| Identification | Back Directory | [Name]
N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE | [CAS]
6673-35-4 | [Synonyms]
dalzic
eraldin
ay21011
ici50172
practalol
PRACTOLOL
praktololu
dl-Practolol
rac Practolol
RaceMic Practolol
1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol
4’-(2-hydroxy-3-(isopropylamino)propoxy)-acetanilid
4’-(2-hydroxy-3-(isopropylamino)propoxy)acetanilide
DL-4'-[2-Hydroxy-3-(isopropylaMino)propoxy]acetanilide
N-(4-(2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide
N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE
n-(4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-acetamid
Acetamide, N-[4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-
N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE USP/EP/BP | [EINECS(EC#)]
229-712-1 | [Molecular Formula]
C14H22N2O3 | [MDL Number]
MFCD00864573 | [MOL File]
6673-35-4.mol | [Molecular Weight]
266.34 |
| Chemical Properties | Back Directory | [Melting point ]
134-136° (BuOAc) | [Boiling point ]
409.54°C (rough estimate) | [density ]
1.0807 (rough estimate) | [refractive index ]
1.5110 (estimate) | [pka]
pKa 9.5 (Uncertain) |
| Hazard Information | Back Directory | [Chemical Properties]
N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE is White Solid
| [Originator]
Eraldin, I.C.I. ,UK,1970 | [Uses]
N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE is a selective adrenergic β-receptor blocking drug with antihyperstensive activity. N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE has been used in the emergency treatment of cardiac arrhythmias.
| [Definition]
ChEBI: N-(4-Hydroxyphenyl)acetamide in which the hydrogen of the phenolic hydroxy group is substituted by a 3-(isopropylaminoamino)-2-hydroxypropyl group. A selective beta blocker, it has been used in the emergency treatment of cardiac arrhythm
as. | [Manufacturing Process]
The 1-(4-acetamidophenoxy)-2,3-epoxypropane used as starting material may be obtained as follows. To a solution of 4.5 parts of 4-acetamidophenol and 1.5 parts of sodium hydroxide in 50 parts of water at 15°C, there is added 3.5 parts of epichlorohydrin. The mixture is stirred for 16 hours at ambient temperature, filtered and the solid residue is washed with water. There is thus obtained 1-(4-acetamidophenoxy)-2,3-epoxypropane, MP 110°C.
A mixture of 2 parts of 1-(4-acetamidophenoxy)-2,3-epoxypropane and 10 parts of isopropylamine is stirred at ambient temperature for 16 hours. The resulting solution is evaporated to dryness under reduced pressure and the residue is crystallized from butyl acetate. There is thus obtained 1-(4acetamidophenoxy)-3-isopropylamino-2-propanol, MP 134° to 136°C. | [Brand name]
A 25;Cardiol;Cordialina;Eraldina;Pralon;Teranol. | [Therapeutic Function]
Antiarrhythmic | [World Health Organization (WHO)]
Practolol, a beta-adrenoreceptor antagonist, was introduced in
1970 for the treatment of angina and cardiac dysrhythmias. By 1974 long-term use
had been associated with serious delayed idiosyncratic reactions (oculomucocutaneous
syndrome) and this led to the withdrawal of oral preparations by
the major manufacturer on a worldwide basis. There is no evidence to suggest that
other beta-adrenoreceptor antagonist are associated with this risk. Intravenous
preparations of practolol remain available in many countries for the emergency
treatment of selected cardiac dysrhythmias. |
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