7-chloro-2-(methylamino)-5-phenyl-3H-1,4-benzodiazepin-4-ium-4-olate hydrochloride

• ChemBase ID: 131177
• Molecular Formular: C16H15Cl2N3O
• Molecular Mass: 336.2158
• Monoisotopic Mass: 335.05921748
• SMILES: CNC1=Nc2ccc(cc2C(=[N+](C1)[O-])c1ccccc1)Cl.Cl
• Canonical SMILES: CNC1=Nc2ccc(cc2C(=[N+](C1)[O-])c1ccccc1)Cl.Cl
• InChI: InChI=1S/C16H14ClN3O.ClH/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15;/h2-9H,10H2,1H3,(H,18,19);1H
• InChIKey: DMLFJMQTNDSRFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-2-(methylamino)-5-phenyl-3H-1,4-benzodiazepin-4-ium-4-olate hydrochloride
• IUPAC Traditional name: librium hydrochloride
• Synonyms: 7-Chloro-2-(methylamino)-5-phenyl-3H-1,4-benzodiazepine 4-oxide hydrochloride; Chlordiazepoxide hydrochloride

Database IDs

• CAS Number: 438-41-5
• EC Number: 207-117-8
• MDL Number: MFCD00069223
• PubChem SID: 24892497; 162225455
• PubChem CID: 9916

CALCULATED PROPERTIES

• Acid pKa: 18.524357
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.132898
• LogD (pH = 7.4): 3.0075474
• Log P: 3.050551
• Molar Refractivity: 87.3403 cm^3
• Polarizability: 31.523344 Å^3
• Polar Surface Area: 53.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: DE9450000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-22-62-68
• Safety Statements: 22-36/37
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H361
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

DETAILS

Sigma Aldrich - C2517

Biochem/physiol Actions
Anxiolytic; ligand for the GABAA receptor benzodiazepine modulatory site.