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过氧化氢酶 | 120-47-8

中文名称
过氧化氢酶
中文别名
对羟基苯甲酸乙酯;接触酶;4-羟基苯甲酸乙酯;过氧化氢酶,从牛肝所得;过氧化氢酶(牛肝脏);尼泊金乙酯;羟苯乙酯;自溶血性链球菌分离的过氧化氢酶
英文名称
Ethyl 4-hydroxybenzoate
英文别名
ethylparaben;ethyl p-hydroxybenzoate;4-hydroxybenzoic acid ethyl ester;ethyl para-hydroxybenzoate
过氧化氢酶化学式
CAS
120-47-8;9001-05-2
化学式
C9H10O3
mdl
MFCD00002353
分子量
166.177
InChiKey
NUVBSKCKDOMJSU-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    114-117 °C (lit.)
  • 沸点:
    297-298 °C (lit.)
  • 密度:
    1.1708 (rough estimate)
  • 闪点:
    297-298°C
  • 溶解度:
    极微溶于水,易溶于乙醇(96%)和甲醇。
  • LogP:
    2.470
  • 物理描述:
    Almost odourless, small, colourless crystals or a white, crystalline powder
  • 颜色/状态:
    Small, colorless crystals or powder at room temperature
  • 气味:
    Odorless
  • 蒸汽压力:
    9.29X10-5 mm Hg at 25 °C (est)
  • 亨利常数:
    Henry's Law constant = 4.79X10-9 atm-cu m/mol at 25 °C (est)
  • 稳定性/保质期:
    1. 一般市售商品有以下几种形式:结晶、悬浮液(在4℃时稳定)、甘油乙醇溶液(4℃数月后可有微量混浊)、冷冻干燥品(4℃,6个月后无活力降低现象)及干燥粉末。其活力范围为pH4~9。含有0.5%麝香及30%甘油的结晶悬液在0~4℃时可稳定一年以上。
  • 分解:
    When heated to decomposition it emits acrid smoke and fumes.
  • 解离常数:
    pKa = 8.34
  • 碰撞截面:
    125.4 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
  • 保留指数:
    1467 ;1479.7

计算性质

  • 辛醇/水分配系数(LogP):
    2.5
  • 重原子数:
    12
  • 可旋转键数:
    3
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.222
  • 拓扑面积:
    46.5
  • 氢给体数:
    1
  • 氢受体数:
    3

