6-Bromoindirubin-3'-oxime

Base Information Edit

Chemical Name:6-Bromoindirubin-3'-oxime
CAS No.:667463-62-9
Molecular Formula:C16H10BrN3O2
Molecular Weight:356.178
Hs Code.:29339900
European Community (EC) Number:636-292-7
NSC Number:745931,737347
DSSTox Substance ID:DTXSID60648023
Nikkaji Number:J1.982.273G,J3.111.562K
Wikidata:Q27077902,Q27163220,Q27094369
Pharos Ligand ID:FNXN77JCZTU7
ChEMBL ID:CHEMBL409450,CHEMBL243555,CHEMBL2178734,CHEMBL355496
Mol file:667463-62-9.mol

Synonyms:6-bromoindirubin-3'-oxime;6BIO cpd

Suppliers and Price of 6-Bromoindirubin-3'-oxime

Supply Marketing:Edit

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

Usbiological
6BIO
1mg
$ 273.00

TRC
GSK-3 Inhibitor IX
1mg
$ 50.00

TCI Chemical
(2'Z,3'E)-6-Bromoindirubin-3'-oxime >95.0%(HPLC)
25mg
$ 423.00

TCI Chemical
(2'Z,3'E)-6-Bromoindirubin-3'-oxime >95.0%(HPLC)
5mg
$ 123.00

Sigma-Aldrich
InSolution? GSK-3 Inhibitor IX
500ug
$ 114.00

Sigma-Aldrich
InSolution GSK-3 Inhibitor IX - CAS 667463-62-9 - Calbiochem
500 μg
$ 109.15

Sigma-Aldrich
GSK-3 Inhibitor IX
1mg
$ 124.00

Sigma-Aldrich
BIO ≥98% (HPLC)
5mg
$ 158.00

Sigma-Aldrich
GSK-3 Inhibitor IX
10mg
$ 385.00

Sigma-Aldrich
BIO ≥98% (HPLC)
25mg
$ 625.00

Total 59 raw suppliers

Chemical Property of 6-Bromoindirubin-3'-oxime Edit

Chemical Property:

Vapor Pressure:4.04E-13mmHg at 25°C
Melting Point:300°C(lit.)
Refractive Index:1.801
Boiling Point:554.3°C at 760 mmHg
PKA:9.56±0.20(Predicted)
Flash Point:289°C
PSA：73.72000
Density:1.8g/cm³
LogP:3.69230
Storage Temp.:2-8°C
Sensitive.:Air & Light Sensitive
Solubility.:DMSO: >5 mg/mL
XLogP3:3.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:354.99564
Heavy Atom Count:22
Complexity:438

Purity/Quality:

98% ^*data from raw suppliers

6BIO ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1=CC=C2C(=C1)C(=C(N2)C3=C(NC4=C3C=CC(=C4)Br)O)N=O
Description BIO is a cell-permeable bis-indolo (indirubin) compound that acts as a highly potent, selective, reversible, and ATP-competitive inhibitor of GSK3α/β (IC50 = 5 nM). Its specificity has been tested against various cyclin-dependent kinases (CDKs) (IC50s = 83, 300, 320, and 10,000 nM for Cdk5/p25, Cdk2/A, Cdk1/B, and Cdk4/D1, respectively). BIO was also tested for its specificity towards many other commonly studied kinases (IC50 ≥10 μM), including MAP kinases, PKA, PKC isoforms, PKG, CK, and IRTK. Inhibition of GSK by BIO has been shown to result in the activation of the Wnt signaling pathway and sustained pluripotency in human and mouse embryonic stem cells (ESCs). BIO is reported to maintain self-renewal in human and mouse ESCs as well as induce the differentiation of neonatal cardiomyocytes.
Uses 6-bromoindirubin-3′-oxime (BIO) has been used:in MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) cell proliferation assayas a medium supplement in embryonic stem cells (ESCs)for the inhibition of glycogen synthase kinase 3 β (GSK-3β) in human dermal papilla cells (hDPCs)

Technology Process of 6-Bromoindirubin-3'-oxime

There total 5 articles about 6-Bromoindirubin-3'-oxime 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: 73.0%

: 667463-60-7
6-Bromoindirubin

: 667463-62-9
(2'Z,3'E)-6-bromoindirubin-3'-oxime

Guidance literature:: With pyridine; hydroxylamine hydrochloride; at 120 ℃; for 3h;
DOI:10.1080/00397910903318591

Reference yield:

: 6326-79-0
6-bromoisatin

: 667463-62-9
(2'Z,3'E)-6-bromoindirubin-3'-oxime

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / Na₂CO₃ / methanol / 3 h

2: pyridine; H₂NOH*HCl / 1.5 h / 120 °C

With pyridine; hydroxylamine hydrochloride; sodium carbonate; In methanol;
DOI:10.1021/jm031016d

Reference yield:

: 591-19-5
m-Bromoaniline

: 667463-62-9
(2'Z,3'E)-6-bromoindirubin-3'-oxime

Guidance literature:: Multi-step reaction with 4 steps

1: Na₂SO₄; aq. HCl; H₂NOH*HCl / 2 h / 80 - 90 °C

2: H₂SO₄ / 0.25 h / 80 °C

3: 90 percent / Na₂CO₃ / methanol / 3 h

4: pyridine; H₂NOH*HCl / 1.5 h / 120 °C

With pyridine; hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; sodium carbonate; sodium sulfate; In methanol;
DOI:10.1021/jm031016d