ChemicalBook Product Catalog Analytical Chemistry Standard Pharmaceutical Impurity Reference Standards 7-(2-HYDROXYETHYL)THEOPHYLLINE

7-(2-HYDROXYETHYL)THEOPHYLLINE

7-(2-HYDROXYETHYL)THEOPHYLLINE Basic information
Product Name:7-(2-HYDROXYETHYL)THEOPHYLLINE
Synonyms:ETOFYLLINE EPE(CRM STANDARD);ETOFYLLINE MM(CRM STANDARD);7-(2-HYDROXYETHYL)THEOPHYLLINE 98+%;ETOFYLLINE (BETA-HYDROXYETHYLTHEOPHYLLINE);Phyllocormin;ETOFYLLINE;BETA-HYDROXYETHYLTHEOPHYLLINE;BIOPHYLLINE
CAS:519-37-9
MF:C9H12N4O3
MW:224.22
EINECS:208-269-8
Product Categories:Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
Mol File:519-37-9.mol
7-(2-HYDROXYETHYL)THEOPHYLLINE Structure
7-(2-HYDROXYETHYL)THEOPHYLLINE Chemical Properties
Melting point 163°C
Boiling point 365.61°C (rough estimate)
density 1.3055 (rough estimate)
refractive index 1.6300 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility H2O: Solutions may be stored for several days at 4°C.soluble
form solid
pka14.48±0.10(Predicted)
color white
Water Solubility 2.991g/L(temperature not stated)
Merck 14,3878
CAS DataBase Reference519-37-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 36-36/37-26
WGK Germany 3
RTECS XH5850000
HS Code 2939590000
MSDS Information
ProviderLanguage
SigmaAldrich English
7-(2-HYDROXYETHYL)THEOPHYLLINE Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorDuolip,Merckle,W. Germany,1981
UsesUseful synthetic intermediate in the preparation of 7-substituted xanthines.
UsesCardiac analeptic;Phosphodiesterase inhibitor
UsesAn inhibitor of 3’,5’-Cyclic Nucleotide Phosphodiesterase. Therapeutically, this compound has diuretic, muscle relaxant, bronchial dilation and CNS stimulant activities.
DefinitionChEBI: 7-(2-hydroxyethyl)-1,3-dimethylpurine-2,6-dione is an oxopurine.
Manufacturing Process107.3 g (0.5 mol) 2-(p-chlorophenoxy)isobutyric acid and 56.0 g (0.25 mol) 7-hydroxyethyltheophylline were suspended together in 250 ml xylene. They were heated together for 15 hours in a water separator following the addition of 1.5 g p-toluenesulfonic acid. The solution was next agitated with dilute sodium bicarbonate solution (0.5 mol NaHCO3), water washed and evaporated in a rotary evaporator.
The residue was then crystallized from isopropanol, yielding 58.0 g (55% yield) of 1-(7-theophyllinyl)-2-ethyl[2-(p-chlorophenoxy)-isobutyrate] . The compound had a melting point of 131°C to 132°C.
Therapeutic FunctionAntihyperlipidemic
Biochem/physiol ActionsPharmacological profile similar to theophylline.
7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-8-NITRO-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-8-MORPHOLINO-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE ETOFYLLINE CLOFIBRATE Xanthinol nicotinate 7-(2-HYDROXYETHYL)THEOPHYLLINE ETHYL 2-(8-BROMO-1,3-DIMETHYL-2,6-DIOXO-2,3,6,7-TETRAHYDRO-1H-PURIN-7-YL)ACETATE 8-BROMO-7-[2-(4-CHLOROPHENOXY)ETHYL]-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE ETHYL 2-(8-CHLORO-1,3-DIMETHYL-2,6-DIOXO-2,3,6,7-TETRAHYDRO-1H-PURIN-7-YL)ACETATE Theophylline-7-acetic acid 8-BROMO-7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 8-BROMO-1,3-DIMETHYL-7-(2-PHENOXYETHYL)-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE Diprophylline PROXYPHYLLINE 8-BROMO-7-(2-HYDROXYBUTYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 1,3-DIMETHYL-7-(OXIRAN-2-YLMETHYL)-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 8-CHLORO-7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE Doxofylline
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