ADMET

代谢
在猪和曲霉菌中产生对羟基苯甲酸
Yields p-hydroxybenzoic acid in pig and in Aspergillus. /from table/
来源:Hazardous Substances Data Bank (HSDB)
代谢
/对羟基苯甲酸酯类/ ... 酯类化合物被很好地吸收,并且酯键的解和代谢结合是其在/狗/体内消除的主要途径。在人类中也观察到了类似的代谢方案。/对羟基苯甲酸酯类/
/Paraben/ ... esters are well absorbed and hydrolysis of ester linkage and metabolic conjugation constitute chief route of elimination /in dogs/. Similar metabolic scheme was observed in man. /Paraben esters/
来源:Hazardous Substances Data Bank (HSDB)
代谢
接受口服(14)C-标记的乙基-p-羟基苯甲酸盐的猫尿液中,含有两种主要代谢物,对羟基马尿酸对羟基苯甲酸
Urine from cats who had received (14)C-labeled ethyl-p-hydroxybenzoate, orally contained 2 major metabolites, p-hydroxyhippuric acid and free p-hydroxybenzoic acid.
来源:Hazardous Substances Data Bank (HSDB)
代谢
在老鼠、大鼠、家兔、猪或狗中,乙基对羟基苯甲酸以未改变的苯甲酸对羟基苯甲酸、对羟基苯甲酰甘酸(对羟基苯甲酰乙酸)、酯葡萄糖苷酸、醚葡萄糖苷酸或醚硫酸盐的形式通过尿液排出。
In mice, rats, rabbits, pigs, or dogs, ethyl paraben is excreted in the urine as unchanged benzoate, p-hydroxybenzoic acid, p-hydroxyhippuric acid (p-hydroxybenzoylglycine), ester glucuronides, ether glucuronides, or ether sulfates.
来源:Hazardous Substances Data Bank (HSDB)
代谢
4-羟苯甲酸乙酯已知的人类代谢物包括(2S,3S,4S,5R)-6-(4-乙氧羰基苯氧基)-3,4,5-三羟基氧杂环己烷-2-羧酸
Ethyl-4-hydroxybenzoate has known human metabolites that include (2S,3S,4S,5R)-6-(4-ethoxycarbonylphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid.
来源:NORMAN Suspect List Exchange
毒理性
  • 毒性总结
识别和使用:对羟基苯甲酸乙酯形成小的无色晶体或白色粉末。对羟基苯甲酸乙酯抑制真菌和细菌的生长,用作药品、粘合剂和各种化妆品的防腐剂。人体暴露和毒性:对羟基苯甲酸乙酯在人类中是皮肤刺激物。在一项人体研究中,它没有显示出致敏潜力。作为一类通用化合物,对羟基苯甲酸酯在应用到人体完整皮肤时很少引起致敏。应用到受损皮肤是更常见的致敏原因。已经证明,口服甲乙丙对羟基苯甲酸甲酯混合物会加剧预先存在的皮肤问题。动物研究:对羟基苯甲酸乙酯在兔眼中引起刺激。在实验动物中对羟基苯甲酸乙酯的急性口服毒性很低。有限的大鼠长期研究也表明其毒性很低,并未产生致癌活性的证据。对羟基苯甲酸乙酯在饮食中导致大鼠前胃细胞增殖。有限的埃姆斯细菌试验中没有报告突变性。对羟基苯甲酸乙酯在仓鼠卵巢细胞分析中增加了染色体畸变,但在用对羟基苯甲酸乙酯处理的大鼠中并未看到类似效果。在大鼠怀孕期间经口给予对羟基苯甲酸乙酯,在母体毒性剂量平上发生了胎儿毒性。对羟基苯甲酸乙酯在大鼠中是非致畸形的。在一项体外研究中,对羟基苯甲酸乙酯的浓度低至8毫克/毫升时精子不可存活,但在小鼠饮食中含0.1%或1.0%对羟基苯甲酸乙酯的体内研究中报告没有精子毒性效应。
IDENTIFICATION AND USE: Ethylparaben forms small colorless crystals, or white powder. Ethylparaben inhibits the growth of fungi and bacteria and is used as a preservative for pharmaceuticals, adhesives, and various cosmetic preparations. HUMAN EXPOSURE AND TOXICITY: Ethylparaben was a skin irritant in man. It gave no evidence of sensitizing potential in a human study. The paraben esters as a generic class are rare sensitizers when applied to the intact skin of man. Application to the damaged skin is a more common cause of sensitization. A methyl:ethyl:propylparaben mixture has been shown on oral administration to exacerbate pre-existing skin complaints. ANIMAL STUDIES: Ethylparaben was an eye irritant in rabbits. A low acute oral toxicity has been demonstrated for ethylparaben in laboratory animals. Limited long-term studies in rats have also indicated a low toxicity and have generated no evidence of carcinogenic activity. Ethylparaben in the diet produced cell proliferation in the forestomach of rats. No evidence of mutagenicity was reported in limited Ames Bacterial tests. Ethylparaben did increase chromosomal aberrations in a Chinese Hamster ovary cell assay, but similar effects were not seen in rats treated with ethylparaben. Fetal toxicity at maternally toxic dose levels occurred in female rats treated orally during pregnancy. Ethylparaben was nonteratogenic in rats. In one in vitro study, sperm were not viabile at concentrations as low as 8 mg/mL for Ethylparaben, but an in vivo study of 0.1% or 1.0% for Ethylparaben in the diet of mice reported no spermatotoxic effects.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 致癌物分类
对人类不具有致癌性(未被国际癌症研究机构IARC列名)。
No indication of carcinogenicity to humans (not listed by IARC).
来源:Toxin and Toxin Target Database (T3DB)
毒理性
  • 副作用
皮肤致敏剂 - 一种可以诱导皮肤产生过敏反应的制剂。
Skin Sensitizer - An agent that can induce an allergic reaction in the skin.
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 相互作用
在同时给予水杨酸后,乙酯苯甲酸生物命运与之前报告中单独给予乙酯苯甲酸的情况不同。未结合的p-羟基苯甲酸的排泄增加,它是乙酯苯甲酸解产物,而p-羟基苯甲酸苯甲酰甘酸结合物和p-羟基苯甲酸苯甲酰葡萄糖苷酸,它的酯型葡萄糖苷酸,的排泄减少。血液浓度模式与单独给予乙酯苯甲酸的情况大不相同,尤其是每种代谢物的消除都延迟了。对血液浓度数据进行药代动力学分析的结果也显示水杨酸乙酯苯甲酸生物命运的影响。
