Carvedilol phosphateProduct ingredient for Carvedilol

Name
Carvedilol phosphate
Drug Entry
Carvedilol

Carvedilol is a racemic mixture where the S(-) enantiomer is both a beta and alpha-1 adrenoceptor blocker, and the R(+) enantiomer is an alpha-1 adrenoceptor blocker.5,6 It is currently used to treat heart failure, left ventricular dysfunction, and hypertension.5,6 The dual action of carvedilol is advantageous in combination therapies as moderate doses of 2 drugs have a decreased incidence of adverse effects compared to high dose monotherapy in the treatment of moderate hypertension.4

Carvedilol was granted FDA approval on 14 September 1995.5

Accession Number
DBSALT001201
Structure
Synonyms
Not Available
UNII
EQT531S367
CAS Number
610309-89-2
Weight
Average: 1026.967
Monoisotopic: 1026.342870484
Chemical Formula
C48H60N4O17P2
InChI Key
LHNYXTULDSJZRB-UHFFFAOYSA-N
InChI
InChI=1S/2C24H26N2O4.2H3O4P.H2O/c2*1-28-21-10-4-5-11-22(21)29-14-13-25-15-17(27)16-30-23-12-6-9-20-24(23)18-7-2-3-8-19(18)26-20;2*1-5(2,3)4;/h2*2-12,17,25-27H,13-16H2,1H3;2*(H3,1,2,3,4);1H2
IUPAC Name
bis(1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol) bis(phosphoric acid) hydrate
SMILES
O.OP(O)(O)=O.OP(O)(O)=O.COC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=C(N2)C=CC=C1.COC1=CC=CC=C1OCCNCC(O)COC1=CC=CC2=C1C1=C(N2)C=CC=C1
ChemSpider
10128639
Predicted Properties
PropertyValueSource
Water Solubility0.00444 mg/mLALOGPS
logP3.05ALOGPS
logP3.42Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)14.03Chemaxon
pKa (Strongest Basic)8.74Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area75.74 Å2Chemaxon
Rotatable Bond Count20Chemaxon
Refractivity115.64 m3·mol-1Chemaxon
Polarizability44.49 Å3Chemaxon
Number of Rings8Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon