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| CAS No.: | 37517-30-9 |
|---|---|
| Name: | Acebutolol |
| Article Data: | 10 |
| Molecular Structure: | |
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|
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| Formula: | C18H28N2O4 |
| Molecular Weight: | 336.431 |
| Synonyms: | (+-)-3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide;(RS)-Acebutolol;Monitan;dl-Acebutolol; |
| EINECS: | 253-539-0 |
| Density: | 1.118 g/cm3 |
| Melting Point: | 119-123 °C |
| Boiling Point: | 564.1 °C at 760 mmHg |
| Flash Point: | 295 °C |
| Solubility: | 259 mg/L in water |
| Appearance: | Crystalline solid |
| PSA: | 87.66000 |
| LogP: | 2.82940 |
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| 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 | Yield |
|---|---|
| (i) aq. HCl, (ii) /BRN= 1860418/; Multistep reaction; |
- 37517-30-9
Acebutolol
- 4023-34-1
cyclopropanecarboxylic acid chloride
| Conditions | Yield |
|---|---|
| Acylation; |
| 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; |
| Conditions | Yield |
|---|---|
| at 55℃; for 1h; |
- 37517-30-9
Acebutolol
| 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 | Yield |
|---|---|
| With hydrogenchloride In water at 100℃; for 5h; |
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Chemistry
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):
Uses
Acebutolol (CAS NO.37517-30-9) has been used of cardiovascular β-blocker.
Production
Acebutolol (CAS NO.37517-30-9) has been obtained from the reaction of 5'-Butylamido -2 '- (2,3 - epoxy propoxy) acetophenone and Isopropylamine .
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. |
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 NOx. A beta-adrenergic blocker.
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.