Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Antineoplastic agents >  Tinib Antineoplastic drugs >  Lapatinib Ditosylate

Lapatinib Ditosylate

Basic information Safety Supplier Related

Lapatinib Ditosylate Basic information

Product Name:
Lapatinib Ditosylate
Synonyms:
  • TYKERB DITOSYLATE; GW 572016 DITOSYLATE; GW-572016 DITOSYLATE
  • GW 572016 DITOSYLATE;GW-572016 DITOSYLATE
  • Lapatinib ditosylate
  • 4-QuinazolinaMine, N-[3-chloro-4-[(3-fluorophenyl)Methoxy]phenyl]-6-[5-[[[2-(Methylsulfonyl)ethyl]aMino]Methyl]-2-furanyl]-, 4-Methylbenzenesulfonate (1:2)
  • Lapatinib Ditosylate (Tykerb)
  • GW 572016 ditosylate
  • GW-572016 ditosylate
  • GW-572016F
CAS:
388082-77-7
MF:
C36H34ClFN4O7S2
MW:
753.26
EINECS:
1312995-182-4
Product Categories:
  • Inhibitors
  • Final material
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Tyrosine Kinase Inhibitors
Mol File:
388082-77-7.mol
More
Less

Lapatinib Ditosylate Chemical Properties

Melting point:
240-2420C
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
≥24.3 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O
form 
solid
Water Solubility 
Water: Insoluble
CAS DataBase Reference
388082-77-7
More
Less

Safety Information

Safety Statements 
24/25
HS Code 
29420000
More
Less

Lapatinib Ditosylate Usage And Synthesis

Description

Lapatinib, an ErB-1 and ErB-2 dual kinase inhibitor, was launched for the treatment of advanced or metastatic HER2 (ErbB2) positive breast cancer in women who have received prior therapy. The drug was discovered and developed by GlaxoSmithKline and is also currently being evaluated for several additional cancer indications.

Chemical Properties

Yellow Solid

Uses

Lapatinib Ditosylate (GW572016, GW2016, Tykerb, Tyverb) is a potent EGFR and ErbB2 inhibitor with IC50 of 10.8 and 9.2 nM, respectively.

Uses

Lapatinib Ditosylate is a reversible dual inhibitor of ErbB1 and ErbB2 tyrosine kinases. Antineoplastic.

Synthesis

The synthesis started with Williamson ether synthesis between 2-chloro-4-nitrophenol (58) and 3-fluorobenzyl bromide to give ether 59 in the following scheme; however, no specific yields were provided. Reduction of the nitro group of compound 59 by catalytic hydrogenation over Pt/C and subsequent condensation of the resulting aniline with 4-chloro-6-iodoquinazoline (61) in refluxing i-PrOH afforded compound 62. 4-Chloro-6-iodoquinazoline (61) was prepared by reacting 6-iodoquinazolin- 4(3H)-one (60) with POCl3 in the presence of triethylamine. Compound 62 was subjected to Stille coupling with 5- dioxolanyl-2-(tributylstannyl)furan (63) in the presence of PdCl2(PPh3)2 to give 64. Acidic hydrolysis of acetal 64 using HCl in THF/H2O provided the corresponding aldehyde which was further subjected to reductive amination with 2-(methan-esulfonyl)ethylamine in the presence of sodium triacetoxyborohydride to yield lapatinib. Lapatinib was treated with ptoluenesulfonic acid solution to give lapatinib ditosylate (IX).

Lapatinib DitosylateSupplier

Jinan Sunshine Pharmaceutical Co.,Ltd. Gold
Tel
531-82812892
Email
sunshinepharm0531@163.com
Shanghai Boyle Chemical Co., Ltd.
Tel
Email
sales@boylechem.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
BeiJing Hwrk Chemicals Limted
Tel
0757-86329057 18934348241
Email
sales4.gd@hwrkchemical.com
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Email
sales@jingyan-chemical.com