Caffeine An adenosine receptor antagonist and cAMP phosphodiesterase inhibitor

Caffeine (CAS 58-08-2)

Caffeine | CAS 58-08-2 is rated 5.0 out of 5 by 1.
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| 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
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ordering Information

PRODUCT NAME CATALOG # UNIT PRICE QTY FAVORITES
Caffeine sc-202514 5 g $20.00
Caffeine sc-202514A 100 g $37.00

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 :
n25D 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: Ki= 9.4 µM (rat); Guanine deaminase: Ki= 10.2 µM (human); Adenosine A2b receptor: Ki= 10.4 µM (human); Adenosine A2b receptor: Ki= 15 µM (rat); Adenosine A1 receptor: Ki= 29 µM (bovine); Adenosine A2a receptor: Ki= 50 µM (guinea pig)
pK Values :
pKa: 14.0 at 25°c, pKb: 0.523
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
1
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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CaffeineProduct 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. Caffeine prevents LPS-induced inflammatory responses in RAW264.7 cells and zebrafish. Chem. Biol. Interact.. 248: 1-7.

PMID: # 19401462
Zhou, J. et al. 2009. Loss of cardiolipin leads to longevity defects that are alleviated by alterations in stress response signaling. J. Biol. Chem.. 284: 18106-18114.

PMID: # 19136558
Varmeh, S. et al. 2009. Inappropriate activation of cyclin-dependent kinases by the phosphatase Cdc25b results in premature mitotic entry and triggers a p53-dependent checkpoint. J. Biol. Chem.. 284: 9475-9488.

PMID: # 19778904
Gallego-Sandín, S. et al. 2009. The endoplasmic reticulum of dorsal root ganglion neurons contains functional TRPV1 channels. J. Biol. Chem.. 284: 32591-32601.

PMID: # 19202191
Huertas, P. et al. 2009. Human CtIP mediates cell cycle control of DNA end resection and double strand break repair. J. Biol. Chem.. 284: 9558-9565.

PMID: # 19843516
Oddoux, S. et al. 2009. Triadin deletion induces impaired skeletal muscle function. J. Biol. Chem.. 284: 34918-34929.

PMID: # 19706608
Jin, Y. et al. 2009. Use of a riboswitch-controlled conditional hypomorphic mutation to uncover a role for the essential csrA gene in bacterial autoaggregation. J. Biol. Chem.. 284: 28738-28745.

PMID: # 19237545
Sharifmoghadam, MR. et al. 2009. The fission yeast SEL1 domain protein Cfh3p: a novel regulator of the glucan synthase Bgs1p whose function is more relevant under stress conditions. J. Biol. Chem.. 284: 11070-11079.

Citations 1 to 8 of 8 total
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Rated 5 out of 5 by 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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