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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

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.
KW-3902 is an A1 adenosine receptor antagonist.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000152965
0000152964
0000152964
0000152965
0000068990

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Mara T Slawsky et al.
Expert opinion on pharmacotherapy, 10(2), 311-322 (2009-02-25)
Co-existent cardiac and renal dysfunction is increasingly recognized as both a predictor and mediator of poor outcomes in patients with advanced heart failure. Novel therapies, including adenosine receptor antagonists, are currently under development for the treatment of 'cardiorenal syndrome'. To
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
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
Rena H Shah et al.
Cardiology in review, 17(3), 125-131 (2009-04-23)
Heart failure (HF) remains a major cause of morbidity and mortality, even with the use of standard treatments in patients with chronic HF and acute decompensated HF. Impaired renal function is an important prognostic indicator for adverse clinical outcomes. Elevated
Cynthia M Miracle et al.
Kidney & blood pressure research, 30(6), 388-399 (2007-09-25)
Carbonic anhydrase inhibitors (CAI) reduce proximal reabsorption, activating tubuloglomerular feedback (TGF) and reducing glomerular filtration rate (GFR). Adenosine A(1) receptors (A(1)R) mediate the TGF response and stimulate proximal reabsorption. Clearance and micropuncture studies were performed in Wistar rats to determine
View All Related Papers

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