KENPAULLONE
- CAS No.
- 142273-20-9
- Chemical Name:
- KENPAULLONE
- Synonyms
- CS-498;KenpauL;Kenpaullon;NSC-664704;KENPAULLONE;Kenpaullone>9-BroMopaullone;NSC664704;NSC 664704;NSC-664704(Kenpaullone);Kenpaullone Kenpaullone
- CBNumber:
- CB1449240
- Molecular Formula:
- C16H11BrN2O
- Molecular Weight:
- 327.18
- MDL Number:
- MFCD02683595
- MOL File:
- 142273-20-9.mol
- MSDS File:
- SDS
Melting point | >300°C (dec.) |
---|---|
Boiling point | 613.0±45.0 °C(Predicted) |
Density | 1.596±0.06 g/cm3(Predicted) |
storage temp. | 2-8°C |
solubility | DMSO: 18 mg/mL, clear, yellow |
pka | 14.29±0.20(Predicted) |
form | Yellow-brown solid |
color | yellow |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
InChIKey | QQUXFYAWXPMDOE-UHFFFAOYSA-N |
CAS DataBase Reference | 142273-20-9(CAS DataBase Reference) |
FDA UNII | T72H2BL53P |
KENPAULLONE price More Price(48)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | K3888 | Kenpaullone ≥98% | 142273-20-9 | 1mg | $152 | 2024-03-01 | Buy |
Sigma-Aldrich | K3888 | Kenpaullone ≥98% | 142273-20-9 | 5mg | $543 | 2024-03-01 | Buy |
Sigma-Aldrich | 422000 | Kenpaullone - CAS 142273-20-9 - Calbiochem A potent, cell-permeable, and reversible inhibitor of glycogen synthase kinase-3β (IC?? = 230 nM), Lck (IC?? = 470 nM), and cyclin-dependent kinases (Cdks). | 142273-20-9 | 1MG | $159 | 2024-03-01 | Buy |
TCI Chemical | K0052 | Kenpaullone >97.0%(HPLC) | 142273-20-9 | 10mg | $161 | 2024-03-01 | Buy |
TCI Chemical | K0052 | Kenpaullone >97.0%(HPLC) | 142273-20-9 | 50mg | $570 | 2024-03-01 | Buy |
KENPAULLONE Chemical Properties,Uses,Production
Description
Kenpaullone (142273-20-9) inhibits GSK-3β (IC50=0.23 μM) as well as several cyclin-dependent kinases (CDKs), IC50=0.4, 0.68 and 0.85 μM for cdk1, cdk2 and cdk5 respectively.1-3 Induces pluripotent stem cells from somatic cells4 and increases direct neural conversion of human fibroblasts5 when used with other small molecules. Inhibits Kruppel-Like Factor 4 (KLF4) reducing autoimmune arthritis in the collagen-induced arthritis mouse model.6
Chemical Properties
Tan Solid
Uses
Kenpaullone has been used:
- as a glycogen synthase kinase 3 (GSK3)/ cyclin-dependent kinase (CDK) inhibitor to study its effects on human neural progenitor cell lines
- as an inhibitor of Krupple-like factor 4 (KLF4) in Gs-coupled designer GPCR (Gs DREADD= GsD) Agouti-related peptide (GsD-AgRP) mice
- as a GSK3/CDK inhibitor to study its effects on the sea urchin embryo development
Uses
The paullones are a novel class of kinase inhibitors, initially identified as CDK inhibitors. Kenpaullone has been found to be a useful GSK-3? inhibitor (IC50=23nM).
Definition
ChEBI: Kenpaullone is an indolobenzazepine that is paullone in which the hydrogen at position 9 is replaced by a bromo substituent. It is an ATP-competitive inhibitor of cyclin-dependent kinases (CDKs) and glycogen synthase kinase 3beta (GSK3beta). It has a role as a geroprotector, an EC 2.7.11.26 (tau-protein kinase) inhibitor, a cardioprotective agent and an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor. It is an indolobenzazepine, a lactam and an organobromine compound. It is functionally related to a paullone.
