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

• ChemBase ID: 119391
• Molecular Formular: C9H14ClNO3
• Molecular Mass: 219.66536
• Monoisotopic Mass: 219.06622099
• SMILES: c1c(c(ccc1C(O)CNC)O)O.Cl
• Canonical SMILES: CNCC(c1ccc(c(c1)O)O)O.Cl
• InChI: InChI=1S/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H
• InChIKey: ATADHKWKHYVBTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol hydrochloride
• IUPAC Traditional name: DL-adrenaline hydrochloride
• Synonyms: 4-(1-Hydroxy-2-[methylamino]ethyl)-1,2-benzenediol hydrochloride; (±)-Epinephrine hydrochloride; 4-(1-hydroxy-2-(methylamino)ethyl)benzene-1,2-diol hydrochloride; 消旋肾上腺素; (±)-肾上腺素 盐酸盐

Database IDs

• CAS Number: 329-63-5
• EC Number: 206-346-0
• MDL Number: MFCD00050562
• PubChem SID: 24278422; 162102623
• PubChem CID: 5924

CALCULATED PROPERTIES

• Acid pKa: 9.69426
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.8488538
• LogD (pH = 7.4): -1.6309718
• Log P: -0.42952928
• Molar Refractivity: 49.2303 cm^3
• Polarizability: 19.213377 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL

Safety Information

• RTECS: DO3330000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 24/25-36/37/38
• Safety Statements: 26-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P312
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

Product Information

• Salt Data: HCl
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - E4642

Biochem/physiol Actions
Adrenergic receptor agonist.