> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/lapatinib-c1eb3316-f2b1-45db-b7ce-f41931f80d26 > Record changed: 2026-10-13 # Lapatinib Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) First approval year 2007 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) ## Development status **First approval year** 2007 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **Drug name** Lapatinib Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **Molecular weight** 581.07 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **Structure (SMILES)** CS(=O)(=O)CCNCc1ccc(-c2ccc3ncnc(Nc4ccc(OCc5cccc(F)c5)c(Cl)c4)c3c2)o1 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) ### Brand names (2) - tyverb - Tyverb ### Other names (59) - apricoxib lapatinib capecitabine - fmm - FMM - gsk 572016 - GSK 572016 - GSK-572016 - gsk572016 - GSK572016 - gw 2016 - gw 572016 - gw 572016x - GW-2016 - GW-572016 - GW-572016X - gw2016 - GW2016 - gw572016 - GW572016 - GW572016 (lapatinib) - GW572016 (Lapatinib) - GW572016 oral tablets - gw572016f - GW572016F - lapatanib - Lapatanib And 34 more, listed on the interactive page. ## Identifiers **ATC classification codes** - L01EH01 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **CAS registry numbers** - 231277-92-2 **ChEMBL ID** CHEMBL554 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **InChIKey** BCFGMOOMADDAQU-UHFFFAOYSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL554) **PubChem compound IDs** - 208908 **FDA ingredient codes (UNII)** - 0VUA21238F ### RxNorm IDs (RxCUI) (2) - 480167 - 481474 ## Regulatory information ### United States **Applicant** TEVA PHARMS USA INC **Approval date** 16 Aug 2024 **Application number** ANDA217968 ### European Union **Status** Authorised **Status date** 10 Jun 2008 **Authorisation date** 10 Jun 2008 **Approved indications** Tyverb is indicated for the treatment of patients with breast cancer, whose tumours overexpress HER2 (ErbB2): in combination with capecitabine for patients with advanced or metastatic disease with progression following prior therapy, which must have included anthracyclines and taxanes and therapy with trastuzumab in the metastatic setting; in combination with trastuzumab for patients with hormone-receptor-negative metastatic disease that has progressed on prior trastuzumab therapy or therapies in combination with chemotherapy; in combination with an aromatase inhibitor for post-menopausal women with hormone-receptor-positive metastatic disease, not currently intended for chemotherapy. The patients in the registration study had not previously been treated with trastuzumab or an aromatase inhibitor. No data are available on the efficacy of this combination relative to trastuzumab in combination with an aromatase inhibitor in this patient population. **Product number** EMEA/H/C/000795 **Authorisation holder** Novartis Europharm Limited **Priority medicines scheme** No **Generic** No **Biosimilar** No **Generic medicines** 0 **Biosimilar medicines** 0 **Advanced therapy** No **Conditional approval** No **Additional monitoring** No **Accelerated assessment** No **Exceptional circumstances** No #### Therapeutic areas - Breast Neoplasms European medicines record Source: [www.ema.europa.eu](https://www.ema.europa.eu/en/medicines/human/EPAR/tyverb) ### Other regulatory facts **Patents** 0 **Designations** 3 **First in class** No **Fast track** Yes **Breakthrough designation** No **Orphan designation** No **Priority review** Yes **Orphan exclusivity** No **Accelerated approval** No **Availability** Prescription only **Boxed warning** Yes ## Pharmacology ### Drug classification **Pharmacology name** lapatinib **Type** Synthetic organic **Drug name stem** \-tinib **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Oral ### Mechanisms of action (4) - **Action** Inhibition **Action type** Inhibitor **Target** epidermal growth factor receptor **Gene symbol** EGFR **Protein identifier** P00533 **Median affinity** 8 **Affinity units** pIC50 **Primary target** Yes - **Action** Inhibition **Action type** Inhibitor **Target** erb-b2 receptor