メトキシ(メチル)アミン

N,O-Dimethylhydroxylamine

HCID 14232CAS 1117-97-1

基本情報

標準SMILES
CNOC
InChIKey
KRKPYFLIYNGWTE-UHFFFAOYSA-N
分子式
C2H7NO
平均分子量
61.08 g/mol
単同位体質量
61.05276384

概要

structure in first source

名称と識別子

優先名称
N,O-Dimethylhydroxylamine
IUPAC
N-methoxymethanamine
現地名
メトキシ(メチル)アミン
英語名
N-methoxymethylamine
分子式
C2H7NO
分子量
61.08

名称と別名

N,O-Dimethylhydroxylamine1117-97-1N-METHOXYMETHYLAMINEO,N-DimethylhydroxylamineMethoxymethylamineMethylmethoxyamineMethylamine, N-methoxy-N-Methoxy-N-methylamineHydroxylamine, N,O-dimethyl-Methoxyamine, N-methyl-783670HYEODTXSID5051577
名称をさらに表示
メトキシ(メチル)アミンO,N-ジメチルヒドロキシルアミンN-メトキシメタンアミンメチルメトキシアミンメチル(メトキシ)アミンN,O-ジメチルヒドロキシルアミン(Methoxyamino)methaneN-MethyoxyMethyl aMine
RefChem:830246DTXCID9030129214-255-2N-methoxymethanamineMethanamine, N-methoxy-methoxy(methyl)amineN-Methyl-O-methylhydroxylamineN-Methylmethoxyamine

データベース識別子

CAS
1117-97-1
PubChem CID
14232
DTXSID
DTXSID5051577
UNII
783670HYEO
EC Number
214-255-2
Nikkaji
J25.778H

物性

構造計算による物性

XLogP
-0.2
極性表面積
21.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
1
重原子数
4

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Hydroxylamines
SpringerMaterials PropertiesSchoenflies notation
Color/FormLiquid
Boiling Point42.4 °C
Vapor Density379 mm Hg at 25 °C
Vapor Pressure379.0 [mmHg]

物理化学的性質

融点
97 ℃ · 97℃
沸点
3 ℃ · 3℃
比重(密度)
0.796 · 0.796
屈折率
1.4152 · 1.4152 (estimate)
闪点
-29 ℃ · -29℃
貯蔵温度
-20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationStatus: Active Update: 27-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30233
Hazards SummaryEmergency treatment: Irritants; [HSDB]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全と保護具

Disposal Methods · 1 件

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 24(SRC), determined from a structure estimation method(2), indicates that N-methoxymethylamine is expected to have very high mobility in soil(SRC). Volatilization of N-methoxymethylamine from moist soil surfaces may occur(SRC) given an estimated Henry's Law constant of 4.9X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). N-Methoxymethylamine is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 379 mm Hg at 25 °C(3). Biodegradation data in soil were not available(SRC, 2018).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 24(SRC), determined from a structure estimation method(2), indicates that N-methoxymethylamine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 4.9X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6 and 46 days, respectively(SRC). According to a classification scheme(4), an estimated BCF of 3(SRC), from an estimated log Kow of 0.06(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation data in water were not available(SRC, 2018).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-methoxymethylamine, which has a vapor pressure of 379 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-methoxymethylamine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6 hours(SRC), calculated from its rate constant of 6.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). N-Methoxymethylamine does not contain chromophores that absorb at wavelengths >290 nm(3) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Toxicity Summary · 1 件

IDENTIFICATION AND USE: N-methoxymethylamine (NDMH) is a liquid. HUMAN STUDIES: NDMH caused inhibition of glucose 6-phosphate dehydrogenase but not of glutathione reductase, severe methemoglobin formation, only little lipid peroxidation and some impairment of NADPH methemoglobin reductase. ANIMAL STUDIES: There are no data available.

