Midazolam | Solubility of Things

Identification

Molecular formula

C₁₈H₁₃FN₃O₃

CAS number

59467-70-8

IUPAC name

ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

State

At room temperature, Midazolam is typically handled as a liquid formulation for clinical applications, but it is originally synthesized as a solid crystalline powder.

Melting point (Celsius)

162.50

Melting point (Kelvin)

435.70

Boiling point (Celsius)

477.15

Boiling point (Kelvin)

750.30

General information

Molecular weight

361.32g/mol

Molar mass

361.7360g/mol

Density

1.3000g/cm³

Appearence

Midazolam typically appears as a white to yellow crystalline powder. It is not very soluble in water but is soluble in organic solvents such as ethanol, methanol, and chloroform. Midazolam is often formulated into solutions for medical use.

Comment on solubility

Solubility of Ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

The solubility of ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate (C₁₈H₁₃FN₃O₃) can be affected by several factors, given its complex structure. Understanding solubility is crucial for applications in pharmaceuticals, as it influences bioavailability and drug formulation. Here are some key aspects:

Polar vs. Nonpolar: The presence of a carboxylate group and a fluoro substituent suggests that the compound may exhibit moderate to low solubility in polar solvents, such as water, while potentially being more soluble in nonpolar organic solvents, due to its aromatic character.
pH Sensitivity: The solubility may vary with pH, particularly for carboxylic acids. At lower pH levels, the carboxylic group may remain protonated, affecting solubility compared to higher pH levels where deprotonation occurs.
Temperature Dependence: As is common with most compounds, increased temperature might enhance solubility. This is particularly true for organic solvents where solubility trends often follow the principle of “like dissolves like.”

In summary, while ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate's solubility exhibits notable variable behavior in different solvents, predicting its behavior requires considering both chemical structure and environmental conditions. As with many pharmaceutical compounds, thorough solubility studies are essential.

Interesting facts

Interesting Facts about Ethyl 8-Fluoro-5-Methyl-6-Oxo-4H-Imidazo[1,5-a][1,4]Benzodiazepine-3-Carboxylate

Ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate is a fascinating member of the benzodiazepine class of compounds, known for their diverse pharmacological properties. Here are some engaging insights about this unique compound:

Multi-functional Nature: This compound exhibits a complex structure which allows for potential interactions with multiple biological targets, making it of interest for drug discovery and development.
Fluorine as a Game Changer: The incorporation of a fluorine atom often enhances the lipophilicity of the molecule, potentially improving its bioavailability and efficacy in therapeutic applications.
Medicinal Chemistry: Compounds within this class are widely researched for their anxiolytic, sedative, and anticonvulsant properties, showcasing their importance in treating various psychiatric and neurological disorders.
Imidazole Ring: The imidazole core is known for its presence in several biologically active compounds, and in this particular structure, it further contributes to its unique pharmacological profile.
Research Potential: Investigating such compounds can lead to the discovery of new therapeutic agents with improved safety and effectiveness profiles.

In summary, ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate stands as a promising candidate in the chemical and pharmaceutical fields. Its intricate design not only reflects the sophisticated nature of medicinal chemistry but also sparks interest for future research endeavors.

Synonyms

flumazenil

78755-81-4

Anexate

Flumazepil

Romazicon

Lanexat

Mazicon

Ro 15-1788

fumazenil

Flumazenilum

Flumazenilo

Flumazenilum [Latin]

Flumazenil (Ro 15-1788)

Flumazenilo [Spanish]

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

Ro-15-1788

C15H14FN3O3

Flumazil

[11C]flumazenil

ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

Ro 151788

Ro15-1788

NSC-759193

BRN 4763661

CHEBI:5103

DTXSID2023064

UNII-40P7XK9392

RO-151788

Ro 15-1788/000

MFCD00242764

CHEMBL407

40P7XK9392

RO-1722

Ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

MLS000028850

Ro-151788000

DTXCID703064

4H-Imidazo(1,5-a)(1,4)benzodiazepine-3-carboxylic acid, 8-fluoro-5,6-dihydro-5-methyl-6-oxo-, ethyl ester

ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

RO-41-8157

Ro-15-1788/000

Flumazenil [USAN:USP:INN:BAN]

Ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo(1,5-a)(1,4)benzodiazepine-3-carboxylate

Ethyl 8-fluoro-5-methyl-5,6-dihydro-6-oxo-4H-imidazo(1,5-a)(1,4)benzodiazepine-3-carboxylate

Flumazenilum (Latin)

NSC 759193

NCGC00015439-06

SMR000058450

FLUMAZENIL (MART.)

