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Doxofylline

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Doxofylline
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 7-(1,3-Dioxolan-2-ylmethyl)-1,3-dimethylpurine-2,6-dione
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
ECHA InfoCard100.067.468Edit this at Wikidata
Chemical and physical data
FormulaC11H14N4O4
Molar mass266.257 g·mol−1
3D model (JSmol)
  • CN1C2=C(C(=O)N(C1=O)C)N(C=N2)CC3OCCO3
  • InChI=1S/C11H14N4O4/c1-13-9-8(10(16)14(2)11(13)17)15(6-12-9)5-7-18-3-4-19-7/h6-7H,3-5H2,1-2H3
  • Key:HWXIGFIVGWUZAO-UHFFFAOYSA-N
  (verify)

Doxofylline (also known asdoxophylline) is aphosphodiesterase inhibitingbronchodilator used in the treatment of chronic respiratory diseases such asasthma[1] andCOPD.[2] Liketheophylline, it is axanthine derivative.[3][4]

Medical uses

[edit]

Doxophylline is used to treat chronic respiratory diseases such asasthma[1] andCOPD.[2]

In animal and human studies, it has shown similar efficacy totheophylline but with significantly fewer side effects.[5] In February 2014, the USFDA granted anorphan drug designation to doxofylline for the treatment ofbronchiectasis following the submission of an application by Alitair Pharmaceuticals, in May 2013.[6][7][8]

Pharmacology

[edit]

Unlike other xanthines, doxofylline lacks any significantaffinity foradenosine receptors and does not producestimulant effects. This suggests that its antiasthmatic effects are mediated by another mechanism, perhaps its actions onphosphodiesterase.[1] From apharmacokinetic point of view, doxofylline importantly differs from theophylline also because it lacks the ability to interfere with the cytochrome enzymesCYP1A2,CYP2E1 andCYP3A4, thus preventing significant interaction with other drugs metabolized via these pathways in the liver.[9][10]

Concomitant treatment with certain other medications (includingallopurinol,H2 receptor antagonists,lincosamide antibiotics,macrolide antibiotics, andpropranolol) can decrease the hepatic clearance of doxofylline, which can result in increased serum levels of doxofylline.

Names

[edit]

It is marketed under many brand names worldwide, including: Xiva, An Li Nuo Er, An Sai Ma, Ansimar, Asima, Bestofyline, Chuan Ning, D-Fyal, Dilatair, Doxiba, Doxiva, Doxobid, Doxobron, Doxofilina, Doxofillina, Doxofyllin, Doxoll, Doxophylline, Doxovent, Doxyjohn, Fei Te Ai Si, Fixolin, Jian Fang Neng, Lang Ming, Lv Meng, Mai Ping Xi, Maxivent, Mucosma, Na De Lai, Phylex, Phyllin, Puroxan, Rexipin, Shu Zhi, Shuai An, Shuweixin, Suo Di, Suo Ji, Suo Li An, Xi Si Nuo, Xin Qian Ping, Xin Xi Ping, Yi Suo, and Yili.[11]

It is also marketed as acombination drug withterbutaline as Doxoll-TL, Mucosma-T and Phylex-TR.[11] It is also marketed as a combination drug withmontelukast as Doxoll-ML, Doxomont, Doxoril-M, Doxovent-M, Lunair-M, and Venidox-M.[11]

References

[edit]
  1. ^abcCirillo R, Barone D, Franzone JS (1988). "Doxofylline, an antiasthmatic drug lacking affinity for adenosine receptors".Archives Internationales de Pharmacodynamie et de Therapie.295:221–37.PMID 3245738.
  2. ^abCazzola M, Calzetta L, Rogliani P, Page C, Matera MG (August 2018)."Impact of doxofylline in COPD: A pairwise meta-analysis"(PDF).Pulmonary Pharmacology & Therapeutics.51:1–9.doi:10.1016/j.pupt.2018.04.010.PMID 29705620.
  3. ^Dini FL, Cogo R (2001). "Doxofylline: a new generation xanthine bronchodilator devoid of major cardiovascular adverse effects".Current Medical Research and Opinion.16 (4):258–68.doi:10.1185/030079901750120196.PMID 11268710.
  4. ^Poggi R, Brandolese R, Bernasconi M, Manzin E, Rossi A (October 1989)."Doxofylline and respiratory mechanics. Short-term effects in mechanically ventilated patients with airflow obstruction and respiratory failure".Chest.96 (4):772–8.doi:10.1378/chest.96.4.772.PMID 2791671. Archived fromthe original on 2013-04-14.
  5. ^Sankar J, Lodha R, Kabra SK (March 2008). "Doxofylline: The next generation methylxanthine".Indian Journal of Pediatrics.75 (3):251–4.doi:10.1007/s12098-008-0054-1.PMID 18376093.S2CID 19283297.
  6. ^"Orphan Drug Designations and Approvals List as of 12-01-2014"(PDF).
  7. ^SMI Support."News Release 10/26/15".www.alitair.com. Retrieved2018-09-16.
  8. ^"Doxofylline - AdisInsight".adisinsight.springer.com. Retrieved2018-09-16.
  9. ^Mennini FS, Sciattella P, Marcellusi A, Marcobelli A, Russo A, Caputi AP (October 2017)."Treatment plan comparison in acute and chronic respiratory tract diseases: an observational study of doxophylline vs. theophylline"(PDF).Expert Review of Pharmacoeconomics & Outcomes Research.17 (5):503–510.doi:10.1080/14737167.2017.1301815.hdl:2108/194830.PMID 28277853.S2CID 37678705.
  10. ^Matera MG, Page C, Cazzola M (2017-12-05)."Doxofylline is not just another theophylline!".International Journal of Chronic Obstructive Pulmonary Disease.12:3487–3493.doi:10.2147/COPD.S150887.PMC 5723117.PMID 29255355.
  11. ^abc"Doxofylline - international brand names". Drugs.com. Retrieved18 January 2017.

Further reading

[edit]
  • Shukla D, Chakraborty S, Singh S, Mishra B (October 2009). "Doxofylline: a promising methylxanthine derivative for the treatment of asthma and chronic obstructive pulmonary disease".Expert Opinion on Pharmacotherapy.10 (14):2343–56.doi:10.1517/14656560903200667.PMID 19678793.S2CID 169455.
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