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Midazolam maleate salt

Product Name
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
Formula Weight
441.84
MOL File
59467-94-6.mol
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Midazolam maleate salt Property

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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P330Rinse mouth.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

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

Midazolam maleate salt Preparation Products And Raw materials

Raw materials

Preparation Products

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Midazolam maleate salt Suppliers

Shanghai Kewel Chemical Co., Ltd.
Tel
021-64609169 18901607656
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021-64609160
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greensnown@163.com
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China
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Sigma-Aldrich
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021-61415566 800-8193336
Email
orderCN@merckgroup.com
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China
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Shanghai Peiyang Chemical Co., Ltd.
Tel
+86 (21) 61919736
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+86 (21) 61919739
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Conier Chem & Pharma Limited
Tel
13368167990
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sales@conier.com
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Shaanxi Jiandu Pharmaceutical Chemical Co. Ltd.
Tel
029-88380327 17691182729
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029-88380327
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Xi'an MC Biotech, Co., Ltd.
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029-89275612 +8618991951683
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Dideu Industries Group Limited
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+86-29-89586680 +86-15129568250
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Career Henan Chemica Co
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Chemwill Asia Co.,Ltd.
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CONIER CHEM AND PHARMA LIMITED
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