59467-64-0

Basic information

• Product Name: Midazolam
• Synonyms: 2-Aminomethyl-7-Chloro-2,3-Dihydro-5-(2-Fluorophenyl)-1H-1,4-Benzodiazepine Dima;Midazolan CLH BP;7-Chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-methanamine;Midazolam;2-Aminomethyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine See A615360;[7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-yl]methanamine
• CAS NO: 59467-64-0
• Molecular Formula: C₁₆H₁₅ClFN₃
• Molecular Weight: 325.77
• EINECS: 261-774-5
• Product Categories: Chemical Amines;Amines;Heterocycles;Intermediates
• Mol File: 59467-64-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 443.9 °C at 760 mmHg
• Flash Point: 222.3 °C
• Appearance: /
• Density: 1.36
• Vapor Pressure: 5.21E-10mmHg at 25°C
• Refractive Index: 1.67
• PKA: 9.51±0.29(Predicted)
• CAS DataBase Reference: Midazolam(CAS DataBase Reference)
• NIST Chemistry Reference: Midazolam(59467-64-0)
• EPA Substance Registry System: Midazolam(59467-64-0)

Safety Data

• Hazardous Substances Data: 59467-64-0(Hazardous Substances Data)

Usage

Description

Midazolam is a short-acting benzodiazepine medication with anxiolytic, sedative, hypnotic, anticonvulsant, muscle relaxant, and amnesic properties. It is commonly used for its sedative and anxiolytic effects, particularly in medical and dental procedures. As a yellow solid, it is an intermediate in the synthesis of the drug.

Uses

Used in Pharmaceutical Industry:
Midazolam is used as an intermediate for the synthesis of the drug itself, which serves various medical applications due to its pharmacological properties.
Used in Medical Procedures:
Midazolam is used as a short-acting sedative-hypnotic for inducing sedation and relaxation during medical and dental procedures, as well as for its anxiolytic effects to alleviate anxiety in patients.
Used in Anesthesia:
Due to its short half-life, Midazolam is used as an induction anesthetic to facilitate the onset of anesthesia before surgery, allowing for a rapid recovery time post-procedure.
Used in Treatment of Seizures:
Midazolam's anticonvulsant properties make it useful in the treatment of seizures, particularly in emergency situations where a rapid response is necessary.
Used in Muscle Relaxation:
As a muscle relaxant, Midazolam can be used to alleviate muscle spasms and facilitate various medical or dental procedures that require muscle relaxation.
Used in Amnesia Induction:
Midazolam's amnesic effects can be utilized in certain medical situations where the induction of temporary amnesia is desired, such as in the context of traumatic experiences or invasive procedures.

InChI:InChI=1/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

Upstream product

• 784-38-3 2-amino-5-chloro-2'-fluorobenzophenone 
• 616-29-5 1,3-Diamino-2-hydroxypropane 
• 106-89-8 epichlorohydrin 

Downstream Products

• 59467-68-4 N-[7-chloro-5-(2-fluoro-phenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-2-ylmethyl]-acetamide 
• 59470-08-5 N-[7-chloro-5-(2-fluoro-phenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-2-ylmethyl]-2,2,2-trifluoro-acetamide 
• 59469-07-7 C-[7-chloro-5-(2-fluoro-phenyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl]-methylamine 
• 68288-28-8 8-chloro-6-(2-fluoro-phenyl)-2,3,3a,4-tetrahydro-benzo[f]imidazo[1,5-a][1,4]diazepine-1-thione 
• 68288-27-7 8-chloro-6-(2-fluoro-phenyl)-2,3,3a,4-tetrahydro-benzo[f]imidazo[1,5-a][1,4]diazepin-1-one 
• 1194048-39-9 C₁₇⁽¹⁴⁾CH₁₅ClFN₃ 
• 59467-69-5 8-chloro-6-(2-fluoro-phenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine 
• 59467-70-8 Midazolam 
• 59468-73-4 5-aminomethyl-1-[4-chloro-2-(2-fluorobenzoyl)phenyl]-2-methyl-imidazole dihydrochloride 
• 59468-07-4 8-chloro-6-(2-fluorophenyl)-5,6-dihydro-1-methyl-6H-imidazo<1,5-a><1,4>benzodiazepine 
• 59469-04-4 8-chloro-6-(2-fluoro-phenyl)-1,5-dimethyl-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine 
• 59469-05-5 5-allyl-8-chloro-6-(2-fluoro-phenyl)-1-methyl-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine 
• 59469-02-2 8-chloro-6-(2-fluoro-phenyl)-1-methyl-5-nitroso-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine 
• 59469-06-6 5-acetyl-8-chloro-6-(2-fluoro-phenyl)-1-methyl-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine 

Relevant articles and documents

Preparation method of midazolam intermediate defluoro impurity

The invention relates to the technical field of organic synthesis, and provides a preparation method of a midazolam intermediate defluoro impurity. The method comprises the following steps of: dissolving a midazolam intermediate in an organic solvent, adding Lewis acid and a reducing agent for reaction, performing extraction and chromatography on reaction liquid to obtain a crude defluoro impurity, and salifying the crude defluoro impurity with maleic acid to obtain the high-purity defluoro impurity. According to the synthesis method provided by the invention, the midazolam intermediate defluoro impurity can be obtained only through one-step reaction, and the synthesis method has a great promotion effect on optimization of production process parameters of midazolam, deep research on related substances of midazolam, improvement of the medication safety, reliability and stability of related preparations, and quality control in the production process of raw material medicines.

Imidazodiazepines and processes therefor

Novel Imidazobenzodiazepines and their analogs are useful as anticonvulsants, muscle relaxant, anxiolytic and sedative agents. Preferred compounds of this class belong to the imidazo[1,5-a][1,4]diazepine series which may have a very wide variety of organic substituents. An especially preferred genus included within the purview of the invention encompasses a compound of the formula STR1 wherein R1 is hydrogen and lower alkyl preferably methyl; R3 and R5 are hydrogen; R4 is hydrogen, nitro and halogen, most preferably, chlorine, and in a most preferred embodiment when positioned on the fused benzo portion of the imidazobenzodiazepine is in the 8-position thereof, R6 is phenyl or halo, nitro, or lower alkyl-substituted phenyl, preferably, halo, with fluorine being the preferred halogen, the substituted fluoro being positioned in the 2-position of the phenyl moiety and R2 is hydrogen and lower alkyl.