4-(2H5)ethoxyaniline hydrochloride

• ChemBase ID: 176452
• Molecular Formular: C8H12ClNO
• Molecular Mass: 173.63998
• Monoisotopic Mass: 173.06074169
• SMILES: c1c(ccc(c1)N)OCC.Cl
• Canonical SMILES: CCOc1ccc(cc1)N.Cl
• InChI: InChI=1S/C8H11NO.ClH/c1-2-10-8-5-3-7(9)4-6-8;/h3-6H,2,9H2,1H3;1H
• InChIKey: JVWYCUBGJVOEIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(^2H₅)ethoxyaniline hydrochloride
• IUPAC Traditional name: 4-(^2H₅)ethoxyaniline hydrochloride
• Synonyms: 4-(Ethoxy-d5)benzenamine Hydrochloride; 1-Amino-4-(ethoxy-d5)benzene Hydrochloride; 4-Aminophenetole-d5 Hydrochloride; 4-Ethoxyaniline-d5 Hydrochloride; 4-(Ethoxy-d5)phenylamine Hydrochloride; NSC 3116-d5 Hydrochloride; p-Aminophenetole-d5 Hydrochloride; p-Ethoxyaniline-d5 Hydrochloride; p-(Ethoxy-d5)phenylamine Hydrochloride; p-Phenetidin-d5 Hydrochloride; p-Phenetidine-d5 Hydrochloride

Database IDs

• PubChem SID: 164232362
• PubChem CID: 71751570

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.1914701
• LogD (pH = 7.4): 1.3411663
• Log P: 1.3434565
• Molar Refractivity: 41.9702 cm^3
• Polarizability: 15.829811 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Purple Solid
• Melting Point: 227-231°C (dec.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P296302

Labelled p-Phenetidine (P296300). A toxic metabolite of Phenacetin (P294580) which exhibits high renal toxicity. p-Phenetidine also reduced COX-1 and COX-2 expression in neutrophils.

REFERENCES

• Green, C., et al.: Br. Med. J., 1, 162 (1969)
• Nelson, S., et al.: J. Med. Chem., 25, 753 (1969)
• Nicholls, A., et al.: Xenobiotica, 27, 1175 (1969)