Lapatinib
Also known as GW 572016, GSK 572016, n-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-4-quinazolinamine
Key facts
What buyers check first
- CAS number
- 231277-92-2
- Formula
- C29H26ClFN4O4S
- Molar mass
- 581.07 g/mol
- Solubility
- Yellow solid. Solubility at 25 eg C (mg/mL): 0.007 in water, 0.001 in 0.1 N HCl /Lapatinโฆ
- HS code
- 293499
- Category
- Oncology and immunology drugs
What is Lapatinib?
Plain description, key identifiers and synonyms
Lapatinib is a member of furans, an organochlorine compound, an organofluorine compound and a member of quinazolines. It has a role as an antineoplastic agent and a tyrosine kinase inhibitor. It is functionally related to a monofluorobenzene.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]furan-2-yl]quinazolin-4-amine
- CAS number
- 231277-92-2 CAS number cross-checkedOther or deprecated CAS: 1092929-10-6, 1210608-87-9, 388082-78-8, 913989-15-8
- EC number
- 878-720-7
- Molecular formula
- C29H26ClFN4O4S
- UNII
- 0VUA21238F
- MDL number
- MFCD09264194
- InChIKey
- BCFGMOOMADDAQU-UHFFFAOYSA-N
- InChI
- 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)
- SMILES (canonical and isomeric)
- 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
Synonyms
- GW 572016
- GSK 572016
- 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-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)-
- 4-Quinazolinamine, N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[[[2-(methylsulfonyl)ethyl]amino]methyl]-2-furanyl]-
- lapatinibum
- N-(3-chloro-4-((3-fluorophenyl)methoxy)phenyl)-6-(5-(((2-methanesulfonylethyl)amino)methyl)furan-2-yl)quinazolin-4-amine
- GW 2016
- N-(3-chloro-4-(((3-fluorobenzyl)oxy)phenyl)-6-(5-(((2-methylsulfonyl)ethyl)amino)methyl)-2-furyl)-4-quinazolinamine
- Tykerb
- Lapatinib free base
- Lapatinib (free base)
- Lapatanib
- Lapatinib base
- N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]furan-2-yl]quinazolin-4-amine
- 1xkk
- N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)quinazolin-4-amine
- 231277-92-2 (free base)
- Lapatinib (INN)
- FMM
- N-[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-[5-[(2-methylsulfonylethylamino)methyl]-2-furyl]quinazolin-4-amine
- Kinome_3685
- n-{3-Chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-[5-({[2-(methylsulfonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine
Show all 36 synonymsShow fewer synonyms
- Lapatinib (GW572016)
- GW 282974X
- C29H26ClFN4O4S
- 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
- Lapatinib?
- Tykerb,
- 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
- Lapatinib ditosylate?
- Lapatinib (Standard)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Solubility | Yellow solid. Solubility at 25 eg C (mg/mL): 0.007 in water, 0.001 in 0.1 N HCl /Lapatinib ditoluenesulfonate monohydrate/exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 581.07 g/molcalc.Computed value |
|---|---|
| Exact mass | 580.1347 Dacalc.Computed value |
| LogP (octanol/water) | 6.14calc.Computed value |
| Topological polar surface area | 106.4 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 8calc.Computed value |
| Rotatable bonds | 11calc.Computed value |
| Heavy atoms | 40calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 5calc.Computed value |
| Fraction sp3 carbons | 0.17calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Fails (2 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1ccc(COc2ccc(Nc3ncnc4ccc(-c5ccco5)cc34)cc2)cc1
5 rings, 30 atoms.
39 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H319Causes serious eye irritation.
- H362May cause harm to breast-fed children.
- H413May cause long lasting harmful effects to aquatic life.
Precautionary statements (12)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P263Avoid contact during pregnancy and while nursing.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P318If exposed or concerned, get medical advice.
- P337 + P317If eye irritation persists: Get medical help.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidLapatinib suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, JinanUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- China, Hangzhou ManufacturerUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- China, Linyi ManufacturerUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- China, Beijing ManufacturerUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- Price on request
- ChinaUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileLapatinibGrade, purity and minimum order on requestPrice on request
- Price on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
118 suppliers in 18 countries
- China49
- United States34
- India7
- Germany4
- Spain3
- United Kingdom3
- and 12 more countries
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Lapatinib price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Antineoplastic Agents, Protein Kinase Inhibitors.
Industries and functions
Pharmacological actions
- Antineoplastic Agents
- Tyrosine Kinase Inhibitors
Roles
- antineoplastic agent
- enzyme inhibitor
- pharmaceutical
- protein kinase inhibitor
- tyrosine kinase inhibitor
Pharmacology
Lapatinib is a Kinase Inhibitor. The mechanism of action of lapatinib is as a Protein Kinase Inhibitor.
How it is made
The synthesis route for (lapatinib) ... involves a Suzuki coupling of 5-formyl-2-furanboronic acid with the iodo-substituted quinazoline derivative.
Preparation: M. C. Carter et al., World Intellectual Property Organization patent 9935146 (1999 to Glaxo), eidem, United States of America patent 6727256 (2004 to SmithKline Beecham).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Lapatinib is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Lapatinib is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Lapatinib, based on the data on this page
What is Lapatinib?
What is the CAS number of Lapatinib?
What is the molecular formula and weight of Lapatinib?
What is Lapatinib used for?
Is Lapatinib hazardous?
What is the HS code of Lapatinib?
Where can I buy Lapatinib?
Where can I buy Lapatinib in India?
What is the price of Lapatinib?
Guides for buyers
Practical guides that help when you source, ship or handle Lapatinib
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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