The biological fates of ethyl paraben after the simultaneous administration with salicylic acid were different from those of ethyl paraben alone as reported in the previous reports. The excretion of unconjugated p-hydroxybenzoic acid, which is a hydrolyzed product of ethyl paraben, increased and those of p-hydroxyhippuric acid, glycine conjugate of p-hydroxybenzoic acid, and p-hydroxybenzoyl glucuronide, its ester type glucuronide, decreased. The blood concentration patterns were considerably different from those of ethyl paraben alone, especially the elimination of every metabolite was delayed. Pharmacokinetic analyses on the data of blood concentration were carried out and the results also show the interaction of salicylic acid on the biological fate of ethyl paraben.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 立即急救:确保已经进行了充分的中和。如果患者停止呼吸,请开始人工呼吸,最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩,按训练进行。如有必要,执行心肺复苏。立即用缓慢流动的冲洗受污染的眼睛。不要催吐。如果患者呕吐,让患者向前倾或将其置于左侧(如果可能的话,头部向下)以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。寻求医疗救助。 /毒物A和B/
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
通过口腔途径,对羟基苯甲酸酯类物质会被迅速吸收、代谢并排出体外。哺乳动物中的代谢反应和转化会因酯链的长度、动物种类、给药途径和测试量而有所不同。对羟基苯甲酸酯在人体内的代谢过程与狗的代谢过程最为相似。代谢物排出的速率似乎会随着酯的分子量增加而降低。/4-羟苯甲酸酯(对羟基苯甲酸酯类物质)/
By the oral route, parabens are rapidly absorbed, metabolized, and excreted. The metabolic reactions and conversions in mammals vary with the chain length of the ester, the animal species, route of administration, and quantity tested. The metabolism of parabens in humans appears to be most closely related to that of dogs. The rate of metabolite excretion appears to decrease with increasing molecular weight of the ester. /4-Hydroxybenzoates (Parabens)/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
... 狗体内对羟基苯甲酸酯的沉积。尿液回收率在50-95%之间,除了丁酯,其回收率为40%。/它/... 得出结论,酯类物质被很好地吸收,并且酯键的解和代谢结合是主要的消除途径。类似的代谢方案在人身上也有... /对羟基苯甲酸酯/
... Deposition of parabens in dogs. Urine recoveries ranged from 50-95% except for butyl ester for which recoveries were 40%. /It/... was concluded that esters are well absorbed and that hydrolysis of ester linkage and metabolic conjugation constitute chief route of elimination. Similar metabolic scheme ... in man. /Parabens/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
甲基paraben、乙基paraben、丙基paraben和丁基paraben通过未经处理和去除脂质的豚鼠背部皮肤的渗透,以及3种渗透增强剂,N-十二烷基-2-吡咯烷酮(月桂基吡咯烷酮)、乙醇和薄荷醇(L-薄荷醇)与乙醇混合物对parabens渗透的影响进行了研究;研究了parabens的渗透性与辛醇(n-辛醇)/分配系数之间的关系,以及渗透增强剂对含有角质层脂质的脂质体脂质双层流动性的影响。未经处理的豚鼠皮肤中parabens的渗透系数与其辛醇/分配系数相关。在去除脂质的豚鼠皮肤中,parabens的渗透系数增加,与其辛醇/分配系数无关。渗透增强剂对parabens渗透的影响是可变的。渗透增强剂增加了脂质体脂质双层的流动性。
The permeation of methylparaben, ethylparaben, propylparaben, and butylparaben through untreated and lipid-depleted excised guinea pig dorsal skin, and the effects of 3 penetration enhancers, N-dodecyl-2-pyrrolidone (lauryl pyrrolidone), ethyl alcohol (ethanol), and a mixture of menthol (l-menthol) and ethyl alcohol, on the permeation of the parabens were studied; the relationship between the permeability and octyl alcohol (n-octanol)/water partition coefficients of the parabens, and the effect of the penetration enhancers on the fluidity of the lipid bilayer of liposomes containing stratum corneum lipids were also examined. Permeability coefficients of the parabens correlated with their octyl alcohol/water partition coefficients in untreated guinea pig skin. In lipid-depleted guinea pig skin, permeability coefficients of the parabens increased and did not correlate with their octyl alcohol/water partition coefficients. The effect of the penetration enhancers on the permeation of the parabens was variable. The penetration enhancers increased the fluidity of liposome lipid bilayers.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
在静脉注射乙基对羟基苯甲酸乙酯后,只有未解的乙基对羟基苯甲酸乙酯在狗的大脑中发现。在肝脏、肾脏和肌肉中,它会立即被解为对羟基苯甲酸。在狗口服1.0克/公斤乙基对羟基苯甲酸乙酯6小时后,自由和总乙基对羟基苯甲酸乙酯的血浆浓度达到峰值(分别为427和648微克/立方厘米)。48小时后,所有乙基对羟基苯甲酸乙酯被完全消除。
After ethyl paraben is intravenously infused into the dog, unhydrolyzed ethyl paraben is found only in the brain. In liver, kidney, and muscle, it is immediately hydrolyzed to p-hydroxybenzoic acid. Six hours after oral administration of 1.0 g/kg to dogs, the peak plasma concentration of free and total ethyl paraben (427 and 648 ug/cu cm, respectively) is reached. After 48 hr, all ethyl paraben is completely eliminated.
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • TSCA:
    Yes
  • 危险品标志:
    Xi
  • 安全说明:
    S24/25,S26,S36
  • 危险类别码:
    R36/37/38
  • WGK Germany:
    1
  • 海关编码:
    2918290000
  • 危险品运输编号:
    NONH for all modes of transport
  • RTECS号:
    DH2190000
  • 危险性防范说明:
    P261,P305+P351+P338
  • 危险性描述:
    H315,H319,H335

