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
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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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, 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
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
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
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
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