Doxofylline Chemical Properties

Melting point:

144-146°C

Boiling point:

409.46°C (rough estimate)

Density 

1.2896 (rough estimate)

refractive index 

1.6000 (estimate)

RTECS 

XH5135000

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

0.42±0.70(Predicted)

color 

White to Off-White

Water Solubility 

Soluble

Merck 

14,3438

InChI

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

InChIKey

HWXIGFIVGWUZAO-UHFFFAOYSA-N

SMILES

N1(CC2OCCO2)C2=C(N(C)C(=O)N(C)C2=O)N=C1

CAS DataBase Reference

69975-86-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37

HS Code 

29399990

Toxicity

LD50 in mice (mg/kg): 841 orally; 215.6 i.v.; in rats: 1022.4 orally, 445 i.p. (Franzone)

Doxofylline Usage And Synthesis

Description

Doxofylline, a xanthine bronchodilator related to theophylline, is useful in the treatment of asthma and similar bronchospastic disorders. It has minimal activity on intestinal smooth muscle and the cardiovascular system, and is reportedly devoid of the behavioral effects of theophylline.

Description

Doxofylline is a methylxanthine bronchodilator that has been examined in clinical trials involving patients with either bronchial asthma or chronic obstructive pulmonary disease. Its mechanism of action is related to its ability to inhibit phosphodiesterase activity and, thus, increase cAMP. Compared to other xanthine derivatives, which have direct arrhythmogenic effects, doxofylline demonstrates decreased affinity towards adenosine A₁ and A₂ receptors, does not interfere with calcium influx into cells, and does not antagonize the action of calcium-channel blockers.

Originator

ABC S.p.A. (Italy)

Uses

Doxofylline is a xanthine molecule that appears to be both bronchodilator and anti-inflammatory with an improved therapeutic window over conventional xanthines such as Theophylline and the evidence supporting the effects of Doxofylline in the treatment of lung diseases.

Uses

H1 antihistamine

Definition

ChEBI: Doxofylline is an oxopurine that is a derivative of xanthine, methylated at N-1 and N-3 and carrying a 1,3-dioxolan-2-ylmethyl group at N-7, used in the treatment of asthma. It has a role as a bronchodilator agent, an antitussive and an anti-asthmatic drug. It is functionally related to a 7H-xanthine.

brand name

Maxivent (Roberts Pharmaceutical);ANSIMAR.

Doxofylline(69975-86-6)Related Product Information

• Dimethyl sulfoxide
• Purine
• Dimethyl fumarate
• alpha-Amylcinnamaldehyde
• DIOXOPROMETHAZINE HCL
• Dimethyl ether
• ETHANE
• Dihydromyrcenol
• Aminophylline
• Dimethyl carbonate
• 1,4-Dioxane
• Selenium dioxide
• N,N-Dimethylformamide
• TERT-AMYL METHYL ETHER
• 9-(1,3-Dioxolan-2-ylMethyl)-3,9-dihydro-1,3-diMethyl-1H-purine-2,6-dione
• 2-Chlorophenyl cyclopentyl ketone
• 7-(2-HYDROXYETHYL)THEOPHYLLINE
• DIOXOPROMETHAZINE