5-Iodo-3-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2-indolinone

Base Information

Chemical Name:5-Iodo-3-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2-indolinone
CAS No.:220904-83-6
Molecular Formula:C₁₅H₈Br₂INO₂
Molecular Weight:520.947
Hs Code.:2933790090
UNII:B7W8RS1GG2
DSSTox Substance ID:DTXSID10421368
Nikkaji Number:J1.251.296A
Wikidata:Q27077947
Pharos Ligand ID:4B55ZZ8KSJPH
ChEMBL ID:CHEMBL72365
Mol file:220904-83-6.mol

Synonyms:5-iodo-3-((3,5-dibromo-4-hydroxyphenyl)methylene)-2-indolinone;GW 5074;GW-5074;GW5074

Suppliers and Price of 5-Iodo-3-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2-indolinone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
GW5074
25mg
$ 325.00

Tocris
GW5074 ≥98%(HPLC)
50
$ 796.00

Tocris
GW5074 ≥98%(HPLC)
10
$ 195.00

Sigma-Aldrich
Raf1 Kinase Inhibitor I
1mg
$ 140.60

Sigma-Aldrich
GW5074 powder
5mg
$ 139.00

Sigma-Aldrich
GW5074 powder
25mg
$ 544.00

DC Chemicals
GW-5074 >98%
100 mg
$ 350.00

DC Chemicals
GW-5074 >98%
1 g
$ 1300.00

CSNpharm
GW5074
50mg
$ 168.00

CSNpharm
GW5074
5mg
$ 56.00

Total 36 raw suppliers

Chemical Property of 5-Iodo-3-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2-indolinone

Chemical Property:

Appearance/Colour:solid
Vapor Pressure:3.29E-13mmHg at 25°C
Refractive Index:1.789
Boiling Point:561.4 °C at 760 mmHg
PKA:5.86±0.25(Predicted)
Flash Point:293.3 °C
PSA：49.33000
Density:2.248 g/cm³
LogP:5.15250
Storage Temp.:-20°C
Solubility.:DMSO: soluble
XLogP3:4.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:520.79460
Heavy Atom Count:21
Complexity:447

Purity/Quality:

99%, ^*data from raw suppliers

GW5074 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC2=C(C=C1I)C(=CC3=CC(=C(C(=C3)Br)O)Br)C(=O)N2
Isomeric SMILES:C1=CC2=C(C=C1I)/C(=C/C3=CC(=C(C(=C3)Br)O)Br)/C(=O)N2
Description GW-5074 (220904-83-6) is a potent inhibitor of cRAF1 kinase (IC50 = 9 nM). Displays 100-fold selectivity for cRAF1 over CDK1, CDK2, c-src, ERK2, MEK, p38, Tie2, VEGFR2 and c-fm. GW-5074 displays neuroprotective effects in vivo via a mechanism that is independent of MEK, ERK, and Akt signaling. Cell permeable.
Uses GW5074 has been used as a specific inhibitor of cRaf1 in C2 murine skeletal myoblasts, HT-29 colorectal adenocarcinoma cell line and neutrophils.

Technology Process of 5-Iodo-3-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2-indolinone

There total 2 articles about 5-Iodo-3-[(3,5-dibromo-4-hydroxyphenyl)methylene]-2-indolinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

: 2973-77-5
3,5-dibromo-4-hydroxybenzaldehyde

: 193354-13-1
5-iodo-1,3-dihydro-indol-2-one

: 220904-83-6
3-(3,5-dibromo-4-hydroxy-benzylidene)-5-iodo-1,3-dihydro-indol-2-one

Guidance literature:: With piperidine; In ethanol; at 80 ℃; for 16h;

Reference yield:

: 59-48-3
2-oxoindole

: 220904-83-6
3-(3,5-dibromo-4-hydroxy-benzylidene)-5-iodo-1,3-dihydro-indol-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: N-iodo-succinimide; acetic acid / 16 h / 20 °C

2: piperidine / ethanol / 16 h / 80 °C

With piperidine; N-iodo-succinimide; acetic acid; In ethanol;