4-{1-hydroxy-2-[(1-phenoxypropan-2-yl)amino]propyl}phenol hydrochloride

• ChemBase ID: 104214
• Molecular Formular: C18H24ClNO3
• Molecular Mass: 337.84106
• Monoisotopic Mass: 337.14447131
• SMILES: Cl.CC(COc1ccccc1)NC(C)C(O)c1ccc(O)cc1
• Canonical SMILES: CC(NC(C(c1ccc(cc1)O)O)C)COc1ccccc1.Cl
• InChI: InChI=1S/C18H23NO3.ClH/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15;/h3-11,13-14,18-21H,12H2,1-2H3;1H
• InChIKey: QVPSGVSNYPRFAS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{1-hydroxy-2-[(1-phenoxypropan-2-yl)amino]propyl}phenol hydrochloride
• IUPAC Traditional name: isoxsuprine hydrochloride
• Synonyms: Isoxsuprine hydrochloride; ISOXSUPRINE; 4-Hydroxy-α-[1-[(1-methyl-2-phenoxyethyl)amino]ethyl]benzenemethanol Hydrochloride; p-Hydroxy-α-[1-[(1-methyl-2-phenoxyethyl)amino]ethyl]benzyl Alcohol Hydrochloride; p-Hydroxy-N-(1-methyl-2-phenoxyethyl)norephedrine Hydrochloride; 1-(p-Hydroxyphenyl)-2-(1'-methyl-2'-phenoxy)ethylaminopropanol-1 Hydrochloride; Dilavase; Divadilan; Duvadilan; Duviculine; Isolait; Isoxsuprine Hydrochloride; Navilox; Suprilent; Suprox SR; Tidilan; Vadosilan; Vasodilan; Vasoplex; Vasotran; Isoxsuprine Hydrochloride; 异舒普林 盐酸盐

Database IDs

• CAS Number: 579-56-6
• EC Number: 209-443-6
• MDL Number: MFCD00058069
• PubChem SID: 162091427; 24895911
• PubChem CID: 11368

CALCULATED PROPERTIES

• Acid pKa: 9.651483
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.027648319
• LogD (pH = 7.4): 1.3150162
• Log P: 2.5646005
• Molar Refractivity: 86.6392 cm^3
• Polarizability: 34.3981 Å^3
• Polar Surface Area: 61.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 204-206°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: DO8225000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-22-50; R:22
• Safety Statements: 36-61; S:36/37/39
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273

Product Information

• Grade: analytical standard, for drug analysis

DETAILS

MP Biomedicals - 02155138

Hydrochloride

Toronto Research Chemicals - I918150

A vasilodator drug. It is used in veterinary medicine for the treatment of navicular syndrome and laminitis in horses. It has been shown to be a β-adrenoreceptor antagonist with β-adrenoreceptor agonistic properties, with both characteristics contributing

REFERENCES

• Erkert, R.S. et al.: J. Vet. Pharmacol. Therap., 25, 81 (2002)
• Giorgino, F.L. et al.: Arzneim. Forsch., 60, 415 (2002)