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
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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye 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.
N-Bromosuccinimide Price
- Product number
- S255610
- Product name
- Semaxanib
- Packaging
- 2.5mg
- Price
- $105
- Updated
- 2021/12/16
- 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
- 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
- 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
- Product number
- B2304
- Product name
- (3E)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
- Packaging
- 10mg
- Price
- $189
- Updated
- 2021/12/16
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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