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1,2-プロパンジオン

Methylglyoxal

HCID 880
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印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
51252-84-7
標準SMILES
CC(=O)C=O
InChIKey
AIJULSRZWUXGPQ-UHFFFAOYSA-N
分子式
C3H4O2
平均分子量
72.06 g/mol
単同位体質量
72.02112937

概要

Methylglyoxal is a clear yellow slightly viscous liquid with a pungent odor. Yellowish-green vapors. Faintly acidic to litmus. (NTP, 1992)

名称と識別子

優先名称
Methylglyoxal
IUPAC
2-oxopropanal
現地名
1,2-プロパンジオン
英語名
Methylglyoxal
分子式
C3H4O2
分子量
72.06

名称と別名

methylglyoxal2-Oxopropanalpyruvaldehydepyruvic aldehyde78-98-8acetylformaldehydeAcetylformylPropanal, 2-oxo-2-KetopropionaldehydeMETHYL GLYOXALPropanedionePropanolone
名称をさらに表示
プロパン-1,2-ジオンピロラセミックアルデヒド2-オキソプロパナールピルブアルデヒド2-ケトプロピオンアルデヒドメチルグリオキサールピルビンアルデヒドアセチルホルムアルデヒドアセチルホルミル1-メチルグリオキサール2-オキソプロピオンアルデヒドピルボアルデヒド1,2-プロパンジオンメチルグリオキサ-ルピルビンアルデヒド溶液ピルビンアルデヒド, 40% IN WATERメチルグリオキサール 溶液1,2-PropanedioneAcetone aldehydemethylglyoxal solutionCH3COCHOFEMA 2969
Pyroracemic aldehyde2-OxopropionaldehydeGlyoxal, methyl1-Ketopropionaldehydealpha-KetopropionaldehydeAcetalformaldehydeFEMA No. 2969acetyl formaldehyde

データベース識別子

CAS
51252-84-7、78-98-8
PubChem CID
880
DTXSID
DTXSID0021628
ChEMBL
CHEMBL170721
ChEBI
CHEBI:17158
UNII
722KLD7415
EC Number
201-164-8
Nikkaji
J1.489C

物性

構造計算による物性

XLogP
-0.4
極性表面積
34.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
1
重原子数
5
形式電荷
0
複雑度
55.9

実験および物理化学的性質

Chemical ClassesOther Classes -> Aldehydes
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesMolecular structure
OdorPungent
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 5 件

1.06 at 68 °F (NTP, 1992) - Denser than water; will sink

1.0455 at 24 °C

Bulk density: 10 lb/gal at 20 °C

Density: 1.20 at 20 °C/20 °C

1.041-1.048

Flavoring AgentsEU Flavoring substances
Color/Form · 2 件

Clear, yellow liquid

Yellow, hygroscopic liquid

Solubility · 5 件

greater than or equal to 100 mg/mL at 63 °F (NTP, 1992)

Soluble in water and alcohol, giving colorless solutions

Soluble in ethanol, ether, benzene

miscible with water and most solvents and oils (yellow solutions)

miscible (in ethanol)

Boiling Point

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 4% (11 of 274) of reports.

Danger

H290 (39.4%): May be corrosive to metals [Warning Corrosive to Metals]

P203, P234, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 274 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: Propanal, 2-oxo-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

REACH registered substance: Pyruvaldehyde (EC: 201-164-8)

DOT LabelCombustible Liquid
Fire HazardsLiterature sources indicate that this chemical is nonflammable. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound include irritation of the skin, eyes, mucous membranes and upper respiratory tract.
Hazards SummaryA skin, eye, and respiratory tract irritant; [CAMEO] Oral LD50 (rat) = 1165 mg/kg; [HSDB] An severe eye irritant; Harmful if swallowed; [MSDSonline]
FDA Requirements · 1 件

Pyruvaldehyde is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

化学と産業

薬理情報

Mechanism of Action · 4 件

This study examines molecular mechanisms in the methylglyoxal (MG)-induced signal transduction leading to apoptosis, focusing particularly on the role of JNK activation. We first confirmed that MG caused apoptosis in Jurkat cells and that it was cell type dependent because it failed to induce apoptosis in MOLT-4, HeLa, or COS-7 cells. A caspase inhibitor, Z-DEVD-fmk, completely blocked MG-induced poly(ADP-ribose)polymerase (PARP) cleavage and apoptosis, showing the critical role of caspase activation. Inhibition of JNK activity by a JNK inhibitor, curcumin, remarkably reduced MG-induced caspase-3 activation, PARP cleavage, and apoptosis.

