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Lapatinib

Lapatinib Struktur
231277-92-2
CAS-Nr.
231277-92-2
Englisch Name:
Lapatinib
Synonyma:
Tykerb;Tyverb;CS-220;GW-2016;CS-1860;GW 57201;Rapatini;lapatinib;GSK572016;GW-572016
CBNumber:
CB8855402
Summenformel:
C29H26ClFN4O4S
Molgewicht:
581.06
MOL-Datei:
231277-92-2.mol

Lapatinib Eigenschaften

Schmelzpunkt:
144-146oC
Siedepunkt:
750.7±60.0 °C(Predicted)
Dichte
1.381±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
L?slichkeit
Soluble in DMSO (up to 200 mg/ml)
Aggregatzustand
solid
pka
6.34±0.19(Predicted)
Farbe
Yellow
Stabilit?t:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChIKey
BCFGMOOMADDAQU-UHFFFAOYSA-N
SMILES
N1=C2C(C=C(C3=CC=C(CNCCS(C)(=O)=O)O3)C=C2)=C(NC2=CC=C(OCC3=CC=CC(F)=C3)C(Cl)=C2)N=C1
CAS Datenbank
231277-92-2(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
WGK Germany  WGK 3
HS Code  29349990
Speicherklasse 11 - Combustible Solids
Hazard Classifications Aquatic Chronic 4
Eye Irrit. 2
Lact.
Giftige Stoffe Daten 231277-92-2(Hazardous Substances Data)
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H362 Kann S?uglinge über die Muttermilch sch?digen. Reproductive toxicity, effects on or via lactation Additional category P201, P260, P263, P264, P270,P308+P313
H413 Kann für Wasserorganismen sch?dlich sein, mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 4
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P263 Kontakt w?hrend der Schwangerschaft /und der Stillzeit vermeiden.
P273 Freisetzung in die Umwelt 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.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

Lapatinib Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Lapatinib, a new member of the 4-anilinoquinazoline class of RTK inhibitors (RTKIs), was launched as an oral treatment for breast cancer. Lapatinib has dual affinity for EGFR and HER2 tyrosine kinases. It is indicated in combination with capecitabine for treating patients with advanced or metastatic breast cancer whose tumors overexpress HER2 and who have received prior therapy including an anthracycline, a taxane, and trastuzumab. Previously marketed drugs from the 4-anilinoquinazoline class include erlotinib (Tarceva) and gefitinib (IressaTM), both of which are indicated for treating non-small-cell lung cancer (NSCLC). As with erlotinib and gefitinib, To Market, To Market 2007 475 lapatinib is an ATP-competitive kinase inhibitor. It inhibits the tyrosine kinase activity EGFR and HER-2 with apparent Ki values of 3 and 13 nM, respectively, and has slow off-rate kinetics (t1/2X300 min).
In addition, dividing the daily dose of lapatinib results in approximately 2-fold higher exposure at steady state compared to the same total dose administered once daily.
The chemical synthesis of lapatinib entails the condensation of 4-chloro-6-iodoquinazoline and 3-chloro-4-(3-fluorobenzyloxy)aniline to produce a diaryl amine intermediate followed by Stille coupling of the iodo group with 5-dioxolanyl-2-(tributylstannyl)furan and subsequent acid hydrolysis of the cyclic ketal to the corresponding aldehyde. Finally, reductive amination of the aldehyde intermediate with 2-(methanesulfonyl) ethylamine in the presence of sodium triacetoxyborohydride produces lapatinib. .

Allgemeine Beschreibung

Class: receptor tyrosine kinase
Treatment: HER2-positive breast cancer
Elimination half-life = 24 h
Protein binding = 99%

Synthese

A novel synthetic pathway for lapatinib is outlined below:
synthesis of Lapatinib
The synthetic route was used to produce 10 g of the final product lapatinib and the key intermediates. In summary, the overall synthesis route comprises of 6 reactions, performed in 5 steps, with an overall yield of 53.3%.

