4-[2-amino-1-hydroxy(2H3)ethyl](2H3)benzene-1,2-diol hydrochloride

• ChemBase ID: 175606
• Molecular Formular: C8H12ClNO3
• Molecular Mass: 205.63878
• Monoisotopic Mass: 205.05057093
• SMILES: c1(c(ccc(c1)C(CN)O)O)O.Cl
• Canonical SMILES: NCC(c1ccc(c(c1)O)O)O.Cl
• InChI: InChI=1S/C8H11NO3.ClH/c9-4-8(12)5-1-2-6(10)7(11)3-5;/h1-3,8,10-12H,4,9H2;1H
• InChIKey: FQTFHMSZCSUVEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-amino-1-hydroxy(^2H₃)ethyl](^2H₃)benzene-1,2-diol hydrochloride
• IUPAC Traditional name: 4-[2-amino-1-hydroxy(^2H₃)ethyl](^2H₃)benzene-1,2-diol hydrochloride
• Synonyms: DL-Arterenol-d6 Hydrochloride; NSC 7930-d6; dl-Noradrenaline-d6 Hydrochloride; dl-Norepinephrine-d6 Hydrochloride; DL-Norepinephrine-d6 Hydrochloride; 4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol-d6; (+/-)-Noradrenaline-d6 Hydrochloride

Database IDs

• CAS Number: 1219803-04-9
• PubChem SID: 164231516
• PubChem CID: 71751187

CALCULATED PROPERTIES

• Acid pKa: 9.500885
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -3.0654356
• LogD (pH = 7.4): -1.8244592
• Log P: -0.6835134
• Molar Refractivity: 44.4557 cm^3
• Polarizability: 17.398098 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 131-133°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N674502

Antagonist of dibutyryl cyclic AMP in the regulation of narcosis. Norepinephrine modulates human dendritic cell activation by altering cytokine release.

REFERENCES

• Piguet, P., et al.: J. Exp. Med., 173, 673 (1991)
• Hosoi, J., et al.: Nature, 363, 159 (1991)
• Elenkov, I., et al.: Pharmacol. Rev., 52, 595 (1991)
• Kaplan, D., et al.: Immunity, 23, 611 (1991)