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

• ChemBase ID: 153698
• Molecular Formular: C42H56N4O14
• Molecular Mass: 840.91244
• Monoisotopic Mass: 840.37930249
• SMILES: C[C@@H](Cc1ccc(cc1)OC)NC[C@H](c1ccc(c(c1)NC=O)O)O.C[C@@H](Cc1ccc(cc1)OC)NC[C@H](c1ccc(c(c1)NC=O)O)O.C(=C\C(=O)O)/C(=O)O.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.O.O
• InChI: InChI=1S/2C19H24N2O4.C4H4O4.2H2O/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);2*1H2/t2*13-,19+;;;/m00.../s1
• InChIKey: RATSWNOMCHFQGJ-SYSPOCGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(N-{2-hydroxy-5-[(1S)-1-hydroxy-2-{[(2S)-1-(4-methoxyphenyl)propan-2-yl]amino}ethyl]phenyl}formamide) but-2-enedioic acid dihydrate
• IUPAC Traditional name: bis((+)-formoterol) butenedioic acid dihydrate
• Synonyms: (R*,R*)-N-[2-Hydroxy-5-[1-hydroxy-2-[[2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide fumarate; Formoterol hemifumarate salt monohydrate; Formoterol fumarate dihydrate; Formoterol 半富马酸盐 一水合物

Database IDs

• CAS Number: 183814-30-4
• MDL Number: MFCD11045919
• PubChem SID: 162247837; 24278448
• PubChem CID: 60196271

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

Physical Property

• Solubility: DMSO: soluble20 mg/mL; H2O: insoluble
• Apperance: white to off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ADRB2(154)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C19H24N2O4 · 0.5C4H4O4 · H2O

DETAILS

Sigma Aldrich - F9552

Biochem/physiol Actions
β2-Adrenoreceptor agonist.