1023971-15-4

Basic information

• Product Name: RaceMic Fudosteine HCl
• Synonyms: RaceMic Fudosteine HCl;Racemic Fudosteine;2-amino-3-((3-hydroxypropyl)thio)propanoic acid hydrochloride
• CAS NO: 1023971-15-4
• Molecular Formula: C6H13NO3S
• Molecular Weight: 179.24
• Mol File: 1023971-15-4.mol

Chemical Properties

• Boiling Point: 354.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.301±0.06 g/cm3(Predicted)
• PKA: 2.09±0.10(Predicted)
• CAS DataBase Reference: RaceMic Fudosteine HCl(CAS DataBase Reference)
• NIST Chemistry Reference: RaceMic Fudosteine HCl(1023971-15-4)
• EPA Substance Registry System: RaceMic Fudosteine HCl(1023971-15-4)

Safety Data

• Hazardous Substances Data: 1023971-15-4(Hazardous Substances Data)

Upstream product

• 921-01-7 D-cysteine 
• 107-18-6 allyl alcohol 
• 52-90-4 L-Cysteine 
• 627-18-9 1-bromo-3-propanol 
• 627-30-5 1-chloro-3-hydroxypropane 
• 407-41-0 L-phosphoserine 
• 19721-22-3 3-sulfanylpropanol 
• 503-30-0 trimethylene oxide 
• 62116-24-9 3-acetoxypropyl iodide 
• 628-09-1 3-Chloropropyl acetate 
• 592-33-6 3-bromopropyl acetate 
• 353-05-9 3-fluoropropyl acetate 
• 52-89-1 l-cysteine hydrochloride 

Relevant articles and documents

Synthesis method of fudosteine

The invention relates to a synthesis method of fudosteine, and belongs to the field of biomedicine industry. According to the synthesis method, L-cysteine and acrolein are taken as the raw materials to carry out Michael addition reactions, then sodium borohydride is added to carry out reduction reactions, fudosteine is synthesized by a one-pot method, and finally fudosteine is re-crystallized to obtain high purity fudosteine. The reaction conditions of the preparation method are mild and controllable. The product yield is 95%, and the liquid phase purity is 99.8%.

Method for synthesizing high-purity fudosteine

The present invention relates to a method for synthesizing high-purity fudosteine, and belongs to the technical field of acyclic compound synthesis of thioether. L-cysteine and halopropanol are used as raw materials, ammonia or organic base is used as an acid binding agent, water is used as a solvent, and after the raw materials are dissolved, nucleophilic substitution reaction is carried out to synthesize the fudosteine. The method is applied to the synthesis of the fudosteine, and has the advantages such as short steps, simple operation, high selectivity, mild conditions, and excellent product quality.

Preparation method of high-purity fudosteine

The invention discloses a preparation method of high-purity fudosteine, and belongs to the technical field of synthesis of pharmaceutical compounds. The preparation method is characterized in that with 3-halogenated propyl acetate or 3-halogenated propyl propionate and L-cysteine as starting materials, a fudosteine crude product is prepared through a reaction in an aqueous alkali solution, and high-purity fudosteine is obtained by refining the fudosteine crude product. The preparation method has the advantages that the reaction conditions are mild, the reaction process is simple, the yield ishigh, the cost is low, the requirement that the content of unknown impurities is lower than 0.1% can be met, and the preparation method is suitable for industrial application.

Method for preparing high-purity Fudosteine

The invention provides a preparation method of a novel antitussive phlegm-eliminating drug high-purity fudosteine, wherein the preparation method includes the steps: (1) synthesizing an intermediate 3-bromo-1-propanol; (2) carrying out a reaction of cysteine hydrochloride with 3-bromo-1-propanol to obtain a crude product; and (3) carrying out crystallization refining on the obtained crude product to obtain the high-purity fudosteine. The domestic cheap easily-available raw materials of cysteine hydrochloride, hydrobromic acid and 1,3-propylene glycol materials are utilized, monitoring of a gas chromatograph, a liquid chromatograph and a refractometer is used for tracking a catalytic reaction process and a reaction terminal point. The preparation method has the advantages of less reaction steps, high selectivity, low pollution, low cost and stable quality, and is suitable for industrialized production.

