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Labetalol hydrochloride

Labetalol hydrochloride structure

CAS No:
32780-64-6
Formula:
C19H24N2O3.ClH
Chemical Name:
Labetalol hydrochloride
Synonyms:
Benzamide,2-hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]-,hydrochloride (1:1);Benzamide,2-hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]-,monohydrochloride;Salicylamide,5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]-,monohydrochloride;AH 5158A;AH 5158 hydrochloride;Labetalol hydrochloride;Trandate;Normodyne;Presdate;Labelol;Labracol;Pressalolo;Ipolab;Vescal;Amipress;Sch 15719W;NSC 290312
Categories:
Organic Chemistry > Amides

Description

Labetalol hydrochloride is a mixed alpha/beta adrenergic antagonist that is used to treat high blood pressure.

Labetalol hydrochloride is a member of salicylamides.|Labetalol Hydrochloride is the hydrochloride form of labetalol, a third generation selective alpha-1-adrenergic antagonist and non-selective beta-adrenergic antagonist with vasodilatory and antihypertensive properties. Labetalol competitively binds to alpha-1-adrenergic receptors in vascular smooth muscle, thereby inhibiting the adrenergic stimulation of endothelial cell function and vasoconstriction in peripheral blood vessels. This agent also binds to beta-receptors in the bronchial and vascular smooth muscle, resulting in a decrease in adrenergic stimulation. The result is a decrease in resting and exercise heart rates, cardiac output, and in both systolic and diastolic blood pressure, thereby resulting in vasodilation, and negative chronotropic and inotropic cardiac effects.|A salicylamide derivative that is a non-cardioselective blocker of BETA-ADRENERGIC RECEPTORS and ALPHA-1 ADRENERGIC RECEPTORS.

Labetalol hydrochloride Basic Attributes

Molecular Weight：

364.87

Exact Mass：

364.155

EC Number：

251-211-1

UNII：

1GEV3BAW9J

NSC Number：

758438|290312

DSSTox ID：

DTXSID0044654

NCI Thesaurus Code：

C63578

HScode：

2924296000

Characteristics

PSA：

95.6

XLogP3：

2.31

Appearance：

white powder

Density：

1.2±0.1 g/cm3

Melting Point：

187-189 °C

Boiling Point：

552.7±50.0 °C at 760 mmHg

Flash Point：

288.1±30.1 °C

Refractive Index：

1.609

Water Solubility：

H2O: soluble

Storage Conditions：

2-8°C

Toxicity：

LD50 in male, female mice, male, female rats (mg/kg): 114, 120, 113, 107 i.p.; 47, 54, 60, 53 i.v.; 1450, 1800, 4550, 4000 orally (Shimpo)

Collision Cross Section：

177.6 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

RTECS Number：

CV5376000

Marks：

Precautionary statement(s)：

P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 7 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

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.)|Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)|Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)|Drugs that bind to and block the activation of ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Antagonists.)

MeSH Entry Terms：

AH 5158

Labetalol hydrochloride Use and Manufacturing

Uses

tropane alkaloid, anticholinergic drug

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:364.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:364.1553704
Monoisotopic Mass:364.1553704
Topological Polar Surface Area:95.6
Heavy Atom Count:25
Complexity:385
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It has both alpha and beta receptor blocking effects, with weak intrinsic activity and membrane stabilizing effects. The effect of blocking beta receptors is 4-8 times that of blocking alpha receptors; the effect of blocking beta1 receptors is 1/4 of propranolol, and the effect of blocking beta2 receptors is 1/17-1/11 of propranolol. At equivalent doses, its heart rate slowing effect is milder than that of propranolol, and its antihypertensive effect occurs faster. The vasodilation caused by blocking alpha receptors is also involved in the antihypertensive and anti-anginal mechanisms. Compared with simple beta receptor blockers, it has a stronger antihypertensive effect during standing and exercise tests. In addition, it can increase renal blood flow, while propranolol reduces it.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Labetalol Hydrochloride Tablets
Ingredients	Active ingredient: Labetalol hydrochloride.
Indication	The combination with tricyclic antidepressants can increase the incidence of tremor, and cimetidine can increase the bioavailability of this drug. Reference: Cimetidine, diuretics, and other antihypertensive drugs can enhance the effect of this product.
Specifications	100mg
Manufacturer	China Resources Double-Crane Pharmaceutical Co., Ltd.

Labetalol Hydrochloride Injection
Ingredients	Labetalol Hydrochloride
Specifications	10ml:50mg
Manufacturer	Jiangsu Disainuo Pharmaceutical Co., Ltd.

Labetalol Hydrochloride Tablets
Ingredients	Active ingredient: Labetalol hydrochloride.
Indication	The combination with tricyclic antidepressants can increase the incidence of tremor, and cimetidine can increase the bioavailability of this drug. Reference: Cimetidine, diuretics, and other antihypertensive drugs can enhance the effect of this product.
Specifications	0.1g
Manufacturer	Guangzhou Baiyunshan Pharmaceutical Co., Ltd. Guangzhou Baiyunshan Pharmaceutical General

See More Related Drugs

Registered Holders

SRINI PHARMACEUTICALS PRIVATE LTD

United States
Active
ALIVUS LIFE SCIENCES LTD

United States
Active
FLAMMA SPA

United States
Active

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