... In the present study, /the authors/ investigated ATP binding, stability and degradation of methylglyoxal (MGO)-modified alpha-crystallin. Proteolytic digestion with trypsin and chymotrypsin showed that MGO-modified alpha-crystallin is more susceptible to degradation compared to native alpha-crystallin. Furthermore, ATP was able to protect native alpha-crystallin against proteolytic cleavage but not MGO-modified alpha-crystallin. ... MGO-modification of alpha-crystallin causes partial unfolding and decreased stability leading to enhanced proteolysis. Cross-linking of these degraded products could result in aggregation and subsequent insolubilization as observed in senile and diabetic cataract lenses.

... N-acetyl-L-cysteine, an antioxidant, successfully suppressed the activity of the p38 MAPK signaling pathway along with the inhibition of apoptosis, indicating the involvement of oxidative stress in the MG-induced apoptosis via the p38 MAPK pathway.

... The majority of glyoxal-induced mutations (65%) were base-pair substitutions, in which G:C-->C:G transversions were predominant. In the mutants induced by methylglyoxal, multi-base deletions were predominant (50%), followed by base-pair substitutions (35%), in which G:C-->C:G and G:C-->T:A transversions were predominant.

Metabolism/Metabolites · 1 件

Methylglyoxal was demonstrated to be a substrate for the isozymes E1, E2 and E3 of human aldehyde dehydrogenase. Pyruvate was the product from the oxidation of methylglyoxal by the three isozymes. At pH 7.4 and 25 degrees C, the major and minor components of the E3 isozyme catalyzed the reaction with Vmax of 1.1 and 0.8 umol NADH/min and mg protein, respectively, compared to 0.067 and 0.060 umol NADH/min and mg protein for the E1 and E2 isozymes, respectively. The E2 isozyme had a K(m) for methylglyoxal of 8.6 uM, the lowest compared to 46 uM for E1 and 586 and 552 uM for the major and minor components of the E3 isozyme, respectively. Both components of the E3 isozyme showed substrate inhibition by methylglyoxal, with Ki values of 2.0 mM for the major component and 12 mM for the minor component at pH 9.0. Substrate inhibition by methylglyoxal was not observed with the E1 and E2 isozymes. Methylglyoxal strongly inhibited the glycolaldehyde activity of the E1 and E2 isozymes. Mixed-type models of inhibition were employed as an approach to calculate the inhibition constants, 44 and 10.6 microM for E1 and E2 isozymes, respectively.

関連反応

119 件
反応記録を作成
HRID 43105 の反応式
HRID 43105反応物としてuspto-grants-2013_09
HRID 59050 の反応式
HRID 59050反応物としてuspto-grants-2016_09
HRID 59051 の反応式
HRID 59051反応物としてuspto-grants-2016_09
HRID 66951 の反応式
HRID 66951反応物としてuspto-grants-1982_08
HRID 66952 の反応式
HRID 66952反応物としてuspto-grants-1982_08
HRID 115609 の反応式
HRID 115609反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 125151 の反応式
HRID 125151反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 186969 の反応式
HRID 186969反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
1 / 15 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
· 3 件

162 °F at 760 mmHg (NTP, 1992)

