Details
Stereochemistry | RACEMIC |
Molecular Formula | C19H27NO4 |
Molecular Weight | 333.422 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC1CCC2=C(OC(=O)C(C)C)C(OC(=O)C(C)C)=CC=C2C1
InChI
InChIKey=OMMYLOLVPCCZQZ-UHFFFAOYSA-N
InChI=1S/C19H27NO4/c1-11(2)18(21)23-16-9-6-13-10-14(20-5)7-8-15(13)17(16)24-19(22)12(3)4/h6,9,11-12,14,20H,7-8,10H2,1-5H3
Nolomirole (CHF1035) is an orally active, selective dopamine agonist, primarily activating DA2- and alpha2 receptors, thereby inhibiting norepinephrine release, which may be beneficial in heart failure. Nolomirole is able to attenuate the heart failure signs in the monocrotaline-induced congestive heart failure. CHF1035 is a mixture of two enantiomers, CHF1800 (+) and CHF1810 (-). CHF1035 and its metabolite CHF1024 significantly decreased the IOP in rabbits, and are potential novel IOP lowering agents. Especially, CHF1035 produced a substantial decrease in IOP for a prolonged period of time, and thus may prove useful in glaucoma therapy. Nolomirole is a pre-synaptic stimulator of DA2-dopaminergic and α2-adrenergic receptors in peripheral sympathetic nerve endings. These receptors act as a negative feedback mechanism, inhibiting norepinephrine secretion. In early phase clinical studies lasting 1–3 months, nolomirole reduced peripheral systemic resistance and 24 hour blood pressure and increased cardiac output. In a study of 29 patients with heart failure, followed for 10 days, a reduction in plasma norepinephrine was demonstrated. In spite of the fact that Nolomirole was in clinical trials for the treatment of heart failure, its development was discontinued.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Polymorphism of rac-5,6-diisobutyryloxy-2-methylamino-1,2,3,4-tetrahydro-naphthalene hydrochloride (CHF 1035). I. Thermal, spectroscopic, and X-ray diffraction properties. | 2001 Aug |
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A novel D2-dopaminergic and alpha2-adrenoceptor receptor agonist induces substantial and prolonged IOP decrease in normotensive rabbits. | 2003 Jun |
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Effect of nolomirole on monocrotaline-induced heart failure. | 2004 Jan |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18164245
5 mg b.i.d. of nolomirole in patients with severe left ventricular systolic dysfunction, recently in New York Heart Association (NYHA) class III/IV. A dose of 5 mg b.i.d. of nolomirole was not beneficial (or harmful) in patients with heart failure.
Route of Administration:
Oral
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NCI_THESAURUS |
C29709
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NCI_THESAURUS |
C66884
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216238
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6EMF80C55F
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C457559
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300000036955
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CHEMBL2105142
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7554
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90060-42-7
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C75042
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ACTIVE MOIETY