Fudosteine, SS-320A, SS-320, Spelear, Cleanal, -Drug Synthesis Database

【结构式】

【药物名称】Fudosteine, SS-320A, SS-320, Spelear, Cleanal

【化学名称】S-(3-Hydroxypropyl)-L-cysteine
　　　　　　2(R)-Amino-3-(3-hydroxypropylsulfanyl)propionic acid

【CA登记号】13189-98-5

【分子式】C₆H₁₃NO₃S

【分子量】179.23941

【开发单位】SSP (Originator), Mitsubishi Pharma (Licensee)

【药理作用】Expectorants, RESPIRATORY DRUGS, Treatment of Upper Respiratory Tract Disorders

合成路线1

Fudosteine has been obtained by two similar ways: 1) By condensation of L-cysteine (I) with 3-bromopropyl alcohol (II) by means of NaOH in water at room temperature. 2) By condensation of L-cysteine (I) with allyl alcohol (III) by means of potassium persulfate in water.

参考文献中间体

【1】 Castaner, J.; Leeson, P.; Wroblewski, T.; Fudosteine. Drugs Fut 1998, 23, 4, 374.
【2】 Barnsley, E.A.; The formation of 2-hydroxypropylmercapturic acid from 1-halogenopropanes in the rat. Biochem J 1996, 100, 362-72.
【3】 Itoh, Y.; Mizuno, H.; Kiyohara, C.; Sato, S.; Katori, T. (SSP Co., Ltd.); Expectorant comprising hydroxy-alkylcysteine deriv. EP 0346882; EP 0346883; JP 1990003674; US 4906665 .
【4】 Ito, Y.; Kuriyama, T.; Ogawa, M.; Sato, S.; Kuraishi, T. (SSP Co., Ltd.); Preparation method of S-hydroxypropyl-L-cysteine. JP 1996119932 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	12573	3-Bromo-1-propanol; 3-Bromopropanol	627-18-9	C₃H₇BrO	详情	详情
(II)	14643	L-cysteine; (R)-2-Amino-3-mercaptopropionic acid	52-90-4	C₃H₇NO₂S	详情	详情
(III)	14644	(2R)-2-amino-3-[(3-hydroxypropyl)sulfanyl]propionic acid		C₆H₁₃NO₃S	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)