LONAFARNIB
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- CAS-Nr.
- 193275-84-2
- Englisch Name:
- LONAFARNIB
- Synonyma:
- Sarasar;Sch66336;Sch 66336;EOS-61911;LONAFARNIB;LonafarMib;SCH-066336;Unii-iow153004f;Lonafarnib [usan];Valine Impurity 114
- CBNumber:
- CB31011743
- Summenformel:
- C27H31Br2ClN4O2
- Molgewicht:
- 638.82
- MOL-Datei:
- 193275-84-2.mol
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LONAFARNIB Eigenschaften
- Schmelzpunkt:
- 214.5-215.9° (monohydrate); mp 222-223°
- alpha
- D25 = +49.1° (c = 0.21 in methanol)
- Siedepunkt:
- 710.4±70.0 °C(Predicted)
- Dichte
- 1.536
- storage temp.
- -20°C
- L?slichkeit
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 15.76±0.40(Predicted)
- Aggregatzustand
- powder
- Farbe
- white to beige
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P271 |
Nur im Freien oder in gut belüfteten R?umen verwenden. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P302+P352 |
BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
| 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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LONAFARNIB Chemische Eigenschaften,Einsatz,Produktion Methoden
Verwenden
Lonafarnib is an orally bioavailable tricyclic inhibitor of farnesyl protein transferase. It inhibits Rheb farnesylation and mTOR signaling and enhances taxane and tamoxifen antitumor activity. Studies show that it induces CCAAT/enhancer-binding protein homologous protein-dependent expression of death receptor 5, leading to induction of apoptosis in human cancer cells
Definition
ChEBI: A 4-{2-[4-(3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)piperidin-1-yl]-2-oxoethyl}piperidine-1-carboxamide that has R configuration. It is used as oral farnesyltransferase
nhibitor.
Allgemeine Beschreibung
Lonafarnib (SCH66336) is a farnesyl transferase inhibitor (FTI). K- and N-Ras are substrates of farnesyl transferase.
Mechanism of action
Lonafarnib is a protein farnesyltransferase inhibitor (FTI) that reversibly binds to the farnesyltransferase CAAX binding site9, thereby inhibiting progerin farnesylation and subsequent intercalation into the nuclear membrane.
Nebenwirkungen
- vomiting
- diarrhea
- nausea
- stomach pain
- constipation
- gas
- decreased appetite
- decreased weight
Synthese
The two benzylic protons of tricyclic compound 177 were removed in the presence of quinine and mesylate 180 to generate intermediate 181 with excellent conversion and 95% enantiomeric purity (ee). In situ removal of the Boc protecting group under acidic conditions allowed 181 to crystallize as N-acetyl-L-phenylalaninate 182, which was isolated from 177 in 80% yield, further increasing the yield to 99%. N-Boc piperidine acetic acid 183 was coupled to 182 under conventional amide bond formation conditions. Subsequent removal of the Boc protecting group and urea bond formation using N-methylpyrrolidone (NMP) and urea ultimately afforded lonafarnib (XXIV).
LONAFARNIB Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
LONAFARNIB Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 179)Lieferanten
193275-84-2()Verwandte Suche:
- LONAFARNIB
- 4-(2-(4-((R)-3,10-dibroMo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)cyclohexyl)-2-oxoethyl)piperidine-1-carboxaMide
- Lonafarnib (SCH66336)
- 1-Piperidinecarboxamide, 4-(2-(4-((11R)-3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-B)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)-
- 4-(2-(4-(8-Chloro-3,10-dibromo-6,11-dihydro-5H-benzo-(5,6)-cyclohepta(1,2-B)-pyridin-11(R)-yl)-1-piperidinyl)-2-oxo-ethyl)-1-piperidinecarboxamide
- Lonafarnib [usan]
- Sarasar
- Sch 66336
- Sch66336
- Unii-iow153004f
- 4-[2-[4-[(11R)-3,10-DibroMo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl]-1-piperidinyl]-2-oxoethyl]-1-
- 1-PiperidinecarboxaMide, 4-[2-[4-[(11R)-3,10-dibroMo-8-chloro-6
- LonafarMib
- (R)-4-(2-(4-(3,10-dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)piperidin-1-yl)-2-oxoethyl)piperidine-1-carboxamide
- ( )4-(2-(4-(8-Chloro-3,10-dibromo-6,11-dihydro-5H-benzo(5,6)cyclohepta (1,2-b)pyridin-11-yl)-1-piperidinyl)-2-oxoethyl)-1-piperidinecarboxami de
- 4-[2-[4-[(11R)-3,10-Dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl]-1-piperidinyl]-2-oxoethyl]-1-piperidinecarboxamide
- SARASAR; SCH 66336; SCH66336; SCH-66336
- EOS-61911
- SCH-066336
- LONAFARNIB USP/EP/BP
- Lonafarnib Sarasar SCH 66336
- Valine Impurity 114
- Lonafarnib, 10 mM in DMSO
- Lonafarnib (SCH66336) ，S2797
- 193275-84-2
- Inhibitor
- Aromatics
- Heterocycles
- Inhibitors
- Intermediates & Fine Chemicals
- Pharmaceuticals
- APIs
