n-hydroxymethyl-n-methylformamide

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

Description

N-hydroxymethyl-N-methylformamide: metabolite of dimethylformamide [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	107853
CHEBI ID	5593
MeSH ID	M0125076

Synonyms (17)

Synonym
20546-32-1
n-hydroxymethyl-n-methylformamide
hmmf
n-(hydroxymethyl)-n-methylformamide
AC1L32V8 ,
AKOS006273166
AC1Q6QNI ,
formamide, n-(hydroxymethyl)-n-methyl-
dmf-oh
CTK8H5291 ,
KOCFTADHOAAXFC-UHFFFAOYSA-N
n-formyl-n-hydroxymethyl-methylarnine
n-formyl-n-hydroxymethyl-methylamine
CHEBI:5593
n-(hydroxymethyl)-n-methyl-formamide
DTXSID90942723
Q27106817

Research Excerpts

Toxicity

Excerpt	Reference	Relevance
" Comparison of the acute toxicity of DMF, DMF-OH and NMF shows that NMF is more toxic than DMF-OH, which is itself more toxic than DMF."	( In vivo metabolism of dimethylformamide and relationship to toxicity in the male rat. Lauwerys, R; Scailteur, V, 1984)	0.27
"7 mmol/kg DMF, HMMF, or NMF showed i) that DMF is more toxic than HMMF or NMF, and ii) that hepatotoxicity occurs later for DMF than for HMMF or NMF."	( Metabolism and hepatotoxicity of N,N-dimethylformamide, N-hydroxymethyl-N-methylformamide, and N-methylformamide in the rat. Belpaire, FM; Buylaert, W; Rosseel, MT; Van den Bulcke, M; Wijnants, P, 1994)	0.53

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

Class	Description
tertiary carboxamide	A carboxamide resulting from the formal condensation of a carboxylic acid with a secondary amine; formula RC(=O)NHR(1)R(2).
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (16)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (18.75)	18.7374
1990's	8 (50.00)	18.2507
2000's	3 (18.75)	29.6817
2010's	2 (12.50)	24.3611
2020's	0 (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: 11.76

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.

Metric	This Compound (vs All)
Research Demand Index	11.76 (24.57)
Research Supply Index	2.83 (2.92)
Research Growth Index	4.60 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (11.76)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	16 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
formic acid formic acid: RN given refers to parent cpd. formic acid : The simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects.	1.96	1	monocarboxylic acid	antibacterial agent; astringent; metabolite; protic solvent; solvent
dimethylamine [no description available]	1.96	1	methylamines; secondary aliphatic amine	metabolite
edetic acid Edetic Acid: A chelating agent that sequesters a variety of polyvalent cations such as CALCIUM. It is used in pharmaceutical manufacturing and as a food additive.	1.96	1	ethylenediamine derivative; polyamino carboxylic acid; tetracarboxylic acid	anticoagulant; antidote; chelator; copper chelator; geroprotector
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.	4.13	16	formamides; volatile organic compound	geroprotector; hepatotoxic agent; polar aprotic solvent
methylamine methyl group : An alkyl group that is the univalent group derived from methane by removal of a hydrogen atom.	1.96	1	methylamines; one-carbon compound; primary aliphatic amine	mouse metabolite
hydantoins Hydantoins: Compounds based on imidazolidine dione. Some derivatives are ANTICONVULSANTS.. imidazolidine-2,4-dione : An imidazolidinone with oxo groups at position 2 and 4.	2.13	1	imidazolidine-2,4-dione
acetylcysteine N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.	3.1	5	acetylcysteine; 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
deuterium Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.	1.99	1	dihydrogen
methylformamide N-methylformamide : A member of the class of formamides having a N-methyl substituent.	3.6	9	formamides
transferrin Transferrin: An iron-binding beta1-globulin that is synthesized in the LIVER and secreted into the blood. It plays a central role in the transport of IRON throughout the circulation. A variety of transferrin isoforms exist in humans, including some that are considered markers for specific disease states.	2.13	1
n-hydroxymethylformamide N-hydroxymethylformamide: structure given in first source	2.7	3
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	3.1	5	N-acyl-amino acid
hydroxyl radical Hydroxyl Radical: The univalent radical OH. Hydroxyl radical is a potent oxidizing agent.	1.96	1	oxygen hydride; oxygen radical; reactive oxygen species
fe(iii)-edta Fe(III)-EDTA: iron fortifying agent; RN given refers to parent cpd	1.96	1	iron coordination entity
ascorbic acid Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.	1.96	1	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent
hypoxanthine [no description available]	1.96	1	nucleobase analogue; oxopurine; purine nucleobase	fundamental metabolite
allopurinol Allopurinol: A XANTHINE OXIDASE inhibitor that decreases URIC ACID production. It also acts as an antimetabolite on some simpler organisms.. allopurinol : A bicyclic structure comprising a pyrazole ring fused to a hydroxy-substituted pyrimidine ring.	1.96	1	nucleobase analogue; organic heterobicyclic compound	antimetabolite; EC 1.17.3.2 (xanthine oxidase) inhibitor; gout suppressant; radical scavenger

Condition	Relationship Strength	Studies
Acute Liver Injury, Drug-Induced [description not available]	2.17	1
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.	2.17	1
Alcohol-Induced Disorders Disorders stemming from the misuse and abuse of alcohol.	2.13	1
Diseases, Occupational [description not available]	2.13	1
Alcohol Drinking Behaviors associated with the ingesting of ALCOHOLIC BEVERAGES, including social drinking.	2.13	1
Abnormalities, Drug-Induced Congenital abnormalities caused by medicinal substances or drugs of abuse given to or taken by the mother, or to which she is inadvertently exposed during the manufacture of such substances. The concept excludes abnormalities resulting from exposure to non-medicinal chemicals in the environment.	1.99	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.99	1
Weight Gain Increase in BODY WEIGHT over existing weight.	1.99	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2	1

chemdatabank.com