T4500
可可碱
≥98.0%, Phosphosdiesterase inhibitor
别名:
2,6-Dihydroxy-3,7-dimethylpurine, 3,7-Dihydro-3,7-dimethyl-1H-purine-2,6-dione, 3,7-Dimethylxanthine
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关于此项目
经验公式（希尔记法）:
C7H8N4O2
化学文摘社编号:
分子量:
180.16
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
201-494-2
MDL number:
Beilstein/REAXYS Number:
16464
Assay:
≥98.0%
Quality level:
产品名称
可可碱, ≥98.0%
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)
InChI key
YAPQBXQYLJRXSA-UHFFFAOYSA-N
SMILES string
[H]N1C(N(C)C2=C(N(C)C=N2)C1=O)=O
assay
≥98.0%
mp
345-350 °C
solubility
H2O: slightly soluble
aqueous base: moderately soluble
ethanol: slightly soluble
Quality Level
Gene Information
human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290)
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Application
Theobromine has been used:
- to test in behavioural assay
- as a food or dietary supplement
- as a standard for theobromine quantification in brewed coffee samples
Biochem/physiol Actions
Phosphosdiesterase inhibitor; weak adenosine receptor antagonist; diuretic; smooth muscle relaxant.
Theobromine possesses antitussive action and might be useful in treating acute and chronic cough. It is a catabolic product of caffeine and shows antioxidant and prooxidant properties.
Features and Benefits
This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
General description
Theobromine is a methylxanthine alkaloid derivative, highly present in cocoa.
Preparation Note
Theobromine is moderately soluble in aqueous base and is slightly soluble in water and ethanol.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
涉药品监管产品
此项目有
Antioxidant and prooxidant properties of caffeine, theobromine and xanthine
Azam S, et al.
Medical Science Monitor : International Medical Journal of Experimental and Clinical Research, 9(9), BR325-BR330 (2004)
A subset of enteroendocrine cells is activated by amino acids in the Drosophila midgut
Park JH, et al.
Febs Letters (2006)
Murat Iskar et al.
Molecular systems biology, 9, 662-662 (2013-05-02)
In pharmacology, it is crucial to understand the complex biological responses that drugs elicit in the human organism and how well they can be inferred from model organisms. We therefore identified a large set of drug-induced transcriptional modules from genome-wide
Development of a chromatographic low pressure flow injection system: Application to the analysis of methylxanthines in coffee
Santos JR and Antonio OSS Rangel
Analytica Chimica Acta, 715(17), 57-63 (2012)
Behavioral Analysis of Bitter Taste Perception in Drosophila Larvae
Kim H, et al.
Chemical Senses, 41(1), 85-94 (2016)
商品
Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
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