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

• ChemBase ID: 168701
• Molecular Formular: C10H16ClNO3
• Molecular Mass: 233.69194
• Monoisotopic Mass: 233.08187106
• SMILES: c1c(c(ccc1C(C(CC)N)O)O)O.Cl
• Canonical SMILES: CCC(C(c1ccc(c(c1)O)O)O)N.Cl
• InChI: InChI=1S/C10H15NO3.ClH/c1-2-7(11)10(14)6-3-4-8(12)9(13)5-6;/h3-5,7,10,12-14H,2,11H2,1H3;1H
• InChIKey: NZDMRJGAFPUTMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-amino-1-hydroxybutyl)benzene-1,2-diol hydrochloride
• IUPAC Traditional name: ethylnorepinephrine hydrochloride
• Synonyms: 4-(2-Amino-1-hydroxybutyl)-1,2-benzenediol Hydrochloride; α-(1-Aminopropyl)protocatechuyl Alcohol Hydrochloride; Bronkephrine; Butanephrine Hydrochloride; α-Ethyl Norepinephrine Hydrochloride(Mixture of Diastereomers)

Database IDs

• CAS Number: 3198-07-0
• PubChem SID: 162262833
• PubChem CID: 18900

CALCULATED PROPERTIES

• Acid pKa: 9.669223
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.1705396
• LogD (pH = 7.4): -1.1230876
• Log P: 0.09875007
• Molar Refractivity: 53.3985 cm^3
• Polarizability: 21.049858 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 203-205°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E925250

A bronchodilator.

REFERENCES

• Daly, J. W., et al.: J. Med. Chem., 9(3)
• 273 (1966).