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N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine

Lapatinib

CAS: 231277-92-2

Molecular Formula: C29H26ClFN4O4S

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N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine - Names and Identifiers

Name Lapatinib
Synonyms lapatinib
Lapatinib
Lapatinib base
GW2016 LAPATINIB
Lapatinib(TINIBS)
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
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)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
N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-4-Quinazolinamine
4-Quinazolinamine, N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-
Lapatinib Base N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-4-Quinazolinamine
CAS 231277-92-2
EINECS 1806241-263-5
InChI InChI=1/C29H26ClFN4O4S/c1-40(36,37)12-11-32-16-23-7-10-27(39-23)20-5-8-26-24(14-20)29(34-18-33-26)35-22-6-9-28(25(30)15-22)38-17-19-3-2-4-21(31)13-19/h2-10,13-15,18,32H,11-12,16-17H2,1H3,(H,33,34,35)

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine - Physico-chemical Properties

Molecular FormulaC29H26ClFN4O4S
Molar Mass581.06
Density1.381±0.06 g/cm3(Predicted)
Melting Point144-146oC
Boling Point750.7±60.0 °C(Predicted)
Flash Point407.831°C
Solubility DMSO 100 mg/mL (172.09 mM); Water <1 mg/mL (<1 mM); Ethanol <1 mg/mL (<1 mM)
Vapor Presure0mmHg at 25°C
Appearancesolid
ColorYellow
pKa6.34±0.19(Predicted)
Storage Condition2-8°C(protect from light)
StabilityStable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
Refractive Index1.645
UseAn antineoplastic agent used in breast cancer research
In vitro studyWith ErbB-4 exceptions, Lapatinib is more than 300 times more selective for EGFR and ErbB-2 than for other tested kinases such as c-Src, MEK and ERK. Treatment with Lapatinib inhibited autophosphorylation of EGFR and ErbB-2 receptors in a dose-dependent manner, with IC50 values of 0.17 μm and 0.08 μm when acting on BT474 and HN5 cells, respectively. Lapatinib acts on EGFR-and ErbB-2-overexpressing tumor cells and inhibits EGFR and ErbB-2 autophosphorylation with about 10-fold lower potency than the purified enzyme. Lapatinib inhibited the growth of EGFR-and ErbB-2-overexpressing cells, whereas OSI-774 and Iressa (both EGFR-selective inhibitors) preferentially inhibited the growth of EGFR-overexpressing cells. The effect of Lapatinib on tumor cells is about 100 times higher than that on normal fibroblasts. ErbB-2 transfected mammary epithelial cells HB4a c5.2, the response sensitivity to Lapatinib was about 40 times higher than that of untransfected parental control cells HB4a. After culturing the HN5 cell population for about 2 weeks in a medium without Lapatinib, the cell growth was completely inhibited by a brief treatment with 30 μm Lapatinib. Concentrations> 3.3 μm inhibit growth by 50%. The growth was inhibited by 20% at a concentration of 0.37 μm. Another EGFR overexpressing cell A- 431 with a similar reaction to hn5. Lapatinib was similar to OSI-774 in inhibiting the growth of EGFR overexpressing cells.
In vivo studyLapatinib potently inhibits the growth of BT474 and HN5 human xenografts. Oral administration of 30 and 100 mg/kg Lapatinib twice daily to tumor-bearing mice inhibited tumor growth in a dose-dependent manner. Treatment at the 100 mg/kg dose completely inhibited tumor growth. At this dose, there was <10% tumor loss during 21 days of treatment.

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine - Risk and Safety

HS Code29349990

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine - Introduction

Lapatinib can form Lapatinib xylene sulfonate, which is a effective EGFR and ErbB2 inhibitor with IC50 of 10.2 and 9.8 nM respectively.
Last Update：2022-10-16 17:15:07
N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine
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Nantong Reform Petro-Chemical CO., LTD.
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Nantong Reform Petro-Chemical CO., LTD.
Spot supply
Product Name: Lapatinib Request for quotation
CAS: 231277-92-2
Tel: +86-17551318830
Email: r@reformchem.com­
Mobile: +86-17551318830
QQ: 3785839865 Click to send a QQ messageSend QQ message
Jiangsu Pules Biotechnology Co.,Ltd.
Product Name: Lapatinib Request for quotation
CAS: 231277-92-2
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Spot supply
Product Name: Lapatinib Visit Supplier Webpage Request for quotation
CAS: 231277-92-2
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Lapatinib Visit Supplier Webpage Request for quotation
CAS: 231277-92-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Suzhou Janlon Biopharma Co Ltd
Product Name: Lapatinib Request for quotation
CAS: 231277-92-2
Tel: 0512-67909115
Email:
Mobile: 18662510535
QQ: 99938187 Click to send a QQ messageSend QQ message
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N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)furan-2-yl]quinazolin-4-amine
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