N-hydroxyacetamide

• ChemBase编号: 433
• 分子式: C2H5NO2
• 平均质量: 75.0666
• 单一同位素质量: 75.03202841
• SMILES: ONC(=O)C
• Canonical SMILES: CC(=O)NO
• InChI: InChI=1S/C2H5NO2/c1-2(4)3-5/h5H,1H3,(H,3,4)
• InChIKey: RRUDCFGSUDOHDG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-hydroxyacetamide
• IUPAC传统名: acetohydroxamic acid
• 商标名: Lithostat
• 别名: 乙酰氧肟酸; 乙酰羟肟酸; Acetohydroxamic acid; Acetohydroxamic acid; N-Acetylhydroxylamine; N-Hydroxyacetamide; AHA; Cetohyroxamic acid; Methylhydroxamic acid; N-Hydroxyacetamide; Acetylhydroxamic acid; Acetyl hydroxyamino; Acetohydroximic acid; Acetic acid, oxime; Acethydroxamsaure; Acetohydroxamate; Acetohydroxamic Acid; Acetic Acid Oxime; Acetylhydroxylamine; NSC 176136; NSC 408425; NSC 5073

登记号

• CAS号: 546-88-3; 166438-83-1
• EC号: 208-913-8
• MDL号: MFCD00009994
• Beilstein号: 1739019
• 默克索引号: 1463
• PubChem SID: 160963896; 24845057; 24849786; 46508546
• PubChem CID: 1990

理论计算性质

JChem

• Acid pKa: 8.9435215
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -1.0336257
• LogD (pH = 7.4): -1.0456617
• Log P: -1.03347
• 摩尔折射率: 16.2305 cm^3
• 极化性: 6.3648486 Å^3
• 极化表面积: 49.33 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.46
• LOG S: 0.83
• 溶解度: 5.09e+02 g/l

分子性质

理化性质

• 溶解度: 1E+006 mg/L; Water
• 外观: White Crystalline Solid
• 熔点: 86-90°C; 86-90°C; 88-90 °C; 88-90 °C(lit.); 89-91°C; 89-92°C; 91 - 92°C
• 疏水性(logP): -0.7; -1.594

安全信息

• 保存条件: 0°C, Desiccate; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: Hygroscopic; IRRITANT; Teratogenic/Hygroscopic/Store under Argon
• RTECS编号: AK8157000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 61
• 安全公开号: 53-20-36-45; 53-45
• TSCA收录: false; 否
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H360
• GHS警示性声明: P201-P308 + P313; P281-P201-P202-P308+P313-P405-P501A
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

药理学性质

• 相关基因信息: human ... CA2(760), MMP3(4314)

产品相关信息

• 纯度: ≥98.0% (NT); 95%; 95+%; 97%; 98%
• 级别: purum
• 线性分子式: CH3CONHOH

详细说明

MP Biomedicals - 02100018

Urease Inhibitor

DrugBank - DB00551

• Drug Groups: approved
• Description: Acetohydroxamic Acid, a synthetic drug derived from hydroxylamine and ethyl acetate, is similar in structure to urea. In the urine, it acts as an antagonist of the bacterial enzyme urease. Acetohydroxamic Acid has no direct antimicrobial action and does not acidify urine directly. It is used, in addition to antibiotics or medical procedures, to treat chronic urea-splitting urinary infections.
• Indication: Used, in addition to antibiotics or medical procedures, to treat chronic urea-splitting urinary infections.
• Pharmacology: Acetohydroxamic Acid, a synthetic drug derived from hydroxylamine and ethyl acetate, is similar in structure to urea. In the urine, it acts as an antagonist of the bacterial enzyme urease. Acetohydroxamic Acid has no direct antimicrobial action and does not acidify urine directly.
• Toxicity: Oral, rat: LD₅₀ = 4.8gm/kg. Symptoms of overdose include anorexia, malaise, lethargy, diminished sense of wellbeing, tremor, anxiety, nausea, and vomiting.
• Affected Organisms: Enteric bacteria and other eubacteria
• Biotransformation: 35-65% of oral dose excreted unchanged in urine (which provides the drug's therapeutic effect).
• Absorption: Well absorbed from the GI tract following oral administration.
• Half Life: 5-10 hours in patients with normal renal function
• Protein Binding: No known binding
• References: [Link]
• External Links: Wikipedia; Drugs.com

Apollo Scientific Ltd - OR6375T

A urease inhibitor.

Sigma Aldrich - 159034

包装
5, 10, 50 g in glass bottle
Application
用于尿素酶抑制研究1,2，并且作为 Diels-Alder 反应的亲二烯体用于亚硝基羰基甲烷的原位合成。3

Toronto Research Chemicals - A163750

A urease inhibitor. Used in the synthesis of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors.

参考文献

• Link
• Xiao, Z.-P., et al.: Eur. J. Med. Chem., 45, 5064 (2010)