Description

(R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride (CAS No. 521284-21-9) is a high-purity chiral compound with the molecular formula C₁₆H₁₉ClN₂O₃. This hydrochloride salt features a stereogenic center at the (R)-configuration, making it valuable for asymmetric synthesis and pharmacological research. The compound contains a phenethylamine backbone with a nitro-substituted phenyl ring and a phenyl-ethanol moiety, offering unique reactivity for derivatization. With a molecular weight of 322.79 g/mol, it is supplied as a crystalline solid with >95% purity (HPLC). Ideal for use as a reference standard, intermediate in organic synthesis, or ligand in catalyst development. Store under inert conditions at 2-8°C to ensure stability.

Properties

• CAS Number: 521284-21-9
• Complexity: 305
• IUPAC Name: (1R)-2-[2-(4-nitrophenyl)ethylamino]-1-phenyl-ethanol;hydrochloride
• InChI: InChI=1S/C16H18N2O3.ClH/c19-16(14-4-2-1-3-5-14)12-17-11-10-13-6-8-15(9-7-13)18(20)21;/h1-9,16-17,19H,10-12H2;1H/t16-;/m0./s1
• InChI Key: LUAUJCGKCGBAKA-NTISSMGPSA-N
• Exact Mass: 322.1084202
• Molecular Formula: C16H19ClN2O3
• Molecular Weight: 322.78
• SMILES: C1=CC=C(C=C1)[C@H](CNCCC2=CC=C(C=C2)[N+](=O)[O-])O.Cl
• Topological: 78.1
• Monoisotopic Mass: 322.1084202
• Synonyms: 521284-21-9, (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride, 345JW7XBY4, R-2-((4-nitrophenethyl)amino)-1-phenylethan-1-ol hydrochloride, (1R)-2-[2-(4-nitrophenyl)ethylamino]-1-phenylethanol;hydrochloride, MFCD26407510, BenzeneMethanol, -[[[2-(4-nitrophenyl)ethyl]aMino]Methyl]-, (R)-, (R)-alpha-[[(4-Nitrophenethyl)amino]methyl]benzyl Alcohol Hydrochloride, (R)-2-((2-(4-Nitrophenyl)-ethyl)amino)-1-phenylethanol monohydrochloride, (R)-2-[[2-(4-nitrophenyl)-ethyl]amino]-1-phenylethanol monohydrochloride, 2-((2-(4-Nitrophenyl)-ethyl)amino)-1-phenylethanol monohydrochloride, (R)-, 2-[[2-(4-Nitrophenyl)-ethyl]amino]-1-phenylethanol monohydrochloride, (R)-, LUAUJCGKCGBAKA-NTISSMGPSA-N, Benzenemethanol, alpha-(((2-(4-nitrophenyl)ethyl)amino)methyl)-, hydrochloride (1:1), (alphaR)-, Benzenemethanol, alpha-(((2-(4-nitrophenyl)ethyl)amino)methyl)-, monohydrochloride, (alphaR)-, Benzenemethanol, alpha-[[[2-(4-nitrophenyl)ethyl]amino]methyl]-, hydrochloride (1:1), (alphaR)-, Benzenemethanol, alpha-[[[2-(4-nitrophenyl)ethyl]amino]methyl]-, monohydrochloride, (alphaR)-, UNII-345JW7XBY4, C16H19ClN2O3, SCHEMBL1405434, DTXSID20736218, (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanol hydrochloride;(R)-2-((4-nitrophenethyl)amino)-1-phenylethanol hydrochloride, AKOS022171673, DS-5837, (alphaR)-alpha-[[[2-(4-Nitrophenyl)ethyl]amino]methyl]benzenemethanol hydrochloride, AC-26411, FN156825, CS-0020476, A50817, (R)-2-(4-NITROPHENETHYLAMINO)-1-PHENYLETHANOL HCL, (R)-2-((4-Nitrophenethyl)amino)-1-phenylethanolhydrochloride, (R)-2-(4-nitrophenethylamino)-1-phenylethanol hydrochloride, (R)-2-[[2-(4-Nitrophenyl)ethyl]amino]-1-phenylethanol hydrochloride, (R)-2-[[2-(4-nitrophenyl)ethyl]amino]-1-phenylethanol monohydrochloride, (1R)-2-{[2-(4-Nitrophenyl)ethyl]amino}-1-phenylethan-1-ol–hydrogen chloride (1/1)

Application

This compound serves as a key chiral intermediate in the synthesis of bioactive molecules, particularly for studying adrenergic receptor modulation. Researchers utilize it in asymmetric catalysis and as a building block for pharmaceuticals targeting neurological disorders. Its nitro group enables further functionalization via reduction or cross-coupling reactions.

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