3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon

Product Name: 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon
CAS No.: 194413-58-6
Chemical Name: 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon
Synonyms: TSU 16;CS-1141;17022(Z);Semaxanib;(Z)-SU 5416;(Z)-Semaxinib;Unii-71ia9S35aj;SeMaxanib,SU5416;Semaxanib (Z)-SU 5416;(Z)-Semaxinib, 10 mM in DMSO
CBNumber: CB41448416
Molecular Formula: C15H14N2O
Formula Weight: 238.28
MOL File: 194413-58-6.mol

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3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Property

Melting point:: 220-222℃
Density: 1.256
storage temp.: 2-8°C
InChI: InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18)/b12-8-
InChIKey: WUWDLXZGHZSWQZ-WQLSENKSSA-N
SMILES: N1C2=C(C=CC=C2)/C(=C/C2=C(C)C=C(C)N2)/C1=O

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: S255610
Product name: Semaxanib
Packaging: 2.5mg
Price: $105
Updated: 2021/12/16

ApexBio Technology

Product number: B2304
Product name: (3E)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
Packaging: Evaluation Sample
Price: $28
Updated: 2021/12/16

AK Scientific

Product number: 3903CP
Product name: (3E)-3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
Packaging: 25mg
Price: $105
Updated: 2021/12/16

ApexBio Technology

Product number: B2304
Product name: (3E)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
Packaging: 5mg
Price: $119
Updated: 2021/12/16

ApexBio Technology

Product number: B2304
Product name: (3E)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
Packaging: 10mM(in 1mL DMSO)
Price: $140
Updated: 2021/12/16

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3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Chemical Properties,Usage,Production

Uses

Adrenalone is an adrenergic agonist.

Uses

Semaxanib is a potent and selective VEGFR(Flk-1/KDR) inhibitor.

Definition

ChEBI: An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is replaced by a 3,5-dimethylpyrrol-2-yl group.

Synthesis

2199-58-8

59-48-3

194413-58-6

GENERAL METHOD: 2-Indolone (200 mg, 1 eq.) was dissolved in methanol (5 mL) and piperidine (1.5 eq.) and 3,5-dimethyl-2-pyrrolecarboxaldehyde (1.2 eq.) were added sequentially. The reaction mixture was heated to reflux with continuous stirring for 1 to 4 hours. After completion of the reaction, it was cooled to room temperature. The reaction mixture was filtered and the resulting solid was washed three times with methanol. The solid product was collected and dried under vacuum to remove residual methanol to give the final target product (Z)-3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)dihydroindol-2-one.

References

[1] Journal of Antibiotics, 2018, vol. 71, # 10, p. 887 - 897
[2] Tetrahedron, 2009, vol. 65, # 25, p. 4894 - 4903
[3] ChemMedChem, 2016, vol. 11, # 1, p. 72 - 80
[4] Journal of Medicinal Chemistry, 1998, vol. 41, # 14, p. 2588 - 2603
[5] Synthetic Communications, 2008, vol. 38, # 17, p. 3017 - 3022

3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Preparation Products And Raw materials

Raw materials

Preparation Products

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3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Suppliers

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194413-58-6, 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinonRelated Search:

BAY 11-7082 SAR 131675 Imatinib Cediranib Erlotinib hydrochloride Givinostat (ITF2357)

2H-Indol-2-one, 3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)-1,3-dihydro-, (Z)-

3-((Z)-(3,5-Dimethylpyrrol-2-yl)methylene)-2-indolinone

3-(1-(3,5-Dimethyl-1H-pyrrol-2-yl)meth-(Z)-ylidene)-2-oxo-2,3-dihydroindole

Semaxanib

Unii-71ia9S35aj

(Z)-SU 5416

TSU 16

SeMaxanib,SU5416

3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one Semaxanib (SU5416) TSU 16

Semaxanib (Z)-SU 5416

17022(Z)

3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon

(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one

3-((2,4-DIMETHYLPYRROL-5-YL)METHYLIDENYL)-2-INDOLONONE

2H-Indol-2-one, 3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)-1,3-dihydro-, (3Z)-

CS-1141

(Z)-Semaxinib

3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon USP/EP/BP

(Z) Semaxinib,(Z)-Semaxanib,(Z)-SU5416,TAMH cells,c-Met/HGFR,(Z)Semaxinib,inhibit,Inhibitor,HepG2 cells,cytotoxicity

(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one

(Z)-Semaxinib, 10 mM in DMSO

194413-58-6

Inhibitors