72 °C at 760 mm Hg

72 °C

DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.
Melting Point< 25 °C

物理化学的性質

融点
25 °C · 25 °C (77 °F; 298 K)
沸点
72 °C · 72 °C (162 °F; 345 K)
比重(密度)
1.046 g/cm3 · 1.046 g/cm3
蒸気圧
25.09 hPa · 25.09hPa at 20℃
FEMA
2969 · 2969 | PYRUVALDEHYDE
屈折率
20 · n 20/D 1.41
闪点
Not applicable
貯蔵温度
2 · 2-8°C
溶解性
DMSO (Slightly), Methanol (Slightly), Water (Soluble)
外見
liquid
色
Yellow
臭い (Odor)
1 %。甘い酸性の空気のようなブラウンラム酒 · プロピレングリコール中1.00%。甘い酸性の空気のようなブラウンラム酒
においのタイプ
キャラメル状
由来生物
synthetic
水溶解度
10 g/100 · >=10 g/100 mL で 17 ºC
Merck
14 · 14,6081
JECFA Number
937 · 937
BRN
906750 · 906750
Henry's Law Constant
3.5 · 3.5×101 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
InChI
1S/C3H4O2/c1-3(5)2-4/h2H,1H3
InChIKey
AIJULSRZWUXGPQ-UHFFFAOYSA-N
SMILES
[H]C(=O)C(C)=O
LogP
-1.06 at · -1.06 at 25℃
CAS データベース
78 · 78-98-8(CAS DataBase Reference)
NISTの化学物質情報
2 · Propanal, 2-oxo-(78-98-8)
EPAの化学物質情報
Methylglyoxal (78-98-8)

化学的性質

化学的特性clear yellow to yellow-brown solution

Reactive GroupAldehydes
Reactivity AlertsPolymerizable
Reactivity Profile · 1 件

METHYLGLYOXAL polymerizes readily. It is hygroscopic. This chemical is incompatible with strong oxidizing agents and bases. (NTP, 1992) METHYLGLYOXAL is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.

Air and Water ReactionsWater soluble.
Hazard Classes and CategoriesMet. Corr. 1 (39.4%)

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. 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 soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: When working with this chemical, wear a NIOSH-approved full face chemical cartridge respirator equipped with the appropriate organic vapor cartridges. If that is not available, a half face respirator similarly equipped plus airtight goggles can be substituted. However, please note that half face respirators provide a substantially lower level of protection than do full face respirators. (NTP, 1992)

毒性情報

Interactions · 3 件

In this in vitro study, ... the effect of MG on the structure and function of ceruloplasmin (CP) a serum oxidase carrier of copper ions in the human /was investigated/. When ceruloplasmin (CP) was incubated with methylglyoxal (MG), the protein showed increased electrophoretic mobility which represented the aggregates at a high concentration of MG (100 mM). ... It is suggested that oxidative damage of CP by MG may induce perturbations of the copper transport system and subsequently lead to harmful intracellular condition.

The effect of methylglyoxal alone and in combination with creatine and ascorbic acid on cancer-bearing animals had been investigated by measuring the increase in life span and tumor cell growth inhibition. The results indicated that anticancer effect of methylglyoxal was significantly augmented by ascorbic acid and further augmented by ascorbic acid and creatine. Nearly 80% of the animals treated with methylglyoxal plus ascorbic acid plus creatine were completely cured and devoid of any malignant cells within the peritoneal cavity.

... Methylglyoxal (MG) and D-lactate (DL) were measured by high-performance liquid chromatography in plasma from 57 subjects with type 2 diabetes. Of these subjects, 27 were treated with diet, sulfonylureas, or insulin (nonmetformin), and 30 were treated with metformin; 28 normal control subjects were also studied. Glycemic control was determined by HbA1c. MG was significantly elevated in diabetic subjects versus the normal control subjects (189.3 + 38.7 vs. 123.0 + 37 nmol/L, p = 0.0001). MG levels were significantly reduced by high-dosage (1,500-2,500 mg/d) metformin (158.4 + 44.2 nmol/L) compared with nonmetformin (189.3 + 38.7 nmol/L, p = 0.03) or low-dosage (< or = 1,000 mg/day) metformin (210.98 + 51.0 nmol/L, p = 0.001), even though the groups had similar glycemic control. ... MG correlated with rising HbA1c levels (R = 0.4, p = 0.03, slope = 13.2) in the nonmetformin subjects but showed no increase with worsening glycemic control in the high-dosage metformin group (R = 0.0004, p = 0.99, slope = 0.02).

