Tipranavir

Tipranavir Struktur
174484-41-4
CAS-Nr.
174484-41-4
Englisch Name:
Tipranavir
Synonyma:
Aptivus;ipranavir;Tipranavir; PNU-140690;Tipranavir(TPV);Tipranavir Impurity 1;TIPRANAVIR (PNU-140690);Tipranavir(PNU-140690,Aptivus);N-[3-[(1R)-1-[(6R)-2-Hydroxy-4-oxo-6-phenethyl-6-propyl-5H-pyran-3-yl]propyl]phenyl]-5-(trifluoromethyl)pyridine-2-sulfonamide;N-[3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3H-pyran-5-yl]propyl]phenyl]-5-(trifluoromethyl)-2-pyridinesulfonamide
CBNumber:
CB9501005
Summenformel:
C31H33F3N2O5S
Molgewicht:
602.66
MOL-Datei:
174484-41-4.mol

Tipranavir Eigenschaften

Schmelzpunkt:
86-890C
alpha 
D +20° (ethanol)
Siedepunkt:
712.3±70.0 °C(Predicted)
Dichte
1.313±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
Löslichkeit
Methanol (Slightly)
Aggregatzustand
Solid
pka
4.50±1.00(Predicted)
Farbe
White to Pale Yellow
BCS Class
2
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H411 Giftig für Wasserorganismen, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 2
Sicherheit

Tipranavir Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

White Solid

Definition

ChEBI: A pyridine-2-sulfonamide substituted at C-5 by a trifluoromethyl group and at the sulfonamide nitrogen by a dihydropyrone-containing m-tolyl substituent. It is an HIV-1 protease inhibitor.

Acquired resistance

In a study of 105 viruses resistant to other protease inhibitors, 90% exhibited a more than four-fold decrease in susceptibility and 2% high-level resistance (>10-fold decrease). The predominant emerging mutations in use with ritonavir are L33F/I/V, V82T/L and I84V. Combination of all three of these mutations is usually required for reduced susceptibility. Mutations at positions 47, 58 and 74 are also associated with resistance.

Allgemeine Beschreibung

Tipranavir is unique among the PIs because it is not a peptidomimeticcompound. It does appear to bind to the activesite of HIV-1 protease the same as the peptidomimetics do.The benefit of this agent is that, because it is a differentchemical structure, cross-resistance does not develop tothe same extent as seen with the peptidomimetics. Thedrug is administered with a booster dose of ritonavir. Thisprotocol inhibits CYP3A4, causing the levels of tipranavirto increase.

Pharmazeutische Anwendungen

A non-peptidic protease inhibitor formulated as capsules or solution for oral use.

Mechanism of action

Tipranavir appears to be bound to the same active site of HIV-1 protease as the peptidomimetics are, but because of its different chemical structure, cross-resistance is significantly less than that seen between the peptidomimetics. The drug suppresses viral replication in various strains of HIV-1 in vitro, and when combined with azothymidine or delaviridine, synergistic activity is noted in vitro. Tipranavir has an advantage over the other PIs in that it is not as strongly bound to plasma protein as the earlier PIs are, a property that reduces the 90% inhibition concentration.

Pharmakokinetik

Oral absorption: Not known/available
Cmax 500 mg + 200 mg ritonavir twice: c. 57.2 mg/L (female);
daily: 46.8 mg/L (male)
Cmin 500 mg + 200 mg ritonavir twice: c. 25.1 mg/L (female);
daily: 21.5 mg/L (male)
Plasma half-life: c. 5.5 h (female); 6 h (male)
Volume of distribution: Not known/available
Plasma protein binding: >99.9%
Absorption and distribution
The combination with ritonavir may be taken with or without food. No studies have been conducted to determine the distribution into human CSF, semen or breast milk.
Metabolism and excretion
Metabolism in the presence of 200 mg ritonavir is minimal. Around 82% is excreted in the feces and 4% in the urine. In mild hepatic impairment it should be used with caution; it should not be used in moderate or severe hepatic impairment.

Clinical Use

Treatment (in combination with other antiretroviral drugs) of HIV-1 infection in patients unresponsive to more than one other protease inhibitor

Nebenwirkungen

Adverse effects include nausea, vomiting, diarrhea, fatigue and headache. In studies of ritonavir-boosted regimens higher rates of hepatotoxicity have been observed with tipranavir than with other protease inhibitors. In addition, 14 reports of intracranial bleeding (eight fatal cases) associated with tipranavir have been reported. It has been associated with dyslipidemia to a greater extent than other protease inhibitors.

Tipranavir Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Tipranavir Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 97)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873
sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 47465 58
AFINE CHEMICALS LIMITED
0571-85134551
info@afinechem.com CHINA 15377 58
Baoji Guokang Bio-Technology Co., Ltd.
0917-3909592 13892490616
gksales1@gk-bio.com China 9339 58
Hefei Hirisun Pharmatech Co., Ltd
+8615056975894
shawn@hirisunpharm.com CHINA 9923 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471
sales@sarms4muscle.com China 10523 58
Labnetwork lnc.
+86-27-50766799 +8618062016861
contact@labnetwork.com China 19994 58
Hebei Miaoyin Technology Co.,Ltd
+86-17367732028 +86-17367732028
kathy@hbyinsheng.com China 3582 58
LEAPCHEM CO., LTD.
+86-852-30606658
market18@leapchem.com China 43348 58

174484-41-4()Verwandte Suche:


  • PNU-140690
  • Aptivus
  • N-[3-[(1R)-1-[(6R)-5,6-Dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-2H-pyran-3-yl]propyl]phenyl]-5-(trifluoromethyl)-2-pyridinesulfonamide
  • N-[3-[(1R)-1-[(6R)-2-Hydroxy-4-oxo-6-phenethyl-6-propyl-5H-pyran-3-yl]propyl]phenyl]-5-(trifluoromethyl)pyridine-2-sulfonamide
  • Tipranavir
  • Tipranavir(PNU-140690,Aptivus)
  • 2-PyridinesulfonaMide,N-[3-[(1R)-1-[(6R)-5,6-dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propyl-2H-pyran-3-yl]propyl]phenyl]-5-(trifluoroMethyl)-
  • Tipranavir(TPV)
  • TIPRANAVIR (PNU-140690)
  • N-[3-[(1R)-1-[(2R)-4-HYDROXY-6-OXO-2-(2-PHENYLETHYL)-2-PROPYL-3H-PYRAN-5-YL]PROPYL]PHENYL]-5-(TRIFLUOROMETHYL)PYRIDINE-2-SULFONAMIDE
  • N-[3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3H-pyran-5-yl]propyl]phenyl]-5-(trifluoromethyl)-2-pyridinesulfonamide
  • ipranavir
  • Tipranavir Impurity 1
  • 174484-41-4
  • All Inhibitors
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Antiviral Agents
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