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Merck

A022

Sigma-Aldrich

1,3-Dipropyl-8-(p-sulfophenyl)xanthine

powder

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About This Item

Empirische Formel (Hill-System):
C17H20N4O5S
CAS-Nummer:
Molekulargewicht:
392.43
MDL-Nummer:
UNSPSC-Code:
12352202
PubChem Substanz-ID:
NACRES:
NA.77
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Form

powder

Farbe

white

Löslichkeit

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)

InChIKey

IWALGNIFYOBRKC-UHFFFAOYSA-N

Biochem./physiol. Wirkung

Water soluble adenosine receptor antagonist with slight selectivity for A1 receptors.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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
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
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
Chia-Hui Lin et al.
Hypertension (Dallas, Tex. : 1979), 42(3), 380-385 (2003-08-13)
Carbon monoxide has been identified as an endogenous biological messenger in the brain. Heme oxygenase catalyzes the metabolism of heme to carbon monoxide and biliverdin. Previously, we have shown the involvement of carbon monoxide in central cardiovascular regulation, baroreflex modulation

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