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218136-59-5

218136-59-5 structure
218136-59-5 structure
  • Name: SC-26196
  • Chemical Name: 2,2-Diphenyl-5-{4-[(E)-(3-pyridinylmethylene)amino]-1-piperazinyl}pentanenitrile
  • CAS Number: 218136-59-5
  • Molecular Formula: C27H29N5
  • Molecular Weight: 423.553
  • Catalog: Research Areas Inflammation/Immunology
  • Create Date: 2018-03-23 00:11:26
  • Modify Date: 2025-08-25 17:09:25
  • SC-26196 is a potent, orally active Delta6 desaturase (D6D) inhibitor (IC50=0.2 µM in a rat liver microsomal assay). Antiinflammatory properties[1].

Name 2,2-Diphenyl-5-{4-[(E)-(3-pyridinylmethylene)amino]-1-piperazinyl}pentanenitrile
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
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
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.

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
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