Responsive image

Common name


Labetalol

IUPAC name


2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide

SMILES


CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1

Compound class


Antihypertensive Agents; Sympathomimetics; Adrenergic beta-Antagonists; Cardiovascular System; Beta Blocking Agents; Beta Blocking Agents and Thiazides; Alpha and Beta Blocking Agents; Alpha and Beta Blocking Agents and Thiazides; CYP2D6 Inducers; CYP2D6 Inducers (strong);

Therapeutic area


For the management of hypertension (alone or in combination with other classes of antihypertensive agents), as well as chronic stable angina pectoris and sympathetic overactivity syndrome associated with severe tetanus. Labetalol is used parenterally for immediate reduction in blood pressure in severe hypertension or in hypertensive crises when considered an emergency, for the control of blood pressure in patients with pheochromocytoma and pregnant women with preeclampsia, and to produce controlled hypotension during anesthesia to reduce bleeding resulting from surgical procedures.

Common name


Labetalol

IUPAC name


2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide

SMILES


CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1

INCHI


InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)

FORMULA


C19H24N2O3

Responsive image

Common name


Labetalol

IUPAC name


2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide

Molecular weight


328.405

clogP


2.723

clogS


-3.868

HBond Acceptor


3

HBond Donor


5

Total Polar
Surface Area


95.58

Number of Rings


2

Rotatable Bond


8

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00040 ethanamine Responsive image CCN 0.0677
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00217 2-(isopropylamino)ethanol Responsive image C(NC(C)C)CO 0.0086
FDBF00729 2-(ethylamino)ethanol Responsive image N(CCO)CC 0.0065
FDBF00793 4-(hydroxymethyl)phenol Responsive image Oc1ccc(cc1)CO 0.0038
FDBF01333 4-[(1R)-1-hydroxyethyl]phenol Responsive image CC(O)c1ccc(cc1)O 0.0010
FDBF01336 (2S)-4-phenylbutan-2-amine Responsive image c1(ccccc1)CCC(N)C 0.0003
20 , 3