Compound

D0129 | 2,4-dinitrophenol

Molecular Formula C6H4N2O5
Molecular Weight 184.11
Structure
State solid
Description chemically related to trinitrophenol (picric acid); uncoupler

Toxicity Dose Time Species Model Method Action Positive criterion Reference
UNCOUPLING increase 24
UNCOUPLING increase 35
UNCOUPLING 1.6e-6M Mitochondria from several sources: mouse liver, rat liver, beef heart, delta 02, delta G-6-P, P/O (with Succinate) increase 221
UNCOUPLING 0.002M phosphorylating particles from Alcaligenes faecalis contain a coupling enzyme or enzymes bound to the DPNH oxidase particles by magnesium ion and a specific oligoribonucleotide increase 222
NONPROTONOPHORIC UNCOUPLERS rat liver mitochondria RST assay( Respiratory Screening Technology)-measurement of oxygen consumption in isolated mitochondria using a phosphorescent oxygen-sensitive probe A65N-1 affect 204
BASAL RESPIRATION 0.5 μM / 6 hpf zebrafish XFe24 Extracellular Flux Analyzer increase 90
BASAL RESPIRATION 0.5 μM / 24 hpf zebrafish XFe24 Extracellular Flux Analyzer Negative 90
BASAL RESPIRATION 0.5 μM / 48 hpf zebrafish XFe24 Extracellular Flux Analyzer decrease 90
BASAL RESPIRATION 0.5 μM / 24 hpf zebrafish XFe24 Extracellular Flux Analyzer affect 90
BASAL RESPIRATION 0.5 μM / 48 hpf zebrafish XFe24 Extracellular Flux Analyzer decrease 90
MAXIMAL RESPIRATION 0.5 μM / 24 hpf zebrafish XFe24 Extracellular Flux Analyzer decrease 90
SPARE/ RESPIRATORY CAPACITY 0.5 μM / 24 hpf zebrafish XFe24 Extracellular Flux Analyzer increase 90
PROTON LEAK 0.5 μM / 24 hpf zebrafish XFe24 Extracellular Flux Analyzer decrease 90
GLYCOLYSIS increase 24
GLUCOSE GALACTOSE IC50 RATIO 2.1 LUHMES (Lund human mesencephalic) cells Glc–Gal–NeuriTox assay Negative EC25(NA) [Glc/Gal] 326
ACCUMULATION OF POTASSIUM increase 24
ACCUMULATION OF PHOSPHATE increase 24
MITOCHONDRIAL DYNAMICS 50 μM DNP at 3 hours post fertilization (hpf) Danio rerio 247

Pictogram Signal Statements Precautionary Statement Codes
Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]


H311: Toxic in contact with skin [Danger Acute toxicity, dermal]


H331: Toxic if inhaled [Danger Acute toxicity, inhalation]


H373 **: Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]


H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

Aggregated GHS information provided by 74 companies from 4 notifications to the ECHA C&L Inventory.


Reported as not meeting GHS hazard criteria by 38 of 74 companies. For more detailed information, please visit ECHA C&L website


Of the 2 notification(s) provided by 36 of 74 companies with hazard statement code(s):


H314 (91.67%): Causes severe skin burns and eye damage [Danger Skin corrosion/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.


P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

Aggregated GHS information provided by 187 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H301 (96.79%): Toxic if swallowed [Danger Acute toxicity, oral]


H311 (99.47%): Toxic in contact with skin [Danger Acute toxicity, dermal]


H331 (98.93%): Toxic if inhaled [Danger Acute toxicity, inhalation]


H373 (99.47%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]


H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


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.


P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]


H311: Toxic in contact with skin [Danger Acute toxicity, dermal]


H331: Toxic if inhaled [Danger Acute toxicity, inhalation]


H373: Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]


H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

H201: Explosive


mass explosion hazard [Danger Explosives]


H300: Fatal if swallowed [Danger Acute toxicity, oral]


H310: Fatal in contact with skin [Danger Acute toxicity, dermal]


H315: Causes skin irritation [Warning Skin corrosion/irritation]


H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]


H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]


H370: Causes damage to organs [Danger Specific target organ toxicity, single exposure]


H372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]


H373: Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]


