Caffeine
SIAL/27602 - anhydrous, tested according to Ph. Eur.
Synonym: Coffeinum; 1,3,7-
CAS Number: 58-08-2
Empirical Formula (Hill Notation): C8H10N4O2
Molecular Weight: 194.19
EC Number: 200-362-1
MDL Number: MFCD00005758
Linear Formula: C8H10N4O2
Product Type: Chemical
| agency | EPA 1694 |
| tested according to Ph. Eur. | |
| USP/NF | |
| application(s) | environmental |
| form | powder |
| grade | anhydrous |
| InChI | 1S/C8H10N4O2/c1-10-4-9-6- |
| InChI key | RYYVLZVUVIJVGH-UHFFFAOYSA |
| mp | 234-236.5 °C (lit.) |
| Quality Level | 100  |
| SMILES string | CN1C(=O)N(C)c2ncn(C)c2C1= |
| solubility | H2O: soluble 18.7 g/L at 16 °C |
| Application: | Caffeine has been used as a radiosensitizing agent utilized for studying its impact in inhibiting the catalytic activity of ATM and ATR Kinase. CTGF is an important modulator protein of fibrogenic TGF-β. Hence, this product has also been used for examining the caffeine-dependent regulation of CTGF expression in rat hepatocytes. |
| Biochem/physiol Actions: | A central nervous system stimulant believed to act through adenosine receptors and monoamine neurotransmitters. It is an adenosine receptor antagonist and adenosine 3′,5′-cyclic monophosphate (cAMP) phosphodiesterase inhibitor. Thus, levels of cAMP increase in cells following treatment with caffeine. It has been reported to affect cellular calcium levels, releasing calcium from intracellular stores. It overrides the cell cycle effects of various chemicals such as protease inhibitors, preventing apoptosis; and it has been shown to inhibit cellular DNA repair mechanisms. |
| Biochem/physiol Actions: | Caffeine is a central nervous system stimulant, adenosine receptor antagonist as well as adenosine 3′,5′-cyclic monophosphate (cAMP) phosphodiesterase inhibitor. It stimulates the sarcoplasmic reticulum (SR) Ca2+-release channel which facilitates the excitation-contraction coupling in cardiac muscle. It has also been reported to affect cellular calcium levels, releasing calcium from intracellular stores. Caffeine overrides the cell cycle effects of various chemicals such as protease inhibitors, preventing apoptosis; and it has been shown to inhibit cellular DNA repair mechanisms. |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P264 - P270 - P301 + P312 - P501 |
| Hazard Codes | Xn |
| Risk Statements | 22 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| mp | 234-236.5 °C (lit.) |
| UNSPSC | 12352210 |