Compounds > n-hydroxymethylformamide
Page last updated: 2024-12-07

n-hydroxymethylformamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

n-Hydroxymethylformamide (HMF) is a simple organic compound with a variety of potential applications. It is a colorless, viscous liquid that is soluble in water and many organic solvents. HMF is a versatile building block for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is also a potential precursor to biofuels and other renewable energy sources. HMF is produced by the reaction of formaldehyde and formamide. It can also be produced by the dehydration of carbohydrates, such as glucose and fructose. HMF is a valuable intermediate for the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. For example, HMF can be used to synthesize the anti-inflammatory drug ibuprofen and the herbicide glyphosate. HMF is also a potential precursor to biofuels and other renewable energy sources. For example, HMF can be converted to 2,5-dimethylfuran (DMF), a promising biofuel candidate. The study of HMF is driven by its potential applications in various fields, including pharmaceuticals, agrochemicals, biofuels, and renewable energy. Researchers are investigating new and efficient methods for synthesizing HMF from renewable resources, such as biomass. They are also exploring new applications for HMF, such as the synthesis of novel polymers and materials.'

N-hydroxymethylformamide: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID83086
CHEMBL ID268447
MeSH IDM0157118

Synonyms (20)

Synonym
n-(hydroxymethyl)formamide
nsc-348403
n-methylolformamide
(hydroxymethyl)formamide
13052-19-2
formamide, n-(hydroxymethyl)-
nsc348403
inchi=1/c2h5no2/c4-1-3-2-5/h1,5h,2h2,(h,3,4
n-hydroxymethyl-formamide
CHEMBL268447
AKOS006351685
n-hydroxymethylformamide
nsc 348403
einecs 235-938-1
unii-wt1okz795i
wt1okz795i ,
MNQOPPDTVHYCEZ-UHFFFAOYSA-N
DTXSID2065339
FT-0699704
mfcd19216842
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID116887Antitumor activity was evaluated against the M5076 reticulum cell sarcoma in mice at dose of 2500-600 mg/kg per day1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structural studies on bioactive compounds. 4. A structure-antitumor activity study on analogues of N-methylformamide.
AID118807Antitumor activity was evaluated against the M5076 reticulum cell sarcoma in mice measured as mean tumor volume for the treated at the optimal dose 1000 mg/Kg/day1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structural studies on bioactive compounds. 4. A structure-antitumor activity study on analogues of N-methylformamide.
AID122265Antitumor activity was evaluated for the compound against the M5076 reticulum cell sarcoma in mice and the % T/C(treated/control) value was calculated at optimal dose of 1000 mg/kg1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structural studies on bioactive compounds. 4. A structure-antitumor activity study on analogues of N-methylformamide.
AID116703Antitumor activity was evaluated against the M5076 reticulum cell sarcoma in mice at dose of 2500-600 mg/kg per day1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structural studies on bioactive compounds. 4. A structure-antitumor activity study on analogues of N-methylformamide.
AID110145Antitumor activity was evaluated against the M5076 reticulum cell sarcoma in mice measured as Control tumor volume for the treated at the optimal dose 1000 mg/Kg/day1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Structural studies on bioactive compounds. 4. A structure-antitumor activity study on analogues of N-methylformamide.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (33.33)18.7374
1990's3 (33.33)18.2507
2000's1 (11.11)29.6817
2010's2 (22.22)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.34

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.34 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.64 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.34)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
1-butanol
1-Butanol: A four carbon linear hydrocarbon that has a hydroxy group at position 1.. butan-1-ol : A primary alcohol that is butane in which a hydrogen of one of the methyl groups is substituted by a hydroxy group. It it produced in small amounts in humans by the gut microbes.		2.0710alkyl alcohol;
primary alcohol;
short-chain primary fatty alcohol		human metabolite;
mouse metabolite;
protic solvent
formamide
formimidic acid : A carboximidic acid that is formic acid in which the carbonyl oxygen is replaced by an imino group.. primary carboxamide : A carboxamide resulting from the formal condensation of a carboxylic acid with ammonia; formula RC(=O)NH2.		2.420carboximidic acid;
formamides;
monocarboxylic acid amide;
one-carbon compound		solvent
1-anilino-8-naphthalenesulfonate
1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.		2.0710aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
benzo(a)pyrene
Benzo(a)pyrene: A potent mutagen and carcinogen. It is a public health concern because of its possible effects on industrial workers, as an environmental pollutant, an as a component of tobacco smoke.. benzo[a]pyrene : An ortho- and peri-fused polycyclic arene consisting of five fused benzene rings.		1.9910ortho- and peri-fused polycyclic arenecarcinogenic agent;
mouse metabolite
dimethylformamide
Dimethylformamide: A formamide in which the amino hydrogens are replaced by methyl groups.. N,N-dimethylformamide : A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.		2.9140formamides;
volatile organic compound		geroprotector;
hepatotoxic agent;
polar aprotic solvent
trichloroacetic acid
Trichloroacetic Acid: A strong acid used as a protein precipitant in clinical chemistry and also as a caustic for removing warts.. trichloroacetic acid : A monocarboxylic acid that is acetic acid in which all three methyl hydrogens are substituted by chlorine.		2.0710monocarboxylic acid;
organochlorine compound		carcinogenic agent;
metabolite;
mouse metabolite
ethyl butyrate
ethyl butyrate : A butyrate ester resulting from the formal condensation of the hydroxy group of ethanol with the carboxy group of butyric acid.		2.0710butyrate esterplant metabolite
malondialdehyde
Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.		2.0510dialdehydebiomarker
n-methylbenzamide
N-methylbenzamide: RN given refers to parent cpd		1.9610
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.3820acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
n-ethylformamide
[no description available]		1.9610
furaneol
furaneol: RN given refers to compound with no isomeric designation. 4-hydroxy-2,5-dimethylfuran-3-one : A member of the class of furans that is 2,5-dimethylfuran carrying additional oxo and hydroxy groups at positions 3 and 4 respectively. It has been found particularly in strawberries and other such fruits.		1.9910cyclic ketone;
enol;
furans		flavouring agent;
fragrance;
plant metabolite
carbonates
Carbonates: Salts or ions of the theoretical carbonic acid, containing the radical CO2(3-). Carbonates are readily decomposed by acids. The carbonates of the alkali metals are water-soluble; all others are insoluble. (From Grant & Hackh's Chemical Dictionary, 5th ed). carbonates : Organooxygen compounds that are salts or esters of carbonic acid, H2CO3.		2.0710carbon oxoanion
methylformamide
N-methylformamide : A member of the class of formamides having a N-methyl substituent.		1.9610formamides
caracemide
[no description available]		1.9610
n-hydroxymethyl-n-methylformamide
N-hydroxymethyl-N-methylformamide: metabolite of dimethylformamide		2.730tertiary carboxamide
n-acetyl-s-(n-methylcarbamoyl)cysteine
N-acetyl-S-(N-methylcarbamoyl)cysteine: human metabolite of N,N-dimethylformamide & N-methylformamide; structure given in first source		2.3820N-acyl-amino acid
ConditionIndicatedRelationship StrengthStudiesTrials
Germinoblastoma
[description not available]		01.9610
Cancer of Ovary
[description not available]		01.9610
Lymphoma
A general term for various neoplastic diseases of the lymphoid tissue.		01.9610
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		01.9610
Acute Liver Injury, Drug-Induced
[description not available]		02.1710
Chemical and Drug Induced Liver Injury
A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.		02.1710
Cancer of Stomach
[description not available]		01.9910
Stomach Neoplasms
Tumors or cancer of the STOMACH.		01.9910