4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-

Product Name: 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
Chemical Name: 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-
Synonyms: CS-1526;RO 15-3890;3-Desethyl-FMZ;FLUMAZENIL ACID;desethylfluMazenyl;O-DESETHYLFLUMAZENIL;Flumazenil Impurity 3;6-dihydro-4h-imidazo[1;Flumazenil EP Impurity;Flumazenil EP Impurity A
CBNumber: CB5373594
Molecular Formula: C13H10FN3O3
Formula Weight: 275.24
MOL File: 84378-44-9.mol

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4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- Property

Melting point:: >255°C (Subl.)
Boiling point:: 570.5±50.0 °C(Predicted)
Density: 1.55±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: DMSO (Slightly), Methanol (Slightly, Heated)
form: Solid
pka: 4.31±0.20(Predicted)
color: White to Off-White
InChI: InChI=1S/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)
InChIKey: SFVXVWJBSJCRJO-UHFFFAOYSA-N
SMILES: N12C=NC(C(O)=O)=C1CN(C)C(=O)C1=CC(F)=CC=C12

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Safety

WGK Germany: 3
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 1273819
Product name: Flumazenil Related Compound A
Packaging: 20mg
Price: $1550
Updated: 2025/07/31

TRC

Product number: F500455
Product name: FlumazenilCarboxylicAcid
Packaging: 10mg
Price: $205
Updated: 2021/12/16

TRC

Product number: F500455
Product name: FlumazenilCarboxylicAcid
Packaging: 100mg
Price: $1620
Updated: 2021/12/16

Apolloscientific

Product number: BISN0044
Product name: Ro15-3890
Purity: 99%
Packaging: 5mg
Price: $80
Updated: 2021/12/16

Apolloscientific

Product number: BISN0044
Product name: Ro15-3890
Purity: 99%
Packaging: 25mg
Price: $138
Updated: 2021/12/16

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4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- Chemical Properties,Usage,Production

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.

Synthesis

78755-81-4

84378-44-9

The general procedure for the synthesis of 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[F]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid from ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate is as follows: 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[1,5-a][1,4]diazepine-3-carboxylic acid was prepared from 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[1,5-a][1,4]diazepine-3-carboxylic acid as follows. -6-oxo-5,6-dihydro-4H-benzo[F]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid ethyl ester (0.5 g, 1.7 mmol) was suspended in tetrahydrofuran (THF, 50 mL). Aqueous sodium hydroxide (2M, 10 mL) was added to the suspension to completely dissolve the solid. The reaction mixture was stirred at room temperature until completion of the reaction was confirmed by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, the solvent was evaporated under reduced pressure. The residue was dissolved in water and acidified with 2M hydrochloric acid to precipitate the target product as a solid. The solid product was collected by filtration and dried under vacuum to afford 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid as a colorless solid (0.45 g, 100% yield). The structure of the product was confirmed by 1H NMR (CD3OD): δ 3.24 (3H, s, CH3), 4.62 (1H, br d, J = 15.4 Hz, CHaHb), 5.19 (1H, br d, J = 15.4 Hz, CHaHb), 7.62 (1H, ddd, JHF = 12.5 Hz, JHH = 7.7 and 3.1 Hz. CFCHCH), 7.79 (1H, dd, JHF = 8.9 Hz, JHH = 3.1 Hz, CCHCF), 7.87 (1H, dd, JHF = 9.1 Hz, JHH = 4.5 Hz, CHCHCF), 9.63 (1H, s, NCHN).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 3, p. 821 - 826
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S517-S519

4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- Preparation Products And Raw materials

Raw materials

Preparation Products

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4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- Suppliers

China 66 Germany 1 India 4 United States 11 Global 82

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84378-44-9, 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO-Related Search:

Imidazolidinyl urea Levamisole Imidazole Methimazole Ro 15-3505 N,N-Dimethyformamide diethy acetal 7-Fluoro-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione Ro 14-7437 4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylicacid, 5,6-dihydro-8-hydroxy-5-methyl-6-oxo-, ethyl ester fluMazenil iMpurity Flumazenil 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- 1-[2-(1H-IMIDAZOL-1-YL)PHENYL]METHANAMINE 3'-(2-FLUOROETHYL)FLUMAZENIL 2-AMINO-5-FLUOROBENZAMIDE 2-(1H-IMIDAZOL-1-YL)BENZENECARBOXAMIDE

FluMazenil Carboxylic Acid

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-

8-Fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

8-Fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Flumazenil impurity A (EP) -F

8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid

Flumazenil impurity A (EP)

Flumazenil Impurity 1(Flumazenil EP Impurity A)

RO 15-3890

O-DESETHYLFLUMAZENIL

desethylfluMazenyl

Flumazenil EP Impurity A

4]benzodiazepine-3-carboxylic acid

6-dihydro-4h-imidazo[1

8-fluoro-5-methyl-6-oxo-5

CS-1526

Flumazenil EP Impurity

8-Fluoro-5-methyl-6-oxo-5,6-dihydro

8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]be...

Flumazenil Impurity 3

Flumazenil USP Related Compound A

84378-44-9

C13H10FN3O3