水杨酸_MSDS_用途_密度_水杨酸CAS号【69-72-7】

Salicylic acid 抑制 COX-2 活性,抑制作用与转录因子 (NF-κB) 激活无关。

[ 描述 ]:

Salicylic acid 抑制 COX-2 活性,抑制作用与转录因子 (NF-κB) 激活无关。

[ 相关类别 ]:

信号通路 >> 自噬 >> 自噬

信号通路 >> 免疫及炎症 >> COX

信号通路 >> 自噬 >> 自噬

研究领域 >> 炎症/免疫

天然产物 >> 酚类

[ 靶点 ]

COX-2

Autophagy

Mitophagy

[体外研究]

水杨酸是COX-2活性的有效抑制剂,其浓度远低于抑制NF-κB(20mg/mL)活化所需的浓度。当与白细胞介素1β一起加入24小时时,水杨酸抑制前列腺素E2释放,IC50值为5μg/ mL,这种作用不依赖于NF-κB活化或COX-2转录或翻译。急性水杨酸(30分钟)也引起在0,1或10μM外源花生四烯酸存在下测量的COX-2活性的浓度依赖性抑制。相反,当外源花生四烯酸增加至30μM时,水杨酸是COX-2活性的非常弱的抑制剂,IC50>100μg/ mL。当与IL-1β一起加入24小时时,水杨酸引起PGE 2释放的浓度依赖性抑制,表观IC 50值为约5μg/ mL。在暴露30分钟后测试水杨酸直接抑制A549细胞中COX-2活性的能力,然后加入不同浓度的外源花生四烯酸(1,10和30μM)。在不存在添加的花生四烯酸的情况下或在1或10μM外源底物存在下,水杨酸引起COX-2活性的浓度依赖性抑制,表观IC 50值为约5μg/ mL。然而,当使用30μM花生四烯酸进行相同的实验时,水杨酸是COX-2活性的无效抑制剂,表观IC50值大于100μg/ mL,并且实现最大抑制小于50％[ 1]。

[体内研究]

在C57Bl/6 DIO小鼠中,水杨酸降低空腹和餐后血浆葡萄糖水平。此外,在C57Bl/6DIO小鼠中水杨酸处理后存在降低血浆甘油三酯水平的趋势(P = 0.059)。水杨酸显着降低C57Bl/6DIO小鼠网膜脂肪组织中的11β-HSD1 mRNA,其在肠系膜脂肪中具有相似的趋势(P = 0.057)。在C57Bl/6 DIO小鼠的肠系膜脂肪中,水杨酸也降低了11β-HSD1酶的活性[2]。

[激酶实验]

将人纯化的COX-2和辅因子谷胱甘肽（5mM），肾上腺素（5mM）和血红素（1μM）溶解于50mM Tris缓冲液（pH7.5）中。首先将血红素溶于100mM的1M NaOH浓缩原液中，然后在Tris缓冲液中进一步稀释。酶反应在96孔板的各孔中进行，最终反应体积为200μL。向板中加入不同浓度的水杨酸，然后加入10单位酶（180μL）。将板在37°温育30分钟，然后再加入花生四烯酸（10nM至30μM）15分钟。通过将板加热至100℃持续5分钟来终止反应。然后将96孔板以10,000×g离心10分钟，取出适当的样品并加入放射免疫测定[1]。

[细胞实验]

为了评估水杨酸对诱导后COX-2活性的直接影响，首先用IL-1β处理A549细胞24小时，并用含有不同浓度水杨酸的DMEM替换培养基（10,100和1000μg/ mL）。将细胞在37℃下孵育30分钟。然后加入花生四烯酸（1-30μM）15分钟，取出培养基用于测量PGE2 [1]。

[动物实验]

