bietaserpine

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Company Name: TargetMol Chemicals Inc.
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Products Intro: Product Name:Bietaserpine;Bietaserpinum;DL 152;Bietasperine
CAS:53-18-9
Package:100 mg;500 mg Remarks:REAGENT;FOR LABORATORY USE ONLY
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Products Intro: Product Name:2,5-bis((E)-2-(thiophen-2-yl)vinyl)thiophene
Purity:98% Package:5g;10g;25g;100g
Company Name: Shaanxi DIDU pharmaceutical and Chemical Co., Ltd  
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Products Intro: Product Name:bietaserpine
CAS:53-18-9
Purity:99% HPLC Package:25KG;1KG
Company Name: TargetMol Chemicals Inc.  
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Products Intro: Product Name:Bietaserpine;Bietaserpine
CAS:53-18-9
Purity:98% Package:5 mg
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bietaserpine Basic information
Product Name:bietaserpine
Synonyms:(3β,20α)-1-[2-(Diethylamino)ethyl]-11,17α-dimethoxy-18β-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16β-carboxylic acid methyl;Diethylaminoreserpine;DL-152;S-1210;bietaserpine;Yohimban-16-carboxylic acid, 1-[2-(diethylamino)ethyl]-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-, methyl ester, (3β,16β,17α,18β,20α)-;Bietaserpinum;Bietasperine
CAS:53-18-9
MF:C39H53N3O9
MW:707.86
EINECS:2001650
Product Categories:
Mol File:53-18-9.mol
bietaserpine Structure
bietaserpine Chemical Properties
alpha D17 -121° (c = 2 in CHCl3)
Boiling point 706.92°C (rough estimate)
density 1.1581 (rough estimate)
refractive index 1.7800 (estimate)
Safety Information
MSDS Information
bietaserpine Usage And Synthesis
OriginatorTensibar,Lefranco,France,1967
DefinitionChEBI: (1R,15S,17R,18R,19S,20S)-3-[2-(diethylamino)ethyl]-6,18-dimethoxy-17-[oxo-(3,4,5-trimethoxyphenyl)methoxy]-11,12,14,15,16,17,18,19,20,21-decahydro-1H-yohimban-19-carboxylic acid methyl ester is a yohimban alkaloid.
Manufacturing ProcessThe first stage is to prepare the naphthyl sodium solution in the following way:
To a solution of 0.6 g naphthalene in 10 ml tetrahydrofurane, anhydrous, used as solvent, add 96 mg sodium under a nitrogen atmosphere. After a few minutes, an intensive dark green coloration develops, while the sodium dissolves. The reaction is completed after a period of time ranging between 30 and 60 minutes.
Then add to the above solution a solution of 2.42 g reserpine in 60 ml anhydrous dioxan at 50°C.
After heating for 15 minutes (which corresponds to carrying out reaction a), add 0.6 g, diethylaminochloroethane, while the mixture is kept boiling under reflux, for 6 hours. Reaction b is then completed.
Then cool the mixture and evaporate the dioxan under reduced pressure. The pasty residue is dissolved in a mixture of 50 ml benzene and 20 ml ether, and washed several times with water.
The aqueous solutions resulting from the washing are also extracted with ether, and the ether portions are added to the main ether-benzene solution. This solution is extracted several times with 5% acetic acid, until the silicotungstate test (an identification test for alkaloids) yields a negative result, and the acetic solutions are washed with 10 ml ether.
After combining the acetic extracts, the solution is adjusted to a pH of 9 with sodium carbonate, which precipitates the base, which is insoluble in water. The oily suspension obtained in this way is extracted several times with chloroform. The chloroform solutions are then washed, each with 10 ml water, then they are combined and dried over anhydrous potassium carbonate.
After filtering and evaporating the solvent under reduced pressure, the pasty residue, constituted by the enriched product, is diluted with 30 ml ether and in this way 0.225 g reserpine (which has not taken part in the reaction) is isolated by filtration.
After evaporation of the ether under reduced pressure, 1.525 g of the crude resinous base is obtained, which constitutes the required product in a crude and impure condition.
This product is purified in the following way: After dissolving in 15 ml of dry benzene, the resulting solution is filtered on an alumina column, which fixes the base.
After consecutive elutions with pure benzene, and benzene containing increasing proportions of chloroform,0.748 g of 1-diethylaminoethylreserpineis isolated in the form of a resin. The crystalline acid bitartrate prepared in ethyl acetate melts at 145°-150°C, with decomposition.
Therapeutic FunctionAntihypertensive
bietaserpine Preparation Products And Raw materials
Raw materialsSodium-->Reserpine-->Naphthalene
Tag:bietaserpine(53-18-9) Related Product Information
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