2,4-Dinitrophenol
Star0
Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- 2,4-Dinitrophenol
- DrugBank Accession Number
- DB04528
- Background
A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed)
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 184.1064
Monoisotopic: 184.012021248 - Chemical Formula
- C6H4N2O5
- Synonyms
- Dinitrophenol
- External IDs
- NSC-1532
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPentaerythritol tetranitrate reductase Not Available Enterobacter cloacae - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as dinitrophenols. These are organic aromatic compounds containing a benzene that carries a single phenol group and exactly two nitro groups.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Phenols
- Sub Class
- Nitrophenols
- Direct Parent
- Dinitrophenols
- Alternative Parents
- Nitrobenzenes / Nitroaromatic compounds / 1-hydroxy-2-unsubstituted benzenoids / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Allyl-type 1,3-dipolar organic compound / Aromatic homomonocyclic compound / C-nitro compound / Dinitrophenol / Hydrocarbon derivative / Monocyclic benzene moiety / Nitroaromatic compound / Nitrobenzene / Organic 1,3-dipolar compound
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- dinitrophenol (CHEBI:42017)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Q13SKS21MN
- CAS number
- 51-28-5
- InChI Key
- UFBJCMHMOXMLKC-UHFFFAOYSA-N
- InChI
- InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H
- IUPAC Name
- 2,4-dinitrophenol
- SMILES
- OC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O
References
- Synthesis Reference
Otto Arndt, Theodor Papenfuhs, "Process for the preparation of 6-chloro-2,4-dinitrophenol." U.S. Patent US4540832, issued September, 1984.
US4540832- General References
- Not Available
- External Links
- KEGG Compound
- C02496
- PubChem Compound
- 1493
- PubChem Substance
- 46507895
- ChemSpider
- 1448
- ChEBI
- 42017
- ChEMBL
- CHEMBL273386
- ZINC
- ZINC000012358776
- PDBe Ligand
- DNF
- Wikipedia
- 2,4-Dinitrophenol
- PDB Entries
- 1gvo / 1oau / 2b14 / 2b15 / 2b16 / 3air / 3aiw / 3vo0 / 8j1n
Clinical Trials
- Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
Explore 4,000+ rare diseases, orphan drugs & condition pairs, clinical trial why stopped data, & more. Preview package Phase Status Purpose Conditions Count Start Date Why Stopped 100+ additional columns Unlock 175K+ rows when you subscribe.View sample data
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 115.5 °C PhysProp water solubility 2790 mg/L (at 20 °C) SCHWARZENBACH,RP ET AL (1988) logP 1.67 HANSCH,C ET AL. (1995) pKa 4.09 (at 25 °C) PEARCE,PJ & SIMKINS,RJJ (1968) - Predicted Properties
Property Value Source Water Solubility 0.376 mg/mL ALOGPS logP 1.89 ALOGPS logP 1.55 Chemaxon logS -2.7 ALOGPS pKa (Strongest Acidic) 4.5 Chemaxon pKa (Strongest Basic) -7.9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 106.51 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 40.68 m3·mol-1 Chemaxon Polarizability 14.57 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9151 Blood Brain Barrier + 0.624 Caco-2 permeable - 0.5066 P-glycoprotein substrate Non-substrate 0.8481 P-glycoprotein inhibitor I Non-inhibitor 0.8236 P-glycoprotein inhibitor II Non-inhibitor 0.9634 Renal organic cation transporter Non-inhibitor 0.9235 CYP450 2C9 substrate Non-substrate 0.7366 CYP450 2D6 substrate Non-substrate 0.8541 CYP450 3A4 substrate Non-substrate 0.5572 CYP450 1A2 substrate Non-inhibitor 0.5154 CYP450 2C9 inhibitor Inhibitor 0.5678 CYP450 2D6 inhibitor Non-inhibitor 0.9346 CYP450 2C19 inhibitor Non-inhibitor 0.8584 CYP450 3A4 inhibitor Non-inhibitor 0.9304 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8322 Ames test Non AMES toxic 0.6697 Carcinogenicity Non-carcinogens 0.5981 Biodegradation Not ready biodegradable 0.8217 Rat acute toxicity 3.4118 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7701 hERG inhibition (predictor II) Non-inhibitor 0.9483
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 141.0891475 predictedDarkChem Lite v0.1.0 [M-H]- 141.0690475 predictedDarkChem Lite v0.1.0 [M-H]- 122.38975 predictedDeepCCS 1.0 (2019) [M+H]+ 141.6123475 predictedDarkChem Lite v0.1.0 [M+H]+ 141.4434475 predictedDarkChem Lite v0.1.0 [M+H]+ 125.65237 predictedDeepCCS 1.0 (2019) [M+Na]+ 141.2766475 predictedDarkChem Lite v0.1.0 [M+Na]+ 141.0897475 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.15527 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
1. DetailsPentaerythritol tetranitrate reductase
- Kind
- Protein
- Organism
- Enterobacter cloacae
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- FMN binding
- Gene Name
- onr
- Uniprot ID
- P71278
- Uniprot Name
- Pentaerythritol tetranitrate reductase
- Molecular Weight
- 39488.93 Da
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52