Oxamic Acid

HCID 974CAS 471-47-6

基本情報

標準SMILES
NC(=O)C(=O)O
InChIKey
SOWBFZRMHSNYGE-UHFFFAOYSA-N
分子式
C2H3NO3
平均分子量
89.05 g/mol
単同位体質量
89.01129296

概要

Oxamic acid is a dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia. It has a role as an Escherichia coli metabolite. It is a conjugate acid of an oxamate.

名称と識別子

優先名称
Oxamic Acid
IUPAC
oxamic acid
現地名
オキサミン酸
英語名
Oxamic acid
分子式
C2H3NO3
分子量
89.05

名称と別名

OXAMIC ACID471-47-6oxamateAcetic acid, aminooxo-Oxalic acid monoamideAminooxoacetic acidOxalamic acidcarbamoylformic acidOxamidic acidGlycine, 2-oxo-Formic acid, (aminocarbonyl)-QU60N5OPLG
名称をさらに表示
オキサミン酸2-アミノ-2-オキソ酢酸オキサミド酸オキサム酸オキサミン酸,2-aMino-2-oxoacetic acidOxamic acid Oxalic acid monoamideOxamicAcid>Oxamicacid,98%Oxamic acid 98%
Oxalic monoamideDTXSID6060052CHEBI:18058NSC-47001NSC-49416NSC-53102Acid, OxalamicAcid, Oxamidic

データベース識別子

CAS
471-47-6、66257-53-2
PubChem CID
974
DTXSID
DTXSID6060052
ChEMBL
CHEMBL15976
ChEBI
CHEBI:18058
UNII
QU60N5OPLG
EC Number
207-443-0
Nikkaji
J5.942K

物性

構造計算による物性

XLogP
-0.9
極性表面積
80.4 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
1
重原子数
6

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amino Carboxylic Acids
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesBoiling point
Pesticides · 2 件

Pesticides -> Insect Repellents

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Vapor Pressure0.00000046 [mmHg]
Physical DescriptionSolid; [Merck Index] White powder; [Alfa Aesar MSDS]

物理化学的性質

融点
207 · 207-210 °C (dec.) (lit.)
沸点
165.08 °C · 165.08°C (rough estimate)
比重(密度)
1.6193 · 1.6193 (rough estimate)
屈折率
1.4264 · 1.4264 (estimate)
貯蔵温度
2 · 2-8°C(protect from light)
溶解性
DMSO(微量)、メタノール(微量)、水(微量)

化学的性質

化学的特性Oxamic acid is a white, water-soluble solid. It is the monoamide ofoxalic acid. It can react with metal carbonates to form oxamate. Oxamic acid inhibits lactate dehydrogenase A.

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)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationAcetic acid, aminooxo-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary · 2 件

See Oxamic acid.

A skin and strong eye irritant; [Alfa Aesar MSDS] See Oxamide. See Acetic acid.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk
3
tsca
TSCA listed
hs_code
29241990
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36

化学と産業

用途と製造

UsesInsect attractant, repellent and chemosterilant; [ChemIDplus]
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationAcetic acid, 2-amino-2-oxo-: ACTIVE
応用分野 · 3 件

解説C2H3NO3(89.05).H2N-CO-COOH.オキサミン酸ともいう.シュウ酸水素アンモニウムを加熱すると得られる.無色の粉末状結晶.融点210 ℃(分解).水に難溶,エタノール,エーテルに不溶.緩効性の窒素肥料として用いられる.[CAS 471-47-6]森北出版「化学辞典(第2版)

説明Oxamic acids also known to as oxalic acid monoamides have emerged as potent precursors for the generation of the carbamoyl radical. Oxamic acids can easily undergo decarboxylation through a single electron oxidation resulting in the generation of the reactive carbamoyl radical, which can then engage in diverse radical reactions or undergo a second single electron oxidation as originally unveiled by Minisci. Oxamic acids are thus versatile intermediates for the synthesis of nitrogen-containing organic molecules[1]. The oxidative decarboxylation of oxamic acids can be mediated through thermal, photochemical, electrochemical or photoelectrochemical means, generating carbamoyl radicals, which may further add to unsaturated systems to provide a broad range of important amides. Oxidative decarboxylation of oxamic acids also offers a straightforward entry for the preparation of urethanes, ureas, and thioureas.

使用Oxamic acid is an ozone oxidation product and is used in the synthesis of hydroxybenzimidazoles preparation as potential anti tumor agents targeting human lactate dehydrogenase A.This compound is suitable for lactate dehydrogenase (LDH) related research.

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補足説明

定義ChEBI: Oxamic acid is a dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia. It has a role as an Escherichia coli metabolite. It is a conjugate acid of an oxamate.

関連反応

24 件

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