Avacopan
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- CAS-Nr.
- 112093-28-4
- Englisch Name:
- Avacopan
- Synonyma:
- Endoxifen;(Z)-Endoxifen;Avacopan;Endoxifen(Z);Endoxifen (Z-isomer);Tamoxifen Impurity 15;Tamoxifen Citrate Impurity 15;Endoxifen HCl Endoxifen Z-isomer;(Z)-4-Hydroxy-N-desmethyl Tamoxifen;Endoxifen (Z-isomer), 10 mM in DMSO
- CBNumber:
- CB31872472
- Summenformel:
- C25H27NO2
- Molgewicht:
- 373.49
- MOL-Datei:
- 112093-28-4.mol
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Avacopan Eigenschaften
- Schmelzpunkt:
- 127-129°C
- Siedepunkt:
- 519.3±50.0 °C(Predicted)
- Dichte
- 1.099±0.06 g/cm3(Predicted)
- storage temp.
- Amber Vial, -86°C Freezer, Under Inert Atmosphere
- L?slichkeit
- DMSO : 50 mg/mL (133.87 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
- Aggregatzustand
- Powder
- pka
- 10.36±0.15(Predicted)
- Farbe
- White to off-white
- Stabilit?t:
- Light Sensitive, Temperature Sensitive
- InChI
- InChI=1S/C25H27NO2/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2/h4-16,26-27H,3,17-18H2,1-2H3/b25-24-
- InChIKey
- MHJBZVSGOZTKRH-IZHYLOQSSA-N
- SMILES
- C1(O)=CC=C(/C(/C2=CC=C(OCCNC)C=C2)=C(/C2=CC=CC=C2)\CC)C=C1
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| WGK Germany |
WGK 3 |
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| Speicherklasse |
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects |
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| Hazard Classifications |
Aquatic Acute 1
Aquatic Chronic 1
Carc. 1A
Repr. 1B |
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| Bildanzeige (GHS) |
  
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| Alarmwort |
Achtung
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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 |
| H361 |
Kann vermutlich die Fruchtbarkeit beeintr?chtigen oder das Kind im Mutterleib sch?digen. |
Reproduktionstoxizit?t |
Kategorie 2 |
Warnung |
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P201, P202, P281, P308+P313, P405,P501 |
| H372 |
Sch?digt bei Hautkontakt und Verschlucken die Organe bei l?ngerer oder wiederholter Exposition. |
Spezifische Zielorgan-Toxizit?t (wiederholte Exposition) |
Kategorie 1 |
Achtung |
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P260, P264, P270, P314, P501 |
| H410 |
Sehr giftig für Wasserorganismen mit langfristiger Wirkung. |
Langfristig (chronisch) gew?ssergef?hrdend |
Kategorie 1 |
Warnung |
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P273, P391, P501 |
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| Sicherheit |
| P201 |
Vor Gebrauch besondere Anweisungen einholen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P264 |
Nach Gebrauch gründlich waschen. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P301+P330+P331 |
BEI VERSCHLUCKEN: Mund ausspülen. KEIN Erbrechen herbeiführen. |
| P312 |
Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
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Avacopan Chemische Eigenschaften,Einsatz,Produktion Methoden
Chemische Eigenschaften
Off-White to Pink Solid
Verwenden
A novel active metabolite of the anti-cancer drug Tamoxifen. It showed potent ER binding property, blocked estrogen stimulated growth of breast cancer cell and half maximal inhibition of estrogen responsive gene expression in ER pos. human breast ca
Synthese
The synthetic route for Avacopan is shown below: first, ethyl 3-(4-nitrophenyl)-3-oxopropanoate 18.1 was reacted with acrolein diethyl acetal in the presence of (R)-(-)-2-phenylglycidinol 18.2 to give tetrahydropyridine 18.3. Next, stereoselective olefinic reduction was carried out by palladium-catalysed hydrogenation ( possibly due to the stereoisomerism introduced by 18.2), along with nitro reduction and removal of the bis-epoxazole fragment to form piperidine. The crude amino ester was obtained as 78% ee by reductive amination with cyclopentanone. Subsequently, the 1:2 amine:salt adduct 18.4 was obtained in 70% yield from 18.3 by forming a salt with (-)-O,O′-di-p-tolyl-L-tartaric acid with an ee value >99:1. Saltolysis and an acylation reaction with 2-fluoro-6-methylbenzoyl chloride 18.5 yielded the amide 18.6. Finally, the amide 18.6 was formed via a Lewis acid-mediated amidation reaction with 4-methyl-5-trifluoromethylaniline 18.7, Avacopan (18) was obtained in 80% yield with de and ee >99.8%.
Avacopan Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Avacopan Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 119)Lieferanten
112093-28-4()Verwandte Suche:
- (Z)-4-Hydroxy-N-desmethyl Tamoxifen
- 4-[(1Z)-1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]phenol
- Phenol, 4-[(1Z)-1-[4-[2-(MethylaMino)ethoxy]phenyl]-2-phenyl-1-butenyl]-
- (Z)-4-Hydroxy-N-desmethyl Tamoxifen (contains up to 10% E isomer)
see D292043
- (Z)-4-Hydroxy-N-desmethyl Tamoxifen (contains up to 10% E isomer)
- (Z)-4-Hydroxy-N-DesMethyl TaMoxifen (Endoxifen)
- Endoxifen (Z-isomer)
- Avacopan
- 4-[(1Z)-1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
- (Z)-4-Hydroxy-N-desmethyl Tamoxifen (mixture of isomers)
- (Z)-4-Hydroxy-N-desmethyl Tamoxifen (contains 3% E isomer)
- Endoxifen(Z)
- 4-[(Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
- (E/Z)-4-[1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol
- (Z)-4-(1-(4-(2-(methylamino)ethoxy)phenyl)-2-phenylbut-1-en-1-yl)phenol
- Endoxifen Z-isomer (contains 3% E isomer))
- Phenol, 4-[(1Z)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-
- Tamoxifen Citrate Impurity 17((Z)-4-Hydroxy-N-Desmethyl Tamoxifen)
- Endoxifen HCl Endoxifen Z-isomer
- Tamoxifen Impurity 15
- Potassium Channel,Endoxifen (Z-isomer),Endoxifen (Zisomer),Endoxifen (Z isomer),Inhibitor,KcsA,inhibit,Estrogen Receptor/ERR
- Endoxifen (Z-isomer), 10 mM in DMSO
- Tamoxifen Citrate Impurity 15
- (Z)-Endoxifen
- Endoxifen
- 112093-28-4
- Inhibitors
- Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
- Aromatics
- Intermediates & Fine Chemicals
- Metabolites & Impurities
- Pharmaceuticals