P201, P202, P210, P230, P240, P250, P260, P262, P264, P270, P280, P281, P301+P310, P302+P350, P302+P352, P307+P311, P308+P313, P310, P314, P321, P322, P330, P332+P313, P361, P362, P363, P370+P380, P372, P373, P401, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Warning

H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]


P273, P391, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
pigeon LDLo intramuscular 15mg/kg (15mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
dog LDLo subcutaneous 20mg/kg (20mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
cat LDLo intramuscular 25mg/kg (25mg/kg) vascular: bp elevation not characterized in autonomic section Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
guinea pig LD50 intraperitoneal 28mg/kg (28mg/kg) Arzneimittel-Forschung. Drug Research. Vol. 8, Pg. 381, 1958.
guinea pig LDLo skin 700mg/kg (700mg/kg) Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 10, 1948.
rat LD50 subcutaneous 25mg/kg (25mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
rabbit LDLo intramuscular 20mg/kg (20mg/kg) lungs, thorax, or respiration: respiratory stimulation Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
mammal (species unspecified) LD50 unreported 40mg/kg (40mg/kg) "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 97, 1971.
pigeon LD50 intramuscular 6500ug/kg (6.5mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 53, Pg. 58, 1935.
bird - wild LD50 oral 13mg/kg (13mg/kg) Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
mouse LD50 intravenous 56mg/kg (56mg/kg) Toxicology and Applied Pharmacology. Vol. 6, Pg. 232, 1964.
rabbit LDLo subcutaneous 60mg/kg (60mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
guinea pig LD50 oral 81mg/kg (81mg/kg) Farmakologiya i Toksikologiya Vol. 28, Pg. 493, 1965.
rabbit LDLo subcutaneous 20mg/kg (20mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
guinea pig LDLo subcutaneous 25mg/kg (25mg/kg) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 192, Pg. 331, 1939.
rat LDLo subcutaneous 15mg/kg (15mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
rabbit LD50 oral 30mg/kg (30mg/kg) Farmakologiya i Toksikologiya Vol. 28, Pg. 493, 1965.
dog LDLo intravenous 15mg/kg (15mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
pigeon LDLo intravenous 15mg/kg (15mg/kg) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 50, Pg. 20, 1935.
dog LDLo subcutaneous 25mg/kg (25mg/kg) vascular: bp elevation not characterized in autonomic section Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
dog LCLo inhalation 300mg/m3/30M (300mg/m3) "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 62, 1982.
rat LD50 intraperitoneal 20mg/kg (20mg/kg) Journal of Pharmacy and Pharmacology. Vol. 17, Pg. 814, 1965.
human LDLo oral 36mg/kg (36mg/kg) JAMA, Journal of the American Medical Association. Vol. 101, Pg. 1333, 1933.
mouse LD50 subcutaneous 58mg/kg (58mg/kg) Toxicology and Applied Pharmacology. Vol. 6, Pg. 232, 1964.
mouse LD50 oral 45mg/kg (45mg/kg) Farmakologiya i Toksikologiya Vol. 28, Pg. 493, 1965.
dog LDLo intramuscular 25mg/kg (25mg/kg) lungs, thorax, or respiration: respiratory stimulation Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
cat LDLo subcutaneous 25mg/kg (25mg/kg) vascular: bp elevation not characterized in autonomic section Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
rat LD50 intravenous 72mg/kg (72mg/kg) Toxicology and Applied Pharmacology. Vol. 6, Pg. 232, 1964.
dog LDLo intravenous 20mg/kg (20mg/kg) lungs, thorax, or respiration: respiratory stimulation Archives Internationales de Pharmacodynamie et de Therapie. Vol. 50, Pg. 20, 1935.
dog LDLo oral 30mg/kg (30mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 49, Pg. 187, 1933.
dog LDLo intramuscular 25mg/kg (25mg/kg) Journal of Pharmacology and Experimental Therapeutics. Vol. 48, Pg. 410, 1933.
mouse LD50 subcutaneous 50mg/kg (50mg/kg) Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 56, Pg. 23, 1960.
cat LD50 oral 75mg/kg (75mg/kg) "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 62, 1982.
rat LD50 oral 30mg/kg (30mg/kg) Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
mouse LD50 intraperitoneal 26mg/kg (26mg/kg) Biochemical Pharmacology. Vol. 18, Pg. 1389, 1969.


