(2-hydroxyethyl)trimethylazanium; 1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-ide

• ChemBase ID: 1153
• Molecular Formular: C12H21N5O3
• Molecular Mass: 283.32684
• Monoisotopic Mass: 283.16443956
• SMILES: c12c(n(c(=O)n(c1=O)C)C)nc[n-]2.C[N+](CCO)(C)C
• Canonical SMILES: Cn1c(=O)c2[n-]cnc2n(c1=O)C.OCC[N+](C)(C)C
• InChI: InChI=1S/C7H8N4O2.C5H14NO/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;1-6(2,3)4-5-7/h3H,1-2H3,(H,8,9,12);7H,4-5H2,1-3H3/q;+1/p-1
• InChIKey: RLANKEDHRWMNRO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-hydroxyethyl)trimethylazanium; 1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-ide
• IUPAC Traditional name: 1,3-dimethyl-2,6-dioxo-7H-purin-7-ide; choline
• Brand Name: Choledyl; Theocolin
• Synonyms: Choline theophylline; Oxtriphylline

Database IDs

• CAS Number: 4499-40-5
• PubChem SID: 160964616; 46507376
• PubChem CID: 656652

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.8151274
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.7712048
• LogD (pH = 7.4): -0.89392424
• Log P: -0.7693217
• Molar Refractivity: 45.5132 cm^3
• Polarizability: 15.897876 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.99
• LOG S: -1.87
• Solubility (Water): 3.84e+00 g/l

DETAILS

DrugBank - DB01303

• Drug Groups: approved
• Description: Oxtriphylline is a cough medicine derived from xanthine and similar to theophylline, that acts as a bronchodilator to open up airways in the lung. It antagonizes adenosine receptors and promotes relaxation of airway smooth muscles. It is also thought to inhibit phosphodiesterases leading to higher levels of cAMP and increased bronchodilation.
• Indication: Used to treat the symptoms of asthma, bronchitis, and emphysema.
• Pharmacology: Oxtriphylline is a bronchodilator. Oxtriphylline works in several ways: it relaxes muscles in your lungs and chest to allow more air in, decreases the sensitivity of your lungs to allergens and other substances that cause inflammation, and increases the contractions of your diaphragm to draw more air into the lungs.
• Toxicity: Symptoms of toxicity include abdominal pain (continuing or severe), confusion or change in behavior, convulsions (seizures), dark or bloody vomit, diarrhea, dizziness or lightheadedness, fast and/or irregular heartbeat, nervousness or restlessness (continuing), and trembling (continuing).
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; Drugs.com