U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula CH2O.H2O
Molecular Weight 48.0413
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLENE GLYCOL

SMILES

O.C=O

InChI

InChIKey=MGJURKDLIJVDEO-UHFFFAOYSA-N
InChI=1S/CH2O.H2O/c1-2;/h1H2;1H2

HIDE SMILES / InChI

Molecular Formula CH2O
Molecular Weight 30.026
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.nap.edu/read/13142/chapter/6 | https://www.drugs.com/pro/formaldehyde-liquid.html

Formaldehyde is a naturally occurring organic compound, and an important industrial precursor to many other materials and organic compounds. Formaldehyde solution (formalin) is used as a disinfectant. Formaldehyde vapors are toxic, upon entry formaldehyde reacts readily with macromolecules, including DNA to form DNA-protein and DNA-DNA cross-links.

Originator

Curator's Comment: Formaldehyde was first reported in 1859 by the Russian chemist Aleksandr Butlerov

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2311221
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
FORMALDEHYDE 10%

Approved Use

Drying agent for pre and post surgical removal of warts, or for non-surgical laser treatment of warts where dryness is required. Safeguards against offensive odor and dries excessive moisture of feet. Not to be used in patients known to be sensitive to any of the ingredients in this product.
PubMed

PubMed

TitleDatePubMed
Identification of N,N-dimethylamphetamine formed by methylation of methamphetamine in formalin-fixed liver tissue by multistage mass spectrometry.
2006-03-10
Detection of chlamydial bodies and antigens in the central nervous system of patients with multiple sclerosis.
2005-10-01
Protective effect of NAC on formaldehyde-containing-ZOE-based root-canal-sealers-induced cyclooxygenase-2 expression and cytotoxicity in human osteoblastic cells.
2005-08
p53 protein expression in chronic hepatitis C; effect of interferon alpha 2b therapy.
2005-07-09
An ecological study of the association of environmental chemicals on breast cancer incidence in Texas.
2005-07
Postmortem distribution of sildenafil in histological material.
2005-06-25
Contact sensitivity to preservatives in Turkey.
2005-06
The interaction of trimethylamine dehydrogenase and electron-transferring flavoprotein.
2005-05-27
Thrombotic thrombocytopenic purpura causing rapid unexpected death: value of CD61 immunohistochemical staining in diagnosis.
2005-05-26
[Study on differential display genes of tolerant-damage of MRC-5 induced by formaldehyde of low dose].
2005-05
Vitamin E against oxidative damage caused by formaldehyde in frontal cortex and hippocampus: biochemical and histological studies.
2005-05
Supratentorial primitive neuroectodermal tumours of the brain: multidirectional differentiation does not influence prognosis. A clinicopathological report of 18 patients.
2005-04
Antinociceptive properties of mixture of alpha-amyrin and beta-amyrin triterpenes: evidence for participation of protein kinase C and protein kinase A pathways.
2005-04
Hypothalamo-pituitary-adrenal gland axis in mice inhaling toluene prior to low-level long-term exposure to formaldehyde.
2005-03
Redox imbalance induced by contact sensitizers triggers the maturation of dendritic cells.
2005-03
The role of intracellularly released formaldehyde and butyric acid in the anticancer activity of acyloxyalkyl esters.
2005-02-24
Methanol, formaldehyde, and sodium formate exposure in rat and mouse conceptuses: a potential role of the visceral yolk sac in embryotoxicity.
2005-02
Protective effects of omega-3 essential fatty acids against formaldehyde-induced neuronal damage in prefrontal cortex of rats.
2005-01-14
Use of the platelet reactivity index by Grotemeyer, platelet function analyzer, and retention test Homburg to monitor therapy with antiplatelet drugs.
2005
Transcriptomic analysis of F344 rat nasal epithelium suggests that the lack of carcinogenic response to glutaraldehyde is due to its greater toxicity compared to formaldehyde.
2005
Effect of formaldehyde gas exposure in a murine allergic contact hypersensitivity model.
2005
Histone demethylation mediated by the nuclear amine oxidase homolog LSD1.
2004-12-29
Diagnosis and treatment of dermatitis due to formaldehyde resins in clothing.
2004-12
A novel gamma-N-methylaminobutyrate demethylating oxidase involved in catabolism of the tobacco alkaloid nicotine by Arthrobacter nicotinovorans pAO1.
2004-12
GABAA receptor partially mediated propofol-induced hyperalgesia at superspinal level and analgesia at spinal cord level in rats.
2004-12
The implausibility of leukemia induction by formaldehyde: a critical review of the biological evidence on distant-site toxicity.
2004-10
[Allergy to formaldehyde].
2004-09
Protein cross-linkage induced by formaldehyde derived from semicarbazide-sensitive amine oxidase-mediated deamination of methylamine.
2004-09
Effect of prolonged exposure to low concentrations of formaldehyde on the corticotropin releasing hormone neurons in the hypothalamus and adrenocorticotropic hormone cells in the pituitary gland in female mice.
2004-07-02
Mortality from solid cancers among workers in formaldehyde industries.
2004-06-15
Allergic contact sensitivity in elderly patients.
2004-06
Hepatocyte proliferation in chronic hepatitis C: correlation with degree of liver disease and serum alpha-fetoprotein.
2004-06
Biodegradation of alachlor by soil streptomycetes.
2004-06
Long-term exposure to low levels of formaldehyde increases the number of tyrosine hydroxylase-immunopositive periglomerular cells in mouse main olfactory bulb.
2004-05-08
[Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations].
2004-05
Investigations into the antinociceptive activity of Sapindus trifoliatus in various pain models.
2004-05
Pharmacological profile of parecoxib: a novel, potent injectable selective cyclooxygenase-2 inhibitor.
2004-04-26
Differential immunogenic and neurogenic inflammatory responses in an allergic mouse model exposed to low levels of formaldehyde.
2004-04-01
Multiple formaldehyde oxidation/detoxification pathways in Burkholderia fungorum LB400.
2004-04
Evidence for the involvement of vanilloid receptor in the antinociception produced by the dialdeydes unsaturated sesquiterpenes polygodial and drimanial in rats.
2004-03
[Scleroderma and occupational risk factors: a case-control study].
2004-02-26
Protein associated with Myc (PAM) is involved in spinal nociceptive processing.
2004-02
Reproducibility of patch tests: comparison of identical test allergens from different commercial sources.
2004-01
Inhalation of low-level formaldehyde enhances nerve growth factor production in the hippocampus of mice.
2004
The L-arginine/nitric oxide/cyclic-GMP pathway apparently mediates the peripheral antihyperalgesic action of fentanyl in rats.
2003-12
Potentiation of allergic bronchoconstriction by repeated exposure to formaldehyde in guinea-pigs in vivo.
2003-12
Systemic contact dermatitis of the eyelids caused by formaldehyde derived from aspartame?
2003-11
[Effects of formaldehyde on germ cells of male mice].
2003-11
Crystal structure of an electron-transfer complex between methylamine dehydrogenase and amicyanin.
1992-06-02
NAD-linked, factor-dependent formaldehyde dehydrogenase or trimeric, zinc-containing, long-chain alcohol dehydrogenase from Amycolatopsis methanolica.
1992-06-01
Patents