  • .alpha.-Dinitrophenol 1'alpha-2,4-Dinitrophenol 1-Hydroxy-2,4-dinitrobenzene
    1326-82-5 2,4-Dinitrofenol 2,4-Dinitrofenol [Dutch]
    2,4-Dinitrophenol (wetted with 15 % water) 2,4-Dinitrophenol, PESTANAL(R), analytical standard 2,4-Dinitrophenol, SAJ special grade, >=98.0%
    2,4-Dinitrophenol, moistened with water, >=98.0% 2,4-Dinitrophenol, technical, moistened with water, >=97.0% (HPLC) 2,4-Dnp
    2,4-dinitro-phenol 2,4-dinitrophenol 2,4-dinitrophenol (h2o w/w 18% max)
    51-28-5 9456-EP2284174A1 9456-EP2316829A1
    AB00053210_08 AF-936/31262030 AI3-01535
    AKOS000118988 AKOS015912556 ANW-46655
    ARONIS010084 AS-39888 Aldifen
    BBL023448 BIDD:ER0505 BRD-K21910317-001-02-4
    BRD-K21910317-001-06-5 BRD-K21910317-001-12-3 BSPBio_003248
    C02496 CAS-51-28-5 CCG-39730
    CCRIS 3102 CHEBI:42017 CHEMBL273386
    CTK1G9509 Camello mosquito coils Caswell No. 392
    Chemox PE Cobra salts (Impregna salts) D0109
    DB04528 DINITROPHENOL DNF
    DSSTox_CID_523 DSSTox_GSID_20523 DSSTox_RID_75640
    DTXSID0020523 Dinitrofenolo Dinitrofenolo [Italian]
    Dinofan DivK1c_007034 EC 200-087-7
    EINECS 200-087-7 EK 102 EPA Pesticide Chemical Code 037509
    Epitope ID:112424 F0850-6525 FT-0610210
    Fenoxyl Fenoxyl carbon N HMS1923K21
    HMS2233H07 HMS3372P06 HSDB 529
    InChI=1/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9 KBio1_001978 KBio2_002473
    KBio2_005041 KBio2_007609 KBio3_002468
    KBioGR_001406 KBioSS_002480 KS-000041JJ
    LS-154 MCULE-6678680789 MFCD00007115
    MLS001066358 Maroxol-50 NCGC00091778-01
    NCGC00091778-02 NCGC00091778-03 NCGC00091778-04
    NCGC00091778-05 NCGC00091778-06 NCGC00254114-01
    NCGC00259013-01 NE10472 NSC 1532
    NSC-1532 NSC1532 Nitro kleenup
    Nitrophen (VAN) Nitrophene (VAN) Osmoplastic-R
    Osmotox-Plus Phenol, .alpha.-dinitro- Phenol, 2,4-dinitro-
    Phenol, alpha-dinitro- PubChem11250 Q13SKS21MN
    Q209226 RCRA waste no. P048 RCRA waste number P048
    SC-81242 SCHEMBL13973810 SCHEMBL77643
    SMR000471854 SPBio_000765 SPECTRUM330008
    SR-1C5 STK397797 Shirakiku brand mosquito coils
    Solfo Black 2B Supra Solfo Black B Solfo Black BB
    Solfo Black G Solfo Black SB SpecPlus_000938
    Spectrum2_000673 Spectrum3_001694 Spectrum4_000913
    Spectrum5_001670 Spectrum_001934 Sulphur Black 1
    TR-032491 Tertrosulfur black pb Tertrosulfur pbr
    Tertrosulphur Black PB Tertrosulphur PBR Tox21_201462
    Tox21_300030 UFBJCMHMOXMLKC-UHFFFAOYSA-N UNII-Q13SKS21MN
    W-105909 WLN: WNR BQ ENW X 32
    ZINC12358776 alpha-Dinitrophenol

    DrugBank Name 2,4-Dinitrophenol
    DrugBank DB04528
    CAS Number 1011-73-0, 1326-82-5, 25550-58-7, 51-28-5
    PubChem Compound 1493
    KEGG Compound ID C02496
    PubChem.Substance 46507895
    ChEBI 42017
    ChemSpider 1448
    Wikipedia 2,4-Dinitrophenol
    HET DNF

    1. Chan et al. (2005)
    2. Meyer et al. (2017)
    3. Bestman et al. (2015)