1-(2-nitro-1H-imidazol-1-yl)-3-(piperidin-1-yl)propan-2-ol

• ChemBase ID: 154715
• Molecular Formular: C11H18N4O3
• Molecular Mass: 254.28562
• Monoisotopic Mass: 254.13789046
• SMILES: c1cn(c(n1)[N+](=O)[O-])CC(CN1CCCCC1)O
• Canonical SMILES: OC(Cn1ccnc1[N+](=O)[O-])CN1CCCCC1
• InChI: InChI=1S/C11H18N4O3/c16-10(8-13-5-2-1-3-6-13)9-14-7-4-12-11(14)15(17)18/h4,7,10,16H,1-3,5-6,8-9H2
• InChIKey: WVWOOAYQYLJEFD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-nitro-1H-imidazol-1-yl)-3-(piperidin-1-yl)propan-2-ol
• IUPAC Traditional name: pimonidazole
• Synonyms: NSC 380540; PD 126675;; Ro 03-8799;; alpha-((2-Nitroimidazol-1-yl)methyl)-1-piperidineethanol;; alpha-[(2-Nitro-1H-imidazol-1-yl)methyl]-1-piperidineethanol; Pimonidazole

Database IDs

• CAS Number: 70132-50-2
• MDL Number: MFCD00867974
• PubChem SID: 162248853
• PubChem CID: 50981

CALCULATED PROPERTIES

• Acid pKa: 14.398692
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -2.1423864
• LogD (pH = 7.4): -0.46509433
• Log P: 0.9413618
• Molar Refractivity: 66.8311 cm^3
• Polarizability: 25.16974 Å^3
• Polar Surface Area: 87.11 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: yellow powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C11H18N4O3

DETAILS

Sigma Aldrich - N1165

Biochem/physiol Actions
Pimonidazole is an effective and nontoxic exogenous 2-nitroimidazole hypoxia marker. Pimonidazole forms adducts with thiol groups in proteins, peptides and amino acids.