Sample Use Guides

Formaldehyde 10% solution is applied topically once a day to affected areas.
Route of Administration: Topical
In Vitro Use Guide
Human lymphoblasts were exposed in vitro to various concentrations of formaldehyde (HCHO) in single and multiple treatment regimens to determine relative mutagenic efficiency. HCHO treatment resulted in a significant nonlinear increase in DNA-protein crosslinks at concentrations greater than 50 uM X 2 h, which correlated with the onset of significant toxicity in this cell line.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:54 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:54 GMT 2025
Record UNII
6Z20YM9257
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYDRATED FORMALDEHYDE
Preferred Name English
METHYLENE GLYCOL
INCI  
INCI  
Official Name English
METHANEDIOL
Systematic Name English
FORMALDEHYDE, MONOHYDRATE
Systematic Name English
DIHYDROXYMETHANE
Systematic Name English
METHYLENEDIOL
Common Name English
1,1-DIHYDROXYMETHANE
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
207-339-5
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY
CAS
463-57-0
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
GENERIC (FAMILY)
DAILYMED
6Z20YM9257
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY
FDA UNII
6Z20YM9257
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY
CHEBI
48397
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY
RXCUI
1797646
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY
PUBCHEM
22136924
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY
WIKIPEDIA
METHANEDIOL
Created by admin on Mon Mar 31 18:05:54 GMT 2025 , Edited by admin on Mon Mar 31 18:05:54 GMT 2025
PRIMARY