Lapatinib Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Lapatinib Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 572)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
ZHEJIANG ESTCHEM CO.,LTD
15957180504
sales@zjestchem.com China 193 58
SHANDONG BOYUAN PHARMACEUTICAL CO., LTD.
+86-531-88625728 +86-15806417970
sales@boyuanpharm.com China 181 58
Hebei Chuanghai Biotechnology Co., Ltd
+8615350571055
Sibel@chuanghaibio.com China 8738 58
Hebei Yanxi Chemical Co., Ltd.
+8618531123677
faithe@yan-xi.com China 5853 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971
deasea125996@gmail.com China 2472 58
Hangzhou Hyper Chemicals Limited
+86-0086-57187702781 +8613675893055
info@hyper-chem.com China 310 58
Apeloa production Co.,Limited
+8619933239880
admin@apcl.com.cn China 861 58
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
+86-18600796368
sales@sjar-tech.com China 529 58
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883
niki@zlchemi.com China 7245 58
Moxin Chemicals
+86-17320513646 +8617320513646
anna@molcoo.com China 10000 58

231277-92-2()Verwandte Suche:


  • lapatinib
  • n-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]-2-furyl]quinazolin-4-amine
  • 4-Quinazolinamine, N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-
  • Lapatinib(TINIBS)
  • Lapatinib Base N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-4-Quinazolinamine
  • GW2016 LAPATINIB
  • N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)quinazolin-4-amine
  • N-{3-chloro-4-[(3-fluorobenzyl)oxyl]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine
  • GW-2016
  • Tyverb 4-[[3-Chloro-4-(3-fluorobenzyloxy)phenyl]aMino]-6-[5-[[(2-Methanesulfonylethyl)aMino]Methyl]furan-2-yl]quinazoline
  • Lapatinib Ditosylate (API)
  • 4-[[3-Chloro-4-(3-fluorobenzyloxy)phenyl]amino]-6-[5-[[(2-methanesulfonylethyl)amino]methyl]furan-2-yl]quinazoline
  • GSK572016
  • GW 57201
  • N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-4-quinazolinamine
  • N-{3-chloro-4-[(3-fluorophenyl)Methoxy]phenyl}-6-(5-{[(2-Methanesulfonylethyl)aMino]Methyl}furan-2-yl)quinazolin-4-aMine
  • N-{3-Chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(Methanesulphonyl)ethyl]aMino}Methyl)-furan-2-yl]-4-quinazolinaMine
  • Lapatinib (2TsOH)
  • Lapatinib, 99+%
  • GW-572016
  • GW-572016; TYKERB
  • Lapatinib free base
  • Lapatinib(GSK572016)
  • Lapatinib N-[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]-2-furyl]quinazolin-4-amine
  • N-[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]-2-furyl]quinazolin-4-amine Lapatinib
  • Lapatinib(ditosylate salt)
  • GW572016;GW-572016;GW 572016
  • CS-220
  • Lapatinib (GW572016, Tykerb)
  • CS-1860
  • N-[3-Chloro-4-[(3-fluorobenzyl)oxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furyl]-4-quinazolinamine
  • Lapatinib USP/EP/BP
  • Lapatinib (GW-572016, Tykerb, Tyverb)
  • LapatinibQ: What is Lapatinib Q: What is the CAS Number of Lapatinib Q: What is the storage condition of Lapatinib Q: What are the applications of Lapatinib
  • TIANFUCHEM--231277-92-2-- Lapatinib in stock
  • Tykerb
  • Tyverb
  • 1,10-Phenanthroline-5,10-dione
  • Rapatini
  • Rapatinib base
  • 2H4]-Lapatinib
  • Lapatinib, EGFR and HER2 tyrosine kinase inhibitor
  • Lapatinib, 10 mM in DMSO
  • Lapatinib base - Bio-X ?
  • D4-Lapatinib
  • 231277-92-2
  • 31277-92-2
  • C29H26ClFN4O4S
  • Inhibitors
  • Anti-cancer&immunity
  • Lapatinib
  • APIs
  • API
  • Pharmaceutical intermediate
  • anti-neoplastic
  • Molecular Targeted Antineoplastic
  • 231277-92-2
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