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A022

Sigma-Aldrich

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

powder

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About This Item

Empirical Formula (Hill Notation):
C17H20N4O5S
CAS Number:
89073-57-4
Molecular Weight:
392.43
MDL number:
MFCD00055080
UNSPSC Code:
12352202
PubChem Substance ID:
24277726
NACRES:
NA.77

form

powder

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Teresa Sousa et al.
European journal of pharmacology, 441(1-2), 99-104 (2002-05-15)
The continuous infusion of 1,3-dipropyl-8-sulfophenylxanthine (DPSPX), a non-selective antagonist of adenosine receptors, causes hypertension and marked cardiovascular structural changes in Wistar rats. Adenosine inhibits noradrenaline and renin release. We investigated the effects of sympathetic denervation, evaluated renin activity and the
C J Tseng et al.
Journal of biomedical science, 8(5), 389-394 (2001-09-11)
Adenosine was shown to inhibit norepinephrine (NE) release from sympathetic nerve endings. The purpose of this study was to examine whether endogenous adenosine restrains NE and epinephrine release from the adrenal medulla. The effects of an adenosine receptor antagonist, 1,3-dipropyl-8-(p-sulfophenyl)
E K Jackson et al.
The Journal of pharmacology and experimental therapeutics, 295(1), 23-28 (2000-09-19)
The purpose of this study was to investigate whether the extracellular cAMP-adenosine pathway (i.e., transport of cAMP out of cells followed by extracellular conversion of cAMP to adenosine) exists in preglomerular microvessels (PGMVs). Incubation of PGMVs for 1 h with
Y Ren et al.
Kidney international, 59(1), 222-229 (2001-01-03)
Afferent and efferent arteriole resistance exerts critical and opposite actions in the regulation of glomerular capillary pressure (PGC) and glomerular filtration rate (GFR). Tubuloglomerular feedback (TGF) plays an important role in the regulation of afferent arteriole resistance; however, the role
Monika Sundqvist
American journal of physiology. Regulatory, integrative and comparative physiology, 292(5), R1916-R1925 (2007-02-03)
Little is known about the purinergic regulation of intestinal motor activity in amphibians. Purinergic control of intestinal motility is subject to changes during development in mammals. The aim of this study was to investigate purinergic control of intestinal smooth muscle
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