84378-44-9

Basic information

• Product Name: 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-
• Synonyms: FluMazenil Carboxylic Acid;RO 15-3890;O-DESETHYLFLUMAZENIL;4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-;FLUMAZENIL ACID;3-Desethyl-FMZ;4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid,;8-fluoro-5,6-dihydro-5-methyl-6-oxo-
• CAS NO: 84378-44-9
• Molecular Formula: C₁₃H₁₀FN₃O₃
• Molecular Weight: 275.24
• Mol File: 84378-44-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 570.5°C at 760 mmHg
• Flash Point: 298.8°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 7.46E-14mmHg at 25°C
• Refractive Index: 1.696
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-(84378-44-9)
• EPA Substance Registry System: 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-(84378-44-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 84378-44-9(Hazardous Substances Data)

Usage

Chemical Properties

Colorless solid

Uses

Flumazenil carboxylic acid is a derivative of Flumazenil (F500450), a benzodiazepine antagonist that can prevent or abolish (at the receptor level) the effects of a benzodiazepine.

InChI:InChI=1/C13H10FN3O3/c1-16-5-10-11(13(19)20)15-6-17(10)9-3-2-7(14)4-8(9)12(16)18/h2-4,6H,5H2,1H3,(H,19,20)

Upstream product

• 78755-81-4 flumazenil 

Downstream Products

• 676437-17-5 2-[(p-toluenesulfonyl)oxy]ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate 
• 676437-19-7 [18F]FFMZ 
• 736979-81-0 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-2,5,10b-triaza-benzo[e]azulene-3-carboxylic acid 3-[{2-[tert-butoxycarbonyl-(2-tritylsulfanyl-ethyl)-amino]-ethyl}-(2-tritylsulfanyl-ethyl)-amino]-propyl ester 
• 133368-73-7 C₁₆H₁₅F₂N₃O₃ 

Relevant articles and documents

The development of potential new fluorine-18 labelled radiotracers for imaging the GABAA receptor

Positron emission tomography (PET) using the tracer [11C] Flumazenil has shown changes in the distribution and expression of the GABA A receptor in a range of neurological conditions and injury states. We aim to develop a fluorine-18 labelled PET agent with comparable properties to [11C]Flumazenil. In this study we make a direct comparison between the currently known fluorine-18 labelled GABAA radiotracers and novel imidazobenzodiazepine ligands. A focussed library of novel compound was designed and synthesised where the fluorine containing moiety and the position of attachment is varied. The in vitro affinity of twenty-two compounds for the GABAA receptor was measured. Compounds containing a fluoroalkyl amide or a longer chain ester group were eliminated due to low potency. The fluorine-18 radiochemistry of one compound from each structural type was assessed to confirm that an automated radiosynthesis in good yield was feasible. Eleven of the novel compounds assessed appeared suitable for in vivo assessment as PET tracers.

Characterization of specific drug receptors with fluorescent ligands

Conjugates of fluorescent labels with specific, selective, and high affinity ligands for receptors have been synthesized and used to directly measure binding to receptors. In the examples, fluorescein conjugates of the high-affinity benzodiazepine recepto