| Identification | More | [Name]
Doxofylline | [CAS]
69975-86-6 | [Synonyms]
7-(1,3-dioxolan-2-ylmethyl)-3,7-dihydro-1,3-dimethyl-1h-purine-2,6-dione
DOXOFYLLINE
DOXOPHYLLINE
2-(7’-teofillinmetil)-1,3-diossolano
2-(7’-theophyllinemethyl)-1,3-dioxolane
3,7-dihydro-7-(1,3-dioxolan-2-ylmethyl)-1,3-dimethyl-1h-purine-6-dione
7-(1,3-dioxolan-2-ylmethyl)-theophyllin
7-(1,3-dioxolan-2-ylmethyl)theophylline
abc12/3
ansimar
dioxyfilline
Doxofyliine
7-(1,3-dioxolan-2-ylmethyl)-1,3-dimethyl-purine-2,6-dione
DOXOFYLLINE [7-(1,3-DIOXOLAN-2-YLMETHYL)-3,7-DIHYDRO-1,3-DIMETHYL-1H-PURINE-2,6-DIONE]
MAXIVENT
Ansirnar
Doxof3rlline
ventax
Dioxyphylline | [EINECS(EC#)]
274-239-6 | [Molecular Formula]
C11H14N4O4 | [MDL Number]
MFCD00865218 | [Molecular Weight]
266.25 | [MOL File]
69975-86-6.mol |
| Chemical Properties | Back Directory | [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. ]
Inert atmosphere,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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves . | [HS Code ]
29399990 | [Toxicity]
LD50 in mice (mg/kg): 841 orally; 215.6 i.v.; in rats: 1022.4 orally, 445 i.p. (Franzone) |
| Hazard Information | Back Directory | [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. | [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 su
pporting 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. | [Synthesis]
The general procedure for the synthesis of 7-((1,3-dioxolan-2-yl)methyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione from 2-bromomethyl-1,3-dioxolane and 1,3-dimethyl-1H-purine-2,6(3H,9H)-dione was carried out as follows: to a reactor, 13 kg (72.16 mol) of 1,3- dimethyl-1H-purine-2,6(3H,9H)-dione (theophylline), 8 L of acetone, 5.77 kg (144.32 mol) of sodium hydroxide and 0.7 kg (2.16 mol) of tetrabutyl ammonium bromide. After stirring for 10 min, 14.47 kg (86.64 mmol) of 2-bromomethyl-1,3-dioxolane (bromoacetaldehyde acetal) was added. The mixture was refluxed for 6.3 h and the progress of the reaction was monitored by thin-layer chromatography (unfolding reagent ratio acetone: dichloromethane = 3:1). Upon completion of the reaction, the solvent was removed by distillation under reduced pressure, washed three times with saturated sodium chloride solution, and the residue was recrystallized from anhydrous ethanol to give 17.28 kg (64.98 mol) of 7-((1,3-dioxolan-2-yl)methyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione (doxophyllotoxin) in 90% yield and purity over 98.5%. | [References]
[1] Patent: CN105418612, 2016, A. Location in patent: Paragraph 0029; 0041; 0042
[2] Patent: CN105237538, 2016, A. Location in patent: Paragraph 0055; 0056; 0058 |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Jia Xing Isenchem Co.,Ltd
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0573-85285100 18627885956 |
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https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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