PROXYPHYLLINE

PROXYPHYLLINE Basic information
Product Name:PROXYPHYLLINE
Synonyms:7-(BETA-HYDROXYPROPYL)THEOPHYLLINE;[1,3-DIMETHYL-7-(2-HYDROXYPROPYL)-2,6-DIOXOPURINE];7-(B-hydroxypropyl)theophylline;Proxylphylline;Proxyphylline BP;1H-Purine-2,6-dione, 3,7-dihydro-7-(2-hydroxypropyl)-1,3-dimethyl- (9CI);2,6-Dioxo-3,7-dihydro-7-(2-hydroxypropyl)-1,3-dimethylpurine;7-(b-Hydroxypropyl)-1,3-dimethylxanthine
CAS:603-00-9
MF:C10H14N4O3
MW:238.24
EINECS:210-028-7
Product Categories:Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:603-00-9.mol
PROXYPHYLLINE Structure
PROXYPHYLLINE Chemical Properties
Melting point 134-136°C
Boiling point 487.2±51.0 °C(Predicted)
density 1.46±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Solution S is clear (2.2.1) and colourless (2.2.2, Method II).
form neat
pka14.55±0.20(Predicted)
color White to Off-White
Water Solubility 285.7g/L(temperature not stated)
Merck 14,7905
CAS DataBase Reference603-00-9(CAS DataBase Reference)
NIST Chemistry ReferenceProxyphylline(603-00-9)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS XH5907500
HS Code 2939.59.0000
MSDS Information
ProviderLanguage
SigmaAldrich English
PROXYPHYLLINE Usage And Synthesis
Chemical PropertiesWhite Solid
UsesA metabolite of Theophylline in human plasma.
DefinitionChEBI: Proxyphylline is an oxopurine.
Biological Activityki: 82 nm for bovine brain a1 adenosine receptorproxyphylline is an a1 adenosine receptor antagonist.the a1 adenosine receptor, the best characterized purinergic receptor family, can mediate responses via multiple pertussis toxin-sensitive gtp binding proteins to various different effectors.
in vitroprevious study showed that proxyphylline could selectively antagonize a1 adenosine receptors versus a2 adenosine receptors (ki = 850 μm for platelets) [1].
in vivoin a previous study, rats that were allodynic following the vincristine injections were randomly allocated into four groups. theoesberiven f (a combination of proxyphylline and melilotus extract) was administered to rats. results showed that the decreased paw withdrawal threshold induced by vincristine injection was increased by theoesberiven f treatment and the increased withdrawal frequency to cold stimuli was also reduced by theoesberiven f treatment [2].
Purification MethodsCrystallise it from EtOH, aqueous MeOH or EtOAc. Roth Archiv Pharmazie 292 234 1959, Zelnik et al. Bull Soc Chim Fr 1733 1956, Beilstein 26 III/IV 2366.]
references[1] u. schwabe, d. ukena and m. j. lohse. xanthine derivatives as antagonists at a1 and a2 adenosine receptors. naunyn-schmiedeberg's arch.pharmacol. 330,212-221 (1985).
[2] s. bang, y. s. kim and s. r. jeong. anti-allodynic effect of theoesberiven f in a vincristine-induced neuropathy model. exp. ther. med. 12(2), 799-803 (2016).
[3] selvig k. pharmacokinetics of proxyphylline in adults after intravenous and oral administration. eur j clin pharmacol. 1981 jan;19(2):149-55.
PROXYPHYLLINE Preparation Products And Raw materials
Tazifylline 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 (R)-Proxyphylline 8-BROMO-7-(2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 8-BROMO-7-(2,3-DIHYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-2,6-PURINEDIONE 8-(BENZYLAMINO)-7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-2,6-PURINEDIONE diniprofylline Xanthinol 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-(2-hydroxy-3-((2-hydro xyethyl)methylamino)propyl)-8-((phenylmethyl)amino)-, monohydrochlorid e 1,3-DIMETHYL-8-MORPHOLINO-7-(2-OXIRANYLMETHYL)-2,3,6,7-TETRAHYDRO-1H-2,6-PURINEDIONE 8-BROMO-7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-(2-hydroxy-3-((phenylm ethyl)amino)propyl)-8-((phenylmethyl)amino)-, monohydrochloride Diprophylline PROXYPHYLLINE 8-BROMO-7-(2-HYDROXYBUTYL)-1,3-DIMETHYL-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

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