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73573-87-2 molecular structure
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(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 and InChIs

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

Cite this record

CBID:169210 http://www.chembase.cn/molecule-169210.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
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
CAS Number
73573-87-2
183814-30-4
PubChem SID
162263342
PubChem CID
9847067

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 9847067 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.607353  H Acceptors
H Donor LogD (pH = 5.5) -1.1008605 
LogD (pH = 7.4) 0.03789571  Log P 1.0566727 
Molar Refractivity 97.8715 cm3 Polarizability 37.3542 Å3
Polar Surface Area 90.82 Å2 Rotatable Bonds 10 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Apperance
Pale Yellow Solid expand Show data source
Melting Point
116-120°C expand Show data source
Storage Condition
-20°C Freezer expand Show data source
MSDS Link
Download expand Show data source
Mechanism of Action
beta 2 -Adrenoceptor agonist expand Show data source
Bronchodilator expand Show data source
Salt Data
Fumarate expand Show data source
Certificate of Analysis
Download expand Show data source
Application(s)
Antitussive agent expand Show data source
Bronchodilator expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - F693400 external link
Formoterol is a selective β2-adrenergic receptor agonist. Formoterol is used as an antiasthmatic.

REFERENCES

REFERENCES

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  • • Trofast, J. et al., Chirality, 1991, 3, 443, (synth, pharmacol)
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  • • Anderson, G.P., Life Sci., 1993, 52, 2145, (rev)
  • • Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1244
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  • • Kurihara, H. et al., Acta Cryst. C, 1997, 53, 1887-1889, (1'R,4'R-form, cryst struct)
  • • Hett, R. et al., Tet. Lett., 1997, 38, 1125, (synth, isomers, bibl)
  • • Bartow, R.A. et al., Drugs, 1998, 55, 303-322, (rev)
  • • Shinkai, N. et al., J. Pharm. Pharmacol., 2000, 52, 1417-1423, (tox)
  • • McGavin, J.R. et al., Drugs, 2001, 61, 71-78, (rev.)
  • • Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, FNE100
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PATENTS

PATENTS

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INTERNET

INTERNET

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