Doxofylline

Names

[ Name ]:
Doxofylline

[Synonym ]:
Maxivent
Doxofilina [INN-Spanish]
Doxofylline
1H-Purine-2,6-dione, 7-(1,3-dioxolan-2-ylmethyl)-3,7-dihydro-1,3-dimethyl-
Ansimar
7-(1,3-Dioxolan-2-ylmethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione
Ventax
Doxofyllinum [INN-Latin]
7-(1,3-dioxolan-2-ylmethyl)theophylline
doxophylline
EINECS 274-239-6
ABC 12/3
Dioxyfilline
2-(7'-theophyllinemethyl)-1,3-dioxolane
7-(1,3-Dioxolan-2-ylmethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione
7-(1,3-dioxolan-2-yl-methyl)3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione
MFCD00865218

Biological Activity

[Description]:

Doxofylline is an antagonist of adenosine A1 receptor which also inhibits phosphodiesterase IV.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor

Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE)

Research Areas >> Inflammation/Immunology

[Target]

Adenosine A1 receptor, phosphodiesterase IV[1]

[References]

[1]. Shukla D, et al. Doxofylline: a promising methylxanthine derivative for the treatment of asthma and chronic obstructive pulmonary disease. Expert Opin Pharmacother. 2009 Oct;10(14):2343-56.

[Related Small Molecules]

3-Isobutyl-1-methylxanthine | rolipram | PF-04957325 | AN-2728 | CGS 21680 hydrochloride | GLPG1690 | Preladenant | BAY-60-7550 | Icariin | ZM 241385 | Ibudilast | PF-8380 | TAK-063 | CPI-444 | SCH 58261

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
505.2±53.0 °C at 760 mmHg

[ Melting Point ]:
144-146ºC

[ Molecular Formula ]:
C₁₁H₁₄N₄O₄

[ Molecular Weight ]:
266.253

[ Flash Point ]:
259.3±30.9 °C

[ Exact Mass ]:
266.101501

[ PSA ]:
80.28000

[ LogP ]:
-0.70

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.700

[ Water Solubility ]:
Soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XH5135000

CHEMICAL NAME :: Theophylline, 7-(1,3-dioxolan-2-ylmethyl)-

CAS REGISTRY NUMBER :: 69975-86-6

BEILSTEIN REFERENCE NO. :: 0561195

LAST UPDATED :: 199806

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C11-H14-N4-O4

MOLECULAR WEIGHT :: 266.29

WISWESSER LINE NOTATION :: T56 BN DN FNVNVJ F1 H1 B1- BT5O COTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 965 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4868186

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 426 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4187308

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 315 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4187308

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 841 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 36,201,1981

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 396 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4187308

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 216 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 36,201,1981

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36/37

[ RIDADR ]:
NONH for all modes of transport

Articles

Doxofylline, an antiasthmatic drug lacking affinity for adenosine receptors.

Arch. Int. Pharmacodyn. Ther. 295 , 221-37, (1988)

In the present study the interaction of doxofylline, a new antiasthmatic drug, with A1- and A2-adenosine receptors of the guinea-pig brain and rat striatum was investigated in comparison with known me...

Doxofylline in rat brain in relation to locomotor activity.

Drug Metab. Dispos. 17(4) , 437-40, (1989)

Doxofylline is a new xanthine derivative with significant bronchodilatatory activity. We have studied in HPLC the distribution of doxofylline in various areas of rat brain (cortex, cerebellum, limbic ...

The effect of intravenous doxofylline or aminophylline on gastric secretion in duodenal ulcer patients.

Aliment. Pharmacol. Ther. 4(6) , 643-9, (1990)

The aim of this study was to compare the effects upon gastric secretion of therapeutic doses of aminophylline, with doxofylline, a new xanthine derivative proposed for the treatment of chronic asthma....