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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
Pricing and availability is not currently available.

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 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

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Certificates of Analysis (COA)

Lot/Batch Number
075K4707V
072M4752V
129K4732
075K4707
119H4703

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Edwin K Jackson et al.
American journal of physiology. Renal physiology, 303(7), F1000-F1005 (2012-08-10)
A(1) receptors may participate in renal sympathetic neurotransmission by enhancing the postjunctional effects of norepinephrine. The purpose of this study was to test this concept using A(1) receptor knockout (A(1)AR-/-) mice. In isolated kidneys from nontransgenic mice perfused with Tyrode's
Edwin K Jackson et al.
The Journal of pharmacology and experimental therapeutics, 307(3), 888-896 (2003-10-16)
Adenosine regulates tubular transport in collecting ducts (CDs); however, the sources of adenosine that modulate ion transport in CDs are unknown. The extracellular cAMP-adenosine pathway refers to the conversion of cAMP to AMP by ectophosphodiesterase, followed by metabolism of AMP
Edwin K Jackson et al.
The Journal of pharmacology and experimental therapeutics, 320(1), 117-123 (2006-10-10)
The extracellular cAMP-adenosine pathway is the cellular egress of cAMP followed by extracellular conversion of cAMP to adenosine by the sequential actions of ecto-phosphodiesterase and ecto-5'-nucleotidase. Although detailed studies in isolated organs, tissues, and cells provide evidence for an extracellular
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
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
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