2-[4-(2-{[(2S)-2-hydroxy-3-phenoxypropyl]amino}ethoxy)phenoxy]-N-(2-methoxyethyl)acetamide hydrochloride

• ChemBase ID: 154832
• Molecular Formular: C22H31ClN2O6
• Molecular Mass: 454.94434
• Monoisotopic Mass: 454.1870644
• SMILES: COCCNC(=O)COc1ccc(cc1)OCCNC[C@@H](COc1ccccc1)O.Cl
• Canonical SMILES: COCCNC(=O)COc1ccc(cc1)OCCNC[C@@H](COc1ccccc1)O.Cl
• InChI: InChI=1S/C22H30N2O6.ClH/c1-27-13-12-24-22(26)17-30-21-9-7-20(8-10-21)28-14-11-23-15-18(25)16-29-19-5-3-2-4-6-19;/h2-10,18,23,25H,11-17H2,1H3,(H,24,26);1H/t18-;/m0./s1
• InChIKey: KCAMZVQSGDBGGF-FERBBOLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-{[(2S)-2-hydroxy-3-phenoxypropyl]amino}ethoxy)phenoxy]-N-(2-methoxyethyl)acetamide hydrochloride
• IUPAC Traditional name: 2-[4-(2-{[(2S)-2-hydroxy-3-phenoxypropyl]amino}ethoxy)phenoxy]-N-(2-methoxyethyl)acetamide hydrochloride
• Synonyms: Acetamide, 2-[4-[2-[[(2S)-2-hydroxy-3-phenoxypropyl]amino]ethoxy]phenoxy]-N-(2-methoxyethyl)-; ICI D7114; ZD 7114 hydrochloride

Database IDs

• CAS Number: 129689-28-7
• MDL Number: MFCD00902237
• PubChem SID: 162248970
• PubChem CID: 9890216

CALCULATED PROPERTIES

• Acid pKa: 13.988963
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.8085126
• LogD (pH = 7.4): -0.2441742
• Log P: 1.1549557
• Molar Refractivity: 112.0705 cm^3
• Polarizability: 44.432354 Å^3
• Polar Surface Area: 98.28 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >20 mg/mL
• Apperance: white to off-white powder
• Optical Rotation: [α]/D -10.7°, c = 1.0 in methanol

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50
• Safety Statements: 61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H400
• GHS Precautionary statements: P273
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H30N2O6 · HCl

DETAILS

Sigma Aldrich - Z4902

Biochem/physiol Actions
ZD 7114 is a selective β3 adrenergic receptor agonist. β3 adrenoceptors are expressed in adipose tissue and smooth muscle.