Home Other Building Blocks 667463-62-9
667463-62-9,MFCD08705318
Catalog No.:AA00FBFK

667463-62-9 | BIO

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Purity
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1mg
98%
in stock  
$9.00   $7.00
- +
5mg
98%
in stock  
$22.00   $15.00
- +
10mg
98%
in stock  
$32.00   $22.00
- +
50mg
98%
in stock  
$85.00   $60.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00FBFK
Chemical Name:
BIO
CAS Number:
667463-62-9
Molecular Formula:
C16H10BrN3O2
Molecular Weight:
356.1735
MDL Number:
MFCD08705318
SMILES:
O/N=C\1/C(=C\2/C(=O)Nc3c2ccc(c3)Br)/Nc2c1cccc2
Properties
Computed Properties
 
Complexity:
438  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
1  
XLogP3:
3.9  

Downstream Synthesis Route
108-24-7    667463-62-9   
6-Bromoindirubin-3'-acetoxime 

[1]CurrentPatentAssignee:THEROCKEFELLERUNIVERSITY;CENTRENATIONALDELARECHERCHESCIENTIFIQUE-WO2005/41954,2005,A1Locationinpatent:Page/Pagecolumn29;Figure2A

[2]Polychronopoulos,Panagiotis;Magiatis,Prokopios;Skaltsounis,Alexios-Leandros;Myrianthopoulos,Vassilios;Mikros,Emmanuel;Tarricone,Aldo;Musacchio,Andrea;Roe,S.Mark;Pearl,Laurence;Leost,Maryse;Greengard,Paul;Meijer,Laurent[JournalofMedicinalChemistry,2004,vol.47,#4,p.935-946]

[1]Locationinpatent:experimentalpartZhang,Aiying;Yu,Mingfeng;Lan,Tian;Liu,Zenglu;Mao,Zhenmin[SyntheticCommunications,2010,vol.40,#21,p.3125-3134]

[2]Choi,Kang-Yell;Han,Gyoonhee;Kang,Min-Jeong;Kim,Eun-Yeong;Lee,Kiho;Lee,Soung-Hoon;Lee,Yunja;Song,Doona;WonKim,Jae[BioorganicChemistry,2022,vol.121]

[3]Choi,Kang-Yell;Han,Gyoonhee;Kang,Min-Jeong;Kim,Eun-Yeong;Lee,Kiho;Lee,Soung-Hoon;Lee,Yunja;Song,Doona;WonKim,Jae[BioorganicChemistry,2022,vol.121]

[4]Polychronopoulos,Panagiotis;Magiatis,Prokopios;Skaltsounis,Alexios-Leandros;Myrianthopoulos,Vassilios;Mikros,Emmanuel;Tarricone,Aldo;Musacchio,Andrea;Roe,S.Mark;Pearl,Laurence;Leost,Maryse;Greengard,Paul;Meijer,Laurent[JournalofMedicinalChemistry,2004,vol.47,#4,p.935-946]

[5]CurrentPatentAssignee:THEROCKEFELLERUNIVERSITY;CENTRENATIONALDELARECHERCHESCIENTIFIQUE-WO2005/41954,2005,A1Locationinpatent:Page/Pagecolumn27;Figure2A

[6]Low,StewartA.;Galliford,ChrisV.;Yang,Jiyuan;Low,PhilipS.;Kopeček,Jindřich[Biomacromolecules,2015,vol.16,#10,p.3145-3153]

[7]Hanaya,Kengo;Higashibayashi,Shuhei;Sugai,Takeshi[Heterocycles,2020,vol.100,#1,p.129-136]

[1]Polychronopoulos,Panagiotis;Magiatis,Prokopios;Skaltsounis,Alexios-Leandros;Myrianthopoulos,Vassilios;Mikros,Emmanuel;Tarricone,Aldo;Musacchio,Andrea;Roe,S.Mark;Pearl,Laurence;Leost,Maryse;Greengard,Paul;Meijer,Laurent[JournalofMedicinalChemistry,2004,vol.47,#4,p.935-946]

[2]Low,StewartA.;Galliford,ChrisV.;Yang,Jiyuan;Low,PhilipS.;Kopeček,Jindřich[Biomacromolecules,2015,vol.16,#10,p.3145-3153]

[3]Choi,Kang-Yell;Han,Gyoonhee;Kang,Min-Jeong;Kim,Eun-Yeong;Lee,Kiho;Lee,Soung-Hoon;Lee,Yunja;Song,Doona;WonKim,Jae[BioorganicChemistry,2022,vol.121]

