CAY 10566

Modify Date: 2024-01-14 07:56:38

CAY 10566 Structure
CAY 10566 structure
Common Name CAY 10566
CAS Number 944808-88-2 Molecular Weight 389.811
Density 1.4±0.1 g/cm3 Boiling Point 600.2±65.0 °C at 760 mmHg
Molecular Formula C18H17ClFN5O2 Melting Point N/A
MSDS N/A Flash Point 316.8±34.3 °C

 Use of CAY 10566


CAY10566 is a stearoyl-CoA desaturase (SCD) inhibitor.

 Names

Name 2-[6-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]pyridazin-3-yl]-5-methyl-1,3,4-oxadiazole
Synonym More Synonyms

 CAY 10566 Biological Activity

Description CAY10566 is a stearoyl-CoA desaturase (SCD) inhibitor.
Related Catalog
Target

SCD[1]

In Vitro Treatment with specific SCD inhibitor CAY10566 dose-dependently reduces SCD activity in MOVAS-1 cells resulting in a significant increase in endoplasmic reticulum (ER) stearate levels. SCD inhibition by CAY10566 treatment induces mineralization and osteoblastic differentiation of MOVAS-1 cells. Along with induction of vascular calcification, CAY10566 dose-dependently induces total ATF4, p-ATF4, and p-eIF2α protein expression. ATF4 mRNA, CHOP protein, CHOP mRNA, and sXBP-1 mRNA levels are also highly and dose-dependently induced by CAY10566 treatment. Phosphorylated PKR-like endoplasmic reticulum kinase (PERK) levels are increased by 15.7-fold at 2 h of CAY10566 treatment, whereas p-eIF2α levels are transiently increased by 1.91-fold at 6 h of CAY10566 treatment. The expressions of ATF4, CHOP, and sXBP mRNA are induced up to 96 h of 300 nM CAY10566 treatment[1].
In Vivo After establishment of palpable tumors, the mice are treated with vehicle or SCD1 inhibitor (2.5 mg/kg CAY10566 orally twice daily). The effect of SCD1 inhibition on the Akt-driven tumors is greater than on the Ras-driven tumors, with the mean tumor volume at day 13 or 14 post therapy, relative to untreated tumors, 0.5±0.04 and 0.67±0.05 respectively (P=0.01 for Ras-Akt comparison, by two-tailed t test)[2].
Cell Assay MOVAS-1 cells treated with CAY10566 are incubated with 200 μM stearate-BSA complex containing 1 μCi 14C-stearate. Total lipids are saponified with 3 M sodium hydroxide/ethanol. The saponified fatty acids are separated by 10% silver nitrate-coated thin-layer chromatography. The ratio of the cpm in the band corresponding to oleic acid to the cpm in the band corresponding to stearate is used to calculate stearoyl-CoA desaturase (SCD) activity as previously described[1].
Animal Admin To generate allografts, 1×107 immortalized baby mouse kidney (iBMK) cells are implanted in Matrigel into nu/nu athymic female mice. After establishment of palpable tumors, mice are randomized to receive 2.5 mg/kg CAY10566 orally twice daily in 0.5% methylcellulose or vehicle control. Xenograft tumors are measured biweekly and tumor volume calculated as volume=(length×width2×π)/6[2].
References

[1]. Masuda M, et al. Activating transcription factor 4 regulates stearate-induced vascular calcification. J Lipid Res. 2012 Aug;53(8):1543-52.

[2]. Kamphorst JJ, et al. Hypoxic and Ras-transformed cells support growth by scavenging unsaturated fatty acids from lysophospholipids. Proc Natl Acad Sci U S A. 2013 May 28;110(22):8882-7.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 600.2±65.0 °C at 760 mmHg
Molecular Formula C18H17ClFN5O2
Molecular Weight 389.811
Flash Point 316.8±34.3 °C
Exact Mass 389.105469
PSA 77.17000
LogP 1.88
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.592
Storage condition 2-8℃

 Synthetic Route

~52%

CAY 10566 Structure

CAY 10566

CAS#:944808-88-2

Literature: Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100

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CAY 10566 Structure

CAY 10566

CAS#:944808-88-2

Literature: Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100

~%

CAY 10566 Structure

CAY 10566

CAS#:944808-88-2

Literature: Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100

~%

CAY 10566 Structure

CAY 10566

CAS#:944808-88-2

Literature: Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100

~%

CAY 10566 Structure

CAY 10566

CAS#:944808-88-2

Literature: Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100

~%

CAY 10566 Structure

CAY 10566

CAS#:944808-88-2

Literature: Liu, Gang; Lynch, John K.; Freeman, Jennifer; Liu, Bo; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Kym, Philip R.; Suhar, Tom S.; Smith, Harriet T.; Cao, Ning; Yang, Ruojing; Janis, Rich S.; Krauser, Joel A.; Cepa, Steven P.; Beno, David W. A.; Sham, Hing L.; Collins, Christine A.; Surowy, Teresa K.; Camp, Heidi S. Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3086 - 3100

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

3-[4-(2-CHLORO-5-FLUOROPHENOXY)-PIPERIDIN-1-YL]-6-(5-METHYL-1,3,4-OXADIAZOL-2-YL)-PYRIDAZINE
(3-[4-(2-chloro-5-fluorophenoxy)-1-piperidinyl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)-pyridazine)
3-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
Pyridazine, 3-[4-(2-chloro-5-fluorophenoxy)-1-piperidinyl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)-
3-[4-(2-Chloro-5-fluorophenoxy)-1-piperidinyl]-6-(5-methyl-1,3,4-oxadiazol-2-yl)pyridazine
CAY10566