有機化學人才網 | 最新人才 | 最新職位 | 技術交易 | 藥物合成 |
   
全站搜索: |
  您當前位置:網站首頁 >> 藥物合成路線圖解
 

藥物詳細合成路線

Name Pramipexole hydrochloride;SND-919;PNU-98528E;SND-919CL2Y(free base);U-98528E(free base);SND-919Y;Mirapexin;Sifrol;Mirapex
Chemical Name (S)-(-)-2-Amino-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazole dihydrochloride
CAS 104632-25-9
Related CAS 104632-28-2 ((R)-isomer), 104632-27-1 ((R)-isomer; diHCl), 104632-26-0 (free base)
Formula C10H19Cl2N3S
Structure
Formula Weight 284.25303
Stage 上市-1997
Company Boehringer Ingelheim (Originator), Nippon Boehringer Ingelheim (Originator), National Institutes of Health (Not Determined), Pfizer (Licensee)
Activity/Mechanism Antiparkinsonian Drugs, Bipolar Disorder, Treatment of, Extrapyramidal Disorders, Treatment of, Fibromyalgia, Treatment of, Mood Disorders, Treatment of, Myoclonus, Treatment of, NEUROLOGIC DRUGS, Neurologic Drugs (Miscellaneous), PSYCHOPHARMACOLOGIC DRUGS, Restless Legs Syndrome, Treatment of, Sensation Disorders, Treatment of, Dopamine D3 Agonists
Syn. Route 1
Route 1
this compound can be obtained in two related ways:1) the cyclization of 4-acetamidocyclohexanone (i) with thiourea (ii) by means of br2 in hot acetic acid gives 6-acetamido-2-amino-4,5,6,7-tetrahydrobenzothiazole (iii), which by hydrolysis with refluxing aqueous hbr yields racemic 2,6-diamino-4,5,6,7-tetrahydrobenzothiazole (racemic iv). optical resolution with l-(+)-tartaric acid affords the (s)-(-)-isomer (iv), which is finally treated with propionaldehyde and libh4.2) the reaction of 4-aminocyclohexanol (v) with phthalic anhydride (vi) in toluene gives the phthalimido derivative (vii), which is oxidized with potassium dichromate - h2so4 to the corresponding cyclohexanone (viii). the cyclization of (viii) with thiourea (ii) and br2 as before affords 2-amino-6-phthalimido-4,5,6,7-tetrahydrobenzothiazole (ix), which is deprotected with hydrazine in refluxing ethanol yielding racemic (iv), already obtained.
List of intermediates No.
methyl (1s,3as,4s,5s,7as)-4-(cyanomethyl)-7a-methyl-5-[(1r,3r,6r)-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-yl]octahydro-1h-indene-1-carboxylate (ii)
2-(phenoxymethyl)oxirane; oxiranylmethyl phenyl ether (i)
1-(isopropylamino)-3-phenoxy-2-propanol (iii)
3-isopropyl-5-(phenoxymethyl)-1,3-oxazolidin-2-one (iv)
5-[[4-(chloromethyl)phenoxy]methyl]-3-isopropyl-1,3-oxazolidin-2-one (v)
2-isopropoxy-1-ethanol (vi)
5-([4-[(2-isopropoxyethoxy)methyl]phenoxy]methyl)-3-isopropyl-1,3-oxazolidin-2-one (vii)
2-chloro-4-pyridinecarbonitrile; 2-chloroisonicotinonitrile (viii)
2-methoxyisonicotinaldehyde (ix)
Reference 1:
    griss, g. et al. (dr. karl thomae gmbh); tetrahydrobenzothiazoles, their preparation and their use as intermediates or as medicines. au 8551544; de 3447075; de 3508947; ep 0186087; es 8707513; es 8707514; es 8707515; jp 1986155377; us 4731374 .
Reference 2:
    schneider, c.s.; mierau, j.; j. dopamine autoreceptor agonists: resolution and pharmacological activity of 2,6-diaminotetrahydrobenzothiazole and an aminothiazole analogue of apomorphine. j med chem 1987, 30, 3, 494.
Reference 3:
    de angelis, l.; pramipexole hydrochloride. drugs fut 1992, 17, 4, 291.

來源:藥化網

作者:藥化小編

摘要:本文合成路線介紹的是藥物中文名鹽酸普拉克索;英文名Pramipexole hydrochloride;SND-919;PNU-98528E;SND-919CL2Y(free base);U-98528E(free base);SND-919Y;Mirapexin;Sifrol;Mirapex;CAS[104632-25-9]

 
推薦VIP企業
無錫景耀生物科技有限公司
杭州盧普生物科技有限公司
寧波賽倫化工有限公司
蘇州昊賽生物科技有限公司
北京嘉盛揚醫藥科技有限公司
上海澤涵生物醫藥科技有限公司
河北固安三利化工公司
鄭州凱普瑞生物技術有限公司
上海藥谷藥業有限公司
蘭州康寓信生物科技有限公司
湖北朗昕生化藥業有限公司
武漢福鑫化工有限公司
嘉興市英南化工有限公司
蘇州迪飛醫藥科技有限公司
唐山盛源澤興化工有限公司
上海盛中醫藥化工有限公司
連云港天和化學有限公司
南京晨瑞醫藥科技有限公司
南京蘇如化工有限公司
常州瑞盛化工有限公司
熱門文章
農業農村部種植業管理司:這10
先正達在意大利推出殺蟲劑Min
2019 年全球登記或上市的農
巴斯夫國內登記上市殺菌劑新品—
拉美非法農藥貿易有增無減,各國
輝豐股份開啟咪鮮胺銅鹽、咪鮮胺
“禾本綠色農藥研究院”被認定為
堅決禁止不必要環保執法! 違規
先正達將在阿根廷分銷Rizob
Amoeba與拜耳簽署關于生物
出口農藥登記在我國的政策回顧和
當今現代物理農業的四個高端技術
巴西對252種已登記的制劑產品
長青年產1600噸丁醚脲原藥等
中農立華原藥價格指數20200
碳青霉烯類耐藥的感染,還能用什
歐盟和英國撤銷氟環唑授權并禁用
泰達歐洲子公司改良配方的烯草酮
中農立華原藥價格指數20200
揚農集團73件國家發明專利獲得
 友情鏈接
有機化學人才網  
首頁 | 廣告服務 | 建站服務 | 關于我們 | 聯系我們 | 版權聲明
东北麻将下蛋什么意思