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of N-methoxymethylamine can be estimated to be 24(SRC). According to a classification scheme(2), this estimated Koc value suggests that N-methoxymethylamine is expected to have very high mobility in soil(SRC).

Human Toxicity Excerpts · 1 件

/ALTERNATIVE and IN VITRO TESTS/ Hydroxylamine (HYAM, HONH2) and some of its derivatives are known to cause erythrotoxic effects both in vitro and in vivo. Previous studies have shown that the primary in vitro effect of HYAM and O-ethyl hydroxylamine (OEH) is methemoglobin formation, leading to liberation of free radicals which cause lipid peroxidation, enzyme inhibitions and glutathione depletion. By contrast, N-substituted N,O-dimethyl hydroxylamine (NODMH), primarily induces impairment of glucose 6-phosphate dehydrogenase (G6PDH) and glutathione reductase (GR). The oxidative potency of HYAM and the O-derivative was larger than the potency of the N,O-derivative. This seemed to indicate that attachment of an alkyl group to the nitrogen atom of hydroxylamine leads to decreased reactivity. To achieve a better understanding of the structure activity relationship for hydroxylamines three methylated derivatives were tested: N-methyl hydroxylamine (NMH). N-dimethyl hydroxylamine (NDMH) and O-methyl hydroxylamine (OMH). We were also interested in the erythrotoxic potency of OMH which recently entered industrial production. Methemoglobin formation, high release of lipid peroxidation products, inhibition of NADPH methemoglobin reductase and glutathione S-transferase (GST) and depletion of total glutathione (GT) were seen for OMH. The reducing enzymes G6PDH and GR were not impaired by OMH. These findings for OMH are consistent with the proposed mechanism for O-derivatives. Since both the effects caused by OMH and its potency are comparable to those of HYAM and OEH this indicates that possible occupational exposure to this compound may be approached similarly to HYAM and OEH. NMH only inhibited G6PDH and GR activity, which is fully in accord with the proposed mechanism for N-substituted derivatives of HYAM. However, NDMH a double N-substituted compound, caused a strikingly different scheme of reactivity inhibition of G6PDH but not of GR, severe methemoglobin formation, only little lipid peroxidation and some impairment of NADPH methemoglobin reductase. This study confirms that O-derivatives of HYAM are potent hemoglobin oxidators, leading to other oxidative effects. The main effect was confirmed for single N-derivatives as inhibition of the two protective enzymes G6PDH and GR. However, the results for NDMH indicate that this simple classification of O-derivatives and N-derivatives has to be extended for double N-substituted compounds which give a mixture of effects.

Artificial Pollution Sources · 3 件

N-Methoxymethylamine is a degradation product of the herbicide linuron(1), therefore, it may be present in areas treated with this herbicide(SRC).

Year-long degradation of (14)CH3O-labeled monolinuron in sterile soil, resulted in 9% (14)C conversion into CO2 and of 28% into N,O-dimethylhydroxylamine, whereas in nonsterile soil 58% and 8% (14)C was converted into CO2 and N,O-dimethylhydroxylamine, respectively.

Monolinuron adsorbed to soil was more rapidly degraded than non-adsorbed, forming 4-chloroaniline, N,O-dimethylhydroxylamine and CO2.

Environmental Biodegradation · 1 件

PURE CULTURE: Members of the genus Hyphomicrobium (Alphaproteobacteria) were the only bacteria found to biodegrade N-methoxymethylamine(1). Eleven other bacteria cultured from two linuron-treated agricultural soils did not biodegrade N-methoxymethylamine(1).

安全データ

tsca
TSCA listed
有毒物質データの
1117-97-1(Hazardous Substances Data)

化学と産業

薬理情報

Metabolism/MetabolitesN, O-dimethylhydroxylamine was identified as a degradation product of linuron formed in the presence of extracts of Bacillus sphaericus ATCC 12123 by characterization of its dinitrophenyl derivative.

用途と製造

General Manufacturing InformationMethanamine, N-methoxy-: INACTIVE

サプライヤー50 社

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