2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol

• ChemBase ID: 604
• Molecular Formular: C11H17NO3
• Molecular Mass: 211.25758
• Monoisotopic Mass: 211.12084341
• SMILES: OC(C(N)C)c1c(OC)ccc(OC)c1
• Canonical SMILES: COc1ccc(c(c1)C(C(N)C)O)OC
• InChI: InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3
• InChIKey: WJAJPNHVVFWKKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol
• IUPAC Traditional name: methoxamine
• Brand Name: Methoxamedrine; Methoxamin; Methoxaminum [INN-Latin]; Metossamina [DCIT]; Metoxamina [INN-Spanish]; Pseudomethoxamine; Vasoxine; Vasoxyl
• Synonyms: Methoxamine

Database IDs

• CAS Number: 390-28-3
• PubChem SID: 46506264; 160964067
• PubChem CID: 6082

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.60522
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.3914816
• LogD (pH = 7.4): -1.2848133
• Log P: 0.5699118
• Molar Refractivity: 57.8391 cm^3
• Polarizability: 23.027697 Å^3
• Polar Surface Area: 64.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.41
• LOG S: -1.36
• Solubility (Water): 9.21e+00 g/l

PROPERTIES

Physical Property

• Solubility: Soluble (185 g/L)
• Hydrophobicity(logP): 0.8

DETAILS

DrugBank - DB00723

• Drug Groups: approved
• Description: An alpha-adrenergic agonist that causes prolonged peripheral vasoconstriction. It has little if any direct effect on the central nervous system. [PubChem]
• Indication: Indicated for the treatment and management of hypotension.
• Pharmacology: Methoxamine is a potent sympathomimetic amine that increases both systolic and diastolic blood pressure. Methoxamine is indicated for prevention and treatment of the acute hypotensive state occurring with spinal anesthesia. It is also indicated as adjunctive treatment of hypotension due to hemorrhage, reactions to medications, surgical complications, and shock associated with brain damage due to trauma or tumor. Methoxamine acts on both α1-adrenergic receptors but appears to have no effect on β-adrenergic receptors. It acts by increasing the force of the heart's pumping action as well as constricting peripheral blood vessels.
• Affected Organisms: Humans and other mammals
• Protein Binding: Low
• External Links: Wikipedia