General Information
Drug ID
DR00528
Drug Name
Propranolol
Synonyms
(+-)-Propranolol; (1)-1-(Isopropylamino)-3-(naphthyloxy)propan-2-ol; (R)-(+)-propranolol; (S)-(-)-PROPRANOLOL; 1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol; 1-(1-Naphthyloxy)-2-hydroxy-3-(isopropylamino)propane; 1-(Isopropylamino)-3-(1-naphthoxy)-propan-2-ol; 1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol; 1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol; 1-(naphthalen-1-yloxy)-3-(propan-2-ylamino)propan-2-ol; 1-Isopropylamino-3-(1-naphthyloxy)-2-propanol; 1-[(1-methylethyl)amino]-3-(naphthalen-1-yloxy)propan-2-ol; 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol; 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-(9CI); 2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, (+-)-(9CI); 3-(naphthalen-1-yloxy)-1-(propan-2-ylamino)propan-2-ol; AY 64043; AY-20694; Anaprilin; Anapriline; Anaprilinum (TN); Avlocardyl; Avlocardyl (TN); Bedranol; Berkolol; Beta Neg; Beta-Propranolol; Beta-Tablinen; Beta-Timelets; Betachron; Betadren; Betalong; Caridolol; Corpendol; D,L-Propranolol; DL-Propranolol hydrochloride; Deralin (TN); Dociton; Dociton (TN); Efektolol;Etalong; Euprovasin; Herzbase; INDERIDE-40/25; INDERIDE-80/25; Ikopal; Inderal; Inderal (TN); Inderal LA (TN); Inderal hydrochloride; Inderalici; Inderalici (TN); Inderex; Inderol; InnoPran XL (TN); Intermigran; Kemi; Kemi S; Migrastat; Naprilin; Obsidan; Obzidan; Pranolol; Pronovan; Propanalol; Propanix; Propanolol; Propanolol [INN-Spanish]; Propranalol; Propranolol (INN); Propranolol (TN); Propranolol Hcl Intensol; Propranolol [INN:BAN]; Propranololo; Propranololo [DCIT]; Propranololum; Propranololum [INN-Latin]; Proprasylyt; R,S-Propranolol Hydrochloride; Racemic propranolol; Reducor; Reducorline; Sawatal; Servanolol; Sumial; Sumial (TN)
Drug Type
Small molecular drug
Indication High blood pressure [ICD11:BA00] Approved [1]
Migraine [ICD11:8A80] Approved [1]
Therapeutic Class
Antianxiety Agents
Structure
3D MOL 2D MOL
Formula
C16H21NO2
Canonical SMILES
CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O
InChI
InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3/t14-/m1/s1
InChIKey
AQHHHDLHHXJYJD-CQSZACIVSA-N
CAS Number
CAS 525-66-6
Pharmaceutical Properties Molecular Weight 259.339 Topological Polar Surface Area 41.5
Heavy Atom Count 19 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
3
PubChem CID
21138
PubChem SID
103173037 ,104171303 ,104352460 ,11111608 ,11111609 ,11112324 ,11112325 ,11112326 ,11113604 ,11113728 ,11467103 ,11468223 ,11486731 ,124881054 ,124882253 ,124882254 ,127443802 ,13374 ,134984369 ,137003686 ,140305642 ,144203986 ,14774633 ,160966459 ,164820581 ,164824354 ,170464682 ,175269420 ,179230521 ,26744431 ,26751915 ,29288557 ,3248705 ,46504537 ,47589224 ,47736746 ,47885647 ,47885648 ,48185235 ,49699368 ,50023381 ,57330813 ,75285226 ,8165579 ,821435 ,85788116 ,89094304 ,93166288 ,96026375 ,99233252
ChEBI ID
ChEBI:8499
TTD Drug ID
D04JEE
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
2-Oct Transporter Info Organic cation transporter 2 Substrate [2]
3-Oct Transporter Info Organic cation transporter 3 Substrate [2]
P-GP Transporter Info P-glycoprotein 1 Substrate [3]
References
1 Propranolol was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Influx Transport of Cationic Drug at the Blood-Retinal Barrier: Impact on the Retinal Delivery of Neuroprotectants. Biol Pharm Bull. 2017;40(8):1139-1145.
3 Tarascon Pocket Pharmacopoeia 2018 Classic Shirt-Pocket Edition.

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