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Bazinaprine

CAS No.
94011-82-2
Chemical Name:
Bazinaprine
Synonyms
SR 95191;Bazinaprine;3-((2-Morpholinoethyl)aMino)-6-phenylpyridazine-4-carbonitrile;3-[(2-Morpholinoethyl)amino]-6-phenyl-4-pyridazinecarbonitrile;3-[[2-(Morpholin-4-y1)ethyl]amino]-6-phenyl-4-pyridazinecarbonitrile;4-Pyridazinecarbonitrile, 3-[[2-(4-morpholinyl)ethyl]amino]-6-phenyl-
CBNumber:
CB4969590
Molecular Formula:
C17H19N5O
Molecular Weight:
309.37
MDL Number:
MOL File:
94011-82-2.mol
Last updated:2023-09-04 15:51:00

Bazinaprine Properties

Boiling point 589.3±50.0 °C(Predicted)
Density 1.26±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka 6.65±0.10(Predicted)
FDA UNII NU8Y4C529J

Bazinaprine price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0010774 BAZINAPRINE 95.00% 94011-82-2 5MG $504.49 2021-12-16 Buy
American Custom Chemicals Corporation API0010774 BAZINAPRINE 95.00% 94011-82-2 1G $1575 2021-12-16 Buy
CSNpharm CSN10383 Bazinaprine 94011-82-2 1g $628 2021-12-16 Buy
Chemenu CM163612 3-((2-morpholinoethyl)amino)-6-phenylpyridazine-4-carbonitrile 95% 94011-82-2 1g $729 2021-12-16 Buy
Crysdot CD31000156 Bazinaprine 95+% 94011-82-2 1g $772 2021-12-16 Buy
Product number Packaging Price Buy
API0010774 5MG $504.49 Buy
API0010774 1G $1575 Buy
CSN10383 1g $628 Buy
CM163612 1g $729 Buy
CD31000156 1g $772 Buy

Bazinaprine Chemical Properties,Uses,Production

Originator

SR 95.191,Clin Midy/Sanofi

Uses

Bazinaprine can be used as a monoamine oxidase depressant in the preparation of antipsychotics.

Manufacturing Process

240.25 g of ethyl malonate, 138.0 g of potassium carbonate, 5.0 g of potassium iodide and 154.0 g of phenacylchloride in 2 L of anhydrous acetone are heated under reflux overnight. After the inorganic salts have been filtered off, the filtrate is evaporated to dryness and the excess ethyl malonate is then distilled off under reduced pressure (pressure: 0.5 mbar; temperature: about 60°C). The distillation residue is chromatographed on a silica column using a cyclohexane/ethyl acetate mixture (9:1) as the eluent. The ethyl phenacylmalonate is obtained in the form of a red oil. Yield: 80.3%.
40.5 g of the ethyl phenacylmalonate are dissolved in 70 ml of absolute ethanol, and 7.25 g of hydrazine hydrate are added dropwise to the reaction medium at 0°C, with stirring. When the reaction medium has returned to room temperature, it is stirred for 24 h and the beige precipitate obtained, which corresponds to the expected pyridazinone, is then filtered off. The filtrate is treated with 3.62 g of hydrazine hydrate. After stirring for 24 h, an additional quantity of pyridazinone can be filtered off. The same operation is repeated once more on the filtrate. After purification by passage through a silica column using a cyclohexane/ethyl acetate mixture (1:1) as the eluent, the 4-ethoxycarbonyl-6-phenyl-4,5-dihydro-2H-pyridazin-3-one is obtained. Yield: 37%.
9.0 g of the 4-ethoxycarbonyl-6-phenyl-4,5-dihydro-2H-pyridazin-3-one are dissolved in 200 ml of acetic acid, and 11.18 g of bromine are then added to the solution, with stirring. Decolouration of the medium occurs after 5 min. After 2 h at room temperature, and with stirring, the medium is poured into 200 ml of water, the mixture is then extracted with methylene chloride and the organic phase is evaporated to dryness. The residue is taken up 3 times with cyclohexane. The beige powder obtained is chromatographed on a silica column using a cyclohexane/ethyl acetate mixture (1:1) as the eluent. The 4- ethoxycarbonyl-6-phenyl-2H-pyridazin-3-one, melting point 150°C is obtained. Yield: 51%.
2.0 g of the 4-ethoxycarbonyl-6-phenyl-2H-pyridazin-3-one are added to 40 ml of concentrated ammonia solution and the mixture is stirred overnight at room temperature. The solid is filtered off and dried to give the 6-phenyl-3- oxo-2H-pyridazine-4-carboxamide, melting point >300°C. Yield: 86%. 1.5 g of the 6-phenyl-3-oxo-2H-pyridazine-4-carboxamide are dissolved in 20 ml of phosphorus oxychloride and the solution is then heated at 80°C for 5 h. The mixture is poured into 50 ml of water. A precipitate appears, which is filtered off and dried. There are obtained 58.3% of 3-chloro-4-cyano-6- phenylpyridazine, melting point 206°C.
7.3 g of the 3-chloro-4-cyano-6-phenylpyridazine are dissolved in 60 ml of nbutanol, and 8.0 g of N-(2-aminoethyl)-morpholine are added. The mixture is heated under reflux for 3 h and then poured into 1000 ml of water. The organic phase is extracted with ether and the ether solution is then extracted with a 1 N solution of sulfuric acid. The aqueous phase is separated off, rendered alkaline with sodium hydroxide and extracted with ether. The ether phase is dried over magnesium sulfate and the solvent is then evaporated off to dryness in vacuo to give Bazinaprine, as yellow solid, melting point 138°C. Yield: 81.3%.

Therapeutic Function

Antidepressant

Bazinaprine Suppliers

Global( 11)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131980 58
Aikon International Limited 025-66113011 18112977050 cb6@aikonchem.com China 15495 58
Changzhou Bojia Biomedical Technology Co., Ltd. 2122619822 czbjpharma@126.com China 18488 58
TargetMol Chemicals Inc. 4008200310 marketing@tsbiochem.com China 24017 58
Shanghai Haohong Scientific Co., Ltd. 400-400-8210725 malulu@leyan.com China 40041 58

Bazinaprine Spectrum

Bazinaprine SR 95191 3-[[2-(Morpholin-4-y1)ethyl]amino]-6-phenyl-4-pyridazinecarbonitrile 3-[(2-Morpholinoethyl)amino]-6-phenyl-4-pyridazinecarbonitrile 3-((2-Morpholinoethyl)aMino)-6-phenylpyridazine-4-carbonitrile 4-Pyridazinecarbonitrile, 3-[[2-(4-morpholinyl)ethyl]amino]-6-phenyl- 94011-82-2