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Silodosin Produkt Beschreibung

Silodosin Struktur
160970-54-7
CAS-Nr.
160970-54-7
Englisch Name:
Silodosin
Synonyma:
Urief;CS-288;Rapaflo;KMD 3213;KAD 3213;Silodosin;Silodoxin;Silodosin-d4;Silodosin API;Silodosin(Rapaflo)
CBNumber:
CB42129460
Summenformel:
C25H32F3N3O4
Molgewicht:
495.53
MOL-Datei:
160970-54-7.mol

Silodosin Eigenschaften

alpha 
D25 -14.0° (c = 1.01 in methanol)
Siedepunkt:
601.4±55.0 °C(Predicted)
Dichte
1.249±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
pka
14.85±0.10(Predicted)
CAS Datenbank
160970-54-7(CAS DataBase Reference)

Sicherheit

HS Code  29339900

Silodosin Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Silodosin, an a1A adrenoceptor (a1A-AR) antagonist selective for prostatic receptors, was launched as an oral treatment for dysuria associated with benign prostatic hypertrophy (BPH). The regulation of smooth muscle tone in the bladder neck and prostate is thought to be primarily mediated by a1A-AR. Blockade of these receptors can cause smooth muscle relaxation in these areas, resulting in improved symptoms and urinary flow rates. Conversely, a1B-AR are largely located on vascular smooth muscle, and antagonism of these receptors can cause tissue relaxation and potentially decrease cardiac compensation mechanisms involved in regulating blood pressure.

Chemische Eigenschaften

White Solid

Originator

Kissei (Japan)

Verwenden

An α1a-adrenoceptor antagonist. It is used in treatment of benign prostatic hypertophy.

Verwenden

Silodosin(Rapaflo) is an α1-adrenoceptor antagonist with high uroselectivity. It causes practically no orthostatic hypotension (in contrast to other α1 blockers). Since Silodosin is a highly selective inhibitor of the α1A adrenergic receptor, it causes pr

Trademarks

Urief

Chemical Synthesis

The synthesis of silodosin has been disclosed in several patents. The latest synthetic route disclosed in the 2006 patent is highlighted in the scheme. The synthesis started with Grignard generation from readily available bromoindoline 65 by treating it with Mg in the presence of a catalytic dibromoethane in THF. After initiation of the reaction with some heat and refluxing at a steady rate, CBZ protected oxazolidinone 66 [39b] was added over 1 h, refluxed for 4 h and then stirred at room temperature for 2 days. The reaction was quenched with 6 M aqueous HCl and stirred for 12 h after which time the reaction was worked up to provide product 67 in 53% yield. Ketone 67 was then treated with triethylsilane in TFA at 0oC and stirred at room temperature for 10 h to provide amine 68 in 61% yield. Bromination of the indoline 68 with bromine in warm acetic acid furnished bromide 69 in 53% yield which was reacted with copper cyanide in DMF at 130oC to give the cyano indoline 70 in 82% yield. Selective deprotection of the benzyloxycarbonyl over the benzyl group was accomplished by reacting indoline 70 with 1 atm hydrogen in the presence of 5% Pd/C in ethanol at room temperature. The resulting free amine 71 was then reacted with mesylate 72 in t-butanol with sodium carbonate as base at 80-90oC for 46 h to provide 73 in 67% yield. Removal of the benzyl ether was accomplished by reacting 73 with 1 atm hydrogen in the presence of 10%Pd/C to give alcohol 74, which upon hydrolysis provided the desired silodosin (X). No yield for the final reaction was given.

Silodosin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Silodosin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 298)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Chengdu Aslee Biopharmaceuticals, Inc.
+86 28 85305008
may.yang@asleechem.com CHINA 964 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
010-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Shenzhen Shengda Pharma Limited
+86-755-85269922
WeChat:shengdapharm sales@shengdapharm.com CHINA 304 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 20914 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Shanghai Time Chemicals CO., Ltd.
+8618017249410 +86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8909 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26751 60
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1009 58

  • Silodosin-d4
  • Silodoxin
  • 1H-Indole-7-carboxaMide,2,3-dihydro-1-(3-hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]aMino]propyl]-
  • 1-(3-hydroxypropyl)-5-[(2R)-({2-[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}aMino)propyl]indoline-7-carboxaMide
  • KAD 3213
  • KMD 3213
  • Urief
  • Silodosin API
  • (–)-1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-2,3-di-hydro-1H-indole-7-carboxamide
  • Silodosin
  • Silodosin(Rapaflo)
  • (–)-1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-tr
  • (–)-1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]aMino]propyl]-2,3-di-h
  • (R)-1-(3-Hydroxypropyl)-5-[2-[[2-[2-(2,2,2- trifluoroethoxy)phenoxy]ethyl]aMino]propyl]indoline-7-carboxaMide
  • 2,3-Dihydro-1-(3-hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]aMino]propyl]-1H-indole-7-carboxaMide
  • Silodosin, 98%, an α1-adrenoceptor antagonist
  • Rapaflo
  • CS-288
  • Silodosin API, IH Grade
  • Silodosin (S)-Isomer
  • Silodosin fandachem
  • Silodosin USP/EP/BP
  • 160970-54-7
  • 49553
  • KAD 3213, KMD 3213
  • Other APIs
  • Amines
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API
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