1-(2-{[(diphenylmethylidene)amino]oxy}ethyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid hydrochloride

• ChemBase ID: 133932
• Molecular Formular: C21H23ClN2O3
• Molecular Mass: 386.87192
• Monoisotopic Mass: 386.13972029
• SMILES: c1ccc(cc1)/C(=N\OCCN1CCC=C(C1)C(=O)O)/c1ccccc1.Cl
• Canonical SMILES: OC(=O)C1=CCCN(C1)CCO/N=C(\c1ccccc1)/c1ccccc1.Cl
• InChI: InChI=1S/C21H22N2O3.ClH/c24-21(25)19-12-7-13-23(16-19)14-15-26-22-20(17-8-3-1-4-9-17)18-10-5-2-6-11-18;/h1-6,8-12H,7,13-16H2,(H,24,25);1H
• InChIKey: YZYRTEYMUTWJPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-{[(diphenylmethylidene)amino]oxy}ethyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid hydrochloride
• IUPAC Traditional name: 1-(2-{[(diphenylmethylidene)amino]oxy}ethyl)-5,6-dihydro-2H-pyridine-3-carboxylic acid hydrochloride
• Synonyms: 1-[2-[[(Diphenylmethylene)imino]oxy]ethyl]-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid hydrochloride hydrochloride; NO-711 hydrochloride

Database IDs

• CAS Number: 145645-62-1
• MDL Number: MFCD00153853
• PubChem SID: 24278817; 162228209
• PubChem CID: 123738

CALCULATED PROPERTIES

• Acid pKa: 3.331448
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2058848
• LogD (pH = 7.4): 1.1074506
• Log P: 1.2043614
• Molar Refractivity: 102.0604 cm^3
• Polarizability: 38.954464 Å^3
• Polar Surface Area: 62.13 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥10 mg/mL at 60 °C
• Apperance: solid

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GABBR1(2550), GABBR2(9568), GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - N142

Biochem/physiol Actions
Potent and selective GABA uptake inhibitor that crosses the blood-brain barrier.
Caution
Photosensitive