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Name	Acebutolol	EINECS	253-539-0
CAS No.	37517-30-9	Density	1.118 g/cm³
PSA	87.66000	LogP	2.82940
Solubility	259 mg/L in water	Melting Point	119-123 °C
Formula	C₁₈H₂₈N₂O₄	Boiling Point	564.1 °C at 760 mmHg
Molecular Weight	336.431	Flash Point	295 °C
Transport Information	N/A	Appearance	Crystalline solid
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	(+-)-3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide;(RS)-Acebutolol;Monitan;dl-Acebutolol;	Article Data	10

Acebutolol Synthetic route

: cyclopropanecarboxylic acid 2-(2-acetyl-4-butyrylamino-phenoxy)-1-(isopropylamino-methyl)-ethyl ester

A: 37517-30-9
Acebutolol

B: 1759-53-1
cyclopropanecarboxylic acid

Conditions

Conditions	Yield
With water at 37℃; pH=1 - 12; Kinetics; Further Variations:; Reagents; Hydrolysis;

: 1711-10-0
3-iodobenzoyl chloride

: 37517-30-9
Acebutolol

: 67014-20-4
N-[3-Acetyl-4-(2-hydroxy-3-isopropylamino-propoxy)-phenyl]-3-iodo-benzamide

Conditions

Conditions	Yield
(i) aq. HCl, (ii) /BRN= 1860418/; Multistep reaction;

: 37517-30-9
Acebutolol

: 4023-34-1
cyclopropanecarboxylic acid chloride

: cyclopropanecarboxylic acid 2-(2-acetyl-4-butyrylamino-phenoxy)-1-(isopropylamino-methyl)-ethyl ester

Conditions

Conditions	Yield
Acylation;

: 37517-30-9
Acebutolol

A: (R)-acebutolol

B: (S)-acebutolol

Conditions

Conditions	Yield
With AmyCoat (150x46 mm, 3 μm size silica particle) In ethanol; n-heptane; diethylamine at 27℃; Resolution of racemate;
With diethylamine In acetonitrile Reagent/catalyst; Resolution of racemate;
With isopropylamine; trifluoroacetic acid In methanol at 35℃; under 103432 Torr; Reagent/catalyst; Solvent; Resolution of racemate; Supercritical conditions;
With triethylamine In methanol; water at 20℃; Resolution of racemate; Green chemistry; enantioselective reaction;

: 37517-30-9
Acebutolol

: 62414-75-9
2,3,4-tri-O-acetyl-α-D-arabinopyranosyl isotyhiocyanate

: C30H43N3O11S

Conditions

Conditions	Yield
at 55℃; for 1h;

: 37517-30-9
Acebutolol

: C18H27(125)IN2O4

Conditions

Conditions	Yield
With sodium (¹²⁵I)iodide; chloroamine-T; sodium hydroxide In water at 20℃; pH=4; Concentration; pH-value; Temperature; Time;

: 37517-30-9
Acebutolol

: 57898-80-3
acetolol

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; for 5h;

Acebutolol Chemical Properties

Empirical Formula: C₁₈H₂₈N₂O₄
Molecular Weight: 336.4259
EINECS: 253-539-0
Index of Refraction: 1.542
Density: 1.118 g/cm³
Flash Point: 295 °C
Enthalpy of Vaporization: 89.18 kJ/mol
Boiling Point: 564.1 °C at 760 mmHg
Vapour Pressure: 1.45E-13 mmHg at 25 °C
Melting point: 119-123 °C
Water solubility: 259 mg/L
Appearance: Crystalline Solid
Product categories: Intermediates & Fine Chemicals;Pharmaceuticals;Adrenoceptor
Structure of Acebutolol (CAS NO.37517-30-9):

Acebutolol Uses

Acebutolol (CAS NO.37517-30-9) has been used of cardiovascular β-blocker.

Acebutolol Production

Acebutolol (CAS NO.37517-30-9) has been obtained from the reaction of 5'-Butylamido -2 '- (2,3 - epoxy propoxy) acetophenone and Isopropylamine .

Acebutolol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD50	intravenous	4mg/kg (4mg/kg)	CARDIAC: CHANGE IN RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION KIDNEY, URETER, AND BLADDER: CHANGES IN BLOOD VESSELS OR IN CIRCULATION OF KIDNEY	Masui to Sosei. Anesthesia and Resuscitation. Vol. 16, Pg. 13, 1980.
man	TDLo	oral	137mg/kg/24D- (137mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION	Annals of Internal Medicine. Vol. 111, Pg. 533, 1989.
mouse	LD50	intravenous	75200ug/kg (75.2mg/kg)		Nouvelle Presse Medicale. Vol. 7, Pg. 3258, 1978.
mouse	LD50	subcutaneous	125mg/kg (125mg/kg)		Cesko-Slovenska Farmacie. Vol. 42, Pg. 82, 1993.
women	TDLo	oral	109mg/kg/22D- (109mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION	Annals of Internal Medicine. Vol. 111, Pg. 533, 1989.
women	TDLo	oral	152mg/kg (152mg/kg)	CARDIAC: CHANGE IN CONDUCTION VELOCITY VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION	Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 69, 1983.

Acebutolol Safety Profile

Moderately toxic by intravenous route. Human systemic effects by ingestion: developmental abnormalities of the cardiovascular and respiratory systems; effects on newborn in biochemical and metabolic abnormalities and reduced growth statistics. A human teratogen. When heated to decomposition it emits toxic fumes of NO_x. A beta-adrenergic blocker.

Acebutolol Specification

Acebutolol ,its cas register number is 37517-30-9. It also can be called Prent ; Acetobutolol ; Neptal and Sectral . It is a beta blocker for the treatment of hypertension and arrhythmias. Acebutolol (CAS NO.37517-30-9) is a cardioselective beta blocker with ISA, and if a patient with Asthma bronchiale or chronic obstructive pulmonary disease (COPD) needs treatment with a beta blocker, it is therefore more suitable than non cardioselective beta blockers. It has no negative impact on serum lipids and works in hypertensive patients with high, normal, or low renin plasma concentrations, although acebutolol may be more efficient in patients with high or normal renin plasma concentrations. It is well absorbed from the GI tract and undergoes extensive hepatic metabolization resulting in the desbutyl amine acetolol which is readily converted into diacetolol. Altogether, 5 to 6% of all patients treated have to discontinue Acebutolol (CAS NO.37517-30-9) due to intolerable side effects.

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