(2E)-but-2-enedioic acid; N-{2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide

• ChemBase ID: 169210
• Molecular Formular: C23H28N2O8
• Molecular Mass: 460.47702
• Monoisotopic Mass: 460.18456587
• SMILES: c1c(c(cc(c1)[C@H](CN[C@@H](Cc1ccc(cc1)OC)C)O)NC=O)O.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.O=CNc1cc(ccc1O)[C@H](CN[C@@H](Cc1ccc(cc1)OC)C)O
• InChI: InChI=1S/C19H24N2O4.C4H4O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22;5-3(6)1-2-4(7)8/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t13-,19+;/m1./s1
• InChIKey: ZDUPYZMAPCZGJO-NSCGSSGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; N-{2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide
• IUPAC Traditional name: arformoterol; fumaric acid; (2E)-but-2-enedioic acid; N-{2-hydroxy-5-[(1R)-1-hydroxy-2-{[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide
• Synonyms: rel-N-[2-Hydroxy-5-[(1R)-1-hydroxy-2-[[(1R)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide Fumarate Dihydrate; Atock; Foradil; Oxeze; BD 40A; CGP 25827A; Formoterol Fumarate Dihydrate; Eformoterol; Oxis; Formoterol Fumarate

Database IDs

• CAS Number: 183814-30-4; 73573-87-2
• PubChem SID: 162263342
• PubChem CID: 9847067

CALCULATED PROPERTIES

• Acid pKa: 8.607353
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1008605
• LogD (pH = 7.4): 0.03789571
• Log P: 1.0566727
• Molar Refractivity: 97.8715 cm^3
• Polarizability: 37.3542 Å^3
• Polar Surface Area: 90.82 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 116-120°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Mechanism of Action: beta 2 -Adrenoceptor agonist; Bronchodilator

Product Information

• Salt Data: Fumarate
• Application(s): Antitussive agent; Bronchodilator

DETAILS

Toronto Research Chemicals - F693400

Formoterol is a selective β2-adrenergic receptor agonist. Formoterol is used as an antiasthmatic.

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