao bean) and other plants. A xanthine alkaloid that is used as a bronchodilator and as a vasodilator. It has a weaker diuretic activity than THEOPHYLLINE and is also a less powerful stimulant of smooth muscle. It has practically no stimulant effect on the central nervous system. It was formerly used as a diuretic and in the treatment of angina pectoris and hypertension. (From Martindale, The Extra Pharmacopoeia, 30th ed, pp1318-9).
Molecular Formula
- C7-H8-N4-O2
Molecular Weight
- 180.1662
- All
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Anti-Asthmatic Agents
- Autonomic Agents
- Bronchodilator Agents
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Peripheral Nervous System Agents
- Reproductive Effect
- Respiratory System Agents
- Tumor Data
- Vasodilator Agents
Superlist Classification Code
- Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms
Name of Substance
- Theobromine
- Theobromine [INN:BAN:NF]
MeSH Heading
- Theobromine
Synonyms
- 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-
- 3,7-Dihydro-3,7-dimethyl-1H-purine-2,6-dione
- 3,7-Dimethylxanthine
- 5-26-13-00553 (Beilstein Handbook Reference)
- BRN 0016464
- CCRIS 2350
- Diurobromine
- EINECS 201-494-2
- FEMA No. 3591
- HSDB 7332
- NSC 5039
- Santheose
- SC 15090
- Teobromin
- Theobromine
- Theobromine (natural)
- Theosalvose
- Theostene
- Thesal
- Thesodate
- UNII-OBD445WZ5P
- Xanthine, 3,7-dimethyl-
Systematic Names
- 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-
- Theobromine
Superlist Name
- Theobromine
Registry Numbers
CAS Registry Number
- 83-67-0
FDA UNII
- OBD445WZ5P
System Generated Number
- 0000083670
Structure Descriptors
InChI
InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)InChIKey
YAPQBXQYLJRXSA-UHFFFAOYSA-NSmiles
CN1C(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LD50 | oral | 200mg/kg (200mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1372, 1986. | |
dog | LD50 | oral | 300mg/kg (300mg/kg) | Toxicology and Applied Pharmacology. Vol. 53, Pg. 481, 1980. | |
human | TDLo | oral | 26mg/kg (26mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) GASTROINTESTINAL: NAUSEA OR VOMITING | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 113, 1946. |
mouse | LD50 | intraperitoneal | 552mg/kg (552mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Acta Pharmaceutica Vol. 46, Pg. 93, 1996. |
mouse | LD50 | oral | 837mg/kg (837mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(3), Pg. 59, 1982. | |
mouse | LD50 | subcutaneous | 530mg/kg (530mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 6, Pg. 601, 1956. | |
rabbit | LDLo | subcutaneous | 1gm/kg (1000mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935. | |
rat | LD50 | oral | 1265mg/kg (1265mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 26(3), Pg. 59, 1982. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 357 | deg C | EXP | |
pKa Dissociation Constant | 9.9 | (none) | EXP | |
log P (octanol-water) | -0.78 | (none) | EXP | |
Water Solubility | 330 | mg/L | 25 | EXP |
Vapor Pressure | 8.95E-10 | mm Hg | 25 | EST |
Henry's Law Constant | 1.63E-11 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.89E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.