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Acebutolol

Acebutolol Structure
CAS No.
37517-30-9
Chemical Name:
Acebutolol
Synonyms
Prent;Sectral;ACEBUTOLOL;Acebutololum;Acetobutolol;dl-Acebutolol;Acebutolo HCl;Acebutolol USP/EP/BP;AcebutololDiscontinued. See: A123800;3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide
CBNumber:
CB5393651
Molecular Formula:
C18H28N2O4
Molecular Weight:
336.43
MOL File:
37517-30-9.mol
Modify Date:
2023/6/8 9:03:05

Acebutolol Properties

Melting point 119-123°C
Boiling point 472.9°C (rough estimate)
Density 1.1748 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. -20°C Freezer
solubility DMF: 10 mg/mL,DMSO: 5 mg/mL,Ethanol: 5 mg/mL,PBS (pH 7.2): 0.3 mg/mL
form A solid
pka pKa 9.40 (Uncertain)
color Crystals
Water Solubility 259 mg/L
CAS DataBase Reference 37517-30-9(CAS DataBase Reference)
NIST Chemistry Reference Acebutolol(37517-30-9)
EPA Substance Registry System Butanamide, N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]- (37517-30-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H362
Precautionary statements  P201-P260-P263-P264-P270-P308+P313
Toxicity TDLo orl-wmn: 152 mg/kg:CVS,BPR JTCTDW 20,69,83
NFPA 704
0
3 0

Acebutolol Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Uses

Cardioselective ?adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II)

Definition

ChEBI: An ether that is the 2-acetyl-4-(butanoylamino)phenyl ether of the primary hydroxy group of 3-(propan-2-ylamino)propane-1,2-diol.

General Description

Acebutolol is one of the very few β-blockers whosemetabolite plays a significant role in its pharmacological actions.This drug is absorbed well from the gastrointestinaltract, but it undergoes extensive first-pass metabolic conversionto diacetolol by hydrolytic conversion of the amidegroup to the amine, followed by acetylation of the amine. After oral administration, plasma levels of diacetololare higher than those of acebutolol. Diacetolol is also aselective β1-blocker with partial agonistic activity; it has littlemembrane-stabilizing activity. It has a longer half-life (8–12hours) than the parent drug and is excreted by the kidneys.

Clinical Use

Acebutolol (Sectral) is a cardioselective 1-adrenoceptor blocking agent that also has some minor membrane stabilizing effects on the action potential. Acebutolol is effective in the management of the patient with essential hypertension, angina pectoris, and ventricular arrhythmias. Antiarrhythmic effects are observed with the patient both at rest and taking exercise.

Side effects

Adverse effects include bradycardia, gastrointestinal upset, dizziness, and headache.

Safety Profile

Moderately toxic by intravenousroute. Human systemic effects by ingestion: developmentalabnormalities of the cardiovascular and respiratory systems;effects on newborn in biochemical and metabolicabnormalities and reduced growth statistics. A humanter

Metabolism

About half of an orally administered dose of acebutolol (Sectral) is absorbed. Approximately 25% of the drug is bound to plasma proteins, and its plasma halflife is about 4 hours.Metabolism of acebutolol produces a metabolite with -blocking activity whose half-life is 10 hours.

Precautions

Acebutolol should not be administered in cardiogenic shock, uncontrolled heart failure, or severe bradycardia or to patients with known hypersensitivity to the drug.

Acebutolol Preparation Products And Raw materials

Global( 64)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Anant Pharmaceuticals Pvt Ltd +91-8550986868 +91-9485998001 Haryana, India 461 58 Inquiry
Varanous Labs Pvt Ltd +91-7036248882 +91-7036248882 Hyderabad, India 1541 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
GLP Pharma Standards 08069033853Ext 142 Hyderabad, India 54 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Excel International 08048957044 Mumbai, India 36 58 Inquiry
Luna Chemical Industries Private Limited 08048372754Ext 585 Vadodara, India 22 58 Inquiry

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(.+/-.)-3'-Acetyl-4'-[2-hydroxy-3-(1-methylethylamino)propoxy]butyranilide (.+/-.)-3'-Acetyl-4'-[2-hydroxy-3-(isopropylamino)propoxy]butyranilide (.+/-.)-N-(3-Acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)butanamide 1-(2-Acetyl-4-n-butyramidophenoxy)-2-hydroxy-3-isopropylaminopropane 3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide 5'-Butyramido-2'-(2-hydroxy-3-isopropylaminopropoxy)acetophenone Butanamide, N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-, (.+/-.)- dl-Acebutolol N-(3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl)butanamide Prent Sectral ACEBUTOLOL n-[3-acetyl-4-(2-hydroxy-3-propan-2-ylamino-propoxy)-phenyl]butanamide Acebutolo HCl Acebutololum AcebutololDiscontinued. See: A123800 Acetobutolol N-(3-acetyl-4-(2-hydroxy-3-(isopropylaMino)propoxy)phenyl)butyraMide Acebutolol USP/EP/BP Acebutolol D7Q: What is Acebutolol D7 Q: What is the CAS Number of Acebutolol D7 Q: What is the storage condition of Acebutolol D7 37517-30-9 Intermediates & Fine Chemicals Pharmaceuticals Adrenoceptor