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

• ChemBase ID: 73232
• Molecular Formular: C42H52N4O12
• Molecular Mass: 804.88188
• Monoisotopic Mass: 804.35817312
• SMILES: c1c(ccc(c1)C[C@@H](NC[C@H](c1ccc(c(c1)NC=O)O)O)C)OC.c1c(ccc(c1)C[C@@H](NC[C@H](c1ccc(c(c1)NC=O)O)O)C)OC.OC(=O)/C=C/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.O=CNc1cc(ccc1O)[C@@H](CN[C@H](Cc1ccc(cc1)OC)C)O
• InChI: InChI=1S/2C19H24N2O4.C4H4O4/c2*1-13(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/h2*3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22);1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*13-,19+;/m00./s1
• InChIKey: OBRNDARFFFHCGE-PERKLWIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; bis(N-{2-hydroxy-5-[(1S)-1-hydroxy-2-{[(2S)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide)
• IUPAC Traditional name: bis(N-{2-hydroxy-5-[(1S)-1-hydroxy-2-{[(2S)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide); fumaric acid
• Synonyms: Formoterol hemifumarate

Database IDs

• CAS Number: 43229-80-7
• PubChem SID: 162038152
• PubChem CID: 9832292

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: 18
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: adrenergic receptor

Product Information

• Salt Data: fumarate

DETAILS

Selleck Chemicals - S2020

Research Area: Cancer
Biological Activity:
Formoterol hemifumarate is a potent, selective and long-acting β2-adrenoceptor agonist to β2 and β1 receptors with pKd of 8.12 and 5.58, respectively. Formoterol hemifumarate reveals 330-fold selectivity forβ2 over β1 receptors. Formoterol hemifumarate potently relaxes guinea pig trachea (pD2 = 9.29), and is longer-acting and 100-fold more potent than salbutamol. [1] Formoterol hemifumarate works like other β2-agonists, causing bronchodilation by relaxing the smooth muscle in the airway so as to treat the exacerbation of asthma. The long duration of formoterol action occurs because the formoterol molecules initially diffuse into the plasma membrane of the lung cells, and then are slowly released back outside, where they can come into contact with β2 adrenergic receptors. [2]References on Formoterol hemifumarate[1] Life Sci. , 1993, 52(26):2145-60[2] http://en.wikipedia.org/wiki/Formoterol, ,

REFERENCES

• http://en.wikipedia.org/wiki/Formoterol