4-(2-amino-1-hydroxyethyl)phenol hydrochloride

• ChemBase ID: 119548
• Molecular Formular: C8H12ClNO2
• Molecular Mass: 189.63938
• Monoisotopic Mass: 189.05565631
• SMILES: c1(ccc(cc1)O)C(O)CN.Cl
• Canonical SMILES: NCC(c1ccc(cc1)O)O.Cl
• InChI: InChI=1S/C8H11NO2.ClH/c9-5-8(11)6-1-3-7(10)4-2-6;/h1-4,8,10-11H,5,9H2;1H
• InChIKey: PUMZXCBVHLCWQG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-amino-1-hydroxyethyl)phenol hydrochloride
• IUPAC Traditional name: octopamine hydrochloride
• Synonyms: α-(Aminomethyl)-4-hydroxybenzenemethanol Hydrochloride; (+/-)-Octopamine Hydrochloride; (+/-)-p-Octopamaine-Hydrochloride; DL-Octopamine Hydrochloride; Epirenor; NSC 108685; Norfen; Octopamine Hydrochloride; rac Octopamine Hydrochloride; 4-(2-amino-1-hydroxyethyl)phenol hydrochloride; α-(Aminomethyl)-4-hydroxybenzyl alcohol hydrochloride; (±)-1-(4-Hydroxyphenyl)-2-amino-ethanol hydrochloride; (±)-Octopamine hydrochloride; (+,-)-Octopamine HCl

Database IDs

• CAS Number: 770-05-8
• EC Number: 212-216-4
• MDL Number: MFCD00012881
• Beilstein Number: 3915414
• PubChem SID: 162102994; 24277791; 24886763
• PubChem CID: 102484

CALCULATED PROPERTIES

• Acid pKa: 9.644497
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.7710192
• LogD (pH = 7.4): -1.5589272
• Log P: -0.3244922
• Molar Refractivity: 42.4748 cm^3
• Polarizability: 16.753094 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble; Methanol
• Apperance: faintly yellow; Off-White Solid; white to off-white solid
• Melting Point: ~170 °C (dec.)(lit.); 162-164°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Purity: ≥95%; ≥99.0% (AT)
• Salt Data: HCl
• Linear Formula: HOC6H4CH(CH2NH2)OH · HCl

DETAILS

Sigma Aldrich - O0250

Biochem/physiol Actions
α-adrenoceptor agonist; invertebrate neurotransmitter.
Caution
hygroscopic - handle under Argon
包装
1 g in poly tube
5, 10 g in poly bottle

Toronto Research Chemicals - O239750

A biogenic amine that is the phenol analog of Noradrenaline. It is a neurosecretory product found in several vertebrates and invertebrates. Adrenergic.

REFERENCES

• Pisano, et al.: Biochim. Biophys. Acta., 43, 566 (1960)
• Breen, C.A., et al.: Nature, 303, 716 (1983)