Sunitinib
Also known as sunitinibum, N-[2-(diethylamino)ethyl]-5-{[(3Z)-5-fluoro-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrole-3-carboxamide, N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
Key facts
What buyers check first
- CAS number
- 557795-19-4
- Formula
- C22H27FN4O2
- Appearance
- Orange solid
- Solubility
- Solubility at 22 °C (ug/mL): 2582 in 20 mM KCl/HCl buffer (pH 2), 364 in 20 mM phosphate…
- HS code
- 293379
- Category
- Oncology and immunology drugs

What is Sunitinib?
Plain description, key identifiers and synonyms
Sunitinib is a member of pyrroles and a monocarboxylic acid amide. It has a role as an antineoplastic agent, an angiogenesis inhibitor, an immunomodulator, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor, a neuroprotective agent and a vascular endothelial growth factor receptor antagonist. It is functionally related to a 3-methyleneoxindole.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
- CAS number
- 557795-19-4 CAS number cross-checkedOther or deprecated CAS: 342641-94-5
- EC number
- 111-194-2
- Molecular formula
- C22H27FN4O2
- UNII
- V99T50803M
- MDL number
- MFCD09260778
- InChIKey
- WINHZLLDWRZWRT-ATVHPVEESA-N
- InChI
- InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-
- Canonical SMILES
- CCN(CC)CCNC(=O)c1c(C)[nH]c(C=C2C(=O)Nc3ccc(F)cc32)c1C
- Isomeric SMILES
- CCN(CC)CCNC(=O)C1=C(NC(=C1C)/C=C\2/C3=C(C=CC(=C3)F)NC2=O)C
Synonyms
- sunitinibum
- N-[2-(diethylamino)ethyl]-5-{[(3Z)-5-fluoro-2-oxo-2,3-dihydro-1H-indol-3-ylidene]methyl}-2,4-dimethyl-1H-pyrrole-3-carboxamide
- N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
- n-(2-(diethylamino)ethyl)-5-((z)-(5-fluoro-1,2-dihydro-2-oxo-3h-indol-3-ylidene)methyl)-2,4-dimethyl-1h-pyrrole-3-carboxamide
- 1H-Pyrrole-3-carboxamide, N-(2-(diethylamino)ethyl)-5-((Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl)-2,4-dimethyl-
- N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
- N-(2-(Diethylamino)ethyl)-5-((Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 1H-Pyrrole-3-carboxamide, N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-
- N-(2-(diethylamino)ethyl)-5-(((3Z)-5-fluoro-2-oxo-2,3-dihydro-1H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide
- N-(2-(diethylamino)ethyl)-5-((Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 5-(5-fluoro-2-oxo-1,2-dihydroindolylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide
- Sutent
- Sunitinib Base
- N-(2-(Diethylamino)ethyl)-5-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide
- (Z)-N-(2-(Diethylamino)ethyl)-5-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide
- Sunitinib (INN)
- SU 11248
- Sunitinib (free base)
- Sunitinib base?
- (Z)-Sunitinib
- 5-(5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide
- 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide
- Sutent (free base)
- Sunitinib (Standard)
- Sunitinib Impurity 23(Sunitinib Mixture Of E And Z Isomer)
Show all 27 synonymsShow fewer synonyms
- Sutent, Sunitinib, SU11248
- 1H-Pyrrole-3-carboxamide,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl]-2,4-dimethyl-
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
| Appearance | Orange solidexp.Measured value |
|---|---|
| Solubility | Solubility at 22 °C (ug/mL): 2582 in 20 mM KCl/HCl buffer (pH 2), 364 in 20 mM phosphate buffer (pH 6)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 | 398.48 g/molcalc.Computed value |
|---|---|
| Exact mass | 398.2118 Dacalc.Computed value |
| LogP (octanol/water) | 3.33calc.Computed value |
| Topological polar surface area | 77.23 Ųcalc.Computed value |
| Hydrogen bond donors | 3calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 7calc.Computed value |
| Heavy atoms | 29calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.36calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 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
O=C1Nc2ccccc2C1=Cc1ccc[nH]1
3 rings, 16 atoms, the 3-(1H-Pyrrol-2-ylmethylidene)-1H-indol-2-one ring system.
102 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H361dSuspected of damaging the unborn child.
- H373May cause damage to organs through prolonged or repeated exposure.
- H400Very toxic to aquatic life.
- H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P318If exposed or concerned, get medical advice.
- P319Get medical help if you feel unwell.
- P391Collect spillage.
- P405Store locked up.
- 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 aidSunitinib suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Ahmedabad ManufacturerUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- China, Nanjing ManufacturerUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- China, ShanghaiUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- China, Beijing ManufacturerUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- China, Hangzhou ManufacturerUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- China, HangzhouUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- China, JinanUnclaimed profileSunitinibGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
90 suppliers in 16 countries
- China31
- United States29
- India5
- Germany4
- Spain4
- United Kingdom4
- and 10 more countries
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Sunitinib 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
Industries and functions
Pharmacological actions
- Angiogenesis Inhibitors
- Antineoplastic Agents
- Protein Kinase Inhibitors
Roles
- angiogenesis inhibitor
- antagonist
- antimicrobial agent
- antineoplastic agent
- antiviral agent
- enzyme inhibitor
- immunomodulator
- neuroprotective agent
- pharmaceutical
- protective agent
- protein kinase inhibitor
- renoprotective agent
- tyrosine kinase inhibitor
- vascular endothelial growth factor receptor antagonist
Pharmacology
Sunitinib is a Kinase Inhibitor. The mechanism of action of sunitinib is as a Protein Kinase Inhibitor.
How it is made
The formation of the pyrrole was performed according to the classical Knorr synthesis, and hydrolysis of the tert-butylester with a subsequent decarboxylation reaction occurred smoothly with sulfuric acid in aqueous methanol at 65 °C. Thereafter, reaction with the Vilsmeier reagent (chloromethylenedimethylammonium chloride) in acetonitrile afforded the corresponding complex, which upon addition of 5-fluorooxindole and pulverized potassium hydroxide yielded the desired product.
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 Sunitinib is traded under.
Lactams, other lactams
* Partner reported figures, a lower bound.
The HS code shown for Sunitinib is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Sunitinib, based on the data on this page
What is Sunitinib?
What is the CAS number of Sunitinib?
What is the molecular formula and weight of Sunitinib?
What is Sunitinib used for?
Is Sunitinib hazardous?
What is the HS code of Sunitinib?
Where can I buy Sunitinib?
Where can I buy Sunitinib in India?
What is the price of Sunitinib?
Guides for buyers
Practical guides that help when you source, ship or handle Sunitinib
- 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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