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603-00-9

603-00-9 Structure

603-00-9 Structure
IdentificationMore
[Name]

PROXYPHYLLINE
[CAS]

603-00-9
[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
[EINECS(EC#)]

210-028-7
[Molecular Formula]

C10H14N4O3
[MDL Number]

MFCD00022833
[Molecular Weight]

238.24
[MOL File]

603-00-9.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P301+P312+P330
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

XH5907500
[HS Code ]

2939.59.0000
Hazard InformationBack Directory
[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 DetailBack Directory
[Spectrum Detail]

PROXYPHYLLINE(603-00-9)MS
PROXYPHYLLINE(603-00-9)1HNMR
PROXYPHYLLINE(603-00-9)IR1
PROXYPHYLLINE(603-00-9)IR2
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[Sigma Aldrich]

603-00-9(sigmaaldrich)
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