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  1. General Info
  2. Effects Info
  3. Reference
Drug Details
01. General Information
Name Lapatinib
PubChem CID 208908
Molecular Weight 581.1g/mol
Synonyms

Lapatinib, 231277-92-2, Lapatinib Ditosylate, Tykerb, GW572016, GW 572016, Lapatinib [INN], Lapatinib base, Tyverb, GW-572016, Lapatinib (INN), Lapatinib free base, 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-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]furan-2-yl]quinazolin-4-amine, N-{3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}-6-(5-{[(2-methanesulfonylethyl)amino]methyl}furan-2-yl)quinazolin-4-amine, Lapatinib (free base), 231277-92-2 (free base), MFCD09264194, FMM, N-{3-CHLORO-4-[(3-FLUOROBENZYL)OXY]PHENYL}-6-[5-({[2-(METHYLSULFONYL)ETHYL]AMINO}METHYL)-2-FURYL]-4-QUINAZOLINAMINE, CHEMBL554, DTXSID7046675, CHEBI:49603, GW 282974X, 0VUA21238F, NSC745750, GSK-572016, GW-572016X, 1210608-87-9, N-[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]-2-furyl]quinazolin-4-amine, NCGC00167507-01, 913989-15-8, n-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-4-quinazolinamine, DTXCID5026675, 4-Quinazolinamine, 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-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-, 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-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, GSK 572016, CAS-231277-92-2, GW-2016, Lapatinib [INN:BAN], C29H26ClFN4O4S, UNII-0VUA21238F, Lapatinib?, HSDB 8209, 1xkk, N-[3-Chloro-4-[(3-fluorobenzyl)oxy]phenyl]-6-[5-({[2-(methanesulphonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine, N-{3-Chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methanesulphonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine, GSK572016, Lapatinib, Free base, nchembio866-comp20, Kinome_3684, Kinome_3685, Lapatinib base- Bio-X, LAPATINIB [MI], LAPATINIB [VANDF], LAPATINIB [WHO-DD], SCHEMBL8100, Lapatinib (GW572016), LAPATINIB [EMA EPAR], BDBM5445, cid_208908, GTPL5692, EX-A402, BCFGMOOMADDAQU-UHFFFAOYSA-N, BCPP000188, BCPP000189, HMS2089H10, HMS3244N06, HMS3244N10, HMS3244N14, HMS3744K11, Tykerb (TN) (Glaxo Smith Kline), BCP01874, Tox21_112505, NSC800780, AKOS005145766, Tox21_112505_1, AC-1314, BCP9000837, BCP9000838, CCG-270133, DB01259, NSC-745750, NSC-800780, SB16918, NCGC00167507-02, NCGC00167507-03, NCGC00167507-04, NCGC00167507-09, AS-14065, BC164610, HY-50898, N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(5-((2-(methylsulfonyl)ethylamino)methyl)furan-2-yl)quinazolin-4-amine, N-(3-Chloro-4-{[(3-fluorophenyl)methyl]oxy}phenyl)-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)-2-furanyl]-4-quinazolinamine, AM20090641, FT-0659650, L0360, NS00003012, SW199101-5, A25184, D08108, EN300-117254, AB01273965-01, AB01273965-02, AB01273965-03, AB01273965_04, AB01273965_05, Q420323, Q-101353, SR-05000001472-1, BRD-K19687926-001-01-7, BRD-K19687926-379-02-5, 1092929-10-6, GW-2016;N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)quinazolin-4-amine;4-[[3-Chloro-4-(3-fluorobenzyloxy)phenyl]amino]-6-[5-[[(2-methanesulfonylethyl)amino]methyl]furan-2-yl]quinazoline, N-[3-chloro-4-(3-fluorobenzyloxy)phenyl]-6-[5-({[2-(methanesulfonyl)ethyl]amino}methyl)furan-2-yl]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-fluoro-benzyl)oxy]phenyl}-6-[5-({2-(methylsulfonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine, N-{3-Chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methane sulphonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine, N-{3-Chloro-4[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methane sulphonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine

Drug Type Small molecule
Formula C₂₉H₂₆ClFN₄O₄S
SMILES CS(=O)(=O)CCNCC1=CC=C(O1)C2=CC3=C(C=C2)N=CN=C3NC4=CC(=C(C=C4)OCC5=CC(=CC=C5)F)Cl
InChI 1S/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)
InChIKey BCFGMOOMADDAQU-UHFFFAOYSA-N
CAS Number 231277-92-2
ChEMBL ID CHEMBL554
ChEBI ID CHEBI:49603
TTD ID D08CDI
Drug Bank ID DB01259
KEGG ID D08108
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
02. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Enhancing Drug Efficacy
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Combination Pair ID: 546
Pair Name Sulforaphane, Lapatinib
Partner Name Sulforaphane
Disease Info [ICD-11: 2B72] Gastric cancer Investigative
Biological Phenomena Induction-->Blockade of cell cycle in G0/G1 phase
Gene Regulation Down-regulation Phosphorylation AKT1 hsa207
Down-regulation Phosphorylation ERBB2 hsa2064
Down-regulation Phosphorylation MAPK1 hsa5594
In Vitro Model SGC-7901 Human papillomavirus-related cervical adenocarcinoma Homo sapiens (Human) CVCL_0520
Result Therapeutic Mechanism of Lapatinib Combined with Sulforaphane on Gastric Cancer
Combination Pair ID: 62
Pair Name Luteolin, Lapatinib
Partner Name Luteolin
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Gene Regulation Up-regulation Expression BCL2L11 KEGG ID N.A.
Up-regulation Expression CDKN1A hsa1026
Up-regulation Expression FOXO3 hsa2309
Down-regulation Phosphorylation FOXO3 hsa2309
Up-regulation Expression GADD45A hsa1647
Up-regulation Expression NQO1 hsa1728
In Vitro Model SK-BR-3 Breast adenocarcinoma Homo sapiens (Human) CVCL_0033
BT-474 Invasive breast carcinoma of no special type Homo sapiens (Human) CVCL_0179
ZR-75-1 Invasive breast carcinoma of no special type Homo sapiens (Human) CVCL_0588
In Vivo Model Mice were inoculated subcutaneously with 0.1 mL of cell suspension (ZR-75-1 and BT-474 cells).
Result These data suggest that the combination of Lapatinib and luteolin may inhibit HER2 human breast cancer by significantly increasing the expression of FOXO3a and NQO1, two key genes in HER2 human breast cancer xenografts.
Reversing Drug Resistance
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Combination Pair ID: 887
Pair Name Berberine, Lapatinib
Partner Name Berberine
Disease Info [ICD-11: 2C60] Breast cancer Investigative
Biological Phenomena Induction-->ROS generation
Gene Regulation Down-regulation Expression MYC hsa4609
Down-regulation Expression NFE2L2 hsa4780
Up-regulation Expression ROS1 hsa6098
In Vitro Model BT-474LabR Lapatinib-resistant breast adenocarcinoma Homo sapiens (Human) N.A.
AU-565LapR Lapatinib-resistant breast adenocarcinoma Homo sapiens (Human) N.A.
Result Berberine reverses Lapatinib resistance of HER2-positive breast cancer cells by increasing the level of ROS
03. Reference
No. Title Href
1 Therapeutic Mechanism of Lapatinib Combined with Sulforaphane on Gastric Cancer. Evid Based Complement Alternat Med. 2021 Sep 18;2021:9933274. doi: 10.1155/2021/9933274. Click
2 Combination of Lapatinib and luteolin enhances the therapeutic efficacy of Lapatinib on human breast cancer through the FOXO3a/NQO1 pathway. Biochem Biophys Res Commun. 2020 Oct 20;531(3):364-371. doi: 10.1016/j.bbrc.2020.07.049. Click
3 Berberine reverses Lapatinib resistance of HER2-positive breast cancer cells by increasing the level of ROS. Cancer Biol Ther. 2016;17(9):925-934. doi:10.1080/15384047.2016.1210728 Click
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