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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H39N3O8.ClH
Molecular Weight 546.053
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Landiolol Hydrochloride

SMILES

Cl.CC1(C)OC[C@@H](COC(=O)CCC2=CC=C(OC[C@@H](O)CNCCNC(=O)N3CCOCC3)C=C2)O1

InChI

InChIKey=DLPGJHSONYLBKP-IKGOIYPNSA-N
InChI=1S/C25H39N3O8.ClH/c1-25(2)35-18-22(36-25)17-34-23(30)8-5-19-3-6-21(7-4-19)33-16-20(29)15-26-9-10-27-24(31)28-11-13-32-14-12-28;/h3-4,6-7,20,22,26,29H,5,8-18H2,1-2H3,(H,27,31);1H/t20-,22+;/m0./s1

HIDE SMILES / InChI
Landiolol (Onoact) is an intravenously administered, ultra short-acting β1-blocker with an elimination half-life of 3-4 min and ≈8-fold greater cardioselectivity than esmolol in vitro. It is approved in Japan for the treatment of intraoperative and postoperative tachyarrhythmias, but in clinical practice is also used to prevent postoperative tachyarrhythmias, such as atrial fibrillation after coronary artery bypass grafting. Randomized controlled trials in patients undergoing open-heart surgery demonstrated that various dosages of landiolol (0.0005-0.04 mg/kg/min) [0.5-40 μg/kg/min] were more effective than diltiazem in converting postoperative atrial fibrillation to normal sinus rhythm during the first 8 h after surgery, and were more effective than placebo (or no landiolol) in preventing the development of atrial fibrillation during the first week after surgery (primary efficacy endpoints). Landiolol was generally well tolerated in clinical trials, with a relatively low risk of hypotension and bradycardia, although routine monitoring of cardiac function during landiolol administration is important. In general, adverse events such as reduced blood pressure resolve quickly after discontinuation of landiolol. Thus, as an ultra short-acting β1-blocker with a rapid onset of action and readily titratable and rapidly reversible effects, landiolol represents an important agent for the management of intraoperative and postoperative tachyarrhythmias.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Landiolol decreases a dysrhythmogenic dose of epinephrine in dogs during halothane anesthesia.
1999 Jun
[Clinical experience of landiolol for the treatment of intraoperative rapid atrial fibrillation].
2004 Apr
Patents

Patents

Sample Use Guides

landiolol dosage was in the range of 0.7 µg/kg/min-to-2.5 µg/kg/min
Route of Administration: Intravenous
In Vitro Use Guide
effects of landiolol on rat isolated aortic preparations under KCl contraction were investigated. Significant relaxations of isolated aortic preparations were obtained with landiolol 30-1000 micromol/L, suggesting a possible calcium antagonism with landiolol
Name Type Language
Landiolol Hydrochloride
JAN   MART.   MI   WHO-DD  
USAN  
Official Name English
LANDIOLOL HYDROCHLORIDE [JAN]
Common Name English
LANDIOLOL HYDROCHLORIDE [MI]
Common Name English
ONOACT
Brand Name English
Benzenepropanoic acid, 4-[(2S)-2-hydroxy-3-[[2-[(4-morpholinylcarbonyl)amino]ethyl]amino]propoxy]-, [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl ester, hydrochloride (1:1)
Systematic Name English
LANDIOLOL HYDROCHLORIDE [MART.]
Common Name English
[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-(4-{(2S)-2-hydroxy-3-[{2-[(morpholin-4-ylcarbonyl)amino]ethyl}amino]propoxy}phenyl)propanoate hydrochloride
Systematic Name English
ONO-1101 HYDROCHLORIDE
Common Name English
ONO 1101 HYDROCHLORIDE
Common Name English
LANDIOLOL HYDROCHLORIDE [USAN]
Common Name English
Landiolol hydrochloride [WHO-DD]
Common Name English
Code System Code Type Description
MERCK INDEX
m6675
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
PRIMARY Merck Index
DRUG BANK
DBSALT002156
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
PRIMARY
EVMPD
SUB21964
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
PRIMARY
FDA UNII
G8HQ634Y17
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
PRIMARY
CAS
144481-98-1
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
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PUBCHEM
164457
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
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NCI_THESAURUS
C190448
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
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EPA CompTox
DTXSID3048605
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
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USAN
KL-160
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
PRIMARY
SMS_ID
100000088206
Created by admin on Fri Dec 15 14:58:20 GMT 2023 , Edited by admin on Fri Dec 15 14:58:20 GMT 2023
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