Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H4O2.2Na |
| Molecular Weight | 154.0743 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].[O-]C1=CC([O-])=CC=C1
InChI
InChIKey=CHBGPSMCICHVTB-UHFFFAOYSA-L
InChI=1S/C6H6O2.2Na/c7-5-2-1-3-6(8)4-5;;/h1-4,7-8H;;/q;2*+1/p-2
| Molecular Formula | C6H4O2 |
| Molecular Weight | 108.0948 |
| Charge | -2 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including https://www.drugs.com/mtm/resorcinol-topical.html and
http://www.fda.gov/downloads/Drugs/.../Guidances/UCM259744.pdf
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/mtm/resorcinol-topical.html and
http://www.fda.gov/downloads/Drugs/.../Guidances/UCM259744.pdf
Resorcinol is a benzenediol. Resorcinol is commonly used in hair dyes and acne medication. Resorcinol works by breaking down rough, scaly, or hardened skin. Resorcinol also disinfects the skin to help fight infection. Resorcinol topical (for the skin) is used to treat pain and itching caused by minor cuts and scrapes, burns, insect bites, poison ivy, sunburn, or other skin irritations. Resorcinol topical is also used to treat acne, eczema, psoriasis, seborrhea, corns, calluses, warts, and other skin disorders. Resorcinol is included in the FDA final rule list of all permitted active ingredients for OTC topical acne products. Permitted combination active ingredient product - Resorcinol in 2 percent concentration in combination with sulfur in concentrations of between 3 and 8 percent. In oxidative hair dyes, resorcinol is regulated to 5% or below in practice, however, many manufacturers limit the level of free resorcinol in oxidative hair dyes to 1.25%. Resorcinol is limited to 0.5% in shampoos and hair lotions. Resorcinol is usually present in anti-acne preparations at a maximum concentration of 2%. The concentration of resorcinol can be much higher in peels, in some cases around 50%. Jessner’s solution (resorcinol in ethyl alcohol, 14% w/v; lactic acid, 14%; and salicylic acid, 14%) is commonly used in chemical peeling. A specialized medical use of resorcinol is in biological glues (gelatin–resorcinol–formaldehyde glue) for cardiovascular surgery, in particular aortic operations.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P14650 Gene ID: NA Gene Symbol: Tpo Target Organism: Rattus norvegicus (Rat) |
253.0 µM [IC50] | ||
Target ID: Prostaglandin E2 synthesis |
10.0 µM [IC50] | ||
Target ID: GO:0097251 |
180.0 µM [IC50] | ||
Target ID: Leukotriene E4 biosynthetic process |
902.0 µM [IC50] | ||
Target ID: Thromboxane B2 biosynthetic process |
25.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Resinol Approved UseResorcinol topical (for the skin) is used to treat pain and itching caused by minor cuts and scrapes, burns, insect bites, poison ivy, sunburn, or other skin irritations. Resorcinol topical is also used to treat acne, eczema, psoriasis, seborrhea, corns, calluses, warts, and other skin disorders. Launch Date1991 |
|||
| Primary | Resinol Approved UseResorcinol topical (for the skin) is used to treat pain and itching caused by minor cuts and scrapes, burns, insect bites, poison ivy, sunburn, or other skin irritations. Resorcinol topical is also used to treat acne, eczema, psoriasis, seborrhea, corns, calluses, warts, and other skin disorders. Launch Date1989 |
Doses
| Dose | Population | Adverse events |
|---|---|---|
3 % 1 times / day multiple, topical Recommended Dose: 3 %, 1 times / day Route: topical Route: multiple Dose: 3 %, 1 times / day Sources: |
unhealthy, 14-29 |
Disc. AE: Application site discomfort... AEs leading to discontinuation/dose reduction: Application site discomfort (3.13%) Sources: |
30 mg/kg 1 times / day multiple, topical Overdose Dose: 30 mg/kg, 1 times / day Route: topical Route: multiple Dose: 30 mg/kg, 1 times / day Sources: |
unhealthy Health Status: unhealthy Sources: |
Other AEs: Hypothyroidism... Other AEs: Hypothyroidism Sources: |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Application site discomfort | 3.13% Disc. AE |
3 % 1 times / day multiple, topical Recommended Dose: 3 %, 1 times / day Route: topical Route: multiple Dose: 3 %, 1 times / day Sources: |
unhealthy, 14-29 |
| Hypothyroidism | 30 mg/kg 1 times / day multiple, topical Overdose Dose: 30 mg/kg, 1 times / day Route: topical Route: multiple Dose: 30 mg/kg, 1 times / day Sources: |
unhealthy Health Status: unhealthy Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Purification and characterization of 2,6-dihydroxybenzoate decarboxylase reversibly catalyzing nonoxidative decarboxylation. | 2004-06 |
|
| Diastereoselective dearomatization of resorcinols directed by a lactic acid tether: unprecedented enantioselective access to p-quinols. | 2004-05-13 |
|
| Immunopathogenesis of experimental ulcerative colitis is mediated by eosinophil peroxidase. | 2004-05-01 |
|
| Development of non-electrophoretic assay method for DNA ligases and its application to screening of chemical inhibitors of DNA ligase I. | 2004-04-30 |
|
| Decomposition of aqueous diphenyloxide by ozonolysis and by combined gamma-ray-ozone processing. | 2004-03-17 |
|
| A mechanistic study on the nuclease activities of some hydroxystilbenes. | 2004-03-01 |
|
| Laparoscopic partial nephrectomy using holmium laser in a porcine model. | 2004-02-21 |
|
| Preparation of tripyrrane analogues from resorcinol and 2-methylresorcinol for applications in the synthesis of new benziporphyrin systems. | 2004-01-21 |
|
| [Glycine determination according to the European Pharmacopoeia]. | 2004-01 |
|
| New efficient procedure for the use of diethoxyphosphoryl as a protecting group in the synthesis of polyazamacrocycles. Preparation of polyazacyclophanes derived from resorcinol. | 2003-12-26 |
|
| Biosynthesis of 5-alkylresorcinol in rice: incorporation of a putative fatty acid unit in the 5-alkylresorcinol carbon chain. | 2003-12 |
|
| Single-crystal-to-single-crystal topochemical polymerizations of a terminal diacetylene: two remarkable transformations give the same conjugated polymer. | 2003-10-15 |
|
| Effect of some process parameters in enzymatic dyeing of wool. | 2003-10 |
|
| Substituent effects in the BF3-mediated acylation of phenols with cinnamic acids. | 2003-10 |
|
| Rapid stimulation of free glucuronate formation by non-glucuronidable xenobiotics in isolated rat hepatocytes. | 2003-09-19 |
|
| A graphitized-carbon monolithic column. | 2003-09-15 |
|
| Non-enzymatic interaction of reaction products and substrates in peroxidase catalysis. | 2003-09 |
|
| A new variant activator involved in the degradation of phenolic compounds from a strain of Pseudomonas putida. | 2003-08-15 |
|
| Elucidation of the biosynthetic pathway of the allelochemical sorgoleone using retrobiosynthetic NMR analysis. | 2003-08-01 |
|
| Determination of phloroglucinol in human plasma by high-performance liquid chromatography-mass spectrometry. | 2003-07-25 |
|
| Simple mimetics of a nuclear localization signal (NLS). | 2003-07-10 |
|
| Resorcinol-formaldehyde resin "Russian Red" endodontic therapy. | 2003-07 |
|
| ABC transporters of the wheat pathogen Mycosphaerella graminicola function as protectants against biotic and xenobiotic toxic compounds. | 2003-07 |
|
| Glucuronuria in the koala. | 2003-06 |
|
| Prenylated flavonoids from the roots of Sophora flavescens with tyrosinase inhibitory activity. | 2003-06 |
|
| Multivalent drug design. Synthesis and in vitro analysis of an array of vancomycin dimers. | 2003-05-28 |
|
| More advice for chronic skin conditions. | 2003-05 |
|
| Downregulation of NF-kappaB activation in human keratinocytes by melanogenic inhibitors. | 2003-05 |
|
| Kinetics of anaerobic biodegradation of resorcinol catechol and hydroquinone in upflow fixed film-fixed bed reactors. | 2003-05 |
|
| The effect of pH on the decomposition of hydrophenols in aqueous solutions by ultraviolet direct photolysis and the ultraviolet-hydrogen peroxide process. | 2003-04-10 |
|
| Inhibition of serotonin re-uptake by licorice constituents. | 2003-04 |
|
| The use of thermal lensing for the determination of pyrogens. | 2003-04 |
|
| [Influence of the mixed disinfectant of ClO2 and Cl2 on formation of chloroform]. | 2003-03 |
|
| Quantitative structure-activity relationships for estrogen receptor binding affinity of phenolic chemicals. | 2003-03 |
|
| Determination of major phenolic compounds in water by reversed-phase liquid chromatography after pre-column derivatization with benzoyl chloride. | 2003-02-21 |
|
| [Study on the spectral properties of caffeic acid and its derivatives]. | 2003-02 |
|
| Investigation of antioxidant and catalytic properties of some biologically active substances by voltammetry. | 2003-02 |
|
| Method for analysis of tannic acid and its metabolites in biological samples: application to tannic acid metabolism in the rat. | 2003-01-01 |
|
| The effect of endodontic solutions on resorcinol-formalin paste. | 2003-01 |
|
| Biotransformation of the mycotoxin, zearalenone, to a non-estrogenic compound by a fungal strain of Clonostachys sp. | 2002-12 |
|
| Vibrational analysis of substituted phenols: part I. Vibrational spectra, normal coordinate analysis and transferability of force constants of some formyl-, methoxy-, formylmethoxy-, methyl- and halogeno-phenols. | 2002-12 |
|
| Adsorption and detection of some phenolic compounds by rice husk ash of Kenyan origin. | 2002-12 |
|
| Attachment of alkyltrichlorosilanes to the terminal 3,5-dihydroxyphenyl moiety of a self-assembled thiol monolayer on gold. | 2002-11-15 |
|
| [Application of artificial neural network to simultaneous spectro-fluorimetric determination of phenol and resorcinol]. | 2002-10 |
|
| Structural and energetic aspects of the protonation of phenol, catechol, resorcinol, and hydroquinone. | 2002-07-02 |
|
| Enzymological aspects of bioconversion of m-dinitrobenzene. | 2002-07 |
|
| [Resorcinol-spectrophotometric method for the determination of fructose in mustard leaf's amylose]. | 2002-06 |
|
| The toxicity and fate of phenolic pollutants in the contaminated soils associated with the oil-shale industry. | 2002 |
|
| [Determination of salicylic acid, resorcinol and chloramphenicol in junlieping tincture by reversed-phase high performance liquid chromatography]. | 2001-07 |
|
| Metabolism of resorcinylic compounds by bacteria: orcinol pathway in Pseudomonas putida. | 1976-03 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 19:33:46 GMT 2025
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on
Wed Apr 02 19:33:46 GMT 2025
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| Record UNII |
537G8H7BPR
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| Record Status |
Validated (UNII)
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| Record Version |
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537G8H7BPR
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DTXSID50890610
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PARENT -> SALT/SOLVATE |
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