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226700-79-4
  • names:

    Fosamprenavir

  • CAS號:

    226700-79-4

    MDL Number: MFCD09955118
  • MF(分子式): C25H36N3O9PS MW(分子量): 585.61
  • EINECS:No data available Reaxys Number:No data available
  • Pubchem ID:131536 Brand:BIOFOUNT
福沙那韋
福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)Fosamprenavir,也稱為GW433908,Lexiva和Telzir,是蛋白酶抑制劑(PI)氨普那韋的口服前藥。Fosamprenavir與其他抗逆轉(zhuǎn)錄病毒藥物合用,可用于治療HIV感染的患者,尤其是以前未接受過抗逆轉(zhuǎn)錄病毒治療的患者。
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YZM000661-5mg 5mg 99.94% ¥ 2531.00 ¥ 2531.00 2-3天
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中文別名 福沙那韋(226700-79-4),富山那韋,夫沙那韋;(3-((((4-氨基苯基)磺?;?-甲基丙基)氨基)-1-(苯基甲基)-2-(膦酰氧基)丙基)氨基甲酸C-(四氫-3-呋喃基);
英文別名 Fosamprenavir(226700-79-4);fos-amprenavir;fosamprenavir;fosamprenavir calcium;GW 433908;GW 433908G;GW 908;GW-433908;GW-433908G;GW-908;GW433908;GW433908G;GW908 cpd;Lexiva;VX 175;VX-175;VX175 cpd;(3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)carbamic acid C-(tetrahydro-3-furanyl) ester fos-amprenavir;
CAS號 226700-79-4
Inchi InChI=1S/C25H36N3O9PS/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32)/t21-,23-,24+/m0/s1
InchiKey MLBVMOWEQCZNCC-OEMFJLHTSA-N
分子式 Formula C25H36N3O9PS
分子量 Molecular Weight 585.61
溶解度Solubility 生物體外In Vitro:DMSO溶解度≥ 100 mg/mL(170.76 mM)*"≥" means soluble可溶, but saturation unknown溶解度未知.
性狀 灰白色固體粉末,Power
儲藏條件 Storage conditions -20°C 3 years年 4°C 2 years年 / In solvent溶液中:-80°C 6 months月 -20°C 1 month月
 

福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)毒理性質(zhì):

Some degree of serum aminotransferase elevations occur in a high proportion of patients taking amprenavir or fosamprenavir containing antiretroviral regimens. In large, multicenter trials of fosamprenavir based antiretroviral therapy, moderate-to-severe elevations in serum aminotransferase levels (>5 times the upper limit of normal) were found in 3% to 10% of patients. Rates of enzyme elevations are higher in patients with HIV-HCV coinfection then in those with monoinfection. These elevations are usually asymptomatic and self-limited and can resolve even with continuation of the medication. Furthermore, similar rates of enzyme elevations were found in comparator arms (using other HIV protease inhibitors). Clinically apparent acute liver injury due to amprenavir or fosamprenavir is rare and the specific clinical features have not been characterized in any detail. The few cases of symptomatic liver injury that have been reported have arisen after 1 to 8 weeks of starting the agent, and the pattern of serum enzyme elevations has not been well defined, but probably largely hepatocellular (Cases 1 and 2). Signs of hypersensitivity (fever, rash, eosinophilia) can occur, but autoantibody formation is rare. The acute liver injury due to HIV protease therapy is usually self-limited, but it can be severe, and isolated cases of acute liver failure have been reported with some agents. In HBV or HCV coinfected patients, acute liver injury may be caused by an exacerbation of the underlying chronic liver disease, perhaps as a result of sudden immune reconstitution. Neither amprenavir nor fosamprenavir have been clearly linked to lactic acidosis and acute fatty liver that is reported in association with several nucleoside analogue reverse transcriptase inhibitors. Likelihood score: D (possible rare cause of clinically apparent liver injury)


福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)實(shí)驗(yàn)注意事項(xiàng):
1.實(shí)驗(yàn)前需戴好防護(hù)眼鏡,穿戴防護(hù)服和口罩,佩戴手套,避免與皮膚接觸。
2.實(shí)驗(yàn)過程中如遇到有毒或者刺激性物質(zhì)及有害物質(zhì)產(chǎn)生,必要時實(shí)驗(yàn)操作需要手套箱內(nèi)完成以免對實(shí)驗(yàn)人員造成傷害
3.實(shí)驗(yàn)后產(chǎn)生的廢棄物需分類存儲,并交于專業(yè)生物廢氣物處理公司處理,以免造成環(huán)境污染Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.