FLUMAZENIL [MART.]

Ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

FLUMAZENIL (USP-RS)

FLUMAZENIL [USP-RS]

FLUMAZENIL (EP MONOGRAPH)

FLUMAZENIL [EP MONOGRAPH]

FLUMAZENIL (USP MONOGRAPH)

FLUMAZENIL [USP MONOGRAPH]

Flumazenil (USAN:USP:INN:BAN)

[3H]Ro15-1788

CAS-78755-81-4

SR-01000075879

Flumenazil

Roma

[11C]flumazenil (PET ligand)

Romazicon (TN)

ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo(1,5-a)(1,4)benzodiazepine-3-carboxylate

FYP

Flumazenil (Standard)

Tocris-1328

FLUMAZENIL [MI]

FLUMAZENIL [INN]

FLUMAZENIL [JAN]

Opera_ID_1516

FLUMAZENIL [USAN]

Lopac-F-6300

FLUMAZENIL [VANDF]

Biomol-NT_000285

UPCMLD-DP137

FLUMAZENIL [WHO-DD]

Lopac0_000506

SCHEMBL79030

Flumazenil (JAN/USP/INN)

MLS000759529

MLS001076354

MLS001424108

BIDD:GT0766

Flumazenil, 1mg/ml in Ethanol

BPBio1_001190

Flumazenil - Bio-X trade mark

GTPL4192

GTPL4367

FLUMAZENIL [ORANGE BOOK]

UPCMLD-DP137:001

BDBM26263

HY-B0009R

V03AB25

HMS2051D17

HMS2089B15

HMS2234F06

HMS3261F13

HMS3267P09

HMS3374E10

HMS3393D17

HMS3412G20

HMS3657K11

HMS3676G20

HMS3884G11

Pharmakon1600-01505701

BCP07573

HY-B0009

Flumazenil, >99% (HPLC), solid

Tox21_110148

Tox21_500506

HB0915

NSC759193

PDSP1_001778

PDSP2_001761

s1332

AKOS015888159

Tox21_110148_1

AC-6846

CCG-100968

CS-0629

DB01205

FF23326

LP00506

NC00218

SDCCGSBI-0050490.P003

NCGC00015439-01

NCGC00015439-02

NCGC00015439-03

NCGC00015439-04

NCGC00015439-05

NCGC00015439-07

NCGC00015439-08

NCGC00015439-09

NCGC00015439-11

NCGC00015439-14

NCGC00015439-22

NCGC00025116-01

NCGC00025116-02

NCGC00025116-03

NCGC00025116-04

NCGC00025116-05

NCGC00261191-01

AS-13923

BF164469

SBI-0050490.P002

DB-056331

EU-0100506

F0958

NS00010398

SW197598-2

C07825

D00697

EN300-123018

F 6300

AB00572626-12

AB00572626-13

AB00572626_14

AB00572626_15

A839484

Q421920

SR-01000075879-1

SR-01000075879-3

SR-01000075879-7

BRD-K98769987-001-01-3

BRD-K98769987-001-12-0

BRD-K98769987-001-21-1

BRD-K98769987-001-22-9

BRD-K98769987-001-23-7

Z1546610479

Flumazenil, United States Pharmacopeia (USP) Reference Standard

4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 8- fluoro-5,6-dihydro-5-methyl-6-oxo-, ethyl ester

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

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

8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid ethyl ester

ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0,2,6]tetradeca-1(10),3,5,11,13-pentaene-5-carboxylate

ethyl 12-fluoro-8-methyl-9-oxo-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,5,10,12-pentaene-5-carboxylate

ethyl 8-fluoranyl-5-methyl-6-oxidanylidene-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate

Ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a] [1,4]benzodiazepine-3-carboxylate

ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]-benzodiazepine-3-carboxylate

Ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepin-3-carboxylate

Ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate #

Ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate;Anexate

Ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate;Anexate;8-Fluoro-5,6-dihydro-5-methyl-6 -oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid ethyl ester