SDS

SDS:df5c11c6b29a6c01f4c4600d6ddd2496
查看

制备方法与用途

尼泊乙酯为白色粉末,无特殊气味。其防腐效力强于苯甲酸山梨酸

用途

尼泊乙酯是一种安全、高效且广谱的抗菌剂,主要用于医药工业、食品工业及纺织工业中的防腐处理。

作为一种溶性防腐剂,尼泊乙酯对霉菌和酵母菌具有较强的抑制作用,但对抗细菌特别是乳酸菌及革兰氏阴性杆菌的作用较差。其抗菌能力比山梨酸苯甲酸更强,并且抗菌效果不受pH值的影响,在pH 4~8范围内均有效果。

使用限量
  • 食品中:尼泊乙酯的使用量参照《食品添加剂使用卫生标准》(GB2760-1996)。具体用量为:
    • 果蔬保鲜:0.012g/kg
    • 食醋:0.10g/kg
    • 碳酸饮料、蛋黄馅:0.20g/kg
    • 果汁(味)饮料、果酱(不含罐头)、酱油、酱料:0.25g/kg
    • 糕点馅:0.5g/kg
含量分析

精确称取约2g预经80℃干燥2小时后的试样,加入40ml 1mol/L氢氧化钠溶液,煮沸30分钟。冷却后加5滴溴百里酚蓝指示剂,用1mol/L硫酸滴定过量的碱至终点颜色与pH6.5缓冲液中相同指示剂的颜色一致。空白试验同时进行。

毒性

尼泊乙酯的ADI值为0~10mg/kg(FAO/WHO, 2001),急性口服毒性LD50为3g/kg(小鼠)。

安全特性
  • 急性口服毒性:小白鼠LD50=5000 mg/kg
  • 人体刺激性实验:在丙二醇中不引起刺激的浓度为7%
  • 使用浓度5%以下无任何刺激
化学性质

尼泊乙酯为白色结晶或结晶性粉末,有特殊香味。易溶于乙醇乙醚丙酮,微溶于氯仿二硫化碳和石油醚。

生产方法

对羟基苯甲酸乙醇、苯和浓硫酸依次加入酯化釜内(乙醇过量),搅拌加热进行酯化。蒸汽通过冷凝器冷凝后进入分器以除去生成的分,苯再回流入酯化釜内。当馏出液中不再含有时,蒸除残余的乙醇和苯。

当反应釜内温度升至100℃后保持10分钟左右,无馏出液后趁热将反应液放入装有冷并快速搅拌的清洗锅内,加入NaOH至中性溶解除去未反应的对羟基苯甲酸。离心过滤后的结晶用清洗两次后移入脱色锅,在加热下用乙醇溶解,加活性炭脱色;趁热压滤后,滤液进入结晶槽结晶,过滤干燥即得尼泊乙酯产品。

类别与性质
  • 类别:有毒物质
  • 毒性分级:中毒
  • 急性毒性:口服-小鼠 LD50: 3000 毫克/公斤
  • 可燃性危险特性:可燃,火场排出辛辣刺激烟雾
  • 储运特性:库房低温、通风、干燥
  • 灭火剂二氧化碳、干粉、砂土

希望这些信息对你有帮助!如有更多需求,请随时告知。

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量