N-(4-cyanophenyl)-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,9-tetrahydro-1H-purin-8-yl)phenoxy]acetamide hydrate

• ChemBase ID: 153701
• Molecular Formular: C26H28N6O5
• Molecular Mass: 504.53772
• Monoisotopic Mass: 504.21211803
• SMILES: CCCn1c2c(c(=O)n(c1=O)CCC)nc([nH]2)c1ccc(cc1)OCC(=O)Nc1ccc(cc1)C#N.O
• Canonical SMILES: CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)c1ccc(cc1)OCC(=O)Nc1ccc(cc1)C#N.O
• InChI: InChI=1S/C26H26N6O4.H2O/c1-3-13-31-24-22(25(34)32(14-4-2)26(31)35)29-23(30-24)18-7-11-20(12-8-18)36-16-21(33)28-19-9-5-17(15-27)6-10-19;/h5-12H,3-4,13-14,16H2,1-2H3,(H,28,33)(H,29,30);1H2
• InChIKey: ZACJDWOPQROWIK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-cyanophenyl)-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,9-tetrahydro-1H-purin-8-yl)phenoxy]acetamide hydrate
• IUPAC Traditional name: N-(4-cyanophenyl)-2-[4-(2,6-dioxo-1,3-dipropyl-9H-purin-8-yl)phenoxy]acetamide hydrate
• Synonyms: 8-[4-[((4-Cyanophenyl)carbamoylmethyl)oxy]phenyl]-1,3-di(n-propyl)xanthine hydrate; MRS 1754 hydrate

Database IDs

• MDL Number: MFCD11046004
• PubChem SID: 162247840; 24278793
• PubChem CID: 71311720

CALCULATED PROPERTIES

• Acid pKa: 10.743323
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.5854185
• LogD (pH = 7.4): 3.5853276
• Log P: 3.5855021
• Molar Refractivity: 143.8183 cm^3
• Polarizability: 50.61281 Å^3
• Polar Surface Area: 131.42 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >10 mg/mL; H2O: <2.4 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: room temp

Pharmacology Properties

• Gene Information: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H26N6O4 · xH2O

DETAILS

Sigma Aldrich - M6316

Biochem/physiol Actions
MRS 1754 hydrate is a potent A2B adenosine receptor antagonist.
Legal Information
Manufactured and sold under license from Adenosine Therapeutics LLC.