α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile, also known as SC-26196, is a selective inhibitor of delta6 (Δ6) fatty acid desaturase. It is a compound that plays a crucial role in the conversion of linoleic acid to γ-linolenic acid (GLA) and further to dihomo-γ-linolenic acid (DGLA), which is then used as a substrate for Δ5 desaturase to produce arachidonic acid (AA). SC-26196 is characterized by its high selectivity for Δ6 desaturase and its ability to block the conversion of linoleic acid to arachidonic acid (AA) effectively.
218136-59-5
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Basic information
- Product Name: α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile
- Synonyms: 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
- CAS NO:218136-59-5
- Molecular Formula: C27H29N5
- Molecular Weight: 423.55266
- EINECS: N/A
- Product Categories: Selective Δ6 desaturase inhibitor.
- Mol File: 218136-59-5.mol
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Chemical Properties
- Melting Point: N/A
- Boiling Point: N/A
- Flash Point: N/A
- Appearance: white to tan/
- Density: N/A
- Refractive Index: N/A
- Storage Temp.: Store at -20°C
- Solubility: DMSO: ≥10mg/mL
- CAS DataBase Reference: α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile(CAS DataBase Reference)
- NIST Chemistry Reference: α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile(218136-59-5)
- EPA Substance Registry System: α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile(218136-59-5)
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Safety Data
- Hazard Codes: N/A
- Statements: N/A
- Safety Statements: N/A
- WGK Germany: 3
- RTECS:
- HazardClass: N/A
- PackingGroup: N/A
- Hazardous Substances Data: 218136-59-5(Hazardous Substances Data)
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218136-59-5 Usage
Uses
Used in Pharmaceutical Research:α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile is used as an inhibitor of Δ6 fatty acid desaturase for various applications in pharmaceutical research. It is particularly useful in studying the role of Δ6 desaturase in the biosynthesis of arachidonic acid and its involvement in various physiological and pathological processes.
Used in Cell Culture Studies:
SC-26196 is used as a component of Dulbecco's modified eagle's medium (DMEM) in cell culture studies involving mouse inner medullary collecting duct (IMCD3) and human (female) embryonic kidney (HEK) 293 cells. It helps researchers understand the effects of Δ6 desaturase inhibition on these cell types.
Used in Hepatic Cell Research:
α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile is used in hepatic HepG2 cell research to investigate the impact of Δ6 desaturase inhibition on liver cell function and metabolism.
Used in Glioblastoma Cell Line Studies:
SC-26196 is used in glioblastoma cell lines to test its effect post-radiation treatments, providing insights into the potential therapeutic applications of Δ6 desaturase inhibition in cancer treatment.
Used in Anti-inflammatory Research:
α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile exhibits anti-inflammatory properties in a mouse edema model, making it a valuable tool in the study of inflammation and the development of novel anti-inflammatory drugs.
Used in Aging and Cardiovascular Research:
SC-26196 is used to block aging-related increases in AA in myocardial cardiolipin in mice, which helps in attenuating contractile dysfunction without impacting mitochondrial oxidative stress. This application highlights its potential use in aging and cardiovascular research.
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.Check Digit Verification of cas no
The CAS Registry Mumber 218136-59-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,8,1,3 and 6 respectively; the second part has 2 digits, 5 and 9 respectively.Calculate Digit Verification of CAS Registry Number 218136-59:
(8*2)+(7*1)+(6*8)+(5*1)+(4*3)+(3*6)+(2*5)+(1*9)=125
125 % 10 = 5
So 218136-59-5 is a valid CAS Registry Number.
218136-59-5Upstream product
218136-59-5Downstream Products
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α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile
