[3-amino-2-(4-chlorophenyl)propyl]phosphonic acid

• ChemBase ID: 103993
• Molecular Formular: C9H13ClNO3P
• Molecular Mass: 249.631181
• Monoisotopic Mass: 249.03215759
• SMILES: NCC(CP(=O)(O)O)c1ccc(Cl)cc1
• Canonical SMILES: NCC(c1ccc(cc1)Cl)CP(=O)(O)O
• InChI: InChI=1S/C9H13ClNO3P/c10-9-3-1-7(2-4-9)8(5-11)6-15(12,13)14/h1-4,8H,5-6,11H2,(H2,12,13,14)
• InChIKey: VSGNGLJPOGUDON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-amino-2-(4-chlorophenyl)propyl]phosphonic acid
• IUPAC Traditional name: phaclofen
• Synonyms: 3-Amino-2-(4-chlorophenyl) propylphosphonic acid; PHACLOFEN; 3-Amino-2-(4-chlorophenyl)propanephosphonic acid; Phaclofen

Database IDs

• CAS Number: 114012-12-3
• MDL Number: MFCD00069328
• PubChem SID: 162091866; 24278189
• PubChem CID: 1641

CALCULATED PROPERTIES

• Acid pKa: 1.7789452
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.8232429
• LogD (pH = 7.4): -0.87930393
• Log P: -0.8228986
• Molar Refractivity: 59.4332 cm^3
• Polarizability: 23.500967 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble13.3 mg/mL; DMSO: insoluble; methanol: soluble19.3 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GABBR1(2550), GABBR2(9568)

Product Information

• Impurities: ≥97% (NMR)
• Empirical Formula (Hill Notation): C9H13ClNO3P

DETAILS

MP Biomedicals - 02153797

Selective GABAB antagonist.

Sigma Aldrich - P118

Biochem/physiol Actions
GABAB receptor antagonist.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P118.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.