N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)phenoxy]acetamide

• ChemBase ID: 103924
• Molecular Formular: C21H28N6O4
• Molecular Mass: 428.48482
• Monoisotopic Mass: 428.21720341
• SMILES: CCCn1c(=O)n(CCC)c2c([nH]c(n2)c2ccc(OCC(=O)NCCN)cc2)c1=O
• Canonical SMILES: CCCn1c2nc([nH]c2c(=O)n(c1=O)CCC)c1ccc(cc1)OCC(=O)NCCN
• InChI: InChI=1S/C21H28N6O4/c1-3-11-26-19-17(20(29)27(12-4-2)21(26)30)24-18(25-19)14-5-7-15(8-6-14)31-13-16(28)23-10-9-22/h5-8H,3-4,9-13,22H2,1-2H3,(H,23,28)(H,24,25)
• InChIKey: FIQGIOAELHTLHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)phenoxy]acetamide
• IUPAC Traditional name: N-(2-aminoethyl)-2-[4-(2,6-dioxo-1,3-dipropyl-7H-purin-8-yl)phenoxy]acetamide
• Synonyms: Xanthine amine congener; XAC; 8-[4-[[[[(2-Aminoethyl)amino] carbonyl]methyl]oxy]phenyl]-1,3-dipropylxanthine; XANTHINE AMINE CONGENER

Database IDs

• CAS Number: 96865-92-8
• MDL Number: MFCD00055115
• PubChem SID: 162091057; 24277745
• PubChem CID: 5697

CALCULATED PROPERTIES

• Acid pKa: 7.2050524
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.9949756
• LogD (pH = 7.4): -1.1248219
• Log P: -0.84313804
• Molar Refractivity: 125.7978 cm^3
• Polarizability: 44.4254 Å^3
• Polar Surface Area: 133.65 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• 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), Adora3(25370)

Product Information

• Purity: ≥96% (HPLC)

DETAILS

MP Biomedicals - 02153585

A1 Adenosine receptor antagonist

Sigma Aldrich - X103

Biochem/physiol Actions
Xanthine amine congener is a potent, nonselective adenosine receptor antagonist (A1 and A2B > A2A).