Bupranolol

Bupranolol
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral, topical (eye drops)
ATC code	C07AA19 (WHO) ;
Pharmacokinetic data
Bioavailability	< 10%
Protein binding	76%
Metabolism	First pass elimination > 90%
Elimination half-life	2-4 hours (plasma)
Excretion	> 88% renal (as carboxybupranolol)
Identifiers
	IUPAC name (RS)-1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)propan-2-ol;
CAS Number	14556-46-8 ;
PubChem CID	2475;
IUPHAR/BPS	550;
DrugBank	DB08808 ;
ChemSpider	2381 ;
UNII	858YGI5PIT;
KEGG	D07590 ;
ChEMBL	ChEMBL305380 ;
CompTox Dashboard (EPA)	DTXSID7022704 ;
Chemical and physical data
Formula	C14H22ClNO2
Molar mass	271.79 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC(=C(C=C1)Cl)OCC(CNC(C)(C)C)O;
	InChI InChI=1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3 ; Key:HQIRNZOQPUAHHV-UHFFFAOYSA-N ;
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Bupranolol is a non-selective beta blocker without intrinsic sympathomimetic activity (ISA), but with strong membrane stabilizing activity. Its potency is similar to propranolol.

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral, topical (eye drops)
ATC code	C07AA19 (WHO)
Pharmacokinetic data
Bioavailability	< 10%
Protein binding	76%
Metabolism	First pass elimination > 90%
Elimination half-life	2-4 hours (plasma)
Excretion	> 88% renal (as carboxybupranolol)
Identifiers
IUPAC name (RS)-1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)propan-2-ol
CAS Number	14556-46-8^N
PubChem CID	2475
IUPHAR/BPS	550
DrugBank	DB08808^Y
ChemSpider	2381^Y
UNII	858YGI5PIT
KEGG	D07590^N
ChEMBL	ChEMBL305380^Y
CompTox Dashboard (EPA)	DTXSID7022704
Chemical and physical data
Formula	C₁₄H₂₂ClNO₂
Molar mass	271.79 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=CC(=C(C=C1)Cl)OCC(CNC(C)(C)C)O
InChI InChI=1S/C14H22ClNO2/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4/h5-7,11,16-17H,8-9H2,1-4H3^Y Key:HQIRNZOQPUAHHV-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)