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1-AZAKENPAULLONE

1-AZAKENPAULLONE structure

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;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-

CBNumber:: CB6803762

Molecular Formula:: C15H10BrN3O

Molecular Weight:: 328.16

MDL Number:: MFCD09037522

MOL File:: 676596-65-9.mol

MSDS File:: SDS

Last updated:2024-11-19 23:02:33

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1-AZAKENPAULLONE Properties

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

SAFETY

Risk and Safety Statements

WGK Germany	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

Product number	Packaging	Price	Buy
191501	500μg	$96.4	Buy
191500	1mg	$155	Buy
16733	1mg	$92	Buy
16733	5mg	$295	Buy
A3734	1mg	$142	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

1-AZAKENPAULLONE Suppliers

Global( 85)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32957	60
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22963	58
career henan chemical co	+86-0371-86658258 +8613203830695	factory@coreychem.com	China	29811	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	32165	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	22883	58
Zhejiang J&C Biological Technology Co.,Limited	+1-2135480471 +1-2135480471	sales@sarms4muscle.com	China	10473	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6391	58
TargetMol Chemicals Inc.		support@targetmol.com	United States	38632	58
LEAPCHEM CO., LTD.	+86-852-30606658	market18@leapchem.com	China	43340	58
Aladdin Scientific	+1-+1(833)-552-7181	sales@aladdinsci.com	United States	57505	58

Supplier	Advantage
ATK CHEMICAL COMPANY LIMITED	60
Hubei xin bonus chemical co. LTD	58
career henan chemical co	58
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
Zhejiang J&C Biological Technology Co.,Limited	58
InvivoChem	58
TargetMol Chemicals Inc.	58
LEAPCHEM CO., LTD.	58
Aladdin Scientific	58

View Lastest Price from 1-AZAKENPAULLONE manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2024-11-19	1-Azakenpaullone 676596-65-9	US $72.00-198.00 / mg		99.6%	10g	TargetMol Chemicals Inc.
	2020-01-05	1-AZAKENPAULLONE 676596-65-9	US $1.00 / KG	1KG	95--99%	1ton	Career Henan Chemical Co

1-Azakenpaullone
676596-65-9
US $72.00-198.00 / mg
99.6%
TargetMol Chemicals Inc.

1-AZAKENPAULLONE
676596-65-9
US $1.00 / KG
95--99%
Career Henan Chemical Co

1-AZAKENPAULLONE Spectrum

1-AZAKENPAULLONE(676596-65-9)¹HNMR

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1-AZAKENPAULLONE 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- InSolution? 1-Azakenpaullone 1-Azakenpaullone 9-Bromo-7,12-dihydropyrido[3',2':2,3]azepino[4,5-b]indol-6(5H)-one InSolution 1-Azakenpaullone - CAS 676596-65-9 - Calbiochem 1-Azakenpaullone - CAS 676596-65-9 - Calbiochem azakenpaullone 1-AZAKENPAULLONE USP/EP/BP 1-Azakenpaullone (1-Akp) Glycogen synthase kinase-3,1 Azakenpaullone,GSK-3,1-Azakenpaullone,1Azakenpaullone,Glycogen synthase kinase 3,Inhibitor,inhibit,1-Akp 9-Bromo-7,12-dihydropyrido[3',2':2,3]azepino[4,5-b]indol-6(5H)-one 676596-65-9 C15H10BrN3O All Inhibitors Inhibitors Protein Kinase Inhibitors and Activators