Page last updated: 2024-12-04

dimethylamine

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

Cross-References

ID SourceID
PubMed CID674
CHEMBL ID120433
CHEBI ID17170
MeSH IDM0106352

Synonyms (97)

Synonym
nsc-8650
dimethylamine (anhydrous)
wln: 1m1
dimethylamine anhydrous
methanamine, n-methyl-
nsc8650
molybdoceric acid (h8 ce mo12 o42), eicosahydrate
nsc-187661
nsc187661
n,n-dimethylamine
CHEBI:17170 ,
hnme2
me2nh
n-methylmethanamine
inchi=1/c2h7n/c1-3-2/h3h,1-2h
hsdb 933
rcra waste number u092
einecs 204-697-4
un1032
rcra waste no. u092
nsc 8650
ccris 981
un1160
ai3-15638-x
(ch3)2nh
124-40-3
dimethylamine ,
C00543
dimethylamine, anhydrous, >=99%
NCIOPEN2_007708
D3292
CHEMBL120433
dimethyl-amine
dimethylamin
dtxsid5024057 ,
cas-124-40-3
dtxcid704057
NCGC00255288-01
tox21_302439
D0643
D3936
D3948
dimethyl amine
bdbm50416497
AKOS008968166
dimethylamine, anhydrous
dimethylamine, anhydrous [un1032] [flammable gas]
ec 204-697-4
arq8157e0q ,
unii-arq8157e0q
dimethylamine [hsdb]
dimethylamine [mi]
metformin hydrochloride impurity f [ep impurity]
dacarbazine impurity d [ep impurity]
STL263869
gtpl5177
n,n-dimethylamin
dimethlyamine
dirnethylamine
n,n-dimethyl amine
dimetylamine
dimetyl amine
nh(me)2
dimethlamine
dimethylammonia
nhme2
n,n dimethylamine
n,n- dimethylamine
n, n-dimethyl amine
n,n dimethyl amine
dimethylarnine
nh(ch3)2
dimethyamine
di-methylamine
un 1160 (salt/mix)
un 1032
D4198
mfcd00008288
dimethylamine, 2m in tetrahydrofuran
dimethylamine, >=99.8%
dimethylamine, purum, >=99.0%
dimethylamine anhydrous (dot)
n-methylmethanamine (acd/name 4.0)
n-methyl-methanamine
n-methyl-1-methanamine
dimethylamine aq
Q408022
dimethylamine (~2.0 m in thf)
STR00287
dimethylamine (ca. 7% in n,n-dimethylformamide)
D5884
dimethylamine (ca. 8% in acetonitrile)
D5885
(ch3)2nh2
dimethylamine, (anhydrous)
methanamine, n-methyl
dacarbazine impurity d (ep impurity)

Research Excerpts

Overview

Dimethylamine borane (DMAB) is a reducing agent used in nonelectric plating of semiconductors.

ExcerptReferenceRelevance
"Dimethylamine borane (DMAB) is a reducing agent used in nonelectric plating of semiconductors. "( Case report: the clinical toxicity of dimethylamine borane.
Hu, WH; Hung, DZ; Peng, KY; Tsan, YT; Yang, DY, 2005
)
2.04
"Dimethylamine (DMA) is a highly water soluble gas with many industrial applications. "( Effects of acute and chronic dimethylamine exposure on the nasal mucociliary apparatus of F-344 rats.
Gross, EA; Morgan, KT; Patterson, DL, 1987
)
2.01
"Dimethylamine is a widely used commodity chemical, for which there are few chronic toxicity data. "( The toxicity of dimethylamine in F-344 rats and B6C3F1 mice following a 1-year inhalation exposure.
Barrow, CS; Buckley, LA; Hamm, TE; James, RA; Morgan, KT; Swenberg, JA, 1985
)
2.06

