4-[(1R)-2-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-1-hydroxyethyl]phenol

• ChemBase ID: 153134
• Molecular Formular: C18H23NO4
• Molecular Mass: 317.37952
• Monoisotopic Mass: 317.16270822
• SMILES: COc1ccc(cc1OC)CCNC[C@@H](c1ccc(cc1)O)O
• Canonical SMILES: COc1cc(CCNC[C@@H](c2ccc(cc2)O)O)ccc1OC
• InChI: InChI=1S/C18H23NO4/c1-22-17-8-3-13(11-18(17)23-2)9-10-19-12-16(21)14-4-6-15(20)7-5-14/h3-8,11,16,19-21H,9-10,12H2,1-2H3/t16-/m0/s1
• InChIKey: VHSBBVZJABQOSG-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1R)-2-{[2-(3,4-dimethoxyphenyl)ethyl]amino}-1-hydroxyethyl]phenol
• IUPAC Traditional name: kalgut
• Synonyms: (-)-α-(3,4-Dimethoxyphenethylaminomethyl)-4-hydroxy-benzyl-alcohol; R(-)-Denopamine

Database IDs

• CAS Number: 71771-90-9
• MDL Number: MFCD00867122
• PubChem SID: 24278687; 162247274
• PubChem CID: 5311064

CALCULATED PROPERTIES

• Acid pKa: 9.2248335
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.8847417
• LogD (pH = 7.4): 0.16636021
• Log P: 1.5543736
• Molar Refractivity: 89.5434 cm^3
• Polarizability: 34.990215 Å^3
• Polar Surface Area: 70.95 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >20 mg/mL; H2O: insoluble
• Apperance: white powder

Safety Information

• RTECS: DA4795470
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-62
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H361
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADRB1(153)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H23NO4

DETAILS

Sigma Aldrich - D7815

Biochem/physiol Actions
β1-adrenoceptor agonist.
Caution
Light sensitive.