Formaldehyde
SmallMolecule
T3DB_ID
T3D0244
描述
Formaldehyde is a highly reactive aldehyde gas formed by oxidation or incomplete combustion of hydrocarbons. In solution, it has a wide range of uses: in the manufacture of resins and textiles, as a disinfectant, and as a laboratory fixative or preservative. Formaldehyde solution (formalin) is considered a hazardous compound, and its vapor toxic. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p717) -- Pubchem; The chemical compound formaldehyde (also known as methanal), is a gas with a pungent smell. It is the simplest aldehyde. Its chemical formula is H2CO. Formaldehyde was first synthesized by the Russian chemist Aleksandr Butlerov in 1859 but was conclusively identified by August Wilhelm van Hofmann in 1867. Although formaldehyde is a gas at room temperature, it is readily soluble in water, and it is most commonly sold as a 37% solution in water called by trade names such as formalin or formol. In water, formaldehyde polymerizes, and formalin actually contains very little formaldehyde in the form of H2CO monomer. Usually, these solutions contain a few percent methanol to limit the extent of polymerization. Formaldehyde exhibits most of the general chemical properties of the aldehydes, except that is generally more reactive than other aldehydes. Formaldehyde is a potent electrophile. It can participate in electrophilic aromatic substitution reactions with aromatic compounds and can undergo electrophilic addition reactions with alkenes. In the presence of basic catalysts, formaldehyde undergoes a Cannizaro reaction to produce formic acid and methanol. Because formaldehyde resins are used in many construction materials, including plywood, carpet, and spray-on insulating foams, and because these resins slowly give off formaldehyde over time, formaldehyde is one of the more common indoor air pollutants. At concentrations above 0.1 mg/kg in air, inhaled formaldehyde can irritate the eyes and mucous membranes, resulting in watery eyes, headache, a burning sensation in the throat, and difficulty breathing. -- Wikipedia.
类别
"Cigarette Toxin", "Household Toxin", "Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Food Toxin", "Natural Toxin"
同义词
"Fannoform", "Formalin", "Formalina", "Formaline", "Formalith", "Formic aldehyde", "Formol", "Methaldehyde", "Methanal", "Methyl aldehyde", "Methylene glycol", "Methylene oxide", "Oxomethane", "Oxomethylene", "Oxymethylene", "Paraform", "Paraformaldehyde"
CAS登记号
50-00-0
化学式
CH2O
平均分子量
30.026
单同位素质量
30.010564686
IUPAC 名称
formaldehyde
传统名称
formaldehyde
简化分子线性输入规范
C=O
InChI 标识符
InChI=1S/CH2O/c1-2/h1H2
InChIKey=WSFSSNUMVMOOMR-UHFFFAOYSA-N
化合物类型
Organic compounds
大分类
Organic oxygen compounds
类型
Organooxygen compounds
子类
Carbonyl compounds
直接大类
Carbonyl compounds
另外分类
"Hydrocarbon derivatives", "Organic oxides"
取代基
"Aliphatic acyclic compound", "Carbonyl group", "Hydrocarbon derivative", "Organic oxide"
分子框架
Aliphatic acyclic compounds
外部描述符
"aldehyde", "an n-alkanal", "one-carbon compound"
地位
Detected and Not Quantified
起源
Exogenous
蜂窝位置
"Cytoplasm", "Extracellular", "Lysosome", "Mitochondria", "Peroxisome"
生物流体位置
组织位置
"Adipose Tissue", "Adrenal Cortex", "Adrenal Gland", "Adrenal Medulla", "Bladder", "Bone Marrow", "Brain", "Fibroblasts", "Gonads", "Intestine", "Kidney", "Liver", "Lung", "Muscle", "Myelin", "Nerve Cells", "Neuron", "Pancreas", "Placenta", "Platelet", "Prostate", "Skeletal Muscle", "Skin"
途径
"Glycine and Serine Metabolism"
状态
Liquid
外貌
熔点/沸点/溶解度
-92°C//400 mg/mL at 20°C [PICKRELL,JA et al. (1983)]
日志P
0.35
暴露途径
Oral (L962) ; inhalation (L962) ; dermal (L962)
毒性机制
It is likely that formaldehyde toxicity occurs when intracellular levels saturate formaldehyde dehydrogenase activity, allowing the unmetabolized intact molecule to exert its effects. Formaldehyde is known to form cross links between protein and DNA and undergo metabolic incorporation into macromolecules (DNA, RNA, and proteins). (L962)
代谢
Formaldehyde may be absorbed following inhalation, oral, or dermal exposure. It is an essential metabolic intermediate in all cells and is produced during the normal metabolism of serine, glycine, methionine, and choline and also by the demethylation of N-, S-, and O-methyl compounds. Exogenous formaldehyde is metabolized to formate by the enzyme formaldehyde dehydrogenase at the initial site of contact. After oxidation of formaldehyde to formate, the carbon atom is further oxidized to carbon dioxide or incorporated into purines, thymidine, and amino acids via tetrahydrofolatedependent one-carbon biosynthetic pathways. Formaldehyde is not stored in the body and is excreted in the urine (primarily as formic acid), incorporated into other cellular molecules, or exhaled as carbon dioxide. (L962)
毒性值
LD50: 300 mg/kg (Subcutaneous, Mouse) (T13) LD50: 42 mg/kg (Oral, Mouse) (T13) LD50: 87 mg/kg (Intravenous, Rat) (T13) LD50: 16 mg/kg (Intraperitoneal, Mouse) (T29) LC50: 0.414 mg/L over 4 hours (Inhalation, Mouse) (A115)
致死剂量
致癌性
1, carcinogenic to humans. (L135)
用途/来源
Formaldehyde is used in the production of fertilizer, paper, plywood, and urea-formaldehyde resins. It is also also used as a preservative in some foods and in many products used around the house, such as antiseptics, medicines, and cosmetics. (L962)
最低风险等级
Acute Inhalation: 0.04 ppm (L134) Intermediate Inhalation: 0.03 ppm (L134) Chronic Inhalation: 0.008 ppm (L134) Intermediate Oral: 0.3 mg/kg/day (L134) Chronic Oral: 0.2 mg/kg/day (L134)
健康影响
Drinking large amounts of formaldehyde can cause severe pain, vomiting, coma, and possible death. Formaldehyde is also a known human carcinogen. (L962)
症状
Low levels of formaldehyde can cause irritation of the eyes, nose, throat, and skin. (L962)
治疗
药库 ID
DB03843
HMDB_ID
HMDB01426
PubChem 化合物 ID
712
维基百科链接
http://en.wikipedia.org/wiki/Formaldehyde
创建于
2009-03-06 18:58:21 UTC
更新于
2014-12-24 20:21:24 UTC
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