Toxicity

ExcerptReferenceRelevance
" Although methylamines exert several toxic effects including inhibition of protein turnover and oocyte RNA synthesis, their reproductive toxicity has not been investigated."( Developmental toxicity of methylamines in mice.
Guest, I; Varma, DR, 1991
)
0.28
" These results indicate that the olfactory sensory cell is highly sensitive to the toxic effects of DMA, with minor lesions being produced in rodents even at the current threshold limit value of 10 ppm."( The toxicity of dimethylamine in F-344 rats and B6C3F1 mice following a 1-year inhalation exposure.
Barrow, CS; Buckley, LA; Hamm, TE; James, RA; Morgan, KT; Swenberg, JA, 1985
)
0.62
"It is known that sodium nitrite and dimethylamine are toxic compounds, which may react to form dimethylnitrosamine in the gastro-intestinal tract, a much more toxic compound and a powerful cancerogen."( The toxicity of the daily intake of nitrite and dimethylamine.
Ballenilla, T; Cabrera, Y; Castillo, A; García Roché, M; Silva, V, 1983
)
0.8
" Thus, the results indicated that the liver of the germ-free state was far more susceptible to the acute toxic effects of DMN as well as DMA plus NaNO2 administration at a certain dose range than was the liver of the conventional state, suggesting the influence of the absence of microflora."( Susceptibility of germ-free rats to the hepatotoxic effects of dimethylnitrosamine or dimethylamine plus sodium nitrite administered orally.
Miyakawa, M; Sumi, Y, 1983
)
0.49
"This case study demonstrates that DMAB is highly toxic to humans through any route of exposure, and dermal absorption is the major route of neurotoxicity."( Case report: the clinical toxicity of dimethylamine borane.
Hu, WH; Hung, DZ; Peng, KY; Tsan, YT; Yang, DY, 2005
)
0.6
"Further investigation of the toxic mechanism of DMAB is warranted."( Case report: the clinical toxicity of dimethylamine borane.
Hu, WH; Hung, DZ; Peng, KY; Tsan, YT; Yang, DY, 2005
)
0.6

Pharmacokinetics

ExcerptReferenceRelevance
" The terminal half-life for plasma radioactivity was similar to the half-lives of some plasma proteins, suggesting incorporation of 14C into proteins subsequent to metabolism of [14C]DMA."( Disposition and pharmacokinetics of inhaled dimethylamine in the Fischer 344 rat.
Heck, HD; McNulty, MJ,
)
0.39

Compound-Compound Interactions

ExcerptReferenceRelevance
"Derivatives of the tri-spirane pentaerythritoxy-cyclophosphazene compound, 1, have been used to investigate the stereogenic properties of spiranes combined with four equivalent conventional centres of chirality."( Stereogenic properties of spiranes combined with four equivalent conventional centres of chirality.
Coles, SJ; Davies, DB; Eaton, RJ; Hursthouse, MB; Kiliç, A; Shaw, RA; Uslu, A, 2007
)
0.34

Bioavailability

ExcerptReferenceRelevance
"Impaired nitric oxide (NO) bioavailability and low levels of circulating endothelial progenitor cells (EPC) are correlated to an increased risk for development of cardiovascular diseases."( Growth hormone treatment improves markers of systemic nitric oxide bioavailability via insulin-like growth factor-I.
Bauersachs, J; Fleissner, F; Jakob, M; Klink, I; Stichtenoth, DO; Thum, T; Tsikas, D, 2007
)
0.34
" Before and after GH treatment, we analyzed markers of NO bioavailability and EPC levels."( Growth hormone treatment improves markers of systemic nitric oxide bioavailability via insulin-like growth factor-I.
Bauersachs, J; Fleissner, F; Jakob, M; Klink, I; Stichtenoth, DO; Thum, T; Tsikas, D, 2007
)
0.34
"GH treatment induced markers of increased NO bioavailability and enhanced circulating EPC numbers in healthy volunteers."( Growth hormone treatment improves markers of systemic nitric oxide bioavailability via insulin-like growth factor-I.
Bauersachs, J; Fleissner, F; Jakob, M; Klink, I; Stichtenoth, DO; Thum, T; Tsikas, D, 2007
)
0.34

