D0156 | CCCP

Molecular Formula C9H5ClN4
Molecular Weight 204.61
Description inhibitor of oxidative phosphorylation; nitrile; hydrazone; protonophore; uncoupler;

Toxicity Dose Time Species Model Method Action Positive criterion Reference
UNCOUPLING increase 27
UNCOUPLING increase 35
UNCOUPLING 1e-6M bovine frozen beef heart mitochondria Succinate oxidation was measured manometrically in a Warburg apparatus. Oxidation of B-hydroxy- butyrate was determined by colorlmetric assay of acetoacetate (4). Glucose-6-phosphate formed was assayed spectrophotometrically by the reduction of TPN in the presence of glucose-6-phosphate dehydrogenase. increase 220
MEMBRANE POTENTIAL 0.15±0.04 human qHTS-HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL 0.25 human HepG2 MMP assay decrease IC50 163
MEMBRANE POTENTIAL rat hepatocytes MMP assay Negative IC50 163
GLUCOSE GALACTOSE IC50 RATIO 1.2 LUHMES (Lund human mesencephalic) cells Glc–Gal–NeuriTox assay Negative EC25(NA) [Glc/Gal] 326
MITOCHONDRIAL DYNAMICS 20 μM CCCP for 1 to 3 hours HeLa cells 247
MITOPHAGY 10 μM or 25 μM mouse embryonic fibroblasts (MEFs) and SH-SY5Y cells Mitochondrial population levels were determined by flow cytometry using MitoTracker Deep Red (MTDR) dye. 252
MITOCHONDRIA TRANSPORT 1mM Neurons derived from the dorsal root ganglia of embryonic-day-14 (E14) chicken embryos time-lapse microscopy, Kymograph decrease 219

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 85 μM NADH–Q-1 inhibitor IC50 108

Pictogram Signal Statements Precautionary Statement Codes

Aggregated GHS information provided by 198 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

H311 (97.47%): Toxic in contact with skin [Danger Acute toxicity, dermal]

H315 (98.99%): Causes skin irritation [Warning Skin corrosion/irritation]

H319 (98.99%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H331 (97.47%): Toxic if inhaled [Danger Acute toxicity, inhalation]

H335 (98.99%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure

Respiratory tract irritation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

  • ((3-Chlorophenyl)hydrazono)malononitrile ((3-Chlorophenyl)hydrazono)propanedinitrile (3-Chlorophenyl);carbonohydrazonoyl dicyanide
    (3-Chlorophenyl)carbonohydrazonoyl dicyanide (3-Chlorophenyl)hydrazonomalononitrile 2-[(3-Chlorophenyl)hydrazinylidene]propanedinitrile
    2-[(3-Chlorophenyl)hydrazono]malononitrile 2-[(3-Chlorophenyl)hydrazono]malononitrile # 2-[(3-chlorophenyl)-hydrazono]malononitrile
    2-[(3-chlorophenyl)hydrazono]propanedinitrile 555-60-2 ACMC-1ATQC
    AK324695 AKOS003238387 B5003
    BDBM50198893 BRD-K15616905-001-01-5 BRN 1842102
    BS0046 Buttpark 91\04-41 C11164
    C9H5ClN4 CAS-555-60-2 CHEBI:3259
    CHEMBL224214 CS-7660 CTK7C4864
    Carbonyl cyanide (m-chlorophenyl)hydrazone Carbonyl cyanide 3-chlorophenylhydrazone Carbonyl cyanide 3-chlorophenylhydrazone, 98%
    Carbonyl cyanide 3-chlorophenylhydrazone, >=97% (TLC), powder Carbonyl cyanide Chlorophenylhydrazone Carbonyl cyanide m-chlorophenyl hydrazone
    Carbonyl cyanide m-chlorophenylhydrazone Carbonyl cyanide, (3-chlorophenyl)hydrazone Carbonyl cyanide, 3-chlorophenylhydrazone
    Carbonyl cyanide-m-chlorophenylhydrazone Carbonylcyanide m-chlorophenylhydrazone Carbonylcyanide-3-chlorophenylhydrazone
    Carbonylcyanide-m-chlorophenylhydrazone DSSTox_CID_20990 DSSTox_GSID_40990
    DSSTox_RID_79610 DTXSID7040990 EINECS 209-103-7
    FCH1316788 FT-0623480 HMS3266A14
    HY-100941 InChI=1/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H KS-0000180Y
    LS-52241 MCULE-3322388801 MFCD00001848
    Mesoxalonitrile 3-chlorophenylhydrazone Mesoxalonitrile, (m-chlorophenyl)hydrazone Mesoxalonitrile, (m-chlorophenyl)hydrazone (8CI)
    MolMap_000008 N'-(3-chlorophenyl)carbonohydrazonoyl dicyanide N-(3-chlorophenyl)-1-cyanomethanecarbohydrazonoyl cyanide
    NCGC00092273-01 NCGC00092273-02 NCGC00255699-01
    NSC 88124 NSC-88124 NSC88124
    OR51909 Propanedinitrile, ((3-chlorophenyl)hydrazono)- Propanedinitrile, 2-(2-(3-chlorophenyl)hydrazinylidene)-
    Propanedinitrile, 2-[2-(3-chlorophenyl)hydrazinylidene]- Propanedinitrile, [(3-chlorophenyl)hydrazono]- Q2720515
    SBB003506 SCHEMBL379195 TC-167534
    [(3-chlorophenyl)hydrazono]malononitrile [(3-chlorophenyl)hydrazono]propanedinitrile [2-(3-chlorophenyl)hydrazinylidene]propanedinitrile
    cccp m-Chlorophenyl carbonylcyanide hydrazone m-Cl-CCP

    CAS Number 555-60-2
    PubChem Compound 2603
    KEGG Compound ID C11164
    ChEBI 3259
    ChemSpider 2504

    1. Meyer et al. (2017)
    2. Ishihara et al. (2003)