12-chloro-9-[2-fluoro(3,5-2H2)phenyl]-3-methyl(5,7,7-2H3)-2,4,8-triazatricyclo[8.4.0.02,6]tetradeca-1(10),3,5,8,11,13-hexaene

• ChemBase ID: 174618
• Molecular Formular: C18H13ClFN3
• Molecular Mass: 325.7673232
• Monoisotopic Mass: 325.07820333
• SMILES: c1(c(cccc1)F)C1=NCc2n(c3c1cc(cc3)Cl)c(nc2)C
• Canonical SMILES: Clc1ccc2c(c1)C(=NCc1n2c(C)nc1)c1ccccc1F
• InChI: InChI=1S/C18H13ClFN3/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/h2-9H,10H2,1H3
• InChIKey: DDLIGBOFAVUZHB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-9-[2-fluoro(3,5-^2H₂)phenyl]-3-methyl(5,7,7-^2H₃)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaene
• IUPAC Traditional name: 12-chloro-9-[2-fluoro(3,5-^2H₂)phenyl]-3-methyl(5,7,7-^2H₃)-2,4,8-triazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),3,5,8,11,13-hexaene
• Synonyms: 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine-d5; Midazolam-d5 (Major)See M343003

Database IDs

• PubChem SID: 164230528
• PubChem CID: 46782372

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: 33.957104 Å^3
• Polar Surface Area: 30.18 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Methanol
• Apperance: Off-White to Tan Solid
• Melting Point: 62-65°C

Safety Information

• Storage Condition: Hygroscopic, Store under Inert Gas, -20°C Freezer

DETAILS

Toronto Research Chemicals - M343002

Labelled Midazolam (M343000). Anesthetic; anticonvulsant; sedative; hypnotic.This product contains variable lesser amounts d6, d7, d8 and d9 which were not quantified.

REFERENCES

• Dundee, J. W., et al.: Drugs, 28, 519 (1984)
• Lahat, E., et al.: Br. Med. J., 321, 83 (1984)