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CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE

CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Structure
CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE
  • CAS No.555-60-2
  • Chemical Name:CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE
  • CBNumber:CB0421559
  • Molecular Formula:C9H5ClN4
  • Formula Weight:204.62
  • MOL File:555-60-2.mol
CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Property
  • Melting point 170-175 °C (dec.)
  • Boiling point 333.84°C (rough estimate)
  • Density 1.3807 (rough estimate)
  • refractive index 1.6110 (estimate)
  • storage temp. -20°C
  • solubility methanol: 10 mg/mL, clear, very deep yellow
  • form powder
  • pka 6.00±0.10(Predicted)
  • color yellow to orange
  • Water Solubility Insoluble in water. Soluble in DMSO (5 mg/ml), ethanol (1 mg/ml) and methanol (10 mg/ml).
  • BRN 1842102
  • Exposure limits NIOSH: IDLH 25 mg/m3
  • InChIKey UGTJLJZQQFGTJD-UHFFFAOYSA-N
  • CAS DataBase Reference 555-60-2(CAS DataBase Reference)
  • FDA UNII 4D4NW27CG5
  • EPA Substance Registry System Propanedinitrile, [(3-chlorophenyl)hydrazono]- (555-60-2)
  • UNSPSC Code 12352200
  • NACRES NA.77
Safety
  • Hazard Codes  :T
  • Risk Statements  :23/24/25-36/37/38
  • Safety Statements  :26-36/37-45
  • RIDADR  :UN 2811 6.1/PG 3
  • WGK Germany  :3
  • RTECS  :FG5600000
  • TSCA  :Yes
  • HazardClass  :6.1
  • PackingGroup  :III
  • HS Code  :29280090
  • NFPA 704:
    1
    3 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H301+H311+H331-H315-H319-H335
  • Precautionary statements P261-P280-P301+P310-P302+P352+P312-P304+P340+P311-P305+P351+P338
CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Price More Price(6)
  • Brand: Sigma-Aldrich(India)
  • Product number: C2759
  • Product name : Carbonyl cyanide 3-chlorophenylhydrazone
  • Purity: ≥97% (TLC), powder
  • Packaging: 100MG
  • Price: ₹3897
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: C2759
  • Product name : Carbonyl cyanide 3-chlorophenylhydrazone
  • Purity: ≥97% (TLC), powder
  • Packaging: 250MG
  • Price: ₹8584.23
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: C2759
  • Product name : Carbonyl cyanide 3-chlorophenylhydrazone
  • Purity: ≥97% (TLC), powder
  • Packaging: 1G
  • Price: ₹19192.73
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: 215911
  • Product name : Carbonyl Cyanide m-Chlorophenylhydrazone - CAS 555-60-2 - Calbiochem
  • Purity: Protonophore. Uncoupling agent for oxidative phosphorylation that inhibits mitochondrial function. Approximately 100 times more effective than 2,4-din
  • Packaging: 250MG
  • Price: ₹15820
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: ALFA India
  • Product number: ALF-L06932-ME
  • Product name : Carbonyl cyanide 3-chlorophenylhydrazone, 98%
  • Purity: 
  • Packaging: 500mg
  • Price: ₹5754
  • Updated: 2022/05/26
  • Buy: Buy

CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Chemical Properties,Usage,Production

