(2Z)-but-2-enedioic acid; 12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(14),3,5,8,10,12-hexaene

• ChemBase ID: 132042
• Molecular Formular: C22H17ClFN3O4
• Molecular Mass: 441.8394832
• Monoisotopic Mass: 441.08916194
• SMILES: Cc1ncc2n1c1ccc(cc1C(=NC2)c1ccccc1F)Cl.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: Clc1ccc2c(c1)C(=NCc1n2c(C)nc1)c1ccccc1F.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C18H13ClFN3.C4H4O4/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13;5-3(6)1-2-4(7)8/h2-9H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: XYGVIBXOJOOCFR-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),3,5,8,10,12-hexaene
• IUPAC Traditional name: maleic acid; midazolam
• Synonyms: 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine maleate salt; Midazolam maleate salt

Database IDs

• CAS Number: 59467-94-6
• EC Number: 261-775-0
• MDL Number: MFCD00941440
• PubChem SID: 162226319; 24896731
• PubChem CID: 5384200

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4297755
• LogD (pH = 7.4): 3.2779806
• Log P: 3.3348
• Molar Refractivity: 99.4297 cm^3
• Polarizability: 33.933826 Å^3
• Polar Surface Area: 30.18 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: NI2922200
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Drug Control: USDEA Schedule IV; Home Office Schedule 3; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Quality Level: PREMIUM

DETAILS

Sigma Aldrich - M2419

Biochem/physiol Actions
Sedative/Hypnotic; ligand for the GABAA receptor benzodiazepine modulatory site; CYP3A4 substrate.