(Z)-3-(4-Methyl-2-((2-oxoindolin-3-ylidene)-methyl)-1H-pyrrol-3-yl)propanoic acid

HCID 5307

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 215543-92-3
Standard SMILES: Cc1c[nH]c(C=C2C(=O)Nc3ccccc32)c1CCC(=O)O
InChIKey: JNDVEAXZWJIOKB-UHFFFAOYSA-N
Molecular formula: C17H16N2O3
Average molar mass: 296.32 g/mol
Monoisotopic mass: 296.11609238

Names & identifiers

Preferred name: (Z)-3-(4-Methyl-2-((2-oxoindolin-3-ylidene)-methyl)-1H-pyrrol-3-yl)propanoic acid
IUPAC: 3-[4-methyl-2-[(2-oxo-1H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl]propanoic acid
English name: SU5402
Molecular formula: C17H16N2O3
Molecular weight: 296.32

Names & synonyms

C17H16N2O33-(4-methyl-2-((2-oxoindolin-3-ylidene)methyl)-1H-pyrrol-3-yl)propanoic acid3-[4-methyl-2-[(2-oxoindolin-3-ylidene)methyl]-1H-pyrrol-3-yl]propanoic acidSCHEMBL177917orb1300276CHEMBL3188898(Z)-3-(4-Methyl-2-((2-oxoindolin-3-ylidene)-methyl)-1H-pyrrol-3-yl)propanoic acidGLXC-06980HMS3244I03HMS3244I04HMS3244J03s7667

Show more names

SU5402CS-457CS-1480PNU-0290908PF-02969207SU 5402, >=98%SU-5402/SU5402SU5402SU-5402SU 5402SU 5402, 10 mM in DMSOSU-5402, VEGFR and FGFR inhibitor

AKOS0302418113-[4-Methyl-2-(2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrol-3-yl]-propionic acidNCGC00346878-012-[(1,2-Dihydro-2-oxo-3H-indol-3-ylidene)methyl]-4-methyl-1H-pyrrole-3-propanoic acid 3-[3-(2-Carboxyethyl)-4-methylpyrrol-2-methylidenyl]-2-indolinone

Database identifiers

CAS: 215543-92-3
PubChem CID: 5307
ChEMBL: CHEMBL3188898

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 82.2 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 22
Formal charge: 0
Complexity: 488

Physicochemical properties

Melting point: 222 °C · >222°C (dec.)
Boiling point: 592.6 · 592.6±50.0 °C(Predicted)
Density: 1.363 · 1.363±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: 10 mg/mL · DMSO: soluble10mg/mL (clear solution)
pka: 4.6 · 4.60±0.10(Predicted)
form: powder
color: light orange to dark orange
Stability: 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChI: 1S/C17H16N2O3/c1-10-9-18-15(11(10)6-7-16(20)21)8-13-12-4-2-3-5-14(12)19-17(13)22/h2-5,8-9,18H,6-7H2,1H3,(H,19,22)(H,20,21)/b13-8-
InChIKey: JNDVEAXZWJIOKB-JYRVWZFOSA-N
SMILES: Cc1c[nH]c(\C=C2/C(=O)Nc3ccccc23)c1CCC(O)=O
UNSPSC Code: 51111800 · 51111800
NACRES: 77 · NA.77
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk: 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 4 items

DescriptionSU-5402 (215543-92-3) inhibits FGFR phosphorylation in vitro, in cell culture1, and in mouse tumor cell models2. SU-5402 can suppress ECP induced cardiomyocyte differentiation of P19CL6 embryonic carcinoma cells via an FGFR3 dependent pathway.3

UsesSU 5402 is a specific FGFR (fibroblast growth factor receptor) inhibitor (1,2,3,4). It is also an intermediate for 3-(hetero)arylmethylidene-2-indolinone derivatives as modulators of protein kinase activity for use in treating cancer.

UsesSU5402 has been used as a fibroblast growth factor receptor inhibitor:in cell signalling experiments to stimulate cells for MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assayto study its effect on the expression of osteogenic markers and expression of osteoprotegerin and RANKL (runt-related transcription factor(RUNX)-2to prepare a stock solution with DMSO (Dimethyl superoxide) for cell culture medium and also to co-treat embryosto study its effect on osteogenic markers.

UsesA specific FGFR (fibroblast growth factor receptor er.

Suppliers100 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes · 1 item

DefinitionChEBI: An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is substituted by a 3-(2-carboxyethyl)-4-methyl-1H-pyrrol-2-yl group. It is an ATP-competitive inhibitor of the tyrosine kinase activity of fibr blast growth factor receptor 1.

Related reactions

0 records

New reaction record

No reaction records under the current filter.

Compound notes

Loading…