ChemicalBook >> CAS DataBase List >>α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile

α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile

CAS No.
218136-59-5
Chemical Name:
α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile
Synonyms
CS-117;SC 26196;PF-o6341724;SC26196;SC 26196;SC 26196 - PF 06341724;α,α-Diphenyl-4-[(3-pyridinylMethylene)aMino]-1-piperazine;a,a-diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile;α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile;α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile;1-Piperazinepentanenitrile, α,α-diphenyl-4-[(3-pyridinylmethylene)amino]-
CBNumber:
CB12518849
Molecular Formula:
C27H29N5
Molecular Weight:
423.55
MDL Number:
MFCD11226148
MOL File:
218136-59-5.mol
Last updated:2023-06-30 15:45:59

α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Properties

storage temp. 2-8°C
solubility DMSO: ≥10mg/mL
form powder
color white to tan

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338
WGK Germany  3

α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PZ0176 SC-26196 ≥98% (HPLC) 218136-59-5 5mg $147 2024-03-01 Buy
Sigma-Aldrich PZ0176 SC-26196 ≥98% (HPLC) 218136-59-5 25mg $437 2024-03-01 Buy
Cayman Chemical 10792 SC 26196 ≥98% 218136-59-5 1mg $32 2024-03-01 Buy
Cayman Chemical 10792 SC 26196 ≥98% 218136-59-5 5mg $122 2024-03-01 Buy
Cayman Chemical 10792 SC 26196 ≥98% 218136-59-5 10mg $169 2024-03-01 Buy
Product number Packaging Price Buy
PZ0176 5mg $147 Buy
PZ0176 25mg $437 Buy
10792 1mg $32 Buy
10792 5mg $122 Buy
10792 10mg $169 Buy

α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Chemical Properties,Uses,Production

Description

The enzyme Δ6 desaturase mediates the conversion of linoleic acid to γ-linolenic acid (GLA), which can then be elongated to dihomo-γ-linolenic acid (DGLA). DGLA can then be used as a substrate for Δ5 desaturase to produce arachidonic acid (AA), the fatty acid that is used to generate eicosanoids. SC 26196 is an inhibitor of Δ6 desaturase (IC50 = 0.2 μM in a rat liver microsomal assay) that completely blocks the conversion of linoleic acid to arachidonic acid (AA). It is selective for Δ6 desaturase, as IC50 values for Δ5 and Δ9 desaturases exceed 200 μM and it has no effect on the conversion of dihomo-γ-linolenic acid to AA. SC 26196 is orally active in vivo, decreasing edema in the carrageenan paw edema model in mice. It also blocks aging-related increases in AA in myocardial cardiolipin in mice, attenuating contractile dysfunction without impacting mitochondrial oxidative stress.

Uses

A selective Δ6 desaturase inhibitor (IC50 = 0.2 μM in vitro). Displays selectivity over Δ5 and Δ9 desaturases (IC50 values are >200 μM in vitro). It exhibits anti-inflammatory properties in a mouse edema model.

Uses

SC-26196 has been used as an inhibitor of delta6 (Δ6) fatty acid desaturase:

  • in mouse inner medullary?collecting duct?(IMCD3) and human (female) embryonic kidney (HEK) 293 cell culture as Dulbecco′s modified eagle′s medium (DMEM) component
  • in hepatic HepG2 cells
  • in glioblastoma cell lines to test its effect post-radiation treatments

Biochem/physiol Actions

SC-26196 is a Delta6 fatty acid desaturase (Delta6D) inhibitor. It specifically inhibited Delta6D activity with an IC(50) value of 100 nM. The rate-limiting step in arachidonic acid synthesis is the desaturation of dietary linoleic acid by Delta6D. SC-26196 completely prevented this conversion of linoleic acid to arachidonic acid.

storage

Store at -20°C

α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Preparation Products And Raw materials

Raw materials

Preparation Products

α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Suppliers

Global( 99)Suppliers
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α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Spectrum

SC 26196 α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile alpha,alpha-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile α,α-Diphenyl-4-[(3-pyridinylMethylene)aMino]-1-piperazine 2,2-diphenyl-5-{4-[(E)-(pyridin-3-ylMethylidene)aMino]piperazin-1-yl}pentanenitrile PF-o6341724 (E)-2,2-diphenyl-5-(4-((pyridin-3-ylMethylene)aMino)piperazin-1-yl)pentanenitrile 2,2-diphenyl-5-(4-[[(1 E)-pyridin-3-yl-methylidene]amino]piperazin-1-yl)pentanenitrile a,a-diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile SC 26196 - PF 06341724 CS-117 SC26196;SC 26196 1-Piperazinepentanenitrile, α,α-diphenyl-4-[(3-pyridinylmethylene)amino]- 2,2-Diphenyl-5-(4-((pyridin-3-ylmethylene)amino)piperazin-1-yl)pentanenitrile α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile 218136-59-5 C27H29N5 Selective Δ6 desaturase inhibitor.