3-(2-amino-1-hydroxyethyl)phenol hydrochloride

• ChemBase ID: 119853
• Molecular Formular: C8H12ClNO2
• Molecular Mass: 189.63938
• Monoisotopic Mass: 189.05565631
• SMILES: c1(cc(O)ccc1)C(O)CN.Cl
• Canonical SMILES: NCC(c1cccc(c1)O)O.Cl
• InChI: InChI=1S/C8H11NO2.ClH/c9-5-8(11)6-2-1-3-7(10)4-6;/h1-4,8,10-11H,5,9H2;1H
• InChIKey: OWMFSWZUAWKDRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-amino-1-hydroxyethyl)phenol hydrochloride
• IUPAC Traditional name: norfenefrine hydrochloride
• Synonyms: α-Aminomethyl-3-hydroxybenzyl alcohol hydrochloride; 3,α-Dihydroxyphenethylamine hydrochloride; Norphenylephrine hydrochloride; 3-(2-amino-1-hydroxyethyl)phenol hydrochloride; α-(Aminomethyl)-3-hydroxybenzenemethanol Hydrochloride; (+/-)-Norphenylephrine Hydrochloride; dl-Norfenefrine Hydrochloride; (+/-)-m-Octopamine Hydrochloride; Coritat; Depot-Novadral; Energona; Esbuphon; Novadral; Stagural; rac Norphenylephrine Hydrochloride(Phenylephrine Impurity A); α-氨甲基-4-羟基苄醇 盐酸盐; 4,α-二羟基苯乙胺 盐酸盐; 去甲苯福林 盐酸盐

Database IDs

• CAS Number: 4779-94-6
• EC Number: 225-323-6
• MDL Number: MFCD00012879
• PubChem SID: 162108142; 24847145
• PubChem CID: 3016408

CALCULATED PROPERTIES

• Acid pKa: 9.559999
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.7599978
• LogD (pH = 7.4): -1.5108275
• Log P: -0.32475632
• Molar Refractivity: 42.4748 cm^3
• Polarizability: 16.753136 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 154-156°C; 162-164 °C(lit.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• RTECS: DN7400000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 98%
• Salt Data: HCl
• Linear Formula: HOC6H4CH(CH2NH2)OH · HCl

DETAILS

Sigma Aldrich - 113727

Packaging
10 g in glass bottle

Toronto Research Chemicals - N825500

Impurity A of phenylephrine. A phenylephrine derivative as leukotriene D4 antagonists.

REFERENCES

• Musser, J.H., et al.: J. Med. Chem., 30, 2087 (1987)