CAS 218136-59-5|SC-26196
| Common Name | SC-26196 | ||
|---|---|---|---|
| CAS Number | 218136-59-5 | Molecular Weight | 423.553 |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 650.2±55.0 °C at 760 mmHg |
| Molecular Formula | C27H29N5 | Melting Point | / |
| MSDS | USA | Flash Point | 347.0±31.5 °C |
Names
| Name | 2,2-Diphenyl-5-{4-[(E)-(3-pyridinylmethylene)amino]-1-piperazinyl}pentanenitrile |
|---|---|
| Synonym | More Synonyms |
SC-26196 BiologicalActivity
| Description | SC-26196 is a potent, orally active Delta6 desaturase (D6D) inhibitor (IC50=0.2 µM in a rat liver microsomal assay). Antiinflammatory properties[1]. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology |
| Target | IC50: 0.2 µM (Delta6 desaturase in a rat liver microsomal assay)[1] |
| In Vitro | SC-26196 (200 nM) inhibits proliferation of peripheral blood mononuclear cells (PBMCs), but Not Jurkat Cells[2]. Cell Proliferation Assay[2] Cell Line: PBMCs and Jurkat cells Concentration: 200 nM Incubation Time: 96 hours for PBMCs; 144 hours for Jurkat cells Result: Treatment of PBMCs significantly decreased the proportion of cells that underwent division, the division index and proliferation index. Did not alter cell proliferation significantly in Jurkat cells. |
| In Vivo | SC-26196 ( included in the diet at 0, 0.07, 0.21, or 0.7 mg/kg diet to achieve dosages of 0, 10, 30, and 100 mg/kg per day) causes a decrease in the calculated Δ6-desaturase index in both adipose tissue and liver. Feeding 100 mg SC-26196 per kg BW per day inhibits the Δ6-desaturase enzyme[3]. Animal Model: Male mice (12- or 15-week-old)[3] Dosage: 0, 10, 30, and 100 mg/kg per day Administration: Included in the diet at 0, 0.07, 0.21, or 0.7mg/kg diet to achieve dosages of 0, 10, 30, and 100mg/kg per day. Result: Caused a decrease in the calculated Δ6-desaturase index in both adipose tissue and liver. |
| References | [1]. Obukowicz MG, et al. Novel, selective delta6 or delta5 fatty acid desaturase inhibitors as antiinflammatory agents in mice. J Pharmacol Exp Ther. 1998 Oct;287(1):157-66. [2]. Sibbons CM, et al. Polyunsaturated Fatty Acid Biosynthesis Involving Δ8 Desaturation and Differential DNA Methylation of FADS2 Regulates Proliferation of Human Peripheral Blood Mononuclear Cells. Front Immunol. 2018 Mar 5;9:432. [3]. Hargrave-Barnes KM, et al. Conjugated linoleic acid-induced fat loss dependence on Delta6-desaturase or cyclooxygenase. Obesity (Silver Spring). 2008 Oct;16(10):2245-52. [4]. Zhang L, et al. A multiplexed cell assay in HepG2 cells for the identification of delta-5, delta-6, and delta-9desaturase and elongase inhibitors. J Biomol Screen. 2010 Feb;15(2):169-76. |
Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 650.2±55.0 °C at 760 mmHg |
| Molecular Formula | C27H29N5 |
| Molecular Weight | 423.553 |
| Flash Point | 347.0±31.5 °C |
| Exact Mass | 423.242310 |
| LogP | 3.20 |
| Vapour Pressure | 0.0±1.9 mmHg at 25°C |
| Index of Refraction | 1.607 |
| InChIKey | QFYKXKMYVYOUNJ-SWKFRHMKSA-N |
| SMILES | N#CC(CCCN1CCN(N=Cc2cccnc2)CC1)(c1ccccc1)c1ccccc1 |
Synonyms
| 1-Piperazinepentanenitrile, α,α-diphenyl-4-[[(1E)-3-pyridinylmethylene]amino]- |
| 2,2-Diphenyl-5-{4-[(E)-(3-pyridinylmethylene)amino]-1-piperazinyl}pentanenitrile |
| SC-26196 |