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that methyl glyoxal is expected to have very high mobility in soil(SRC). Volatilization of methyl glyoxal from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 2.70X10-7 atm-cu m/mole(3). Methyl glyoxal is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 27 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2007).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that methyl glyoxal is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.70X10-7 atm-cu m/mole(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of -1.50(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that methyl glyoxal is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 2.70X10-7 atm-cu m/mole(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of -1.50(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).

Food Survey Values · 1 件

Methyl glyoxal was identified as a coffee aroma constituent at a concentration range of 4.0 nmol to 0.4 mmol(1). The mean concentrations of methyl glyoxal in home-brew and instant coffee are 152 and 114 ug/g, respectively(1). The compound has been detected in autoxidised edible oils (sesame, safflower and sardine oil) at concentrations of 2.5, 2.0 and 7.0 ug/g, respectively, following 30 hrs of heating(2). It was identified as a beef volatile and as a component of beef flavor(3).

Effluent Concentrations · 1 件

Methyl glyoxal gas-phase concentration in medium-duty diesel truck exhaust was 1,700 ug/km(1); from gasoline-powered motor vehicle tailpipe emissions, 50 and 10,000 ug/km in catalyst and non-catalyst equipped vehicles, respectively(2). The compound was identified in a study of light- and heavy-duty vehicle exhaust was measured at the Tuscarora Mountain Tunnel, PA in May 1999; concentrations were 0.167 and 0.289 ug/cu m at the tunnel inlet and outlet, respectively, resulting in an emission factor of 0.23 mg/km(3). The concentration from meat charbroiling was 334,000 ug/kg meat cooked(4). Methyl glyoxal gas-phase effluent concentration resulting from fireplace combustion of wood was 943, 321 and 520 mg/kg wood burned using pine, oak and eucalyptus, respectively(5).

Soil Adsorption/Mobility · 1 件

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

Natural Pollution SourcesMethyl glyoxal is a partially oxidized compound obtained from the tropospheric oxidation of numerous hydrocarbons, both of biogenic and anthropogenic origin(1). It is synthesized by microorganisms(2).
Atmospheric Concentrations · 3 件

URBAN/SUBURBAN: Methyl glyoxal was detected at concentrations of 24, 67, 40 and 39 ng/cu m in aerosol samples collected on February 24-25, February 25-26, July 22-23, and July 23, 1992, respectively, in Tokyo Japan(1). The average ambient concentration in Rio de Janeiro, Brazil, measured from May to November, 2000 at a downtown location during morning vehicle commute, was 1.041 ug/cu m(2).

RURAL/REMOTE: Arctic aerosol samples from Alert, Canada, measured in 1987-1988 showed a methyl glyoxal concentration range of <0.003 to 0.59 ng/cu m(1).

SOURCE DOMINATED: Methyl glyoxal mean concentration in the San Francisco Bay Bridge toll plaza sampled during rush hour traffic April 23 and 24, 2001 was 0.056 ug/cu m, with an estimated range of 0.055 to 0.76 ug/cu m(1). The level in the Los Angeles Van Nuys Tunnel, CA, September 21, 1993 was approximately 10 mg/L (0% weight percentage in gasoline)(2).

Human Toxicity Excerpts · 5 件

/SURVEILLANCE/ ... Methylglyoxal (MG) and D-lactate (DL) were measured by high-performance liquid chromatography in plasma from 57 subjects with type 2 diabetes. Of these subjects, 27 were treated with diet, sulfonylureas, or insulin (nonmetformin), and 30 seconds were treated with metformin; 28 normal control subjects were also studied. Glycemic control was determined by HbA1c. MG was significantly elevated in diabetic subjects versus the normal control subjects (189.3 + 38.7 vs. 123.0 + 37 nmol/L, p = 0.0001). MG levels were significantly reduced by high-dosage (1,500-2,500 mg/d) metformin (158.4 + 44.2 nmol/L) compared with nonmetformin (189.3 + 38.7 nmol/L, p = 0.03) or low-dosage (< or = 1,000 mg/day) metformin (210.98 + 51.0 nmol/L, p = 0.001), even though the groups had similar glycemic control. ... MG correlated with rising HbA1c levels (R = 0.4, p = 0.03, slope = 13.2) in the nonmetformin subjects but showed no increase with worsening glycemic control in the high-dosage metformin group (R = 0.0004, p = 0.99, slope = 0.02)

