Details
Stereochemistry | RACEMIC |
Molecular Formula | C11H16N2O3.ClH |
Molecular Weight | 260.717 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC(C)NCC(O)C1=CC=C(C=C1)[N+]([O-])=O
InChI
InChIKey=STGOXRVTUNXXLQ-UHFFFAOYSA-N
InChI=1S/C11H16N2O3.ClH/c1-8(2)12-7-11(14)9-3-5-10(6-4-9)13(15)16;/h3-6,8,11-12,14H,7H2,1-2H3;1H
Nifenalol is the beta-receptor antagonist. It has optical isomers. The racemic mixture and the levo-isomer are active in antagonizing beta-receptors, but the dextro-isomer is inactive. The levo-isomer seems to be about twice as active in blocking beta-receptors as the racemate. Nifenalol is virtually devoid of local anesthetic properties in contrast to procaine, propranolol, and butidrine. Nifenalol exacerbated the fighting behavior in male mice by foot-shock. Nifenalol has been studied in patients with coronary artery disease. It afforded the coronary patient good protection against angina and ischemic changes in the EKG. It was further noted that nifenalol had no antiarrhythmic action and that it was devoid of evident side effects. Nifenalol possessed weak action against tremorine and oxotremorine induced tremor.
Approval Year
PubMed
Title | Date | PubMed |
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[Influence of the beta-receptor blocker nifenalol on insulin secretion in normal subjects and diabetic patients (author's transl)]. | 1977 Feb |
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[Blood glucose concentration and insulin activity in serum after administration of the beta receptor blockader nifenalol-HC1 (INPEA). Studies in metabolically healthy people and diabetics]. | 1977 Jun |
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Effect of (+) INPEA, (+) sotalol and deoxysotalol on the in vitro production of prostaglandins E and F by the rat uterus. | 1980 Apr |
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[Action of propranolol, nifenalol, and pindolol on the lipolytic effect of adrenaline in the rat epididymis]. | 1981 Apr |
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Sensitization by (+) Inpea of rat stomach strip contraction induced by PGE2 or pleural exudates. | 1981 Jul |
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Potentiating effect of (+) INPEA on prostaglandin analogue evoked contractions of isolated rat uterus. | 1983 Mar |
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Effects of bucumolol, nadolol and nifenalol on maximum upstroke velocity of action potential in guinea pig papillary muscles. | 1986 Mar |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6688273
Dog: 5 or 15 mg/kg
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2872598
The effects of nifenalol (NIF) on contractile forces and on action potentials (APs) were investigated in isolated guinea pig atrial and papillary muscles, respectively. Log 1/ED40 values for the negative inotropic effects of this drug was 0.74 mmol/l in this order. NIF (0.2 mmol/l) produced about 20% reduction of Vmax at 1 Hz.
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100000085718
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DTXSID90972520
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5704-60-9
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SUB03433MIG
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m1218
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227-194-1
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6316
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ACTIVE MOIETY
SUBSTANCE RECORD