Dosage Studied

ExcerptRelevanceReference
" The skin surface was not protected during the absorption dosing period."( Percutaneous absorption of salicylic acid, theophylline, 2, 4-dimethylamine, diethyl hexyl phthalic acid, and p-aminobenzoic acid in the isolated perfused porcine skin flap compared to man in vivo.
Maibach, H; Melendres, J; Riviere, JE; Sedik, L; Wester, RC, 1998
)
0.54
" The removal efficiency was affected by initial NDMA concentration; higher NDMA dosing required higher ozone utilization."( Reinvestigation on the ozonation of N-nitrosodimethylamine: Influencing factors and degradation mechanism.
Li, Y; Lv, J; Song, Y, 2013
)
0.65
" Trimethylamine-N-oxide (TMAO), dimethylamine, and dimethyl sulfone are identified and display significant dose-response with intake (p < 0."( The Relationship between Fish Intake and Urinary Trimethylamine-N-Oxide.
Brennan, L; Flynn, A; Frost, G; Gibbons, H; McNulty, BA; Nugent, AP; Rundle, M; Walton, J; Yin, X, 2020
)
0.84
"Urinary TMAO displays a strong dose-response relationship with fish intake; however, use of TMAO alone is insufficient to determine fish intake in a free-living population."( The Relationship between Fish Intake and Urinary Trimethylamine-N-Oxide.
Brennan, L; Flynn, A; Frost, G; Gibbons, H; McNulty, BA; Nugent, AP; Rundle, M; Walton, J; Yin, X, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (1 Product(s))

Product Categories

Product CategoryProducts
Beauty & Personal Care1

Products

ProductBrandCategoryCompounds Matched from IngredientsDate Retrieved
Native Moisturizing Conditioner Coconut & Vanilla -- 16.5 fl ozNativeBeauty & Personal Carecaprylyl glycol, citric acid, cetyl alcohol, citric acid, dimethylamine, glutamic acid, sodium benzoate, stearyl alcohol2024-11-29 10:47:42

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (2)

ClassDescription
methylamines
secondary aliphatic amine
[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]

Pathways (7)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of nitric oxide: NOS3 activation and regulation1426
eNOS activation and regulation1326
eNOS activation1026
Citalopram Action Pathway3724
Citalopram Metabolism Pathway715
Nitric oxide metabolism in cystic fibrosis06

Bioassays (10)

Assay IDTitleYearJournalArticle
AID445286Antibacterial activity against Mycobacterium avium 724S by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
AID445285Antibacterial activity against Mycobacterium bovis BCG str. Tokyo 172 by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
AID445287Antibacterial activity against Mycobacterium avium SmO by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
AID445289Antibacterial activity against Staphylococcus aureus by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
AID233502The pKa value was measured at N15 chemical shift changes due to protonation; nd= not determined1993Journal of medicinal chemistry, Nov-12, Volume: 36, Issue:23
Protonation of phosphoramide mustard and other phosphoramides.
AID1132810Dissociation constant, pKa of the compound1978Journal of medicinal chemistry, Jun, Volume: 21, Issue:6
Oxidative and cardiovascular studies on natural and synthetic catecholamines.
AID445288Antibacterial activity against Mycobacterium smegmatis by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
AID445290Antibacterial activity against Escherichia coli by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
AID494749Inhibition of [3H]choline uptake at choline transporter 1 in mouse brain synaptosome2010Bioorganic & medicinal chemistry letters, Aug-15, Volume: 20, Issue:16
3-D-QSAR and docking studies on the neuronal choline transporter.
AID445210Antituberculosis activity against Mycobacterium tuberculosis H37Rv by broth dilution method2009Bioorganic & medicinal chemistry letters, Nov-15, Volume: 19, Issue:22
Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (297)

TimeframeStudies, This Drug (%)All Drugs %
pre-199061 (20.54)18.7374
1990's49 (16.50)18.2507
2000's75 (25.25)29.6817
2010's103 (34.68)24.3611
2020's9 (3.03)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 72.16

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index72.16 (24.57)
Research Supply Index5.76 (2.92)
Research Growth Index4.62 (4.65)
Search Engine Demand Index125.38 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (72.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials4 (1.29%)5.53%
Reviews4 (1.29%)6.00%
Case Studies4 (1.29%)4.05%
Observational0 (0.00%)0.25%
Other299 (96.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]