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

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
Molecular Weight:
275.24
MDL Number:
MFCD08061420
MOL File:
84378-44-9.mol
MSDS File:
SDS
Last updated:2026-01-13 11:22:15
Product description Number Pack Size Price
Flumazenil Related Compound A 1273819 20mg $1550
FlumazenilCarboxylicAcid F500455 10mg $205
FlumazenilCarboxylicAcid F500455 100mg $1620
Ro15-3890 99% BISN0044 50mg $225
Ro15-3890 99% BISN0044 5mg $80
More product size

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

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)
pka 4.31±0.20(Predicted)
form Solid
color White to Off-White
Major Application pharmaceutical (small molecule)
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
FDA UNII PBH0H721NV
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3
HS Code  2933998090
Storage Class 11 - Combustible Solids

4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1273819 Flumazenil Related Compound A 84378-44-9 20mg $1550 2025-07-31 Buy
TRC F500455 FlumazenilCarboxylicAcid 84378-44-9 10mg $205 2021-12-16 Buy
TRC F500455 FlumazenilCarboxylicAcid 84378-44-9 100mg $1620 2021-12-16 Buy
Apolloscientific BISN0044 Ro15-3890 99% 84378-44-9 50mg $225 2021-12-16 Buy
Apolloscientific BISN0044 Ro15-3890 99% 84378-44-9 5mg $80 2021-12-16 Buy
Product number Packaging Price Buy
1273819 20mg $1550 Buy
F500455 10mg $205 Buy
F500455 100mg $1620 Buy
BISN0044 50mg $225 Buy
BISN0044 5mg $80 Buy

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

Flumazenil

78755-81-4

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

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

78755-81-4
84378-44-9
Synthesis of 4H-IMIDAZO[1,5-A][1,4]BENZODIAZEPINE-3-CARBOXYLIC ACID, 8-FLUORO-5,6-DIHYDRO-5-METHYL-6-OXO- from Flumazenil

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

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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Flumazenil acid pictures 2026-01-04 Flumazenil acid
84378-44-9
US $0.00 / mg 10g TargetMol Chemicals Inc.
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