(7-amino-1-hydroxy-1-phosphonoheptyl)phosphonic acid

• ChemBase ID: 154482
• Molecular Formular: C7H19NO7P2
• Molecular Mass: 291.175782
• Monoisotopic Mass: 291.06367521
• SMILES: C(CCCN)CCC(O)(P(=O)(O)O)P(=O)(O)O
• Canonical SMILES: NCCCCCCC(P(=O)(O)O)(P(=O)(O)O)O
• InChI: InChI=1S/C7H19NO7P2/c8-6-4-2-1-3-5-7(9,16(10,11)12)17(13,14)15/h9H,1-6,8H2,(H2,10,11,12)(H2,13,14,15)
• InChIKey: UOMIORXFWHTSOB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7-amino-1-hydroxy-1-phosphonoheptyl)phosphonic acid
• IUPAC Traditional name: 7-amino-1-hydroxy-1-phosphonoheptylphosphonic acid
• Synonyms: 6-Amino-1-hydroxyhexylidene bisphosphonic acid; Neridronic acid; Nerixia; Neridronate

Database IDs

• CAS Number: 79778-41-9
• MDL Number: MFCD00866995
• PubChem SID: 24724553; 162248621
• PubChem CID: 16078991

CALCULATED PROPERTIES

• Acid pKa: 0.6912523
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.9704494
• LogD (pH = 7.4): -5.2947764
• Log P: -2.93034
• Molar Refractivity: 61.1768 cm^3
• Polarizability: 24.54569 Å^3
• Polar Surface Area: 161.31 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: >5 mg/mL
• Apperance: white solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (NMR)
• Description: may contain <1% (w/w) inorganic salts
• Empirical Formula (Hill Notation): C6H17NO7P2

DETAILS

Sigma Aldrich - N6037

Biochem/physiol Actions
Neridronate is a bone resorption inhibitor. It is used to treat Osteogenesis Imperfecta, an "orphan disease" characterized by a fragility of the bone enough to be named the "illness of bones of crystal".