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Merck
CN

T4500

Sigma-Aldrich

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
CAS Number:
分子量:
180.16
Beilstein:
16464
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77
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Product Name

可可碱, ≥98.0%

质量水平

方案

≥98.0%

mp

345-350 °C

溶解性

H2O: slightly soluble
aqueous base: moderately soluble
ethanol: slightly soluble

SMILES字符串

[H]N1C(N(C)C2=C(N(C)C=N2)C1=O)=O

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

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一般描述

Theobromine is a methylxanthine alkaloid derivative, highly present in cocoa.

应用

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

生化/生理作用

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.

特点和优势

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.

制备说明

Theobromine is moderately soluble in aqueous base and is slightly soluble in water and ethanol.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

A subset of enteroendocrine cells is activated by amino acids in the Drosophila midgut
Park JH, et al.
Febs Letters (2006)
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)
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)
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

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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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