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4-羟基苯甲酸

4-羟基苯甲酸用途

4-Hydroxybenzoic acid 是苯甲酸的酚衍生物,可以抑制绝大多数的革兰氏阳性菌和部分革兰氏阴性菌,其 IC50 值为160 μg/mL。

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4-羟基苯甲酸名称

[ CAS 号 ]:
99-96-7

[ 中文名 ]:
乙酰水杨酸杂质A

[ 英文名 ]:
4-Hydroxybenzoic acid

[中文别名 ]:

[英文别名 ]:

4-Hydroxybenzoicacid
Benzoic acid,4-hydroxy
PARAHYDROXY BENZOIC ACID
MFCD00002547
EINECS 202-804-9
4-HYDROXYBENZOIC ACID FOR SYNTHESIS
4-Hydroxybenzoic acid
p-Salicylic acid
4-Hydroxy benzoic acid
HYDROXYBENZOIC ACID, P- POLYMER GRADE

4-羟基苯甲酸生物活性

[ 描述 ]:

4-Hydroxybenzoic acid 是苯甲酸的酚衍生物,可以抑制绝大多数的革兰氏阳性菌和部分革兰氏阴性菌,其 IC50 值为160 μg/mL。

[ 相关类别 ]:

信号通路 >> 抗感染 >> 细菌

天然产物 >> 苯丙酸类

研究领域 >> 感染

[ 靶点 ]

Human Endogenous Metabolite

Bacteria:160 μg/mL (IC50)

[体外研究]

大多数革兰氏阳性和一些革兰氏阴性细菌对反式4-羟基肉桂酸(4-HBA)和4-羟基苯甲酸敏感,IC50浓度分别为100-170和160μg/ mL。采用纸盘法测定了4-羟基肉桂酸和t4-HCA对11种食物致病菌,6种植物病原菌,2种酵母和15种植物病原真菌的抗菌活性。这些化合物在200-400μg的浓度下抑制大多数细菌和酵母的生长。然而,抑制作用对大多数革兰氏阳性细菌更有效。当通过纸盘法测试时,4-羟基肉桂酸对于金黄色葡萄球菌,肠膜酵母,酿酒酵母和白色念珠菌具有比t4-HCA更强的抗微生物活性,浓度为50μg。然而,在甚至高达1000μg的浓度下,没有观察到对真菌的抑制作用[1]。

[参考文献]

[1]. Cho JY, Antimicrobial activity of 4-hydroxybenzoic acid and trans 4-hydroxycinnamic acid isolated and identified from rice hull. Biosci Biotechnol Biochem. 1998 Nov;62(11):2273-6.

[相关活性小分子]

4-羟基苯甲酸物理化学性质

[ 密度 ]:
1.4±0.1 g/cm3

[ 沸点 ]:
336.2±25.0 °C at 760 mmHg

[ 熔点 ]:
213-217 °C(lit.)

[ 分子式 ]:
C₇H₆O₃

[ 分子量 ]:
138.121

[ 闪点 ]:
171.3±19.7 °C

[ 精确质量 ]:
138.031693

[ PSA ]:
57.53000

[ LogP ]:
1.42

[ 外观性状 ]:
白色至米色结晶粉末

[ 蒸汽压 ]:
0.0±0.8 mmHg at 25°C

[ 折射率 ]:
1.616

[ 储存条件 ]:
Refrigerator

[ 水溶解性 ]:
5 g/L (20 ºC)

4-羟基苯甲酸MSDS

详细MSDS(安全技术说明书)

4-羟基苯甲酸毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DH1925000

CHEMICAL NAME :: Benzoic acid, p-hydroxy-

CAS REGISTRY NUMBER :: 99-96-7

LAST UPDATED :: 199710

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C7-H6-O3

MOLECULAR WEIGHT :: 138.13

WISWESSER LINE NOTATION :: QVR DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Behavioral - muscle weakness Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 28(7),53,1984

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 340 mg/kg

TOXIC EFFECTS :: Behavioral - muscle weakness

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),85,1986

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRSTAT Drug Standards. (Washington, DC) V.19-28, 1951-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 20,89,1952

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 210 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - somnolence (general depressed activity) Behavioral - ataxia

REFERENCE :: JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 45,260,1956

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1050 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 128,135,1960 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 42 gm/kg/6W-I

TOXIC EFFECTS :: Liver - other changes Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: GTPZAB Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1-36, 1957-1992. For publisher information, see MTPEEI Volume(issue)/page/year: 28(7),53,1984

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 15 gm/kg/30D-I

TOXIC EFFECTS :: Liver - changes in liver weight Kidney, Ureter, Bladder - other changes

REFERENCE :: GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 51(1),85,1986 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81913 No. of Facilities: 312 (estimated) No. of Industries: 6 No. of Occupations: 11 No. of Employees: 2512 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81913 No. of Facilities: 41 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 2722 (estimated) No. of Female Employees: 1767 (estimated)

