ChemicalBook CAS DataBase List 603-00-9

603-00-9

Name	PROXYPHYLLINE
CAS	603-00-9
EINECS(EC#)	210-028-7
Molecular Formula	C10H14N4O3
MDL Number	MFCD00022833
Molecular Weight	238.24
MOL File	603-00-9.mol

Synonyms

[1,3-DIMETHYL-7-(2-HYDROXYPROPYL)-2,6-DIOXOPURINE] 7-(BETA-HYDROXYPROPYL)THEOPHYLLINE PROXYPHYLINE PROXYPHYLLIN PROXYPHYLLINE 1,3-Dimethyl-7-(2-hydroxypropyl)xanthine 1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-(2-hydroxypropyl)- 1H-Purine-2,6-dione, 3,7-dihydro-7-(2-hydroxypropyl)-1,3-dimethyl- 2-Hydroxypropyl-7-theophylline 3,7-dihydro-1,3-dimethyl-7-(2-hydroxypropyl)-1h-purine-6-dione 3,7-Dihydro-7-(2-hydroxypropyl)-1,3-dimethyl-1H-purine-2,6-dione 3,7-dihydro-7-(2-hydroxypropyl)-1,3-dimethyl-1h-purine-6-dione 7-(2-Hydroxypropyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 7-(2-hydroxypropyl)-theophyllin 7-(2-Hydroxypropyl)theophylline 7-(beta-Hydroxypropyl)-1,3-dimethylxanthine beta-Hydroxypropyltheophylline beta-Oxypropyltheophyllin Brontyl Hydroxypropyltheophylline

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
pka	14.55±0.20(Predicted)
color	White to Off-White
Water Solubility	285.7g/L(temperature not stated)
Merck	14,7905
InChI	InChI=1S/C10H14N4O3/c1-6(15)4-14-5-11-8-7(14)9(16)13(3)10(17)12(8)2/h5-6,15H,4H2,1-3H3
InChIKey	KYHQZNGJUGFTGR-UHFFFAOYSA-N
SMILES	N1(CC(O)C)C2=C(N(C)C(=O)N(C)C2=O)N=C1
CAS DataBase Reference	603-00-9(CAS DataBase Reference)
NIST Chemistry Reference	Proxyphylline(603-00-9)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P301+P312+P330
Hazard Codes	Xn
Risk Statements	R22:Harmful if swallowed. less more
Safety Statements	S36:Wear suitable protective clothing . less more
WGK Germany	3
RTECS	XH5907500
HS Code	2939.59.0000

Hazard Information

Chemical Properties

White Solid

Uses

A metabolite of Theophylline in human plasma.

Definition

ChEBI: Proxyphylline is an oxopurine.

Biological Activity

ki: 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 vitro

previous study showed that proxyphylline could selectively antagonize a1 adenosine receptors versus a2 adenosine receptors (ki = 850 μm for platelets) [1].

in vivo

in 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 Methods

Crystallise 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.

Spectrum Detail

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