Synonym
AZD-1080; AZD 1080; AZD-1080.
IUPAC/Chemical Name
(Z)-3-(5-(morpholinomethyl)pyridin-2(1H)-ylidene)-2-oxoindoline-5-carbonitrile
InChi Key
JULOXTBHCHEFBE-ZCXUNETKSA-N
InChi Code
InChI=1S/C19H18N4O2/c20-10-13-1-3-16-15(9-13)18(19(24)22-16)17-4-2-14(11-21-17)12-23-5-7-25-8-6-23/h1-4,9,11,21H,5-8,12H2,(H,22,24)/b18-17-
SMILES Code
N#CC1=CC2=C(NC(/C2=C3C=CC(CN4CCOCC4)=CN/3)=O)C=C1
Appearance
Orange solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
AZD1080 is a GSK3 inhibitor with IC50s of 6.9 nM and 31 nM for recombinant human GSK3α and GSK3β, respectively.
In vitro activity:
AZD1080 exposure suppressed ovarian cancer cell proliferation, invasion, migration, and lamellipodia formation, and induced G1 arrest, which was concentration dependent. AZD1080 also significantly downregulated GSK-3β, CDK2, CDK1, cyclin D1, MMP9, and Bcl-xL expression at both mRNA and protein levels.
Reference: Drug Des Devel Ther. 2016 Mar 18;10:1225-32. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4807899/
In vivo activity:
The rotarod test, static rod test and pole were used to test the motor function of the PD (Parkinson’s disease) mice. The rotarod test showed MPTP induced a significant loss of latency to fall from the rotarod, and AZD 1080 rescued the time loss induced by MPTP (Figure 8A). MPTP induced an increase in the orientation time and transition time in the static rod test. AZD 1080 shortened the orientation time and transition time compared to the MPTP group (Figure 8B). MPTP increased the time of moving down along the pole. AZD 1080 reversed the increase in the time of moving down induced by MPTP in the pole test (Figure 8C).
Reference: Neuropsychiatr Dis Treat. 2020 Mar 4;16:651-663. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7061418/
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| DMF |
25.0 |
74.77 |
|
| DMSO |
31.1 |
93.07 |
|
| DMSO:PBS (pH 7.2) (1:1) |
0.5 |
1.50 |
|
| Ethanol |
0.3 |
0.75 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
334.38
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Chen S, Sun KX, Feng MX, Sang XB, Liu BL, Zhao Y. Role of glycogen synthase kinase-3β inhibitor AZD1080 in ovarian cancer. Drug Des Devel Ther. 2016 Mar 18;10:1225-32. doi: 10.2147/DDDT.S102506. PMID: 27051274; PMCID: PMC4807899.
2. Hu S, Hu M, Liu J, Zhang B, Zhang Z, Zhou FH, Wang L, Dong J. Phosphorylation of Tau and α-Synuclein Induced Neurodegeneration in MPTP Mouse Model of Parkinson's Disease. Neuropsychiatr Dis Treat. 2020 Mar 4;16:651-663. doi: 10.2147/NDT.S235562. PMID: 32184604; PMCID: PMC7061418.
In vitro protocol:
1. Chen S, Sun KX, Feng MX, Sang XB, Liu BL, Zhao Y. Role of glycogen synthase kinase-3β inhibitor AZD1080 in ovarian cancer. Drug Des Devel Ther. 2016 Mar 18;10:1225-32. doi: 10.2147/DDDT.S102506. PMID: 27051274; PMCID: PMC4807899.
In vivo protocol:
1. Hu S, Hu M, Liu J, Zhang B, Zhang Z, Zhou FH, Wang L, Dong J. Phosphorylation of Tau and α-Synuclein Induced Neurodegeneration in MPTP Mouse Model of Parkinson's Disease. Neuropsychiatr Dis Treat. 2020 Mar 4;16:651-663. doi: 10.2147/NDT.S235562. PMID: 32184604; PMCID: PMC7061418.
1: Chen S, Sun KX, Feng MX, Sang XB, Liu BL, Zhao Y. Role of glycogen synthase kinase-3β inhibitor AZD1080 in ovarian cancer. Drug Des Devel Ther. 2016 Mar 18;10:1225-32. doi: 10.2147/DDDT.S102506. eCollection 2016. PubMed PMID: 27051274; PubMed Central PMCID: PMC4807899.
2: Georgievska B, Sandin J, Doherty J, Mörtberg A, Neelissen J, Andersson A, Gruber S, Nilsson Y, Schött P, Arvidsson PI, Hellberg S, Osswald G, Berg S, Fälting J, Bhat RV. AZD1080, a novel GSK3 inhibitor, rescues synaptic plasticity deficits in rodent brain and exhibits peripheral target engagement in humans. J Neurochem. 2013 May;125(3):446-56. doi: 10.1111/jnc.12203. Epub 2013 Mar 11. PubMed PMID: 23410232.
3: Chen S, Sun KX, Liu BL, Zong ZH, Zhao Y. The role of glycogen synthase kinase-3β (GSK-3β) in endometrial carcinoma: A carcinogenesis, progression, prognosis, and target therapy marker. Oncotarget. 2016 May 10;7(19):27538-51. doi: 10.18632/oncotarget.8485. PubMed PMID: 27050373; PubMed Central PMCID: PMC5053670.
