A022
1,3-Dipropyl-8-(p-sulfophenyl)xanthine
powder
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About This Item
Empirical Formula (Hill Notation):
C17H20N4O5S
CAS Number:
Molecular Weight:
392.43
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
form
powder
Quality Level
color
white
solubility
DMSO: 5 mg/mL, clear
SMILES string
CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)-c3ccc(cc3)S(O)(=O)=O
InChI
1S/C17H20N4O5S/c1-3-9-20-15-13(16(22)21(10-4-2)17(20)23)18-14(19-15)11-5-7-12(8-6-11)27(24,25)26/h5-8H,3-4,9-10H2,1-2H3,(H,18,19)(H,24,25,26)
InChI key
IWALGNIFYOBRKC-UHFFFAOYSA-N
Gene Information
human ... ADORA1(134), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)
Biochem/physiol Actions
Water soluble adenosine receptor antagonist with slight selectivity for A1 receptors.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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J W Daly et al.
Journal of medicinal chemistry, 28(4), 487-492 (1985-04-01)
A series of 8-(substituted phenyl) derivatives of theophylline and other 1,3-dialkylxanthines were evaluated for potency and selectivity as antagonists at A1- and A2-adenosine receptors in brain tissue. Theophylline has a similar potency (Ki = 14 microM) at both A1 and
Inhibition of adenosine deaminase attenuates endotoxin-induced release of cytokines in vivo in rats.
S P Tofovic et al.
Shock (Augusta, Ga.), 16(3), 196-202 (2001-09-04)
The purpose of this study was to investigate in vivo the effects of modulating the adenosine system on endotoxin-induced release of cytokines and changes in heart performance and neurohumoral status in early, profound endotoxemia in rats. Time/pressure variables of heart
Serafim Guimarães et al.
Pharmacology & toxicology, 92(4), 160-162 (2003-05-20)
Chronic treatment of rats with 90 microg/kg/day DPSPX (1,3-dipropyl-8-sulphophenylxanthine) during seven days leads to a hypertensive state which is characterized by marked morphological changes of the blood vessel walls as well as by important functional alterations. While the angiotensin-converting enzyme
R K Dubey et al.
Hypertension (Dallas, Tex. : 1979), 36(3), 337-342 (2000-09-16)
The extracellular "cAMP-adenosine pathway" refers to the local production of adenosine mediated by cAMP egress into the extracellular space, conversion of cAMP to AMP by ectophosphodiesterase, and the metabolism of AMP to adenosine by ecto-5'-nucleotidase. The goal of this study
M B Forman et al.
The Journal of pharmacology and experimental therapeutics, 292(3), 929-938 (2000-02-25)
Recent studies have demonstrated that three membrane-permeant A(1) receptor antagonists reduced infarct size in a model of ischemia followed by brief reperfusion. However, it was not determined whether cardioprotection was mediated by nonspecific intracellular effects of these highly lipophilic drugs
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