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Caffeine (CAS 58-08-2)

Caffeine | CAS 58-08-2 is rated 5.0 out of 5 by 1.

See product citations (8)

Synonym: methyltheobromine; 1,3,7-Trimethylxantine; 1,3,7-Trimethyl-2,6-dioxopurine

Application: An adenosine receptor antagonist and cAMP phosphodiesterase inhibitor

CAS Number: 58-08-2

Purity: ≥98%

Molecular Weight: 194.2

Molecular Formula: C₈H₁₀N₄O₂

* Refer to Certificate of Analysis for lot specific data (including water content).

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Caffeine is a CNS stimulant that blocks Adenosine A1-R and Adenosine A2A-R. Caffeine is also a cAMP phosphodiesterase inhibitor. Caffeine interferes with the uptake and storage of Ca²⁺ by the sarcoplasmic reticulum in skeletal muscle and prevents apoptosis and cell cycle effects induced by various chemicals. Caffeine inhibits cellular DNA repair mechanism and displays anti-inflammatory properties. Caffeine is found in tea leaves, coffee beans, cocoa beans, matε leaves, guarana paste and kola nuts.

Appearance :

Powder

Physical State :

Solid

Solubility :

Soluble in water (16 mg/ml) at 20° C, ethanol (15 mg/ml), chloroform, ether (very slightly), water (200 mg/ml) at 80° C, boiling water (666 mg/ml), acetone (20 mg/ml), DMSO, and Hot Methanol.

Storage :

Store at room temperature

Melting Point :

234-236.5° C (lit.)

Boiling Point :

178° C

Density :

1.23 g/cm³ at 20° C

Refractive Index :

n²⁵_D 1.49

IC50 :

Adenosine A2a receptor: IC₅₀ = 20.47 µM (human); Adenosine A2b receptor: IC₅₀ = 63 µM (rat); Glycogen phosphorylase, muscle form: IC₅₀ = 74.9 µM (rabbit)

Ki Data :

Adenosine A2a receptor: K_i= 9.4 µM (rat); Guanine deaminase: K_i= 10.2 µM (human); Adenosine A2b receptor: K_i= 10.4 µM (human); Adenosine A2b receptor: K_i= 15 µM (rat); Adenosine A1 receptor: K_i= 29 µM (bovine); Adenosine A2a receptor: K_i= 50 µM (guinea pig)

pK Values :

pK_a: 14.0 at 25°c, pK_b: 0.523

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

WGK Germany :

RTECS :

EV6475000

Transport :

UN 1544, Class 6.1, Packing group III

PubChem CID :

2519

Merck Index :

14: 1636

MDL Number :

MFCD00005758

EC Number :

200-362-1

Beilstein Registry :

17705

SMILES :

CN1C=NC2=C1C(=O)N(C(=O)N2C)C

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Certificate of Analysis

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Caffeine Product Citations

See how others have used Caffeine. Click on the entry to view the PubMed entry .

Citations 1 to 8 of 8 total

PMID: # 26852703 Hwang, JH. et al. 2016. Chem. Biol. Interact. 248: 1-7.

PMID: # 19401462 Zhou, J. et al. 2009. J. Biol. Chem. 284: 18106-18114.

PMID: # 19136558 Varmeh, S. et al. 2009. J. Biol. Chem. 284: 9475-9488.

PMID: # 19778904 Gallego-Sandín, S. et al. 2009. J. Biol. Chem. 284: 32591-32601.

PMID: # 19202191 Huertas, P. et al. 2009. J. Biol. Chem. 284: 9558-9565.

PMID: # 19843516 Oddoux, S. et al. 2009. J. Biol. Chem. 284: 34918-34929.

PMID: # 19706608 Jin, Y. et al. 2009. J. Biol. Chem. 284: 28738-28745.

PMID: # 19237545 Sharifmoghadam, MR. et al. 2009. J. Biol. Chem. 284: 11070-11079.

Citations 1 to 8 of 8 total

Rated 5 out of 5 by HC from Huertas Huertas, P. et al. (PubMed 19202191) used Caffeine, a CNS stimulant that blocks adenosine A1 and A2A receptors and acts as a cAMP phosphodiesterase inhibitor, to allow cells with gross chromosomal rearrangements to overcome the G2/M checkpoint and enter mitosis. -SCBT Publication Review

Date published: 2015-01-05

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Caffeine (CAS 58-08-2)

QUICK LINKS

Download SDS (MSDS)

Certificate of Analysis

Caffeine Product Citations

Caffeine (CAS 58-08-2)

QUICK LINKS

Download SDS (MSDS)

Certificate of Analysis

Caffeine Product Citations

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