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

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

Product Name
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
Formula Weight
423.55
MOL File
218136-59-5.mol
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α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Property

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

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0176
Product name
SC-26196
Purity
≥98% (HPLC)
Packaging
5mg
Price
$147
Updated
2024/03/01
Sigma-Aldrich
Product number
PZ0176
Product name
SC-26196
Purity
≥98% (HPLC)
Packaging
25mg
Price
$437
Updated
2024/03/01
Cayman Chemical
Product number
10792
Product name
SC 26196
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
10792
Product name
SC 26196
Purity
≥98%
Packaging
5mg
Price
$122
Updated
2024/03/01
Cayman Chemical
Product number
10792
Product name
SC 26196
Purity
≥98%
Packaging
10mg
Price
$169
Updated
2024/03/01
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α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile Chemical Properties,Usage,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

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

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.

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

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

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218136-59-5, α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrileRelated Search:

Nicotinamide SC-43 SC-1 SC-560 4-[5-(4-CHLOROPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL]BENZENESULFONAMIDE 4-ThiazolecarboxaMide, N-(6-benzoyl-1H-benziMidazol-2-yl)-2-(1-thieno[3,2-d]pyriMidin-4-yl-4-piperidinyl)- 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester SC-514 SC 57461A SC 66

  • 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.