1-AZAKENPAULLONE
- CAS No.
- 676596-65-9
- Chemical Name:
- 1-AZAKENPAULLONE
- Synonyms
- azakenpaullone;1-AZAKENPAULLONE;1-Azakenpaullone (1-Akp);1-AZAKENPAULLONE USP/EP/BP;InSolution? 1-Azakenpaullone;1-Azakenpaullone - CAS 676596-65-9 - Calbiochem;InSolution 1-Azakenpaullone - CAS 676596-65-9 - Calbiochem;9-Bromo-7,12-dihydropyrido[3',2':2,3]azepino[4,5-b]indol-6(5H)-one;Pyrido[3',2':2,3]azepino[4,5-b]indol-6(5H)-one, 9-broMo-7,12-dihydro-;1-Azakenpaullone 9-Bromo-7,12-dihydropyrido[3',2':2,3]azepino[4,5-b]indol-6(5H)-one
- CBNumber:
- CB6803762
- Molecular Formula:
- C15H10BrN3O
- Molecular Weight:
- 328.16
- MDL Number:
- MFCD09037522
- MOL File:
- 676596-65-9.mol
- MSDS File:
- SDS
| Melting point | >290°C (dec.) |
|---|---|
| Boiling point | 648.8±50.0 °C(Predicted) |
| Density | 1.655±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO: >10mg/mL |
| pka | 13.36±0.20(Predicted) |
| form | Tan solid |
| color | gray-brown |
| InChI | InChI=1S/C15H10BrN3O/c16-8-3-4-11-9(6-8)10-7-13(20)18-12-2-1-5-17-15(12)14(10)19-11/h1-6,19H,7H2,(H,18,20) |
| InChIKey | NTSBZVCEIVPKBJ-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(Br)C=C2)C2CC(=O)NC3=CC=CN=C3C1=2 |
1-AZAKENPAULLONE price More Price(35)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 191501 | InSolution 1-Azakenpaullone - CAS 676596-65-9 - Calbiochem A Kenpaullone analog that acts as a potent and ATP-competitive inhibitor of GSK-3&beta. | 676596-65-9 | 500μg | $96.4 | 2023-01-07 | Buy |
| Sigma-Aldrich | 191500 | 1-Azakenpaullone | 676596-65-9 | 1mg | $155 | 2022-05-15 | Buy |
| Cayman Chemical | 16733 | 1-Azakenpaullone ≥98% | 676596-65-9 | 1mg | $92 | 2024-03-01 | Buy |
| Cayman Chemical | 16733 | 1-Azakenpaullone ≥98% | 676596-65-9 | 5mg | $295 | 2024-03-01 | Buy |
| Sigma-Aldrich | A3734 | 1-Azakenpaullone ≥97% (HPLC) | 676596-65-9 | 1mg | $142 | 2024-03-01 | Buy |
1-AZAKENPAULLONE Chemical Properties,Uses,Production
Chemical Properties
Tan Solid
Uses
A selective inhibitor of glycogen synthase kinase-3β.
Definition
ChEBI: 1-azakenpaullone is an organic heterotetracyclic compound that is 7,12-dihydropyrido[3',2':2,3]azepino[4,5-b]indole substituted at positions 6 and 9 by oxo and bromo groups respectively. It has a role as an EC 2.7.11.26 (tau-protein kinase) inhibitor and a Wnt signalling activator. It is an organic heterotetracyclic compound, an organonitrogen heterocyclic compound, a lactam and an organobromine compound.
General Description
A Kenpaullone (>Cat. No. 422000) analog that acts as a potent and ATP-competitive inhibitor of GSK-3β (IC50 = 18 nM). Displays over 100-fold greater selectivity over Cdk1/cyclin B and Cdk5/p25 (IC50 = 2.0 μM and 4.2 μM, respectively). The solid form of this compound (Cat. No. 191500) is also available.
Biological Activity
1-azakenpaullone is a selective and cell-permeable inhibitor of glycogen synthase kinase-3β (gsk-3β) with ic50 value of 18nm [1, 2].1-azakenpaullone is a kenpaullone derivative with a modified heterocyclic basic structure. it shows potent inhibitory activity against gsk-3β over cdk1/cyclin b and cdk5/p25. the ic50 values for cdk1/cyclin b, cdk5/p25 and gsk-3β are 2μm, 4.2μm and 18nm, respectively. as an inhibitor of gsk-3β, 1-azakenpaullone is developed as potential antidiabetic drug. 1-azakenpaullone is found to protect rat insulinoma cell line ins-1e cells from glucolipotoxicity and stimulate cell proliferation. besides that, 1-azakenpaullone promotes the replication of beta cells in isolated rat islets at concentration of 1μm. in addition, 1-azakenpaullone is reported to have effect in changing cardiac myocyte morphology. it increases cell area primarily through the elongation of the cells [1, 2 and 3].
Biochem/physiol Actions
Cell permeable: yes
Enzyme inhibitor
This cell-permeable protein kinase inhibitor (FW = 328.17 g/mol; CAS 676596-65-9: Solubility: 66 mg/mL DMSO; <1 mg/mL H2O), also named 9-bromo-7,12-dihydro-pyrido[3,2’:2,3]azepino[4,5-b]indol-6(5H)-one, selectively and potently targets glycogen synthase kinase 3β, or GSK3β (IC50 = 18 nM) with 100x less inhibitory action against cyclin-dependent kinases (CDKs). 1-Azakenpaullone has become a gold standard for GSK3 inhibition.
target
GSK-3β
storage
+4°C
References
[1] kunick c, lauenroth k, leost m, et al. 1-azakenpaullone is a selective inhibitor of glycogen synthase kinase-3β. bioorganic & medicinal chemistry letters, 2004, 14(2): 413-416.
[2] mussmann r, geese m, harder f, et al. inhibition of gsk3 promotes replication and survival of pancreatic beta cells. journal of biological chemistry, 2007, 282(16): 12030-12037.
[3] markou t, cullingford t e, giraldo a, et al. glycogen synthase kinases 3α and 3β in cardiac myocytes: regulation and consequences of their inhibition. cellular signalling, 2008, 20(1): 206-218.
1-AZAKENPAULLONE Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Meike meditech (Foshan) Co.,Ltd | +86-0757-22239986 +86-18029359586 | sales@mkmeditech.com | China | 1134 | 58 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
| career henan chemical co | +86-0371-86658258 15093356674; | factory@coreychem.com | China | 29826 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 29627 | 58 |
| Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 +1-2135480471 | sales@sarms4muscle.com | China | 10523 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
View Lastest Price from 1-AZAKENPAULLONE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2020-01-05 | 1-AZAKENPAULLONE
676596-65-9
|
US $1.00 / KG | 1KG | 95--99% | 1ton | Career Henan Chemical Co |
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- 1-AZAKENPAULLONE
676596-65-9
- US $1.00 / KG
- 95--99%
- Career Henan Chemical Co