Details
Stereochemistry | ACHIRAL |
Molecular Formula | C22H32N4O4 |
Molecular Weight | 416.5139 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCN1C2=C(NC(=N2)C34CCC(CCC(O)=O)(CC3)CC4)C(=O)N(CCC)C1=O
InChI
InChIKey=ZWTVVWUOTJRXKM-UHFFFAOYSA-N
InChI=1S/C22H32N4O4/c1-3-13-25-17-16(18(29)26(14-4-2)20(25)30)23-19(24-17)22-10-7-21(8-11-22,9-12-22)6-5-15(27)28/h3-14H2,1-2H3,(H,23,24)(H,27,28)
Molecular Formula | C22H32N4O4 |
Molecular Weight | 416.5139 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Tonapofylline is a selective oral adenosine A, receptor antagonist, for the potential treatment of congestive heart failure. Oral tonapofylline over the dose range of 3 to 225 mg/day produced significant increases in sodium excretion in patients with stable heart failure without causing kaliuresis or reducing renal function. Tonapofylline may be useful in the clinical setting for the prevention of kidney failure induced by nephrotoxic agents such as cisplatin. Tonapofylline may be renoprotective in the setting of concomitant treatment with a loop-diuretic. Adverse effects were generally mild. Tonapofylline had been in phase III clinical trial for the treatment of acute heart failure. However, this development was discontinued.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Potent and orally bioavailable 8-bicyclo[2.2.2]octylxanthines as adenosine A1 receptor antagonists. | 2006 Nov 30 |
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Role of adenosine antagonism in the cardiorenal syndrome. | 2008 Winter |
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Protective effect of tonapofylline (BG9928), an adenosine A1 receptor antagonist, against cisplatin-induced acute kidney injury in rats. | 2009 |
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A1 adenosine receptor antagonists, agonists, and allosteric enhancers. | 2009 |
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Tonapofylline: a selective adenosine-1 receptor antagonist for the treatment of heart failure. | 2010 Oct |
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Design and synthesis of novel, potent and selective hypoxanthine analogs as adenosine A(1) receptor antagonists and their biological evaluation. | 2017 Mar 15 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17692744
3, 15, 75, or 225 mg once daily for 10 days
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 15:51:17 GMT 2023
by
admin
on
Sat Dec 16 15:51:17 GMT 2023
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Record UNII |
83VNU4U44T
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Record Status |
Validated (UNII)
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Record Version |
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C319
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