Alprenolol

Alprenolol
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
ATC code	C07AA01 (WHO) ;
Pharmacokinetic data
Protein binding	80% - 90%
Elimination half-life	2-3 hours → 4-OH-alprenolol
Identifiers
	IUPAC name (RS)-1-(2-allylphenoxy)-3-(isopropylamino)propan-2-ol;
CAS Number	13655-52-2 ;
PubChem CID	2119;
IUPHAR/BPS	563;
DrugBank	DB00866 ;
ChemSpider	2035 ;
UNII	877K5MQ27W;
KEGG	D07156 ;
ChEBI	CHEBI:51211 ;
ChEMBL	ChEMBL266195 ;
CompTox Dashboard (EPA)	DTXSID0045127 ;
ECHA InfoCard	100.033.750
Chemical and physical data
Formula	C15H23NO2
Molar mass	249.354 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c1ccccc1C\C=C)CC(O)CNC(C)C;
	InChI InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3 ; Key:PAZJSJFMUHDSTF-UHFFFAOYSA-N ;
	(verify)

Alprenolol, or alfeprol, alpheprol, and alprenololum (Gubernal, Regletin, Yobir, Apllobal, Aptine, Aptol Duriles), is a non-selective beta blocker as well as a 5-HT_1A and 5-HT_1B receptor antagonist,^[1] used in the treatment of angina pectoris.^[2] It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.

References

^ Langlois M, Brémont B, Rousselle D, Gaudy F (1993). "Structural analysis by the comparative molecular field analysis method of the affinity of beta-adrenoreceptor blocking agents for 5-HT1A and 5-HT1B receptors". Eur. J. Pharmacol. 244 (1): 77–87. doi:10.1016/0922-4106(93)90061-d. PMID 8093601.
^ Hickie JB (1970). "Alprenolol ("aptin") in angina pectoris. A double-blind multicentre trial". Med. J. Aust. 2 (6): 268–72. doi:10.5694/j.1326-5377.1970.tb49984.x. PMID 4393977. S2CID 6879318.

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Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	C07AA01 (WHO)
Pharmacokinetic data
Protein binding	80% - 90%
Elimination half-life	2-3 hours → 4-OH-alprenolol
Identifiers
IUPAC name (RS)-1-(2-allylphenoxy)-3-(isopropylamino)propan-2-ol
CAS Number	13655-52-2^Y
PubChem CID	2119
IUPHAR/BPS	563
DrugBank	DB00866^Y
ChemSpider	2035^Y
UNII	877K5MQ27W
KEGG	D07156^Y
ChEBI	CHEBI:51211^Y
ChEMBL	ChEMBL266195^Y
CompTox Dashboard (EPA)	DTXSID0045127
ECHA InfoCard	100.033.750
Chemical and physical data
Formula	C₁₅H₂₃NO₂
Molar mass	249.354 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O(c1ccccc1C\C=C)CC(O)CNC(C)C
InChI InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3^Y Key:PAZJSJFMUHDSTF-UHFFFAOYSA-N^Y
(verify)