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Landiolol

Landiolol structure

CAS No:
133242-30-5
Formula:
C25H39N3O8
Chemical Name:
Landiolol
Synonyms:
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;Benzenepropanoic acid,4-[2-hydroxy-3-[[2-[(4-morpholinylcarbonyl)amino]ethyl]amino]propoxy]-,(2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester,[S-(R*,R*)]-;ONO 1101;Landiolol;2097506-25-5
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

Landiolol was launched as iv infusion for the treatment of tachyarrhythmia during surgery. This structurally related derivative of esmolol can be synthesized in 3 linear steps from 3-(4-hydroxyphenyl)propionic acid by successive esterification followed by alkylation of the phenol function with (2S)-glycidyltosylate and opening of the resulting epoxide by the appropriate amine. Landiolol is an ultra short acting PI-adrenergic blocker more cardioselective (βI/β2 = 255) than esmolol (βi/β2 =

Landiolol is a member of morpholines.|Landiolol has been used in trials studying the treatment of Pharmacokinetics/Dynamics Study.

Landiolol Basic Attributes

Molecular Weight：

509.59

Exact Mass：

509.59

EC Number：

1592732-453-0

UNII：

62NWQ924LH

DSSTox ID：

DTXSID3048605|DTXSID10158026

ATC Code：

C - Cardiovascular system

Characteristics

PSA：

128

XLogP3：

0.80

Appearance：

White crystalline powder

Density：

1.2±0.1 g/cm3

Melting Point：

125.4ºC

Boiling Point：

727.5±60.0 °C at 760 mmHg

Flash Point：

393.8±32.9 °C

Refractive Index：

1.531

Safety Information

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)|Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)

MeSH Entry Terms：

landiolol

Computed Properties

Molecular Weight:509.6
XLogP3:0.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:14
Exact Mass:509.27371521
Monoisotopic Mass:509.27371521
Topological Polar Surface Area:128
Heavy Atom Count:36
Complexity:666
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes