Binding Mode
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Sunitinib

Binding Mode
Product Name
Sunitinib
CAS No.
557795-19-4
Chemical Name
Sunitinib
Synonyms
SUNITINIB BASE;SUNITINIB MALEATE;SNTI;Suniti;Sutini;SU-11248;Sutent-d4;sunitinib;SU-11248-d4;SUNITINIB-D4
CBNumber
CB9728174
Molecular Formula
C22H27FN4O2
Formula Weight
398.47
MOL File
557795-19-4.mol
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Sunitinib Property

Melting point:
189-191°C
Boiling point:
572.1±50.0 °C(Predicted)
Density 
1.2
Flash point:
299.8℃
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
8.5(at 25℃)
form 
Solid
color 
Yellow to Dark Orange
CAS DataBase Reference
557795-19-4(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
HS Code 
29337900
Hazardous Substances Data
557795-19-4(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Usbiological
Product number
170080
Product name
Sunitinib, Free base
Packaging
25mg
Price
$240
Updated
2021/12/16
Usbiological
Product number
S8032
Product name
Sunitinib Maleate
Packaging
100mg
Price
$127
Updated
2021/12/16
ChemScene
Product number
CS-1670
Product name
Sunitinib
Purity
98.96%
Packaging
1g
Price
$132
Updated
2021/12/16
Biorbyt Ltd
Product number
orb154665
Product name
Sunitinib base
Purity
>98%
Packaging
250mg
Price
$615.4
Updated
2021/12/16
Biorbyt Ltd
Product number
orb61102
Product name
Sunitinib, Free Base
Purity
>99% pure
Packaging
5G
Price
$617.1
Updated
2021/12/16
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Sunitinib Chemical Properties,Usage,Production

Binding Mode

Sunitinib binds the DFG-out conformation of VEGFR2 at the front cleft and gate area (type II). It occupies the ATP-binding site, forming three hydrogen bonds: (1) between the oxindole NH and the amide carbonyl of Glu-917 of the hinge, (2) the oxindole carbonyl and the amide NH of Cys919, and (3) the pyrrole NH and the amide carbonyl of Cys919. Several hydrophobic interactions with VEGFR also contribute to the potency.

Description

Sunitinib is an inhibitor of multiple receptor tyrosine kinases (RTKs) involved in tumor proliferation and angiogenesis, including platelet-derived growth factor receptors (PDGFR), vascular endothelial growth factor receptors (VEGFR), and stem cell factor receptor (KIT). It was launched as an oral treatment for gastrointestinal stromal tumors (GIST) and advanced renal-cell carcinoma (RCC). In vitro, sunitib inhibits VEGFR2, PDGFRα, PDGFRβ, KIT, and FLT3 receptors with IC50 values in the 4–14nM range, and the ligand-dependent autophosphorylation of VEGFR2 and PDGFRb with IC50s of approximately 10 nM. In addition, it inhibits the growth of tumor cells expressing dysregulated target RTKs in vitro and inhibits PDGFRb- and VEGFR2-dependent tumor angiogenesis in vivo. Sunitinib exhibits broad and potent antitumor activity, causing regression in murine models of human epidermal (A431), colon (Colo205 and HT-29), lung (NCI-H226 and H460), breast (MDA-MB-435), prostate (PC3-3M-luc), and renal (786-O) cancers, and suppressing or delaying the growth of many others, including the C6 rat and SF763 T human glioma xenografts and B16 melanoma lung cancer.

Chemical Properties

Yellow Solid

Originator

Sugen (US)

Uses

Sunitinib Malate (Sutent, SU11248) is a multi-targeted RTK inhibitor targeting VEGFR2 (Flk-1) and PDGFRβ with IC50 of 80 nM and 2 nM, and also inhibits c-Kit.

Uses

Labelled Sunitinib (S820000), a multi-kinase inhibitor targeting several receptor tyrosine kinases (RTK).

Definition

ChEBI: Sunitinib is a member of pyrroles and a monocarboxylic acid amide. It has a role as an angiogenesis inhibitor, an antineoplastic agent, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor, a vascular endothelial growth factor receptor antagonist, an immunomodulator and a neuroprotective agent. It is functionally related to a 3-methyleneoxindole.

brand name

(Pfizer).

Characteristics

Class: receptor tyrosine kinase
Treatment: RCC, GIST
Elimination half-life = 70 h
Protein binding = 95%

Clinical Use

Tyrosine kinase inhibitor:
Treatment of metastatic renal cell carcinoma (MRCC), gastrointestinal stromal tumours (GIST) and pancreatic neuroendocrine tumours (pNET)

target

VEGFR-1

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid with clozapine (increased risk of agranulocytosis).
Antivirals: avoid concomitant use with boceprevir.
Avoid concomitant use with other inhibitors or inducers of CYP3A4. Dose alterations may be required.

Metabolism

Metabolised mainly via the cytochrome P450 isoenzyme CYP3A4 to its primary active metabolite, which itself is then further metabolised via CYP3A4.
Elimination is primarily via faeces. In a human mass balance study of [14C]sunitinib, 61% of the dose was eliminated in faeces and 16% by the renal route.

References

[1]hui ep1, lui vw, wong cs, ma bb, lau cp, cheung cs, ho k, cheng sh, ng mh, chan at. preclinical evaluation of sunitinib as single agent or in combination with chemotherapy in nasopharyngeal carcinoma. invest new drugs. 2011 dec;29(6):1123-31.

Sunitinib Preparation Products And Raw materials

Raw materials

Preparation Products

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Sunitinib Suppliers

Canada 3 China 367 Europe 2 Germany 1 India 13 United Kingdom 5 United States 30 Global 421
LGM Pharma
Tel
1-(800)-881-8210
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615-250-9817
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inquiries@lgmpharma.com
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BOC Sciences
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1-631-485-4226; 16314854226
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info@bocsci.com
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Target molecule Corp.
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857-239-0968
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857-239-8801
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service1@targetmol.com
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United States
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2559
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TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
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marketing@targetmol.com
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58
InvivoChem
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+1-708-310-1919 +1-13798911105
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708-557-7486
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sales@invivochem.cn
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+1-631-485-4226
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1-631-614-7828
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inquiry@bocsci.com
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TargetMol Chemicals Inc.
Tel
+8613564774135
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zijue.cai@tsbiochem.com
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TargetMol Chemicals Inc.
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support@targetmol.com
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Aladdin Scientific
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+1-+1(833)-552-7181
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sales@aladdinsci.com
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ApexBio Technology
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Labseeker Inc
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Waterstone Technology, LLC
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View Lastest Price from Sunitinib manufacturers

Sinoway Industrial co., ltd.
Product
Sunitinib 557795-19-4
Price
US $0.00-0.00/G/Bag
Min. Order
1G/Bag
Purity
0.99
Supply Ability
100kg
Release date
2024-06-27
Jinan Million Pharmaceutical Co., Ltd
Product
Sunitinib 557795-19-4
Price
US $1.00-0.50/kg
Min. Order
1kg
Purity
99%
Supply Ability
200
Release date
2024-01-12
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Sunitinib 557795-19-4
Price
US $0.00/g
Min. Order
1g
Purity
99%min
Supply Ability
1000G
Release date
2021-06-24

557795-19-4, SunitinibRelated Search:

Dasatinib monohydrate Methyl 2-hydroxyethyl cellulose Ethylparaben Gefitinib Lapatinib Ethyl cyanoacetate Ethyl acrylate Teniposide Erlotinib Ethanol N,N-Dimethyl-1,4-phenylenediamine Tris(hydroxymethyl)aminomethane Ethyl acetate Imatinib ISOXADIFEN-ETHYL Dihydromyrcenol Imatinib mesylate Sunitinib Malate

  • Sunitinib--- free base
  • Sunitinib，Sutent
  • 5-(5-Fluoro-2-oxo-1,2-dihydroindol-3-ylidenemethyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid N-(2-diethylaminoethyl)amide
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  • SUTENT SUNITINIB
  • N-(2-diethylaminoethyl)-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)meth yl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
  • Sunitinib malate(TINIBS)
  • Sunitinib malate for research
  • 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 Maleate
  • SU-11248
  • 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 Malate
  • SUNITINIB (SU 11248)
  • SU-11248;SU11248
  • Sunitinib (Sutent, SU11248)
  • SNTI
  • N-[2-DiethylaMino(ethyl-d4)]-5-[(Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)Methyl]-2,4-diMethyl-1H-pyrrole-3-carboxaMide
  • SU-11248-d4
  • Sutent-d4
  • (Z)-N-(2-(DiethylaMino)ethyl)-5-((5-fluoro-2-oxoindolin-3-ylidene)Methyl)-2,4-diMethyl-1H-pyrrole-3-carboxaMide
  • Sunitinib (Mixture of E and Z IsoMer)
  • Sunitinib 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
  • Sunitinib, >=99%
  • sunitinib
  • SUNITINIB-D4
  • SUNITINIB MALEATE
  • 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
  • SUNITINIB BASE
  • 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-
  • SUNITINIBMALEATE(FORR&DONLY)
  • (Z)-N-[2-(Diethylamino)ethyl]-5-[(5-fluoro-2-oxo-3-indolinylidene)methyl]-2,4-dimethylpyrrole-3-carboxamide
  • (Z)-Sunitinib
  • Sunitinib USP/EP/BP
  • Sunitinib DISCONTINUED
  • Sunitinib free base (SU-11248)
  • SunitinibQ: What is Sunitinib Q: What is the CAS Number of Sunitinib Q: What is the storage condition of Sunitinib Q: What are the applications of Sunitinib
  • Sutent, Sunitinib, SU11248
  • Sutini
  • 557795-19-4
  • 41031-54-7
  • C22H27FN4O2C4H6O5
  • C26H33FN4O7
  • C26H31FN4O6
  • C22H27N4O2C4H6O5
  • 26H31FN4O6
  • SU-11248
  • Inhibitors
  • anti-neoplastic
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sunitinib
  • Molecular Targeted Antineoplastic
  • Heterocyclic Compounds
  • Pharmaceutical intermediate
  • API
  • Tyrosine Kinase Inhibitors