Theophylline

• CAT Number: I004187
• CAS Number: 58-55-9
• Molecular Formula: C7H8N4O2
• Molecular Weight: 180.16
• Purity: ≥95%
• Solubility: DMSO: 49 mg/ml
• Storage: 2-8°C
• IUPAC Name: 1,3-dimethyl-7H-purine-2,6-dione
• 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)
• InChIKey: ZFXYFBGIUFBOJW-UHFFFAOYSA-N
• SMILES: CN1C2=C(C(=O)N(C1=O)C)NC=N2

Theophylline（Cat No.:I004187） is a compound derived from xanthine that acts as a competitive and nonselective inhibitor of phosphodiesterase enzymes. By inhibiting phosphodiesterase, it increases intracellular levels of cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP), leading to smooth muscle relaxation and bronchodilation. Theophylline also acts as a nonselective antagonist of adenosine receptors, blocking their effects. Due to its dual mechanisms of action, theophylline is used in the treatment of respiratory conditions such as asthma and chronic obstructive pulmonary disease (COPD) to relieve bronchospasms and improve breathing.

Reference

1:Is Concomitant Use of Theophylline and Roflumilast Really Contraindicated? Nath A, Khan A, Hashim Z.Am J Respir Crit Care Med. 2017 May 15;195(10):1406-1407. doi: 10.1164/rccm.201610-2140LE. No abstract available. PMID: 28504599 2:The Novel Combination of Theophylline and Bambuterol as a Potential Treatment of Hypoxemia in Humans. Strand TE, Khiabani-Zare H, Boico A, Radiloff DR, Zhao Y, Hamilton K, Christians U, Klawitter J, Noveck RJ, Piantadosi CA, Bell C, Irwin DC, Schroeder T.Can J Physiol Pharmacol. 2017 May 3. doi: 10.1139/cjpp-2016-0635. [Epub ahead of print] PMID: 28467859 3:Superior Plasticity and Tabletability of Theophylline Monohydrate. Chang SY, Sun CC.Mol Pharm. 2017 May 5. doi: 10.1021/acs.molpharmaceut.7b00124. [Epub ahead of print] PMID: 28445056 4:Molecular simulations and Markov state modeling reveal the structural diversity and dynamics of a theophylline-binding RNA aptamer in its unbound state. Warfield BM, Anderson PC.PLoS One. 2017 Apr 24;12(4):e0176229. doi: 10.1371/journal.pone.0176229. eCollection 2017. PMID: 28437473 Free PMC Article5:The effect of theophylline on acetic acid induced ulcerative colitis in rats. Ghasemi-Pirbaluti M, Motaghi E, Najafi A, Hosseini MJ.Biomed Pharmacother. 2017 Jun;90:153-159. doi: 10.1016/j.biopha.2017.03.038. Epub 2017 Mar 26. PMID: 28351778 6:Theophylline increases diaphragmatic contractility in mechanically ventilated newborns. De Cunto A, Paviotti G, Bua J, Demarini S.J Crit Care. 2017 Feb;37:264-265. doi: 10.1016/j.jcrc.2016.10.001. Epub 2016 Oct 11. No abstract available. PMID: 28340998 7:Stability Orders of Acetaminophen and Theophylline Co-crystals Determined by Co-crystal Former Exchange Reactions and Their Correlation With In Silico and Thermal Parameters. Mukaida M, Sato H, Sugano K, Terada K.J Pharm Sci. 2017 Jan;106(1):258-263. doi: 10.1016/j.xphs.2016.08.028. Epub 2016 Oct 27. PMID: 28340956 8:Association of pre-hospital theophylline use and mortality in chronic obstructive pulmonary disease patients with sepsis. Shih YN, Chen YT, Chu H, Shih CJ, Ou SM, Hsu YT, Chen RC, Quraishi SA, Aisiku IP, Seethala RR, Frendl G, Hou PC.Respir Med. 2017 Apr;125:33-38. doi: 10.1016/j.rmed.2017.02.020. Epub 2017 Feb 27. PMID: 28340860 9:Treatment plan comparison in acute and chronic respiratory tract diseases: an observational study of doxophylline vs. theophylline. Mennini FS, Sciattella P, Marcellusi A, Marcobelli A, Russo A, Caputi AP.Expert Rev Pharmacoecon Outcomes Res. 2017 Mar 15:1-8. doi: 10.1080/14737167.2017.1301815. [Epub ahead of print] PMID: 28277853 10:A 13C solid-state NMR investigation of four cocrystals of caffeine and theophylline. Vigilante NJ, Mehta MA.Acta Crystallogr C Struct Chem. 2017 Mar 1;73(Pt 3):234-243. doi: 10.1107/S2053229617000869. Epub 2017 Feb 6. PMID: 28257018