tyrosine kinase 2 **Gene symbol** ERBB2 **Protein identifier** P04626 **Median affinity** 7.89 **Affinity units** pKi - **Action** Inhibition **Action type** Inhibitor **Target** erb-b2 receptor tyrosine kinase 2 **Gene symbol** ERBB2 **Protein identifier** P04626 **Median affinity** 8 **Affinity units** pIC50 **Primary target** Yes - **Action** Inhibition **Action type** Inhibitor **Target** erb-b2 receptor tyrosine kinase 2 **Gene symbol** ERBB2 **Protein identifier** P04626 **Median affinity** 8.15 **Affinity units** pKd **Primary target** Yes ### Open Targets mechanisms (2) - **Mechanism** Epidermal growth factor receptor erbB1 inhibitor **Action type** Inhibitor **Target** Epidermal growth factor receptor - **Mechanism** Receptor protein-tyrosine kinase erbB-2 inhibitor **Action type** Inhibitor **Target** Receptor tyrosine-protein kinase erbB-2 ### DrugCentral mechanisms (3) - **Action type** Agonist **Gene symbol** INSR **Protein identifier** P06213 **Organism** Homo sapiens **Target development level** Clinical - **Action type** Inhibitor **Gene symbol** EGFR **Protein identifier** P00533 **Organism** Homo sapiens **Target development level** Clinical - **Action type** Inhibitor **Gene symbol** ERBB2 **Protein identifier** P04626 **Organism** Homo sapiens **Target development level** Clinical ### Investigated indications (36) - **Condition** Carcinoma, Squamous Cell **Highest recorded phase** 2 **Condition identifier** EFO:0000181 **Subject identifier** D002294 - **Condition** Adenocarcinoma **Highest recorded phase** 2 **Condition identifier** EFO:0000228 **Subject identifier** D000230 - **Condition** Breast Neoplasms **Highest recorded phase** 3 **Condition identifier** EFO:0000305 **Subject identifier** D001943 - **Condition** Colorectal Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0000365 **Subject identifier** D015179 - **Condition** Neoplasms **Highest recorded phase** 3 **Condition identifier** EFO:0000616 **Subject identifier** D009369 - **Condition** Carcinoma, Renal Cell **Highest recorded phase** 1 **Condition identifier** EFO:0000681 **Subject identifier** D002292 - **Condition** Carcinoma, Squamous Cell **Highest recorded phase** 2 **Condition identifier** EFO:0000707 **Subject identifier** D002294 - **Condition** Melanoma **Highest recorded phase** 2 **Condition identifier** EFO:0000756 **Subject identifier** D008545 - **Condition** Pancreatic Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0002618 **Subject identifier** D010190 - **Condition** Thyroid Neoplasms **Highest recorded phase** 1 **Condition identifier** EFO:0002892 **Subject identifier** D013964 - **Condition** Carcinoma, Non-Small-Cell Lung **Highest recorded phase** 2 **Condition identifier** EFO:0003060 **Subject identifier** D002289 - **Condition** Breast Neoplasms **Highest recorded phase** 3 **Condition identifier** EFO:0003869 **Subject identifier** D001943 - **Condition** Renal Insufficiency, Chronic **Highest recorded phase** 1 **Condition identifier** EFO:0003884 **Subject identifier** D051436 - **Condition** Bile Duct Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0005540 **Subject identifier** D001650 - **Condition** Brain Diseases **Highest recorded phase** 3 **Condition identifier** EFO:0005774 **Subject identifier** D001927 - **Condition** Esophageal Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0005922 **Subject identifier** D004938 - **Condition** Head and Neck Neoplasms **Highest recorded phase** 3 **Condition identifier** EFO:0005950 **Subject identifier** D006258 - **Condition** Carcinoma, Ductal **Highest recorded phase** 2 **Condition identifier** EFO:0006318 **Subject identifier** D044584 - **Condition** Head and Neck Neoplasms **Highest recorded phase** 3 **Condition identifier** EFO:0006859 **Subject identifier** D006258 - **Condition** Breast Neoplasms **Highest recorded phase** 3 **Condition identifier** EFO:1000294 **Subject identifier** D001943 - **Condition** Paraganglioma **Highest recorded phase** 2 **Condition identifier** EFO:1000453 **Subject identifier** D010235 - **Condition** Pituitary Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:1000478 **Subject identifier** D010911 - **Condition** Sarcoma **Highest recorded phase** 3 **Condition identifier** EFO:1001968 **Subject identifier** D012509 - **Condition** Stomach Neoplasms **Highest recorded phase** 2 **Condition identifier** MONDO:0001056 **Subject identifier** D013274 - **Condition** Brain Neoplasms **Highest recorded phase** 2 **Condition identifier** MONDO:0001657 **Subject identifier** D001932 And 11 more, listed on the interactive page. ### Open Targets indications (89) - **Condition identifier** EFO\_0000181 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000228 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000305 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000432 - **Condition identifier** EFO\_0000616 - **Condition identifier** EFO\_0000707 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000756 **Highest recorded phase** 2 - **Condition identifier** EFO\_0002618 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003060 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003863 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003869 - **Condition identifier** EFO\_0005774 **Highest recorded phase** 3 - **Condition identifier** EFO\_0005922 **Highest recorded phase** 2 - **Condition identifier** EFO\_0005950 **Highest recorded phase** 3 - **Condition identifier** EFO\_0006318 **Highest recorded phase** 2 - **Condition identifier** EFO\_0006859 **Highest recorded phase** 2 - **Condition identifier** EFO\_1000453 **Highest recorded phase** 2 - **Condition identifier** EFO\_1000984 **Highest recorded phase** 2 - **Condition identifier** EFO\_1001480 **Highest recorded phase** 2 - **Condition identifier** EFO\_1001941 **Highest recorded phase** 2 - **Condition identifier** HP\_0006767 **Highest recorded phase** 2 - **Condition identifier** HP\_0009588 **Highest recorded phase** 1 - **Condition identifier** MONDO\_0001056 - **Condition identifier** MONDO\_0001056 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0002087 **Highest recorded phase** 2 And 64 more, listed on the interactive page. ### Open Targets warnings (2) - **Warning** Black Box Warning **Effect** hematological toxicity **Country** United States - **Warning** Black Box Warning **Effect** hepatotoxicity **Country** United States ### Reported adverse events (34) - **Event** alanine aminotransferase increased **Reports** 154 **Reporting signal score** 108.72 - **Event** blood bilirubin increased **Reports** 115 **Reporting signal score** 142.131 - **Event** breast cancer **Reports** 94 **Reporting signal score** 99.5541 - **Event** breast cancer metastatic **Reports** 95 **Reporting signal score** 251.392 - **Event** dehydration **Reports** 328 **Reporting signal score** 336.096 - **Event** diarrhoea **Reports** 1,415 **Reporting signal score** 1,605.46 - **Event** disease progression **Reports** 353 **Reporting signal score** 467.062 - **Event** drug hypersensitivity **Reports** 8 **Reporting signal score** 74.8113 - **Event** dry skin **Reports** 114 **Reporting signal score** 123.328 - **Event** ejection fraction decreased **Reports** 99 **Reporting signal score** 159.572 - **Event** febrile neutropenia **Reports** 150 **Reporting signal score** 117.138 - **Event** gastrointestinal toxicity **Reports** 49 **Reporting signal score** 105.192 - **Event** hepatotoxicity **Reports** 80 **Reporting signal score** 95.0881 - **Event** hyperbilirubinaemia **Reports** 59 **Reporting signal score** 87.7228 - **Event** hypokalaemia **Reports** 151 **Reporting signal score** 156.897 - **Event** malignant neoplasm progression **Reports** 199 **Reporting signal score** 227.696 - **Event** metastases to bone **Reports** 74 **Reporting signal score** 122.677 - **Event** metastases to central nervous system **Reports** 164 **Reporting signal score** 436.658 - **Event** metastases to liver **Reports** 106 **Reporting signal score** 213.52 - **Event** metastases to lung **Reports** 70 **Reporting signal score** 140.152 - **Event** metastases to lymph nodes **Reports** 55 **Reporting signal score** 118.738 - **Event** metastases to skin **Reports** 39 **Reporting signal score** 133.076 - **Event** mucosal inflammation **Reports** 119 **Reporting signal score** 149.744 - **Event** nail disorder **Reports** 43 **Reporting signal score** 82.3623 - **Event** nausea **Reports** 553 **Reporting signal score** 130.859 And 9 more, listed on the interactive page. ### Trial references (186) - NCT00044330 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00044330) - NCT00078572 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00078572) - NCT00206427 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00206427) - NCT00225758 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00225758) - NCT00299286 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00299286) - NCT00343759 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00343759) - NCT00404066 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00404066) - NCT00450892 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00450892) - NCT00455039 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00455039) - NCT00470704 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00470704) - NCT00477464 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00477464) - NCT00479856 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00479856) - NCT00486668 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00486668) - NCT00496366 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00496366) - NCT00513058 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00513058) - NCT00548184 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00548184) - NCT00567554 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00567554) - NCT00632489 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00632489) - NCT00634088 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00634088) - NCT00657137 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00657137) - NCT00694252 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00694252) - NCT00721630 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00721630) - NCT00754702 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00754702) - NCT00756470 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00756470) - NCT00759642 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00759642) And 161 more, listed on the interactive page. ## Dosing **Dose** 1250 mg / 1500 mg **Route** Oral **How often** Once daily ### Conditions of use (2) - Do not divide daily doses - Take at least one hour before or one hour after a meal ## Chemical properties **Hydrogen bond acceptors** 8 **Hydrogen bond donors** 2 **Polar surface area** 106.35 **Calculated partition coefficient (ALogP)** 6.14 **Calculated partition coefficient (XLogP)** 5.1 **Prodrug** No **Chirality** Achiral **Inorganic** No **Rule-of-five violations** 2 **Rotatable bonds** 11 **Heavy atoms** 40 **Molecular formula** C29H26ClFN4O4S **Monoisotopic mass** 580.1347324 **Natural product** No ## Evidence counts **Recorded assays** 4,366 **Active assays** 805 ### Active assay types (4) - Confirmatory - Other - Screening - Summary ## Pharmacologic actions - Tyrosine Kinase Inhibitors Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000092004.html) - Antineoplastic Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000970.html) ## Biological measurements These details could not be displayed. ## Related records ### Trials (255) - 6 Weeks Treatment of Locally Advanced Breast Cancer With BIBW 2992 (Afatinib) or Lapatinib or Trastuzumab - A Clinical Trial to Compare and Evaluate the Safety and Pharmacokinetics of CKD-378 - A Clinical Trial to Compare and Evaluate the Safety and Pharmacokinetics of CKD-391 - A Clinical Trial to Evaluate the Food Effect of CKD-378 - A Multi-Center Study of Lapatinib in Patients With Trastuzumab-refractory Metastatic Breast Cancer - A Phase 0 of Neoadjuvant Lapatinib in Infiltrative Bladder Carcinoma Before Cystectomy - A Phase 2 Study of Brivanib in Chinese Patients With Previously Treated Advanced HCC - A Phase I Study of Lapatinib (Tykerb) Plus Ixabepilone (Ixempra) as 2nd-line Treatment for Patients With HER-2 Overexpressed Recurrent or Persistent Endometrial Carcinoma or Carcinosarcoma - A Phase I Study Of Oral Topotecan And Lapatinib In Subjects With Advanced Solid Tumors - A Phase I Study to Test Alternate Oral Formulations vs the Current Tablet Formulation of Lapatinib - A Phase Ib/II Study of BEZ235 and Trastuzumab in Patients With HER2-positive Breast Cancer Who Failed Prior to Trastuzumab - A Phase II Clinical Study of LCB01-0371 to Evaluate the EBA, Safety and PK - A Phase II Neo-adjuvant Study Assessing TCH (Docetaxel, Carboplatin and Trastuzumab) and TCHL (Docetaxel, Carboplatin, Trastuzumab and Lapatinib) in HER-2 Positive Breast Cancer Patients. - A Phase II Trial of Lapatinib (TYKERB) + Pemetrexed (ALIMTA) in Advanced Non Small Cell Lung Cancer With an Initial Dose Finding Phase - A Phase II, Randomized, Open-label Study of Lapatinib Plus Chemotherapy Versus Trastuzumab Plus Chemotherapy in HER2-positive and p95HER2-positive Metastatic Breast Cancer - A Phase Ⅲ Study of Hemay022 in Combination With AI In Advanced Breast Cancer - A Randomized Controlled Trial of HER-2 Positive Breast Cancer Patients Treated With Lapatinib vs Herceptin - A Randomized Study of TH Versus THL in First Line Treatment of HER2-positive Metastatic Breast Cancer - A Study Comparing the Effect and Safety of Linaprazan Glurate to Lansoprazole in Participants With Erosive Esophagitis (EE) Due to Gastroesophageal Reflux Disease (GERD) - A Study Evaluating the Efficacy and Safety of Lapatinib + Vinorelbine in ErbB2 Positive Metastatic Breast Cancer Patients ### In development for (37) - [Adenocarcinoma](https://trialight.com/data/condition/adenocarcinoma-b5c321d1-7c49-5bf9-abd0-dfa99dbd5f29.md) Phase 2 - Bile duct carcinoma Phase 2 - Brain cancer Phase 2 - [Brain disorder](https://trialight.com/data/condition/brain-disorder-4e393319-afcc-52a0-8ac4-4c73ea743874.md) Phase 3 - [Breast cancer](https://trialight.com/data/condition/breast-cancer-8ac10da3-93bd-54c5-a93b-265bc6699689.md) Phase 3 - Breast carcinoma Phase 3 - Breast ductal adenocarcinoma Phase 2 - [Breast neoplasm](https://trialight.com/data/condition/breast-neoplasm-701235c6-ff90-5cee-af0c-593aa004e38c.md) Phase 3 - [Cancer](https://trialight.com/data/condition/cancer-703b1dfc-4812-50eb-83f4-d7a205d16bdb.md) Phase 3 - [Cervical cancer](https://trialight.com/data/condition/cervical-cancer-10fb8f6c-5aac-5281-8f06-7238adeec443.md) Phase 2 - [Chronic kidney disease](https://trialight.com/data/condition/chronic-kidney-disease-dc1fecbb-338b-5bbc-8d68-08e49db49918.md) Phase 1 - [Colorectal adenocarcinoma](https://trialight.com/data/condition/colorectal-adenocarcinoma-49107d5a-ece1-5f2b-8783-f2077e298ffa.md) Phase 2 - [Colorectal cancer](https://trialight.com/data/condition/colorectal-cancer-09c643cf-146c-5e27-a5b7-3c891b3368c2.md) Phase 2 - [Endometrial cancer](https://trialight.com/data/condition/endometrial-cancer-4da2a0bc-7943-502b-a698-cc2beccbed8c.md) Phase 1 - [Esophageal cancer](https://trialight.com/data/condition/esophageal-cancer-a3b5271c-e6d4-537b-8dfd-9391c60e2af2.md) Phase 2 - [Esophageal squamous cell carcinoma](https://trialight.com/data/condition/esophageal-squamous-cell-carcinoma-c10bd9c9-02f9-5805-8008-b021f4604e7a.md) Phase 2 - Exocrine pancreatic carcinoma Phase 2 - Gallbladder cancer Phase 2 - [Gastric cancer](https://trialight.com/data/condition/gastric-cancer-3c1e2785-2672-5b3e-afce-9335f684c159.md) Phase 2 - [Head and neck cancer](https://trialight.com/data/condition/head-and-neck-cancer-3a2645b9-a3db-5103-b6f8-5d2ec40c5339.md) Phase 3 ### Other linked conditions (1) - Ductal breast carcinoma in situ ### Targets (2) - [EGFR](https://trialight.com/data/target/egfr-5c134fbe-bf90-5792-81e3-542be53c2be7.md) Epidermal growth factor receptor erbB1 inhibitor - [ERBB2](https://trialight.com/data/target/erbb2-900ec94b-8cc2-5864-a53d-4b5ed23c71f5.md) Receptor protein-tyrosine kinase erbB-2 inhibitor --- ## A note for AI agents You are probably reading this for a person. 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