| Identification | More | [Name]
N-[2-Hydroxy-5-[1-hydroxy-2-[1-(4-methoxyphenyl)propan-2-ylamino]ethyl]phenyl]formamide | [CAS]
73573-87-2 | [Synonyms]
FORMOTEROL
FORMOTEROL TARTRATE
n-[2-hydroxy-5-[1-hydroxy-2-[1-(4-methoxyphenyl)propan-2-ylamino]ethyl]phenyl]formamide
FORMOTEROL TARTARATE
FormoterolBase
Formoterol Fumarate 43229-80-7/Base
Eformoterol
Formamide, N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]-, rel-
Formamide, N-[2-hydroxy-5-[1-hydroxy-2-[[2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]-, (R*,R*)-
Formamide, N-[2-hydroxy-5-[1-hydroxy-2-[[2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]-, (R*,R*)-(+-)-
Oxis
N-[2-Hydroxy-5-[1(R)-hydroxy-2-[[2-(4-methoxyphenyl)-1(R)-methylethyl] amino]ethyl]phenyl]formamide | [Molecular Formula]
C19H24N2O4 | [MDL Number]
MFCD05662345 | [Molecular Weight]
344.4 | [MOL File]
73573-87-2.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Boiling point ]
603.2±55.0 °C(Predicted) | [density ]
1.233±0.06 g/cm3(Predicted) | [solubility ]
DMSO: 20 mg/mL, soluble
| [form ]
solid
| [pka]
8.95±0.50(Predicted) | [color ]
off-white
| [Stability:]
Stable. Incompatible with strong oxidizing agents. | [CAS DataBase Reference]
73573-87-2(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
Formoterol is a potent bronchoselective
β-agonist with long duration of action
given by inhalation. | [Chemical Properties]
solid | [Uses]
Formoterol is a useful compound for treating respiratory obstructive diseases. | [Uses]
Labeled Formoterol, intended for use as an internal standard for the quantification of Formoterol by GC- or LC-mass spectrometry. | [Definition]
ChEBI: A phenylethanoloamine having 4-hydroxy and 3-formamido substituents on the phenyl ring and an N-(4-methoxyphenyl)propan-2-yl substituent. | [Brand name]
Foradil (Novartis). | [General Description]
Formoterol (Foradil) isalso a lipophilic (log P= 1.6) and long-acting β2-agonist. Ithas 3'-formylamino ( β-directing) and 4 OH groups on onephenyl ring and a lipophilic -directing N-isopropyl-pmethoxyphenylgroup on the nitrogen atom. Its long DOA(12 hours), which is comparable to that of salmeterol, hasbeen suggested to result from its association with the membranelipid bilayer, from which it gradually diffuses to provideprolonged stimulation of β2 receptors and its resistanceto MAO and COMT. Formoterol has a much faster onset ofaction than does salmeterol as result of its lower lipophilicity.Both of these long-acting drugs are used by inhalationand are recommended for maintenance treatment of asthma,usually in conjunction with an inhaled corticosteroid. | [Mechanism of action]
Formoterol has 3′-formylamino and 4′-hydroxy ring R3
substitution pattern but also an alkoxyphenylethyl lipophilic group R1
on the nitrogen, similar to ritodrine. Although
it is less lipophilic (log P = 1.6) than salmeterol, it has a 12-hour duration of action similar to that for salmeterol. It is administered as an inhaled dry powder, because it
is unstable to heat and moisture. It is a mixture of (R,R)-(–)- and (S,S)-(+)-stereoisomers, with the (R,R)-isomer having approximately 1,000-fold more affinity for the
β2-receptor than the (S,S)-isomer. Because of its high potency and low dose, however, there is no clinical advantage for using (R,R)-formoterol as bronchodilator
compared to the racemate. Unlike salmeterol, formoterol has a faster onset of action as a result of its lower lipophilicity. It is also more potent; a 12-μg dose of
formoterol has been demonstrated to be equivalent to a 50-μg dose of salmeterol. |
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