A939572
A939572 is a potent and orally bioavailable inhibitor of stearoyl-CoA desaturase1 (SCD1) with IC50 value of 37nM [1].
SCD is a microsomal enzyme that catalyzes the biosynthesis of monounsaturated fatty acids. One member of SCD family, SCD1, is regulated by dietary and hormonal factors and is proved to play an important role in lipid metabolism and body weight control. Thus, SCD1 is a target for the treatment of obesity and diabetes. A939572 is a synthetic inhibitor of SCD1 with improved inhibitory activity and lipophilicity than its parent compound. It shows inhibition of mouse SCD1 and human SCD1 with IC50 values of
References:
[1] Xin Z, Zhao H, Serby M D, et al. Discovery of piperidine-aryl urea-based stearoyl-CoA desaturase 1 inhibitors. Bioorganic & medicinal chemistry letters, 2008, 18(15): 4298-4302.
- 1. Toshikatsu Ikeda, Yuki Katoh, et al. "FADS2 confers SCD1 inhibition resistance to cancer cells by modulating the ER stress response." Sci Rep. 2024 Jun 7;14(1):13116. PMID: 38849435
- 2. Yuki Katoh, Tomonori Yaguchi, et al. "Inhibition of stearoyl-CoA desaturase 1 (SCD1) enhances the antitumor T cell response through regulating β-catenin signaling in cancer cells and ER stress in T cells and synergizes with anti-PD-1 antibody." J Immunother Cancer. 2022 Jul;10(7):e004616. PMID: 35793868
- 3. Ling Tao, Mahmoud A. Mohammad, et al. "MYCN-driven fatty acid uptake is a metabolic vulnerability in neuroblastoma." Nat Commun. 2022 Jun 28;13(1):3728. PMID: 35764645
- 4. Magtanong L, Ko PJ, et al. "Exogenous Monounsaturated Fatty Acids Promote a Ferroptosis-Resistant Cell State." Cell Chem Biol. 2018 Dec 11. pii:S2451-9456(18)30438-0. PMID: 30686757
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 387.86 |
| Cas No. | 1032229-33-6 |
| Formula | C20H22ClN3O3 |
| Solubility | insoluble in H2O; ≥17.15 mg/mL in DMSO; ≥2.5 mg/mL in EtOH with ultrasonic |
| Chemical Name | 4-(2-chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide |
| SDF | Download SDF |
| Canonical SMILES | CNC(C1=CC(NC(N2CCC(OC3=CC=CC=C3Cl)CC2)=O)=CC=C1)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Animal experiment [1]: | |
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Animal models |
ob/ob mice |
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Dosage form |
10 mg/kg; b.i.d. |
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Applications |
In ob/ob mice, A939572 lowered the desaturation index (18:0/18:1n9). Moreover, A939572 reduced triglyceride desaturation index in a dose-dependent manner. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Xin Z, Zhao H, Serby M D, et al. Discovery of piperidine-aryl urea-based stearoyl-CoA desaturase 1 inhibitors. Bioorganic & medicinal chemistry letters, 2008, 18(15): 4298-4302. | |
Quality Control & MSDS
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