General Description
A potent, cell-permeable, and reversible inhibitor of glycogen synthase kinase-3β (IC50 = 230 nM), Lck (IC50 = 470 nM), and cyclin-dependent kinases (Cdks). Inhibits Cdk1/cyclin B (IC50 = 400 nM), Cdk2/cyclin A (IC50 = 680 nM), Cdk2/cyclin E (IC50 = 7.5 μM), and Cdk5/p25 (IC50 = 850 nM). Also inhibits other kinases such as c-Src (IC50 = 15 μM), casein kinase II (IC50 = 20 μM), ERK1 (IC50 = 20 μM), and ERK2 (IC50 = 9 μM). Inhibition is competitive with respect to ATP binding.
Biological Activity
Potent inhibitor of CDK1/cyclin B and GSK-3 β (IC 50 values are 0.4 and 0.23 μ M respectively). Also inhibits CDK2/cyclin A, CDK2/cyclin E and CDK5/cyclin/p35 (IC 50 values are 0.68, 7.5 and 0.85 μ M respectively). Selective over c-src (IC 50 = 15 μ M), casein kinase 2 (IC 50 = 20 μ M), ERK1 (IC 50 = 20 μ M), ERK2 (IC 50 = 9 μ M) and a range of other protein kinases (IC 50 values > 35 μ M). Generates induced pluripotent stem cells (iPSCs) from somatic cells when used in combination with reprogramming factors; can replace Klf4.
Biochem/physiol Actions
Kenpaullone is also an inhibitor of glycogen synthase kinase 3β (GSK3β).?It also inhibits cyclin-dependent kinase 1 (CDK1/cyclin B), CDK2/cyclin A, CDK2/cyclin E, and CDK5/p25, majorly by competitive inhibition of adenosine triphosphate (ATP) binding.
storage
Room temperature
References
Zaharevitz et al. (1999), Discovery and initial characterization of the paullones, a novel class of small-molecule inhibitors of cyclin-dependent kinases; Cancer Res. 59 2566 Schultz et al. (1999) Paullones, a series of cyclin-dependent kinase inhibitor: synthesis, evaluation of CDK1/cyclin B inhibition, and in vitro antitumor activity; J.Med.Chem. 42 2909 Bain et al. (2003), The specificities of protein kinase inhibitors: an update; J. 371(Pt. 1) 199 Lyssiotis et al. (2009) Reprogramming of murine fibroblasts to induced pluripotent stem cells with chemical complementation of Klf4; Natl. Acad. Sci. USA 106 8912 Pfisterer et al. (2016), Small molecules increase direct neural conversion of human fibroblasts; Rep. 6 38290 Choi et al. (2018), Kruppel-Like Factor 4 Positively Regulates Autoimmune Arthritis in Mouse Models and Rheumatoid Arthritis in Patients via Modulating Cell Survival and Inflammation Factors of Fibroblast-Like Synoviocyte; Immunol. 9 1339
KENPAULLONE Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32836 | 60 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49392 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29823 | 58 |
SHANGHAI T&W PHARMACEUTICAL CO., LTD. | +86-021-61551413 +8618813727289 | contact@trustwe.com | China | 5738 | 58 |
Tianjin Xinshengjiahe Science & Technology Development Co,.Ltd | +86-86-22-87899925 +86-8618522618860 | 18522618860@163.com | China | 694 | 58 |
Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 13349 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
HANGZHOU CLAP TECHNOLOGY CO.,LTD | 86-571-88216897,88216896 13588875226 | sales@hzclap.com | CHINA | 6313 | 58 |
Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 +1-2135480471 | sales@sarms4muscle.com | China | 10522 | 58 |
View Lastest Price from KENPAULLONE manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2019-12-23 | KENPAULLONE
142273-20-9
|
US $1.00 / g | 100g | 98%min | G/KG/T | Career Henan Chemical Co |
- KENPAULLONE
142273-20-9
- US $1.00 / g
- 98%min
- Career Henan Chemical Co
142273-20-9(KENPAULLONE)Related Search:
1of4