(3S)-3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione

• ChemBase ID: 147833
• Molecular Formular: C13H16N2O2
• Molecular Mass: 232.27834
• Monoisotopic Mass: 232.12117776
• SMILES: CC[C@]1(CCC(=O)NC1=O)c1ccc(cc1)N
• Canonical SMILES: CC[C@]1(CCC(=O)NC1=O)c1ccc(cc1)N
• InChI: InChI=1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)/t13-/m0/s1
• InChIKey: ROBVIMPUHSLWNV-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
• IUPAC Traditional name: dl-aminoglutethimide
• Synonyms: (S)-(-)-Aminoglutethimide; (S)-(-)-氨鲁米特

Database IDs

• CAS Number: 57288-03-6
• PubChem SID: 162242016; 24878856
• PubChem CID: 1548995

CALCULATED PROPERTIES

• Acid pKa: 11.691995
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2744231
• LogD (pH = 7.4): 1.2991968
• Log P: 1.2995443
• Molar Refractivity: 65.3543 cm^3
• Polarizability: 24.911802 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 115.5-119.5 °C(lit.)
• Optical Rotation: [α]20/D -160°, c = 1 in methanol

Safety Information

• 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 ... CYP17A1(1586), CYP19A1(1588)

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H16N2O2

DETAILS

Sigma Aldrich - 545864

Packaging
500 mg in glass bottle