Unnatural amino acid synthesis by thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1

O-Acetyl-L-serine sulfhydrylase (OASS) from plants and bacteria synthesizes cysteine and unnatural amino acids that are important building blocks for active pharmaceuticals and agrochemicals. A thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1 (OPSSAp) exhibits a function similar to OASS. In the present study, we examined the synthesis of various unnatural amino acids using OPSSAp and demonstrated OPSSAp could efficiently synthesize various sulfur-containing amino acids. OPSSAp would be useful for industrial production of biologically important unnatural amino acids.

Preparation method of fudosteine

The invention relates to a preparation method of fudosteine, which comprises the following steps: by using L-cysteine and trimethylene oxide as raw materials, heating under alkaline conditions to promote the completion of the reaction, adding 95% ethanol into the product to precipitate, and recrystallizing to obtain the fine product fudosteine, wherein the product yield is greater than or equal to 90%, the HPLC (high performance liquid chromatography) purity is greater than or equal to 99.5%, and the maximum single impurity content is less than or equal to 0.1%. The whole process is easy to control, simple to operate and suitable for industrial production, and is a synthesis route capable of satisfying the demands of the market for fudosteine active pharmaceutical ingredients.

Preparation method of Fudosteine

The invention discloses a preparation method of Fudosteine, and relates to a preparation method suitable for industrially producing Fudosteine. Water and ethyl alcohol are adopted as reaction solvent, amine substances serves as the catalyst, cooling and crystallization are conducted after reaction, and the product is obtained in the form of sedimentation. The whole process is easy to control, repeatability is high, the yield of Fudosteine is stabilized at 95%, the residual amount is controlled within 0.05%, and the preparation method completely conforms to the medicinal standard and is quite suitable for industrial production.

Method for synthesis of fudosteine

The invention discloses a synthesis method of fudosteine. The synthesis method comprises the following steps: in a glacial acetic acid-water system serving as a solvent, initiating a free radical reaction between L-cysteine and allyl alcohol which serve as starting raw materials at 40 DEG C by ultraviolet light; then, dropwise adding a certain amount of ethanol solution, cooling to 20 DEG C, and filtering to obtain a crude product of fudosteine; recrystallizing the crude product of fudosteine with 5-100% ethanol; filtering for the second time and drying to finally obtain high-purity fudosteine. The synthesis method of fudosteine is mild in synthesis condition and high in product yield which is higher than or equal to 92%; HPLC purity is higher than or equal to 99% and the maximum net contamination is less than or equal to 0.1%. The synthesis method of fudosteine can meet the demands of the market on fudosteine bulk drug.

Production technique of fudosteine

The invention relates to a production technique of fudosteine. The production technique comprises the following steps: dissolving L-cysteine in purified water by stirring, adding potassium persulfate and propenol, and stirring to react for 5+/-1 hours while controlling the temperature at 30+/-2 DEG C; distilling under reduced pressure to remove the solvent; adding ethanol into the residues, stirring for 1.5 hours, and filtering to remove insoluble substances; concentrating the filtrate until a small amount of solid precipitates, and stopping concentrating; cooling, crystallizing by stirring at 30+/-2 DEG C for 3+/-1 hours until abundant white solid appears, and carrying out centrifugal filtration; washing the filter cake with anhydrous ethanol twice, and drying to obtain a fudosteine crude product; and refining and drying to obtain the fudosteine. By using ethanol-water as the solvent, the technique has the advantages of high use safety, low cost, mild reaction conditions and high atom economic benefit, and conforms to the requirements for green chemistry. The product yield is up to 95% or above, the content is up to 99.9%, and the maximum single impurity content is lower than 0.01%. Besides, the technique reduces the occupational hazards for employees, and is more beneficial to mass production.

Preparation method of fodor stanozolol suitable for industrialized production

The invention relates to a preparation method of fodor stanozolol suitable for industrialized production. According to the preparation method disclosed by the invention, water-ethanol is used as a reaction solvent, amine substances are used as a catalyst, after the reaction is completed, temperature reduction and crystallization are performed, and products are separated in a precipitation form. The whole process is easy to control and high in repeatability, the yield of the fodor stanozolol is stabilized to 95%, and the residue quantity is controlled within 0.05%, so that medical standards are completely met, and the preparation method is very suitable for industrialized production.