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K3769

Sigma-Aldrich

KW-3902

≥98% (HPLC)

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

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About This Item

Empirical Formula (Hill Notation):
C20H28N4O2
CAS Number:
136199-02-5
Molecular Weight:
356.46
UNSPSC Code:
12352200
PubChem Substance ID:
329817141
NACRES:
NA.77

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

Storage Class Code

11 - Combustible Solids

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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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
Howard C Dittrich et al.
Journal of cardiac failure, 13(8), 609-617 (2007-10-10)
The kidney is the only organ in which adenosine is a paracrine vasoconstrictor. This raises the possibility of using adenosine A1 receptor (AA1R) antagonists to selectively vasodilate the kidney in conditions, such as congestive heart failure, in which a selective
Mustafa M Dohadwala et al.
Cardiovascular therapeutics, 26(4), 276-286 (2008-11-28)
Acute decompensated heart failure (ADHF), generally related to signs and symptoms of volume overload, is one the most common reasons for hospitalization in the United States. Recently, it has been observed that the majority of patients with ADHF have baseline
Marco Metra et al.
European journal of heart failure, 12(5), 499-507 (2010-03-17)
Dyspnoea is the most common symptom leading to hospitalization for acute heart failure (AHF). Its early and persistent relief is an important goal of therapy, but little is known about its course, determinants, and prognostic significance. In a post hoc
Adriaan A Voors et al.
Journal of the American College of Cardiology, 57(19), 1899-1907 (2011-05-07)
This study sought to assess the effects of rolofylline on renal function in patients with acute heart failure (AHF) and renal dysfunction randomized in PROTECT (Placebo-Controlled Randomized Study of the Selective A(1) Adenosine Receptor Antagonist Rolofylline for Patients Hospitalized With
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