Nadolol

Structural formula
Mixture of four stereoisomers
General
Non-proprietary name	Nadolol
other names	( R , S ) - cis -5- (3- tert -Butylamino-2-hydroxypropoxy) -1,2,3,4-tetrahydronaphthalene-2,3-diol ( IUPAC )
Molecular formula	C 17 H 27 NO 4
Brief description	white to almost white, crystalline powder
External identifiers / databases
CAS number 42200-33-9 EC number 255-706-3 ECHA InfoCard 100.050.625 PubChem 39147 ChemSpider 35815 DrugBank DB01203 Wikidata Q424952
Drug information
ATC code	C07 AA12
Drug class	non-cardioselective beta blocker
properties
Molar mass	309,40 g · mol -1
Physical state	firmly
Melting point	124-136 ° C
solubility	sparingly soluble in water, slightly soluble in ethanol , practically insoluble in acetone
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	47.1 mg kg −1 ( LD 50 ,  mouse ,  iv )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nadolol is an unselective beta blocker with a half-life of around 20 hours. It is used to treat high blood pressure , angina pectoris and migraines .

Stereoisomerism

The substance contains three stereocenters, so theoretically there could be eight stereoisomers. However, since the two hydroxyl groups on the fused cyclohexane ring of nadolol are always arranged in the cis position to one another, the drug consists of only two pairs of enantiomers, which are present as racemates. Nadolol is a mixture of four stereoisomers.

literature

• William Frishman: Clinical pharmacology of the new beta-adrenergic blocking drugs. Part 9. Nadolol: A new long-acting beta-adrenoceptor blocking drug , in: American Heart Journal , 1980 , 99  (1), pp. 124-128; PMID 6101295 .

Individual evidence

1. ↑ ^{a b} Data sheet NADOLOL CRS (PDF) at EDQM , accessed on April 24, 2010.
2. ↑ ^{a b} Entry on Nadolol. In: Römpp Online . Georg Thieme Verlag, accessed on June 1, 2014.
3. ↑ ^{a b} Datasheet Nadolol, analytical standard at Sigma-Aldrich , accessed on October 12, 2016 ( PDF ).
4. ↑ European Pharmacopoeia, 6th edition, basic work 2008, Deutscher Apotheker Verlag Stuttgart, p. 3337.

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !