Page last updated: 2024-12-11

methylazoxymethanol

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

Description

methylazoxymethanol: a neuroteratogen; reacts with guanine residues of DNA & RNA forming 7-methylguanine adduct products; carcinogenicity probably related to biological decomposition into methyldiazonium ion, the ultimate methylating agent; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6433205
CHEBI ID29323
MeSH IDM0096822

Synonyms (18)

Synonym
jgg19n3ydq ,
unii-jgg19n3ydq
CHEBI:29323
(methyl-onn-azoxy)methanol
methanol, (methyl-onn-azoxy)-
brn 1921057
ccris 1113
1-hydroxymethyl-2-methylditmide-2-oxide
hsdb 3509
C02390
methylazoxymethanol
590-96-5
ch3-n(o)=n-ch2oh
methyl-onn-azoxymethanol
(z)-hydroxymethylimino-methyl-oxidoazanium
methanol, (methylazoxy)-
methylazoxymethanol [hsdb]
methanol, 1-(2-methyl-2-oxidodiazenyl)-

Research Excerpts

Overview

Methylazoxymethanol (MAM) is an alkylating agent that is used to induce microencephaly by killing mitotically active neuroblasts.

ExcerptReferenceRelevance
"Methylazoxymethanol (MAM) is an alkylating agent that is used to induce microencephaly by killing mitotically active neuroblasts. "( Short exposure to methylazoxymethanol causes a long-term inhibition of axonal outgrowth from cultured embryonic rat hippocampal neurons.
Boyne, LJ; Fischer, I; Hoffman, JR; Levitt, P, 1996
)
2.07

Treatment

Methylazoxymethanol acetate (MAM) treatment, which induces micrencephaly in rats, was administered by injection (20 mg/kg) on gestational day 14. Treatment with MAM of mouse pups at postnatal days (PND) 0 + 1 or 5 + 6 results in the partial loss of granule cells.

ExcerptReferenceRelevance
"Methylazoxymethanol (MAM) treatment of pregnant rats results in neuronal heterotopias in offspring, especially in hippocampal area CA1."( NPY sensitivity and postsynaptic properties of heterotopic neurons in the MAM model of malformation-associated epilepsy.
Baraban, SC; Colmers, WF; Pentney, AR, 2002
)
1.04
"Methylazoxymethanol acetate (MAM) treatment, which induces micrencephaly in rats, was administered by injection (20 mg/kg) on gestational day 14."( Behavioral effects of methylazoxymethanol-induced micrencephaly.
Ferguson, SA; Holson, RR; Paule, MG; Racey, FD, 1993
)
1.32
"Methylazoxymethanol treatments produced a dramatic reduction in striatal volume."( The development of striatal patch/matrix organization after prenatal methylazoxymethanol: a combined immunocytochemical and bromo-deoxy-uridine birthdating study.
Snyder-Keller, AM, 1995
)
1.25
"Treatment with methylazoxymethanol (MAM) of mouse pups at postnatal days (PND) 0 + 1 or 5 + 6 results in the partial loss of granule cells, the extent of which depends on the age of the animal at the time of injection."( Distribution of metabotropic glutamate receptor type 1a in Purkinje cell dendritic spines is independent of the presence of presynaptic parallel fibers.
Becker, T; de Barry, J; Gombos, G; Görcs, T; Hámori, J; Takács, J, 1997
)
0.64

Toxicity

ExcerptReferenceRelevance
" The small size of cerebellar granule cells, the unique subunit composition of their N-methyl-d-aspartate (NMDA) receptors, their low DNA repair ability, low levels of calcium-binding proteins and vulnerability during postnatal brain development and distribution of glutathione and its conjugating and metabolizing enzymes are all important factors in determining the sensitivity of cerebellar granule cells to toxic compounds."( The contributions of excitotoxicity, glutathione depletion and DNA repair in chemically induced injury to neurones: exemplified with toxic effects on cerebellar granule cells.
Fonnum, F; Lock, EA, 2004
)
0.32

Dosage Studied

ExcerptRelevanceReference
"05 at least), with no apparent dose-response relationship."( Response of chemically induced primary colon tumours of the mouse to flavone acetic acid (NSC 347 512).
D'Incalci, M; Damia, G; Manzotti, C; Pratesi, G, 1988
)
0.27
" Overall, these presentations addressed fundamental issues in the emerging areas of lifetime neurotoxicity testing, differential vulnerable periods of exposure, nonmonotonic dose-response effects and neurotoxic risk assessment."( Developmental origins of adult diseases and neurotoxicity: epidemiological and experimental studies.
de Groot, D; Fox, DA; Grandjean, P; Paule, MG, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
azoxy compoundAn N-oxide of an azo compound of structure RN=N(+)(O(-))R.
[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 (245)

TimeframeStudies, This Drug (%)All Drugs %
pre-199056 (22.86)18.7374
1990's89 (36.33)18.2507
2000's58 (23.67)29.6817
2010's33 (13.47)24.3611
2020's9 (3.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 31.07

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index31.07 (24.57)
Research Supply Index5.59 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index44.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (31.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews21 (7.84%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other247 (92.16%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]