5-{[2-(6-amino-9H-purin-9-yl)ethyl]amino}pentan-1-ol

• ChemBase ID: 155028
• Molecular Formular: C12H20N6O
• Molecular Mass: 264.3268
• Monoisotopic Mass: 264.16985929
• SMILES: c1nc(c2c(n1)n(cn2)CCNCCCCCO)N
• Canonical SMILES: OCCCCCNCCn1cnc2c1ncnc2N
• InChI: InChI=1S/C12H20N6O/c13-11-10-12(16-8-15-11)18(9-17-10)6-5-14-4-2-1-3-7-19/h8-9,14,19H,1-7H2,(H2,13,15,16)
• InChIKey: CVPTTZZCRDVGSU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[2-(6-amino-9H-purin-9-yl)ethyl]amino}pentan-1-ol
• IUPAC Traditional name: 5-{[2-(6-aminopurin-9-yl)ethyl]amino}pentan-1-ol
• Synonyms: 5-[[2-(6-Amino-9H-purin-9-yl)ethyl]amino]-1-pentanol; HTS 09836; NB001; HTS 09836; 5-{[2-(6-Amino-9H-purin-9-yl)ethyl]amino}-1-pentanol

Database IDs

• CAS Number: 686301-48-4
• MDL Number: MFCD03086724
• PubChem SID: 162249166
• PubChem CID: 2815031

CALCULATED PROPERTIES

• Acid pKa: 16.843914
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.7180681
• LogD (pH = 7.4): -3.0527163
• Log P: -0.339951
• Molar Refractivity: 74.6237 cm^3
• Polarizability: 28.303358 Å^3
• Polar Surface Area: 101.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥24 mg/mL; Methanol
• Apperance: Off-White to Pale Pink Solid; white to tan powder
• Melting Point: 146-148°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C12H20N6O

DETAILS

Sigma Aldrich - SML0060

Biochem/physiol Actions
NB001 is a selective orally active inhibitor of adenylyl cyclase 1 (AC1). The compound has an analgesic effect in animal models of neuropathic pain, without any apparent side effects.

Toronto Research Chemicals - A628913

Used for treatment of metabolic disorders such as: overweight, obesity, atherosclerosis, hypertension.