| CAS |
58-55-9 |
| Chinese Name |
茶碱 |
| English Name |
Theophylline |
| Synonyms |
Theo-24;1，3-Dimethylxanthine |
| Molecular Formula |
C7H8N4O2 |
| Molecular Weight |
180.16 |
| Solubility |
Soluble in Water ≥5mg/mL |
| Purity |
HPLC≥98% |
| Appearance |
White to off-white Solid |
| Storage |
Powder:2-8℃，2 years;Insolvent(Mother Liquid):-20℃，6 months;-80℃，1 year |
| EC |
EINECS 200-385-7 |
| MDL |
MFCD00079619 |
| SMILES |
O=C(N1C)N(C)C2=C(N=CN2)C1=O |
| InChIKey |
ZFXYFBGIUFBOJW-UHFFFAOYSA-N |
| InChI |
InChI=1S/C7H8N4O2/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13/h3H,1-2H3,(H,8,9) |
| PubChem CID |
2153 |
| Target Point |
PDE;Adenosine Receptor;HDAC |
| Passage |
Metabolic Enzyme&Protease;GPCR & G Protein;DNA Damage/DNA Repair;Epigenetics;NF-κB |
| Background |
Theophylline is a non-selective phosphodiesterase (PDE) inhibitor, adenosine receptor blocker, and histone deacetylase (HDAC) activator. |
| Biological Activity |
Theophylline (1，3-Dimethylxanthine) is a potent phosphodiesterase (PDE) inhibitor， adenosine receptor antagonist， and histone deacetylase (HDAC) activator. Theophylline (1，3-Dimethylxanthine) inhibits PDE3 activity to relax airway smooth muscle. Theophylline (1，3-Dimethylxanthine) has anti-inflammatory activity by increase IL-10 and inhibit NF-κB into the nucleus. Theophylline (1，3-Dimethylxanthine) induces apoptosis. Theophylline (1，3-Dimethylxanthine) can be used for asthma and chronic obstructive pulmonary disease (COPD) research[1-5]. |
| In Vitro |
Theophylline(1，3-Dimethylxanthine)(1-1000 μM)inhibits cAMP hydrolysis by PDE in homogenates of bronchial tissue to relax human bronchus and pulmonary arteries[1].Theophylline(1，3-Dimethylxanthine)(10 μg/mL; 24 h; eosinophils)induces apoptosis through a reduction in the antiapoptotic protein Bcl-2[2].Theophylline(1，3-Dimethylxanthine)(0-500 μM; 2 h; A549 cells)inhibits NF-κB activation，I kappa B alpha(I-κBα)degradation and decreases the level of IL-6 in a concentration-dependent manner[3].Theophylline(1，3-Dimethylxanthine)(0-1000 μM; 30 min; A549 cells)induces histone deacetylase activity to decrease inflammatory gene expression[4]. |
| In Vivo |
Theophylline(1，3-Dimethylxanthine)(100 mg/kg; i.p.; daily，for 9 d; male Swiss mice)has anti-inflammatory activity in mice and increases IL-6 and IL-10 levels and inhibits TNF-α and NO[1]. |
| Data Literature Source |
[1]. Rabe KF，et，al. Theophylline and selective PDE inhibitors as bronchodilators and smooth muscle relaxants. Eur Respir J. 1995 Apr;8(4):637-42.
[2]. Németh ZH，et，al. Amrinone and theophylline differentially regulate cytokine and nitric oxide production in endotoxemic mice. Shock. 1997 May;7(5):371-5.
[3]. Ichiyama T，et，al. Theophylline inhibits NF-kappa B activation and I kappa B alpha degradation in human pulmonary epithelial cells. Naunyn Schmiedebergs Arch Pharmacol. 2001 Dec;364(6):558-61.
[4]. Ito K，et，al，Adcock IM，Barnes PJ. A molecular mechanism of action of theophylline: Induction of histone deacetylase activity to decrease inflammatory gene expression. Proc Natl Acad Sci U S A. 2002 Jun 25;99(13):8921-6.
[5]. Barnes PJ. Theophylline. Am J Respir Crit Care Med. 2013 Oct 15;188(8):901-6. |
| Unit |
Bottle |
| Specification |
10mg 10mM*1mL in DMSO 50mg |
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