[1]Polychronopoulos,Panagiotis;Magiatis,Prokopios;Skaltsounis,Alexios-Leandros;Myrianthopoulos,Vassilios;Mikros,Emmanuel;Tarricone,Aldo;Musacchio,Andrea;Roe,S.Mark;Pearl,Laurence;Leost,Maryse;Greengard,Paul;Meijer,Laurent[JournalofMedicinalChemistry,2004,vol.47,#4,p.935-946]

[1]Polychronopoulos,Panagiotis;Magiatis,Prokopios;Skaltsounis,Alexios-Leandros;Myrianthopoulos,Vassilios;Mikros,Emmanuel;Tarricone,Aldo;Musacchio,Andrea;Roe,S.Mark;Pearl,Laurence;Leost,Maryse;Greengard,Paul;Meijer,Laurent[JournalofMedicinalChemistry,2004,vol.47,#4,p.935-946]

Literature

Title: Paraquat induces extrinsic pathway of apoptosis in A549 cells by induction of DR5 and repression of anti-apoptotic proteins, DDX3 and GSK3 expression.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20170801

Title: Adverse effect of valproic acid on an in vitro gastrulation model entails activation of retinoic acid signaling.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20161201

Title: Analysis of Glycogen Synthase Kinase Inhibitors That Regulate Cytochrome P450 Expression in Primary Human Hepatocytes by Activation of β-Catenin, Aryl Hydrocarbon Receptor and Pregnane X Receptor Signaling.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20151101

Title: A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.

Journal: The Biochemical journal 20130415

Title: Polycyclic aromatic hydrocarbons and dibutyl phthalate disrupt dorsal-ventral axis determination via the Wnt/β-catenin signaling pathway in zebrafish embryos.

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20121115

Title: Roles of glycogen synthase kinase 3 in Alzheimer's disease.

Journal: Current Alzheimer research 20120901

Title: Selectively silencing GSK-3 isoforms reduces plaques and tangles in mouse models of Alzheimer's disease.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20120523

Title: Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity.

Journal: Nature biotechnology 20111101

Title: A lentivirus-mediated genetic screen identifies dihydrofolate reductase (DHFR) as a modulator of beta-catenin/GSK3 signaling.

Journal: PloS one 20090101

Title: Inhibition of Toxoplasma gondii by indirubin and tryptanthrin analogs.

Journal: Antimicrobial agents and chemotherapy 20081201

Title: Activation of beta-catenin signalling by GSK-3 inhibition increases p-glycoprotein expression in brain endothelial cells.

Journal: Journal of neurochemistry 20080801

Title: GSK-3beta inhibition enhances sorafenib-induced apoptosis in melanoma cell lines.

Journal: The Journal of biological chemistry 20080111

Title: Structural basis for the synthesis of indirubins as potent and selective inhibitors of glycogen synthase kinase-3 and cyclin-dependent kinases.

Journal: Journal of medicinal chemistry 20040212

Title: GSK-3-selective inhibitors derived from Tyrian purple indirubins.

Journal: Chemistry & biology 20031201

Title: Potential role of glycogen synthase kinase-3 in skeletal muscle insulin resistance of type 2 diabetes.

Journal: Diabetes 20000201

Title: Increased glycogen synthase kinase-3 activity in diabetes- and obesity-prone C57BL/6J mice.

Journal: Diabetes 19990801

Title: Tau protein kinase I is essential for amyloid beta-protein-induced neurotoxicity.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19930815

Title: Meijer L, et al. GSK-3-selective inhibitors derived from Tyrian purple indirubins. Chem Biol. 2003 Dec;10(12):1255-66.

Title: Sato N, et al. Maintenance of pluripotency in human and mouse embryonic stem cells through activation of Wnt signaling by a pharmacological GSK-3-specific inhibitor. Nat Med. 2004 Jan;10(1):55-63. Epub 2003 Dec 21.

Title: Tseng AS, et al. The GSK-3 inhibitor BIO promotes proliferation in mammalian cardiomyocytes. Chem Biol. 2006 Sep;13(9):957-63.

Title: Liu L1, et al. 6-Bromoindirubin-3'-oxime inhibits JAK/STAT3 signaling and induces apoptosis of human melanoma cells. Cancer Res. 2011 Jun 1;71(11):3972-9

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