  • Description CCCP is a protonophore mitochondrial uncoupler that increases membrane permeability to protons, leading to a disruption in the mitochondrial membrane potential. It inhibits mitochondrial respiration and ATPase activity when used at concentrations of 110 and 35 nM, respectively. CCCP inhibits activation of stimulation of interferon genes (STING), decreasing the expression of downstream STING targets, including IFN-β, TBK1, and IRF3 when used at a concentration of 50 μM in RAW 264.7 cells. It induces mitochondrial fission in a manner dependent on the GTPase Drp1. CCCP (4 mg/kg) increases body temperature as well as left ventricular systolic and diastolic dimensions and decreases fractional shortening in rats. It also increases myocardial glucose and fatty acid uptake in rats.
  • Chemical Properties yellow to orange-brown crystalline powder
  • Uses Carbonyl cyanide 3-chlorophenylhydrazone (CCCP) has been used:
    • in the inhibition of efflux pump in clinical Pseudomonas aeruginosa
    • to inhibit oxidative phosphorylation activity of mitochondria in human Beas-2B bronchial epithelial cells
    • to prepare carbonyl cyanide m-chlorophenylhydrazone solution for oxidative and mitochondrial stress assay and mitophagy induction in Caenorhabditis elegans
  • Uses Carbonyl cyanide 3-chlorophenylhydrazone is a widely used uncoupler of oxidative phosphorylation.
  • Definition ChEBI: CCCP is a member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death. It has a role as a geroprotector, an antibacterial agent and an ionophore. It is a nitrile, a hydrazone and a member of monochlorobenzenes. It is functionally related to a hydrazonomalononitrile.
  • Biological Activity Widely used uncoupler of oxidative phosphorylation.
  • Biochem/physiol Actions Carbonyl cyanide 3-chlorophenylhydrazone (CCCP) induces mitophagy in mammalian cells. CCCP suppresses the expression of few electron transport chain (ETC) proteins. Protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. Shown to have a number of effects on cellular calcium. Inhibits secretion of hepatic lipase and partially inhibits the pH gradient-activated Cl- uptake and Cl-/Cl- exchange activities in brush-border membrane vesicles.
  • in vitro a genetic β-galactoside reporter system with a disk diffusion assay on macconkey lactose agar petri plates to monitor maintenance of the bacteriophage λ prophage state and viral induction in escherichia coli k-12. it presented evidence that the phage λ major lytic promoters, pl and pr, are activated via cells containing the reporters following exposure to the energy poison cccp. requirement of expression of the λ lytic promoters in response to cccp is host reca function and an auto-cleavable ci repressor, as does sos induction of the λ prophage occurring by a dna damage-dependent pathway. cccp-mediated activation of the λ lytic promoters required λ cro function. cccp does not modulate an sfi-lacz sos reporter [1]. the uncoupler cccp blocks oxidative phosphorylation by damaging the proton gradient. an anion cccp can bind a proton. but cccp with a delocalized negative charge allows it to cross the lipid bilayer in the unprotonated form, while weak acids cross the hydrophobic membrane only when protonated. many protons can be transported by one molecule of cccp across the inner membrane. it is described that a genetic reporter system to monitor maintenance of the λ prophage state and viral induction, and evidence is presented that it activates the major leftward and rightward lytic promoters of the λ prophage that cells are exposed to the energy poison cccp.
  • storage Store at RT
  • References [1]. thomason lc, court dl. evidence that bacteriophage λ lysogens may induce in response to the proton motive force uncoupler cccp. fems microbiol lett. 2016 feb;363(3).
CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Preparation Products And Raw materials
Raw materials
Preparation Products
CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Suppliers
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CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE Spectrum
555-60-2, CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONERelated Search:
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  • ClC6H4NHNCCN2
  • C9H5CIN4
  • C9H5ClN4
  • 羰基氰化氯苯腙,10 MM DMSO 溶液
  • CCCP,MITOCHONDRIAL OXIDATIVE PHOSPHORYLATION UNCOUPLER
  • PERFEMIKER]羰基氰酯-3-氯苯基腙,98%
  • N-(3-氯苯基)羰基亚肼基二氰化物
  • CCCP 细胞凋亡诱导剂
  • 羰基氰化氯苯腙、羰基氰酯-3-氯苯基腙
  • 羰基氰基3-氯苯腙
  • 羰基氰化氯苯腙
  • 羰基氰酯-3-氯苯基腙
  • 氰化羰基间氯苯腙
  • 氰化羰基-3-氯苯腙
  • 羰基氰基3-氯苯腙/羰基氰化氯苯腙/CCCP
  • 羰基氰化间氯苯腙
  • 羰基氰酯-3-氯苯基腙,98%
  • 555-60-2
  • Carbonyl Cyanide <i>m</i>-Chlorophenylhydrazone
  • CCCP, 10 mM in DMSO
  • CCCP, Mitochondrial oxidative phosphorylation uncoupler
  • CCCP，Mesoxalonitrile 3-chlorophenylhydrazone
  • (3-CHLOROPHENYL)HYDRAZONOMALONONITRILE;MESOXALONITRILE 3-CHLOROPHENYLHYDRAZONE;CCCP
  • CCCP
  • Carbonyl Cyanide
  • N-(3-chlorophenyl)carbonohydrazonoyldicyanide
  • 2-[(3-chlorophenyl)hydrazinylidene]propanedinitrile
  • m-Cl-CCP (CCCP)
  • CCCP apoptosis inducer
  • 2-[2-(3-Chlorophenyl)hydrazinylidene]propanedinitrile
  • Propanedinitrile, 2-[2-(3-chlorophenyl)hydrazinylidene]-
  • Carbonyl Cyanide m-Chlorophenylhydrazone - CAS 555-60-2 - Calbiochem
  • 3-chlorophenylhydrazone
  • ((3-chlorophenyl)hydrazono)-propanedinitril
  • TIMTEC-BB SBB003506
  • (3-chlorophenyl)carbonohydrazonoyl dicyanide
  • Carbonyl cyanide 3-chlorophenylhydrazone,m-Cl-CCP, CCCP, Mesoxalonitrile 3-chlorophenylhydrazone
  • CCCPH
  • 2-[(3-Chlorophenyl)hydrazono]propanedinitrile
  • Carbonyl cyanide m-chlorophenylhydrazone, 99+%
  • m-Cl-CCP, CCCP, Mesoxalonitrile 3-chlorophenylhydrazone
  • m-Cl-CCP, Carbonyl cyanide 3-chlorophenylhydrazone, CCCP, Mesoxalonitrile (3-chlorophenyl)hydrazone, Mesoxalonitrile 3-chlorophenylhydrazone
  • Carbonylcyanid-m-chlorphenylhydrazon
  • Carbonyl cyanide 3-chlorophenylhydrazone, 99+%
  • Carbonylcyanide3-chlorophenylhydrazone,98%

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