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Midazolam maleate salt

CAS No.
59467-94-6
Chemical Name:
Midazolam maleate salt
Synonyms
midazolammaleate;dormicum;Ro-21-3981;ro21-3981/001;dormicummaleate;MIDAZOLAM MALEATE SALT;[13C6]-Midazolam maleate salt;Midazolam maleate salt USP/EP/BP;midazolam maleate--dea schedule iv item;DL-A-LYSOPHOSPHATIDYLCHOLINE-*GAMMA-O-HE XADECYL
CBNumber:
CB5285259
Molecular Formula:
C22H17ClFN3O4
Molecular Weight:
441.84
MDL Number:
MFCD00941440
MOL File:
59467-94-6.mol
MSDS File:
SDS
Last updated:2024-03-19 15:37:51

Midazolam maleate salt Properties

Melting point 114-117° (solvated)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
Stability Hygroscopic
CAS DataBase Reference 59467-94-6(CAS DataBase Reference)
FDA UNII 77520S18SE

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
RIDADR  3249
WGK Germany  3
RTECS  NI2922200
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 in male mice (mg/kg): 760 orally; 86 i.v. (Pieri)

Midazolam maleate salt price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M2419 Midazolam maleate salt 59467-94-6 5mg $605 2024-03-01 Buy
Sigma-Aldrich M2419 Midazolam maleate salt 59467-94-6 10mg $989 2024-03-01 Buy
American Custom Chemicals Corporation CHM0030833 MIDAZOLAM MALEATE 95.00% 59467-94-6 5MG $999.89 2021-12-16 Buy
American Custom Chemicals Corporation CHM0030833 MIDAZOLAM MALEATE 95.00% 59467-94-6 10MG $1250.35 2021-12-16 Buy
AHH MT-05439 8-Chloro-6-[2-fluorophenyl]-2-methyl-4H-Imidazo[1,5-a]-[1,4]benzodiazepinemaleatesalt 98% 59467-94-6 0.01g $412 2021-12-16 Buy
Product number Packaging Price Buy
M2419 5mg $605 Buy
M2419 10mg $989 Buy
CHM0030833 5MG $999.89 Buy
CHM0030833 10MG $1250.35 Buy
MT-05439 0.01g $412 Buy

Midazolam maleate salt Chemical Properties,Uses,Production

Description

Midazolam maleate, 8- chloro-6-(2-fluorophenyl)?1-methyl-4Himidazo-benzodiazepine maleate , is a stable, water-soluble powder. The solubility in water depends on pH:≈85 mg/mL at pH 2.7 and 0.3 mg/mL at pH 7.6. The maleate is subject to reversible ring opening. Below pH4 the ring is open; above pH 4 the cyclic form is present. The anesthetic formulation is a buffered aqueous solution containing 2.5 mg/mL at pH 3.5.

Originator

Dormicum,Roche,Switz.,1982

Uses

Sedative; ligand GABA receptor benzodiazepine modulatory site

Manufacturing Process

Acetic anhydride (7 ml) was added to a solution of 6.16 g of crude 2- aminomethyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepine in 200 ml of methylene chloride. The solution was added to 200 ml of saturated aqueous sodium bicarbonate and the mixture was stirred for 20 minutes. The organic layer was separated, washed with sodium bicarbonate, dried over sodium sulfate and evaporated to leave resinous 2- acetylaminomethyl-7-chloro-2,3-dihydro-5-(2-fluorophenyl)-lH -l,4- benzodiazepine. This material was heated with 40 g of polyphosphoric acid at 150°C for 10 minutes. The cooled reaction mixture was dissolved in water, made alkaline with ammonia and ice and extracted with methylene chloride. The extracts were dried and evaporated and the residue was chromatographed over 120 g of silica gel using 20% methanol in methylene chloride. The clean fractions were combined and evaporated to yield resinous 8-chloro-3a,4-dihydro-6-(2-fluorophenyl)-1- methyl-4H-imidazo[1,5-a][1,4] - benzodiazepine.
A mixture of this material with 500 ml of toluene and 30 g of manganese dioxide was heated to reflux for 1? hours. The manganese dioxide was separated by filtration over Celite. The filtrate was evaporated and the residue was crystallized from ether to yield 8-chloro-6-(2-fluorophenyl)-1-methyl-4Himidazo[1,5-a][1,4]benzodiazepine, melting point 152°C to 154°C. The analytical sample was recrystallized from methylene chloride/hexane.
A warm solution of 6.5 g (0.02 mol) of 8-chloro-6-(2-fluorophenyl)-1-methyl- 4H-imidazo[1,5-a] [1,4]-benzodiazepine in 30 ml of ethanol was combined with a warm solution of 2.6 g (0.022 mol) of maleic acid in 20 ml of ethanol. The mixture was diluted with 150 ml of ether and heated on the steam bath for 3 minutes. After cooling, the crystals were collected, washed with ether and dried in vacuo to yield 8-chloro-6-(2-fluorophenyl)-1-methyl-4Himidazo[1.5-a] [1,4]-benzodiazepine maleate, melting point 148°C to 151°C.

Therapeutic Function

Anesthetic

Biochem/physiol Actions

Sedative/Hypnotic; ligand for the GABAA receptor benzodiazepine modulatory site; CYP3A4 substrate.

Synthesis

The preparation starts with 7-chloro- 5-(2-fluorophenyl)?1,3-dihydro-2H-1,4- benzodiaze-pinone . For the literature, also see . Midazolam is approximately twice as active as diazepam, causes less pain at the injection site, and has a shorter half-life than diazepam. Side effects: dose-dependent cerebral depression with tranquilization, sedation, and dryness. Reduction in blood pressure, respiratory depression, and cardiovascular effects were slight.
Synthesis_59467-94-6

Midazolam maleate salt Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 62)Suppliers
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View Lastest Price from Midazolam maleate salt manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Midazolam maleate salt USP/EP/BP pictures 2021-07-29 Midazolam maleate salt USP/EP/BP
59467-94-6
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
4H-Imidazo[1,5-a][1,4]benzodiazepine, 8-chloro-6-(2-fluoro-phenyl)-1-methyl-, (Z)-2-butenedioate (1:1) midazolam maleate--dea schedule iv item 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine monomaleate DL-A-LYSOPHOSPHATIDYLCHOLINE-*GAMMA-O-HE XADECYL 4H-Imidazo1,5-a1,4benzodiazepine, 8-chloro-6-(2-fluorophenyl)-1-methyl-, (2Z)-2-butenedioate (1:1) 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo[1,5-a][1,4]benzodiazepine maleate salt 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine maleate 5-a)(1,4)benzodiazepine,8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo((z 8-chloro-6-(2-fluorophenyl)-1-methyl-4h-imidazo(1,5-a)(1,4)benzodiazepinemal dormicum dormicummaleate ro21-3981/001 MIDAZOLAM MALEATE SALT 8-CHLORO-6-[2-FLUOROPHENYL]-2-METHYL-4H-IMIDAZO[1,5-A]-[1,4]BENZODIAZEPINE MALEATE SALT Ro-21-3981 8-Chloro-6-(2-fluorophenyl)-2-methyl-4H-imidazo(1,5-A)(1,4)benzodiazepine maleate salt (1:1) [13C6]-Midazolam maleate salt Midazolam maleate salt USP/EP/BP Midazolam maleateQ: What is Midazolam maleate Q: What is the CAS Number of Midazolam maleate Q: What is the storage condition of Midazolam maleate midazolammaleate 59467-94-6 C18H13ClFN3C4H4O4