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K3769

Sigma-Aldrich

KW-3902

≥98% (HPLC)

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Synonym(s):
1,3-dipropyl-8-(3-noradamantyl)xanthine, 8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione, MK-7418, Rolofylline
Empirical Formula (Hill Notation):
C20H28N4O2
CAS Number:
136199-02-5
Molecular Weight:
356.46
UNSPSC Code:
12352200
PubChem Substance ID:
329817141
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: 20 mg/mL
soluble

storage temp.

2-8°C

SMILES string

CCCN1C(=O)N(CCC)c2[nH]c(nc2C1=O)[C@]34C[C@H]5C[C@H](C[C@@H]3C5)C4

InChI

1S/C20H28N4O2/c1-3-5-23-16-15(17(25)24(6-4-2)19(23)26)21-18(22-16)20-10-12-7-13(11-20)9-14(20)8-12/h12-14H,3-11H2,1-2H3,(H,21,22)/t12-,13+,14-,20-

InChI key

PJBFVWGQFLYWCB-OYEQCZOJSA-N

Biochem/physiol Actions

KW-3902 is an A1 adenosine receptor antagonist and is over 800 fold more selective for an A1 receptor versus the A2A receptor.

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Beth Davison Weatherley et al.
Journal of cardiac failure, 16(1), 25-35 (2010-02-04)
Current treatment for acute decompensated heart failure (ADHF) is associated with incomplete resolution of symptoms and signs, recurrent symptoms of heart failure in-hospital and after discharge and high mortality. Studies have consistently demonstrated an association between worsening renal function in
Christopher M O'Connor et al.
Circulation. Heart failure, 4(6), 724-732 (2011-09-09)
Cardiac troponin T (cTnT) elevation is common and is a predictor of outcomes in patients with acute heart failure (AHF). The degree and progression of cTnT release during hospitalization of patients with AHF is unclear. We evaluated the incidence of
Gad Cotter et al.
Journal of cardiac failure, 14(8), 631-640 (2008-10-18)
Rolofylline, an adenosine A(1) receptor antagonist, facilitates diuresis and preserves renal function in patients with acute heart failure (AHF) with renal impairment. Although not powered around any specific hypothesis, this pilot study was designed to identify an efficacious dose while
John R Teerlink et al.
Drug safety, 35(3), 233-244 (2012-02-22)
Adenosine exerts actions in multiple organ systems, and adenosine receptors are a therapeutic target in many development programmes. The aim of this analysis was to evaluate the safety of rolofylline, an adenosine A(1)-receptor antagonist, in patients with acute heart failure.
Piotr Ponikowski et al.
European journal of heart failure, 12(11), 1238-1246 (2010-09-09)
The direct effects of adenosine A1 receptor antagonists on haemodynamic parameters in patients with acute heart failure (HF) remain largely unknown. We evaluated the haemodynamic effects of the AA(1)RA rolofylline in 59 HF patients with concomitant renal impairment (estimated creatinine
View All Related Papers

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