Tags:福沙那韋試劑,福沙那韋雜質(zhì),福沙那韋中間體,福沙那韋密度,福沙那韋合成,福沙那韋溶解度,福沙那韋旋光度,福沙那韋結(jié)構(gòu)式,福沙那韋閃點(diǎn),福沙那韋MSDS,
產(chǎn)品說明 福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)是抗逆轉(zhuǎn)錄病毒蛋白酶的抑制劑Amprenavir的磷酸酯前藥.
Introduction福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)is a phosphate ester prodrug of the antiretroviral protease inhibitor Amprenavir, with improved solubility. AntiIVinfection.
Application1福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)是蛋白酶抑制劑安普那韋的前藥,,具有改善的溶解性。
Application2
Application3

福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)藥理學(xué):


※福沙那韋具有基于磺酰氨基的結(jié)構(gòu)的磺酰胺,其在磺酰胺氮上被(2R,3S)-4-苯基-2-(膦酰氧基)-3-({[((3S;)-四氫呋喃-3-基氧基]羰基}氨基)丁基基團(tuán)。它是HIV蛋白酶抑制劑和抗逆轉(zhuǎn)錄病毒藥物氨普那韋的前藥。


※Fosamprenavir是氨普那韋的前藥形式。fosamprenavir在體內(nèi)被代謝為氨普那韋,后者是羥乙基胺磺酰胺的合成衍生物,能選擇性結(jié)合并抑制人類免疫缺陷病毒(HIV)蛋白酶。


※Fosamprenavir,也稱為fos-apv或VX175 CPD,屬于稱為氨基苯磺酰胺的有機(jī)化合物。這些是含有苯磺酰胺部分的有機(jī)化合物,該部分具有連接在苯環(huán)上的胺基。福沙那韋被認(rèn)為是實(shí)際上不溶的(在水中)并且是相對中性的分子。已在多種生物流體(如尿液和血液)中檢測到福沙那韋。在細(xì)胞內(nèi),fosamprenavir主要位于細(xì)胞質(zhì)和膜中(由logP預(yù)測)。磷酰胺可以由磺酰胺生物合成。


※福沙那韋是基于該結(jié)構(gòu)的磺酰胺磺胺對磺酰胺取代的氮通過(2R,3S)-4-苯基-2-(膦酰氧基)-3 - ({[(3S) -四氫呋喃-3-基氧基]羰基}氨基)丁基。它是HIV蛋白酶抑制劑和抗逆轉(zhuǎn)錄病毒藥Amprenavir的前藥。它具有前藥作用。它衍生自磺胺。


警示圖
危險性 warning
危險性警示 Not available
安全聲明 H303吞入可能有害+H313皮膚接觸可能有害+H2413吸入可能對身體有害
安全防護(hù) P264處理后徹底清洗+P280戴防護(hù)手套/穿防護(hù)服/戴防護(hù)眼罩/戴防護(hù)面具+P305如果進(jìn)入眼睛+P351用水小心沖洗幾分鐘+P338取出隱形眼鏡(如果有)并且易于操作,繼續(xù)沖洗+P337如果眼睛刺激持續(xù)+P2393獲得醫(yī)療建議/護(hù)理
備注 實(shí)驗(yàn)過程中防止吸入、食入,做好安全防護(hù)
福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)危害標(biāo)識:
象形圖
信號 Warning
GHS危險說明 Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
H315 (33.33%): Causes skin irritation [Warning Skin corrosion/irritation]
H351 (66.67%): Suspected of causing cancer [Warning Carcinogenicity]
H361 (33.33%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
H373 (33.33%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
防范說明代碼 P201, P202, P260, P264, P280, P281, P302+P352, P308+P313, P314, P321, P332+P313, P362, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
Falcoz C, et al. Pharmacokinetics of GW433908, a prodrug of amprenavir, in healthy male volunteers. J Clin Pharmacol. 2002 Aug;42(8):887-98.
Stereoselective Synthesis of the Key Intermediates of the HIV Protease Inhibitor Fosamprenavir and Its Diastereomer Synlett 2013 10.1055/s-0033-1338803
25811541 2015-05-18 Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis Chemical research in toxicology
22821809 2012-12-01 Relation between flexibility and positively selected HIV-1 protease mutants against inhibitors Proteins
23084317 2012-11-01 A case of adverse drug reaction induced by dispensing error Journal of forensic and legal medicine

福沙那韋(226700-79-4,Fosamprenavir,GW433908,Lexiva,Telzir)參考文獻(xiàn):
1、Case Study: Fosamprenavir: A Prodrug of Amprenavir    Hui Ouyang

Abstract:Fosamprenavir (Lexiva®) is a phosphate ester prodrug of the antiretroviral protease inhibitor amprenavir (Agenerase®). Amprenavir is a white-to-cream-colored solid with a solubility of approximately 0.04 mg/mL in water at 25°C. It was originally marketed as an oral solution at a concentration of 15 mg/mL that included a variety of excipients, such as acesulfame potassium, artificial grape bubblegum flavor, citric acid, TPGS, menthol, natural peppermint flavor, polyethylene glycol 400, propylene glycol, saccharin sodium, sodium chloride, and sodium citrate (GlaxoSmithKline, 2004). Because the recommended amprenavir regimen is 1200 mg twice daily (equal to 80 mL b.i.d.), the large amount of excipients (propylene glycol in particular) in the oral solution posed potential toxicity problems and prohibited its usage in infants and children under the age of 4 years and in certain other patient populations. Amprenavir is also formulated as capsules in strengths of 50 and 150 mg (GlaxoSmithKline, 2002). The content of vitamin E as TPGS in amprenavir capsules (daily dose of 1744 IU) far exceeds the Reference Daily Intake (adults 30 IU, pediatrics 10 IU). Patients are advised not to take additional vitamin E. To reduce the excipient intake and the burden of 8 capsules twice daily, fosamprenavir was designed as a more watersoluble prodrug (0.31 mg/mL in water at 25°C) of amprenavir (Gatell, 2001), which required only two tablets twice a day.

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