3-methyl-1-(5-oxohexyl)-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 132029
• Molecular Formular: C15H22N4O3
• Molecular Mass: 306.36018
• Monoisotopic Mass: 306.16919058
• SMILES: CCCn1cnc2c1c(=O)n(c(=O)n2C)CCCCC(=O)C
• Canonical SMILES: CCCn1cnc2c1c(=O)n(CCCCC(=O)C)c(=O)n2C
• InChI: InChI=1S/C15H22N4O3/c1-4-8-18-10-16-13-12(18)14(21)19(15(22)17(13)3)9-6-5-7-11(2)20/h10H,4-9H2,1-3H3
• InChIKey: RBQOQRRFDPXAGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-1-(5-oxohexyl)-7-propyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: propentofylline
• Synonyms: HWA 285; Propentofylline; 3,7-Dihydro-3-methyl-1-(5-oxohexyl)-7-propyl-1H-purine-2,6-dione; HWA-285; Albert-285; HOE-285; Hextol; Karsivan; Propentofylline; 3,7-二氢-3-甲基-1-(5-氧己基)-7-丙基-1H-嘌呤-2,6-二酮; 3-甲基-1-(5-氧己基)-7-丙基黄嘌呤; 丙戊茶碱

Database IDs

• CAS Number: 55242-55-2
• MDL Number: MFCD00133785
• PubChem SID: 24278191; 162226306
• PubChem CID: 4938

CALCULATED PROPERTIES

• Acid pKa: 19.642868
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.111536
• LogD (pH = 7.4): 1.1115361
• Log P: 1.1115361
• Molar Refractivity: 82.7949 cm^3
• Polarizability: 30.7755 Å^3
• Polar Surface Area: 75.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; H2O: soluble12.4 mg/mL; Methanol
• Apperance: white solid; White to Off-White Solid
• Melting Point: 64-66°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: UO8438700
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• 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
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... ADORA1(134), PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)

DETAILS

Sigma Aldrich - P205

Biochem/physiol Actions
c-AMP 磷酸二酯酶抑制剂；神经生长因子刺激剂；腺苷转运抑制剂；非选择性腺苷受体拮抗剂。

Sigma Aldrich - P9689

Biochem/physiol Actions
c-AMP 磷酸二酯酶抑制剂；神经生长因子刺激剂；腺苷转运抑制剂；非选择性腺苷受体拮抗剂。

Toronto Research Chemicals - P768700

A c-AMP phosphodiesterase inhibitor. A nerve growth factor stimulator. An adenosine transport inhibitor. A non-selective adenosine receptor antagonist. Nootropic.

REFERENCES

• Nitta, et al.: Behav. Brain Res., 83, 201 (1997)
• Si, et al.: Brain Res., 812, 97 (1997)
• Peralta, et al.: Hepatology, 29, 126 (1999)