4-(2-amino-1-hydroxyethyl)benzene-1,2-diol hydrochloride

• ChemBase ID: 109172
• Molecular Formular: C8H12ClNO3
• Molecular Mass: 205.63878
• Monoisotopic Mass: 205.05057093
• SMILES: Cl.NCC(O)c1ccc(O)c(O)c1
• 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-hydroxyethyl)benzene-1,2-diol hydrochloride
• IUPAC Traditional name: noradrenaline hydrochloride
• Synonyms: DL-3,4-DIHYDROXYPHENYLETHANOLAMINE HYDROCHLORIDE; DL-Norepinephrine hydrochloride; 4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol; (+/-)-Noradrenaline Hydrochloride; NSC 7930; dl-Norepinephrine Hydrochloride; DL-Norepinephrine Hydrochloride; (±)-1-(3,4-Dihydroxyphenyl)-2-aminoethanol hydrochloride; (±)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol hydrochloride; DL-Arterenol hydrochloride; DL-Noradrenaline hydrochloride; (±)-1-(3,4-二羟苯基)-2-氨基乙醇 盐酸盐; (±)-4-(2-氨基-1-羟乙基)-1,2-苯二醇 盐酸盐; DL-动脉醇 盐酸盐; DL-降肾上腺素 盐酸盐; DL-去甲肾上腺素 盐酸盐

Database IDs

• CAS Number: 55-27-6
• EC Number: 200-229-8; 206-345-5
• MDL Number: MFCD00012880
• Beilstein Number: 3707003
• PubChem SID: 162094826; 24886485; 24891195
• PubChem CID: 5923

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: 17.37873 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: off-white to tan crystalline; White to Off-White Solid
• Melting Point: 140-144 °C (dec.); 145°C; 147-149°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: DN6475000; DN6650000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25; R:25
• Safety Statements: 36/37/39-45; S:28-29-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥97% (TLC); ≥98.0% (AT)
• Grade: purum
• Linear Formula: (HO)2C6H3CH(OH)CH2NH2 · HCl

DETAILS

MP Biomedicals - 05210098

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - N674500

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)