7-(2,3-dihydroxypropyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 533
• Molecular Formular: C10H14N4O4
• Molecular Mass: 254.24256
• Monoisotopic Mass: 254.10150495
• SMILES: OC(Cn1c2c(n(c(=O)n(c2=O)C)C)nc1)CO
• Canonical SMILES: OCC(Cn1cnc2c1c(=O)n(C)c(=O)n2C)O
• InChI: InChI=1S/C10H14N4O4/c1-12-8-7(9(17)13(2)10(12)18)14(5-11-8)3-6(16)4-15/h5-6,15-16H,3-4H2,1-2H3
• InChIKey: KSCFJBIXMNOVSH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(2,3-dihydroxypropyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: dyphylline
• Brand Name: Afi-Phyllin; Aristophyllin; Asthmolysin; Astrophyllin; Circain; Cor-Theophylline; Coronal; Coronarin; Corphyllin; Droxine; Dyflex; Glyfyllin; Glyphyllin; Glyphylline; Hidroxiteofillina; Hiphyllin; Hyphylline; Iphyllin; Liactemin; Neo-Vasophylline; Neophyl; Neophyllin; Neophylline; Neostenovasan; Neotilina; Neufil; Neutrafil; Neutrafillina; Neutraphyllin; Neutraphylline; Neutroxantina; Propyphyllin; Protheophylline; Purifilin; Silbephyllin; Silbephylline; Solufilin; Solufyllin; Soluphyllin; Synthophylline; Tefilan; Teofen; Theal; Thefylan
• Synonyms: Diprophylline; Dipropylline; Diprophyllin; Diprofilline; Diprofillin; Dihydroxypropyl Theopylin; Dihydroxypropyl Theophylline; DT; Dyphylline; Dyphylline; 7-(2,3-dihydroxypropyl)-1,3-dimethyl-1H-purine-2,6(3H,7H)-dione; 7-(2,3-Dihydroxypropyl)theophylline; 7-DIHYDROXYPROPYLTHEOPHYLLINE; 7-[2,3-Dihydroxypropyl]-theophylline; Neothylline; Lufyllin; Dyphylline(Dilor); 喘定; 7-(2,3-二羟丙基)茶碱

Database IDs

• CAS Number: 479-18-5
• EC Number: 207-526-1
• MDL Number: MFCD00005759
• Beilstein Number: 284563
• PubChem SID: 160963996; 46504443; 24893280; 24863612
• PubChem CID: 3182

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.90913
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.8660827
• LogD (pH = 7.4): -1.8660827
• Log P: -1.8660825
• Molar Refractivity: 62.086 cm^3
• Polarizability: 22.887098 Å^3
• Polar Surface Area: 98.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.98
• LOG S: -1.25
• Solubility (Water): 1.43e+01 g/l

PROPERTIES

Physical Property

• Solubility: 0.33 g/ml
• Melting Point: 161-162 °C(lit.); 161-164 °C
• Hydrophobicity(logP): -1.9

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C)
• RTECS: XH5100000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: PDE

Product Information

• Purity: ≥97.0% (HPLC); 99%
• Salt Data: Free Base
• Ignition Residue: ≤0.1%
• Empirical Formula (Hill Notation): C10H14N4O4
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02190188

Crystalline

DrugBank - DB00651

• Drug Groups: approved
• Description: A theophylline derivative with broncho- and vasodilator properties. It is used in the treatment of asthma, cardiac dyspnea, and bronchitis. [PubChem]
• Indication: For relief of acute bronchial asthma and for reversible bronchospasm associated with chronic bronchitis and emphysema.
• Pharmacology: Dyphylline, a xanthine derivative, is a bronchodilator used for relief of acute bronchial asthma and for reversible bronchospasm associated with chronic bronchitis and emphysema. Dyphylline is a xanthine derivative with pharmacologic actions similar to theophylline and other members of this class of drugs. Its primary action is that of bronchodilation, but it also exhibits peripheral vasodilatory and other smooth muscle relaxant activity to a lesser degree.
• Toxicity: LD₅₀=1954 mg/kg (orally in mice)
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Half Life: 2 hours (range 1.8 - 2.1 hours)
• Protein Binding: 84%
• Elimination: Dyphylline exerts its bronchodilatory effects directly and, unlike the-ophylline, is excreted unchanged by the kidneys without being metabolized by the liver. Approximately 88% of a single oral dose can be recovered from the urine unchanged.
• External Links: RxList; Drugs.com

Selleck Chemicals - S1504

Research Area: Respiratory Diseases
Biological Activity:
Dyphylline(Dilor, Lufyllin, diprophylline) is a xanthine derivative with bronchodilator and vasodilator effects. It is used in the treatment of respiratory disorders like asthma, cardiac dyspnea, and bronchitis. It acts as an adenosine receptor antagonist and phosphodiesterase inhibitor. [1]

Sigma Aldrich - D0633

包装
1 kg in poly bottle
500 g in poly bottle

Sigma Aldrich - D119407

Packaging
500 g in poly bottle

REFERENCES

• http://en.wikipedia.org/wiki/Dyphylline