/SURVEILLANCE/ ... A cross-sectional study was undertaken to determine whether methylglyoxal (MG) accumulates in the gingival crevicular fluid (GCF) of chronic periodontitis patients. GCF samples were collected for 30 seconds each from three teeth with pocket depths greater than 3 mm (DD sites), from 14 chronic periodontitis patients. Control samples were taken from three healthy sites (DH sites) in the same patients, as well as from seven subjects who were periodontally healthy (HH sites). ... Mean pocket depths were 5.7 +/- 0.7, 2.7 +/- 0.6 and 2.7 +/- 0.5 mm (mean +/- SD) for the DD, DH and HH sites, respectively. Mean MG levels were found to be 208.7 +/- 241.7 and 142.9 +/- 235.7 pmol/site in the GCF from DD and DH sites, respectively (p=0.0023), but only 11.5 +/- 4.4 pmol/site for the HH sites

/SURVEILLANCE/ ... The production of the glycolytic intermediate methylglyoxal (MG) was followed up in 7 diabetic patients treated for ketoacidosis during pretreatment and recovery phase. Blood samples for methylglyoxal analysis were collected upon patient arrival in emergency department (0 hr), and during ketoacidosis treatment between 12-24 hr and at 168 hr. The study also included 10 normoglycaemic healthy volunteers and 31 type 1 diabetic patients (control diabetes group). The methylglyoxal assay, based on methylglyoxal derivation with 1,2-diamino-4,5-dimethoxybenzene (DDB), was performed by HPLC, only assessing the level of free methylglyoxal. The baseline level of methylglyoxal recorded in normoglycemic healthy controls was 338 + 62 nmol/L versus 374 + 89 nmol/L in control diabetes group (p = 0.0407). A consistent feature of diabetic ketoacidosis before and during treatment was striking elevation of methylglyoxal as compared with control diabetes group (median test chi(2) = 14.6, df = 3, p = 0.0021). Friedman's ANOVA indicated differences (p = 0.04) among the three sampling times with a peak value (601 +/- 95 nmol/L) at 12-24 hr following therapy initiation. However, fasting treatment values at 168 hr were still significantly higher than the mean fasting methylglyoxal level in control diabetes group (p = 0.008). The study indicated that diabetic ketoacidosis results in an increase in methylglyoxal level.

Artificial Pollution SourcesMethyl glyoxal's production and use as a chemical intermediate and flavoring(1) may result in its release to the environment through various waste streams(SRC).
Carcinogen Classification · 5 件

Methylglyoxal

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 51: (1991) Coffee, Tea, Mate, Methylxanthines and Methylglyoxal

1991

1990

Environmental Bioconcentration · 1 件

An estimated BCF of 3 was calculated in fish for methyl glyoxal(SRC), using an estimated log Kow of -1.50(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for methyl glyoxal is 2.70X10-7 atm-cu m/mole(1). This Henry's Law constant indicates that methyl glyoxal is expected to be essentially nonvolatile from water surfaces(2). Methyl glyoxal's Henry's Law constant indicates that volatilization from moist soil surfaces may not occur(SRC). Methyl glyoxal is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 27 mm Hg(SRC), determined from a fragment constant method(3).

法規制情報

FDA Requirements · 1 件

Pyruvaldehyde is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

安全データ

wgk
-
tsca
TSCA listed
ridadr
UN 3265 8 / PGIII
hs_code
2912190090
risk_code
22-36-35
hazard_code
Xn,Xi,C
hazard_note
Irritant
safety_code
26-36-45-36/37/39
Hazard Classifications
Eye Dam. 1Met. Corr. 1Muta. 2Skin Sens. 1
ストレージクラス
8A - Combustible corrosive hazardous materials
有毒物質データの
78-98-8(Hazardous Substances Data)
Tissue LocationsEye Lens
Cellular LocationsExtracellular
Metabolite Pathways3-Phosphoglycerate dehydrogenase deficiency

用途と製造

Uses · 3 件

Used in organic synthesis, as a flavoring agent, and in tanning leather; [ChemIDplus]

Leather Tanning and Processing [Category: Industry]

Organic synthesis, as of complex chemical compounds such as pyrethrins, tanning leather, flavoring.

