(2E)-but-2-enedioic acid; [2-hydroxy-3-(4-{[2-(propan-2-yloxy)ethoxy]methyl}phenoxy)propyl](propan-2-yl)amine

• ChemBase ID: 44447
• Molecular Formular: C22H35NO8
• Molecular Mass: 441.5152
• Monoisotopic Mass: 441.23626709
• SMILES: c1c(ccc(c1)COCCOC(C)C)OCC(CNC(C)C)O.C(=O)(/C=C/C(=O)O)O
• Canonical SMILES: OC(COc1ccc(cc1)COCCOC(C)C)CNC(C)C.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C18H31NO4.C4H4O4/c1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4;5-3(6)1-2-4(7)8/h5-8,14-15,17,19-20H,9-13H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: RZPZLFIUFMNCLY-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; [2-hydroxy-3-(4-{[2-(propan-2-yloxy)ethoxy]methyl}phenoxy)propyl](propan-2-yl)amine
• IUPAC Traditional name: bisoprolol; fumaric acid
• Synonyms: 1-[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol, Concor, Detensiel, Emcor, Euradial, Isoten, Monocor, Soprol, Zebeta,; Bisoprolol Hemifumarate; Bisoprolol fumarate; Zebeta

Database IDs

• CAS Number: 104344-23-2
• MDL Number: MFCD00673957
• PubChem SID: 162049210
• PubChem CID: 6917733

CALCULATED PROPERTIES

• Acid pKa: 14.087972
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.9968284
• LogD (pH = 7.4): -0.0288353
• Log P: 2.1964033
• Molar Refractivity: 92.1535 cm^3
• Polarizability: 36.626534 Å^3
• Polar Surface Area: 59.95 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorofrom; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 100-103°C; 99-101°C

Safety Information

• Storage Condition: -20°C; Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Target: Adrenergic receptors

Product Information

• Purity: >95%
• Salt Data: Fumarate

DETAILS

Selleck Chemicals - S1206

Research Area: Cardiovascular Disease
Biological Activity:
Bisoprolol is a beta-adrenoceptor blocking drug (beta-blocker). More specifically, it is a selective type β1 adrenergic receptor blocker. Bisoprolol can be used to treat cardiovascular diseases such as hypertension, coronary heart disease, arrhythmias, is chemic heart diseases and treatment of myocardial infarction after the acute event. [1]

Toronto Research Chemicals - B510500

A selective α-adrenergic blocker. Used as an antihypertensive.

REFERENCES

• http://en.wikipedia.org/wiki/Bisoprolol
• Tattersfield, A.E., et al.: Brit. J. Clin. Pharmacol., 18, 343 (1984)
• Kohli, R.S., et al.: Eur. Heart J., 6, 845 (1984)
• Zachariah, P.K., et al.: Clin. Ther., 15, 779 (1984)