- (Z)-Semaxinib
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- $32.00
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2026-07-27
- CAS:194413-58-6
- Purity: 99.99%
- Supply Ability: 10g
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| | 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Basic information |
| Product Name: | 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon | | Synonyms: | 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;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 | | CAS: | 194413-58-6 | | MF: | C15H14N2O | | MW: | 238.28 | | EINECS: | | | Product Categories: | Inhibitors | | Mol File: | 194413-58-6.mol | ![3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Structure](CAS/GIF/194413-58-6.gif) |
| | 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Chemical Properties |
| 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 |
| | 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon Usage And Synthesis |
| 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 | 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 |
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