Formulations/PreparationsSupplied commercially as a 30% aqueous solution.
Use Classification · 5 件

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing InformationPropanal, 2-oxo-: ACTIVE
応用分野 · 4 件

用途本物質の主な用途は、中間物、有機化学製品用(洗剤等、繊維用、土壌改良材)、その他製品用(その他)とされているほか、繊維処理剤、土壌硬化剤、紙仕上剤、鋳砂添加剤、医薬、香料原料、消臭剤とされている。

天然物の起源Reported found in the dry distillate of Manilla copal. Also reported found in apple juice, orange juice, celery root, rutabaga, tomato, wheaten bread, white bread, roasted and raw turkey, cognac, roasted barley, beer, cocoa, coffee and roasted pecans.

使用Methylglyoxal solution has been used:to assess glyoxalase 1 (GLO1) enzymatic activityas an advanced glycation end (AGE) forming agent for the preparation of albumin in vitroto regulate anxiety like behavior in miceto induce peritoneal fibrosis in ratsto study the chromatographic retention characteristics of organic chemicals and metal DNA adductsfor intraplantar injection in mice to investigate peripheral and central components of methylglyoxal (MG)-transient receptor potential ankyrin 1 (TRPA1)-adenylyl cyclase 1 isoform (AC1) pathway

一般的な説明Clear yellow slightly viscous liquid with a pungent odor. Yellowish-green vapors. Faintly acidic to litmus.

調製方法

製造方法By distilling a dilute solution of dihydroxyacetone from calcium carbonate; by oxidation of acetone with selenium dioxide; by heating dihydroxy acetone with phosphorus pentoxide; by warming isonitroso acetone with diluted H2SO4.

純化方法Commercial 30% (w/v) aqueous solution is diluted to about 10% and distilled twice, taking the fraction boiling below 50o/20mm Hg. (This treatment does not remove lactic acid). [Beilstein 1 IV 3631.]

上流・下流製品情報

下流製品

ミトグアゾンピルビンアルデヒドジメチルアセタール2-メチルピラジン2,4-ジメチル-1H-イミダゾールrac-(R*)-2-メチル-3-アリル-4-オキソ-2-シクロペンテン-1-オール(RS)-[O-1-(4-クロロフェニル)ピラゾール-4-イルO-エチルS-プロピルホスホロチオアート]2,2-ジメチル-3-(2-メチル-1-プロペン-1-イル)-1-シクロプロパンカルボン酸2-メチル-4-オキソ-3-(2-プロピニル)-2-シクロペンテン-1-イルピルビン酸4-メチルイミダゾール2-キノキサリンカルバルデヒド2-メチルキノキサリン乳酸メチル3-ブチン-2-オン3-ヒドロキシプロパナール(R)-2-ヒドロキシプロピオン酸2-ヒドロキシプロピオン酸ペンチル(2R)-2,3-ジヒドロキシプロパナール2-ヒドロキシプロパン酸2-メチルプロピル1,3-ジヒドロキシアセトン

補足説明

定義ChEBI: A 2-oxo aldehyde derived from propanal.

/SURVEILLANCE/ ... The /plasma and dialysate/ levels of some advanced glycation end products (AGEs) (pentosidine and free pentosidine) and dicarbonyl compounds (glyoxal and methylglyoxal) in end-stage renal disease patients subjected to peritoneal dialysis /were determined/ ... Samples (20 from healthy subjects, 16 from uremic patients before and after 12 hr of peritoneal dialysis) were analyzed ... Glyoxal and methylglyoxal mean levels showed a decrease in plasma after dialysis even if their values were always higher than those of healthy control subjects. Surprisingly, an analogous trend was observed also in dialysate.

For more Human Toxicity Excerpts (Complete) data for METHYL GLYOXAL (11 total), please visit the HSDB record page.