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4-羟基苯甲酸安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S37/39-S36

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
1

[ RTECS号 ]:
DH1925000

[ 海关编码 ]:
2916399090

4-羟基苯甲酸合成路线

详细合成路线

4-羟基苯甲酸上下游产品

4-羟基苯甲酸上游产品

4-羟基苯甲酸下游产品

4-羟基苯甲酸制备

1. 对羟基苯甲酸的生产方法有多种，苯酚钾羧化法较适于工业化生产，该法又分酚钾固相羧化法、酚钾溶媒羧化法、酚钾与二氧化碳的连续气液相法。将40%左右的氢氧化钾溶液与苯酚加入反应锅中混合，于100℃搅拌0.5h，至酚钾液的游离碱为0.3-1.2%。加热，进行常压脱水，至内温为140℃时改为减压脱水，在10.6kPa压力下蒸水约0.5-1h，直至内温达170℃以上。加入溶剂苯酚共沸脱水，至200℃（2.67kPa）结束脱水，得酚钾与酚的复合盐。将制备的上述复合盐继续加热至220-230℃，通入净化无水的二氧化碳，压力维持在0.5MPa，反应2.5h，降温至200℃补加苯酚，保温搅拌30min，然后减压回收苯酚至尽。再通入二氧化碳进行第二次羧化，约需2h。羧化结束后，回收苯酚，冷却至180℃以下，加水溶解，即得羧化液（对羟基苯甲酸二钾盐）。将硫酸逐渐加入羧化液中，于70℃以下中和至pH为6.7。冷却过滤除去硫酸钾，所得粗品滤饼用水重结晶、活性炭脱色，即得含量99%以上的对羟基苯甲酸。对羟基苯甲酸二钾盐也可由水杨酸二钾盐转位得到。因此工业上也可由水杨酸经成盐、转位、中和得到对羟基苯甲酸，但成本较高。另外，生产糖精时的副产物对甲苯磺酰氯，经氨化、氧化、酸析、碱熔、再酸析也可获得该品。该法收率较低，成本较高，而且糖精副产物中往往夹带有毒的杂质邻磺酰胺基甲苯。

2. 尼泊金乙酯、水、NaOH搅拌均匀后，回流至无油状物，放冷后加HCL至PH＝1～2，过滤所得粗品结晶，50%乙醇重结晶，即为成品：

3. 烟草：OR，41， 44；FC，54；BU，26。

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4-羟基苯甲酸海关

[ 海关编码 ]: 2918290000

[ 中文概述 ]:
2918290000 其他含酚基但不含其他含氧基羧酸及其酸酐、酰卤化物、过氧化物和过氧酸及它们的衍生物。监管条件:AB(入境货物通关单,出境货物通关单)。增值税率:17.0%。退税率:9.0%。最惠国关税:6.5%。普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ 监管条件 ]: A.入境货物通关单 B.出境货物通关单

[ 检验检疫 ]: R.进口食品卫生监督检验 S.出口食品卫生监督检验

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

4-羟基苯甲酸文献

Comparison between ATR-IR, Raman, concatenated ATR-IR and Raman spectroscopy for the determination of total antioxidant capacity and total phenolic content of Chinese rice wine.

Food Chem. 194 , 671-9, (2015)

The application of attenuated total reflectance infrared spectroscopy (ATR-IR), Raman spectroscopy (RS) and combination of ATR-IR and RS for measurements of total antioxidant capacity (TAC) and total ...

Arhodomonas sp. strain Seminole and its genetic potential to degrade aromatic compounds under high-salinity conditions.

Appl. Environ. Microbiol. 80(21) , 6664-76, (2014)

Arhodomonas sp. strain Seminole was isolated from a crude oil-impacted brine soil and shown to degrade benzene, toluene, phenol, 4-hydroxybenzoic acid (4-HBA), protocatechuic acid (PCA), and phenylace...

Antagonistic control of a dual-input mammalian gene switch by food additives.

Nucleic Acids Res. 42(14) , e116, (2014)

Synthetic biology has significantly advanced the design of mammalian trigger-inducible transgene-control devices that are able to programme complex cellular behaviour. Fruit-based benzoate derivatives...

更多文献

4-羟基苯甲酸

4-羟基苯甲酸用途

4-羟基苯甲酸名称

4-羟基苯甲酸生物活性

4-羟基苯甲酸物理化学性质

4-羟基苯甲酸MSDS

详细MSDS(安全技术说明书)

4-羟基苯甲酸毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

4-羟基苯甲酸安全信息

4-羟基苯甲酸合成路线

详细合成路线

4-羟基苯甲酸上下游产品

4-羟基苯甲酸上游产品

4-羟基苯甲酸下游产品

4-羟基苯甲酸制备

4-羟基苯甲酸海关

4-羟基苯甲酸文献

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