TAS-116
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- CAS-Nr.
- 1260533-36-5
- Englisch Name:
- TAS-116
- Synonyma:
- Pimitespib;Des-iPr-TAS-116;TAS-116;TAS 116;TAS116;Pimitespib (TAS-116);Pimitespib, 10 mM in DMSO;Pimitespib (TAS-116) ，S7716;inhibit,HSP,TAS 116,TAS116,Pimitespib,Heat shock proteins,Inhibitor;3-Ethyl-4-[4-[4-(1-methylpyrazol-4-yl)imidazol-1-yl]-3-propan-2-ylpyrazolo[3,4-b]pyridin-1-yl]benzamide;3-ethyl-4-{3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide
- CBNumber:
- CB22716365
- Summenformel:
- C25H26N8O
- Molgewicht:
- 454.53
- MOL-Datei:
- 1260533-36-5.mol
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TAS-116 Eigenschaften
- Siedepunkt:
- 661.7±55.0 °C(Predicted)
- Dichte
- 1.36±0.1 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- L?slichkeit
- DMSO: soluble
- Aggregatzustand
- A solid
- pka
- 15.43±0.50(Predicted)
- Farbe
- White to off-white
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung
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| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
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P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
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P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
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P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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TAS-116 Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
TAS-116 (Chinese name: Pimitespib) is an oral heat shock protein 90 (HSP90) α and β subtype selective inhibitor developed by Taiho Pharmaceutical. HSP90 is a molecular chaperone protein that plays a key role in the stability and function of a variety of tumor growth-related proteins. Pimitespib inhibits the activity of HSP90, leading to the degradation of these tumor growth-related proteins, thereby inhibiting the growth and survival of tumor cells.
Synthese
First, pyridine 30.1 was reacted with LDA (dimethyl lithium) to be lithiated at the 3rd position via a halogen dance. The resulting metallated intermediate 30.2 was then quenched with isobutyric anhydride to form pyridine 30.3. Next, nucleophilic substitution reaction (SNAr) with hydrazine hydrate and cyclization gave pyrazolopyridine 30.4 in 24% overall yield from pyridine 30.1. The free nitrogen atom was introduced with a PMB protecting group by reaction with sodium hydride and p-methoxybenzyl chloride to give intermediate 30.5. This intermediate was reacted with 30.8 synthesized by Suzuki coupling via a copper-mediated coupling reaction followed by benzyl deprotection to give 30.9. The PMB protecting group was then removed using trifluoroacetic acid to give 30.9. The final fragment of Pimitespib was introduced by substitution reaction with 30.9 and 30.10. Finally, the nitrile 30.11 was hydrolyzed to the amide using sodium hydroxide and hydrogen peroxide to afford TAS-116 (30).
TAS-116 Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
TAS-116 Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 87)Lieferanten
- TAS-116
- TAS 116;TAS116
- 3-ethyl-4-{3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide
- Benzamide, 3-ethyl-4-[3-(1-methylethyl)-4-[4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl]-1H-pyrazolo[3,4-b]pyridin-1-yl]-
- Pimitespib (TAS-116)
- inhibit,HSP,TAS 116,TAS116,Pimitespib,Heat shock proteins,Inhibitor
- Pimitespib, 10 mM in DMSO
- Pimitespib (TAS-116) ，S7716
- 3-Ethyl-4-[4-[4-(1-methylpyrazol-4-yl)imidazol-1-yl]-3-propan-2-ylpyrazolo[3,4-b]pyridin-1-yl]benzamide
- Des-iPr-TAS-116
- Pimitespib
- 1260533-36-5
- C25H26N8O
