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PROXYPHYLLINE

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CAS:603-00-9
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Products Intro: Product Name:7-(2-Hydroxypropyl)theophylline
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PROXYPHYLLINE Basic information
Product Name:PROXYPHYLLINE
Synonyms:Monophylline, Spasmolysin;Proxyphylline or 7-(2-Hydroxypropyl) Theophylline);Diprophylline Impurity 4(Diprophylline EP Impurity D);7-(BETA-HYDROXYPROPYL)THEOPHYLLINE;[1,3-DIMETHYL-7-(2-HYDROXYPROPYL)-2,6-DIOXOPURINE];7-(B-hydroxypropyl)theophylline;Proxylphylline;Proxyphylline BP
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 DMF: 10 mg/ml
DMSO: 10 mg/ml
Ethanol: 1 mg/mlPBS (pH 7.2): 1 mg/ml
pka14.55±0.20(Predicted)
form Solid
color White to Off-White
Water Solubility 285.7g/L(temperature not stated)
Merck 14,7905
InChIInChI=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
InChIKeyKYHQZNGJUGFTGR-UHFFFAOYSA-N
SMILESN1(CC(O)C)C2=C(N(C)C(=O)N(C)C2=O)N=C1
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] BRUNS R F. Adenosine antagonism by purines, pteridines and benzopteridines in human fibroblasts[J]. Biochemical pharmacology, 1981, 30 4: Pages 325-333. DOI: 10.1016/0006-2952(81)90062-9
[2] KEISUKE TAKEDA . EFFECTS OF AMINOPHYLLINE, PROXYPHYLLINE AND A PROXYPHYLINE-MELILOTUS EXTRACT-RUTIN MIXTURE (THEOESBERIVEN) ON THE HEART AND THE CORONARY CIRCULATION[J]. Japanese journal of pharmacology, 1977, 27 5: Pages 709-720. DOI: 10.1254/jjp.27.709
[3] LUCYNA KORZYCKA  Dorota G. Synthesis, pharmacological activity and nitric oxide generation by nitrate derivatives of theophylline.[J]. Journal of Pharmacy and Pharmacology, 2008, 60 5: 637-645. DOI: 10.1211/jpp.60.5.0010
[4] KNUT DALAKER  Hans P. Effect of some drugs on thromboplastin activity in mouse trophoblast cells in vitro and in vivo[J]. Biochemical pharmacology, 1986, 35 20: Pages 3433-3439. DOI: 10.1016/0006-2952(86)90609-x
PROXYPHYLLINE Preparation Products And Raw materials
Tag:PROXYPHYLLINE(603-00-9) Related Product Information
Diprophylline diniprofylline Tazifylline Xanthinol nicotinate PROXYPHYLLINE Theophylline Xanthinol 1,3-DIMETHYL-7-(OXIRAN-2-YLMETHYL)-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE (S)-Proxyphylline (R)-Proxyphylline Xantifibrate 8-CHLORO-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-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 8-BROMO-7-(2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 8-BROMO-7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 1,3-DIMETHYL-8-MORPHOLINO-7-(2-OXIRANYLMETHYL)-2,3,6,7-TETRAHYDRO-1H-2,6-PURINEDIONE 8-BROMO-7-(2-HYDROXYBUTYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-PURINE-2,6-DIONE 8-(BENZYLAMINO)-7-(3-CHLORO-2-HYDROXYPROPYL)-1,3-DIMETHYL-2,3,6,7-TETRAHYDRO-1H-2,6-PURINEDIONE