methyl 2-{4-[(2R)-2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl]phenoxy}acetate hydrobromide

• ChemBase ID: 153194
• Molecular Formular: C20H25BrClNO4
• Molecular Mass: 458.7738
• Monoisotopic Mass: 457.06554797
• SMILES: C[C@H](Cc1ccc(cc1)OCC(=O)OC)NC[C@@H](c1cccc(c1)Cl)O.Br
• Canonical SMILES: COC(=O)COc1ccc(cc1)C[C@H](NC[C@@H](c1cccc(c1)Cl)O)C.Br
• InChI: InChI=1S/C20H24ClNO4.BrH/c1-14(22-12-19(23)16-4-3-5-17(21)11-16)10-15-6-8-18(9-7-15)26-13-20(24)25-2;/h3-9,11,14,19,22-23H,10,12-13H2,1-2H3;1H/t14-,19+;/m1./s1
• InChIKey: LPDGLMPJFGGZGN-MQZJHDQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{4-[(2R)-2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl]phenoxy}acetate hydrobromide
• IUPAC Traditional name: methyl 2-{4-[(2R)-2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}propyl]phenoxy}acetate hydrobromide
• Synonyms: (R*,R*)-[4-2-[[2-(3-Chlorophenyl)-2-hydroxyethyl]amino]propyl]phenoxy]-acetic acid methyl ester hydrobromide; BRL 35135A

Database IDs

• PubChem SID: 162247333
• PubChem CID: 21123693

CALCULATED PROPERTIES

• Acid pKa: 14.03281
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.21034499
• LogD (pH = 7.4): 1.195523
• Log P: 3.4012198
• Molar Refractivity: 101.1766 cm^3
• Polarizability: 40.028633 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ~9 mg/mL at 60 °C
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: >96% (HPLC)
• Description: (Store under nitrogen)
• Empirical Formula (Hill Notation): C20H24NO4Cl · HBr

DETAILS

Sigma Aldrich - B0185

Biochem/physiol Actions
β3-adrenoceptor agonist.