小鼠[2]成年雄性C57Bl / 6小鼠在12周龄。饮食诱导的肥胖C57Bl / 6小鼠（C57B1 / 6DIO）在治疗前给予10周的高脂肪饮食（58％脂肪，12％蔗糖）。在到达（C57Bl / 6 Lean）后1周，高脂肪喂养10周（C57B1 / 6DIO）后或达到目标体重（HSD1KO-DIO）后给予水杨酸（120mg / kg /天）通过渗透性微型泵在肩胛骨之间皮下植入n = 8组的4周。

[参考文献]

[1]. Mitchell JA, et al. Sodium salicylate inhibits cyclo-oxygenase-2 activity independently of transcription factor (nuclear factor kappaB) activation: role of arachidonic acid. Mol Pharmacol. 1997 Jun;51(6):907-12.

[2]. Nixon M, et al. Salicylate downregulates 11β-HSD1 expression in adipose tissue in obese mice and in humans, mediating insulin sensitization. Diabetes. 2012 Apr;61(4):790-6.

[相关活性小分子]

[ 密度 ]:
1.44

[ 沸点 ]:
211 ºC (20 mmHg)

[ 熔点 ]:
158-161 °C(lit.)

[ 分子式 ]:
C₇H₆O₃

[ 分子量 ]:
138.121

[ 闪点 ]:
157 ºC

[ 精确质量 ]:
138.031693

[ PSA ]:
57.53000

[ LogP ]:
2.06

[ 外观性状 ]:
白色至灰白色结晶粉末

[ 蒸汽密度 ]:
4.8 (vs air)

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.616

[ 储存条件 ]:
Store at RT.

[ 水溶解性 ]:
1.8 g/L (20 ºC)

详细MSDS(安全技术说明书)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VO0525000

CHEMICAL NAME :: Salicylic acid

CAS REGISTRY NUMBER :: 69-72-7

BEILSTEIN REFERENCE NO. :: 0774890

LAST UPDATED :: 199710

DATA ITEMS CITED :: 38

MOLECULAR FORMULA :: C7-H6-O3

MOLECULAR WEIGHT :: 138.13

WISWESSER LINE NOTATION :: QVR BQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 57 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Ear) - tinnitus

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 111 mg/kg/10D-I

TOXIC EFFECTS :: Sense Organs and Special Senses (Ear) - change in acuity Cardiac - pulse rate increase, without fall in BP Nutritional and Gross Metabolic - body temperature increase

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 891 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >900 mg/m3/1H

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

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Liver - other changes Skin and Appendages - hair

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 157 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - tremor Nutritional and Gross Metabolic - body temperature decrease

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 480 mg/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 300 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression

TYPE OF TEST :: LD60 - Lethal Dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 520 mg/kg

TOXIC EFFECTS :: Cardiac - change in rate Behavioral - muscle weakness

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 184 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 400 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1300 mg/kg

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

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >10 gm/kg

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

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 6 gm/kg

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

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: >300 mg/m3

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 40 mg/kg

SEX/DURATION :: female 20-21 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - parturition

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1050 mg/kg

SEX/DURATION :: female 8-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1050 mg/kg

SEX/DURATION :: female 8-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 700 mg/kg

SEX/DURATION :: female 8-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 350 mg/kg

SEX/DURATION :: female 8-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 380 mg/kg

SEX/DURATION :: female 9 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - other developmental abnormalities

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1 gm/kg

SEX/DURATION :: female 17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 500 mg/kg

SEX/DURATION :: female 9 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 46,305,1977 *** REVIEWS *** TOXICOLOGY REVIEW 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: 34,173,1928 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 67680 No. of Facilities: 6955 (estimated) No. of Industries: 39 No. of Occupations: 57 No. of Employees: 61410 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 67680 No. of Facilities: 2133 (estimated) No. of Industries: 40 No. of Occupations: 50 No. of Employees: 51922 (estimated) No. of Female Employees: 20096 (estimated)

[ 符号 ]:

GHS05, GHS07

[ 信号词 ]:
Danger

[ 危害声明 ]:
H302-H318

[ 警示性声明 ]:
P280-P301 + P312 + P330-P305 + P351 + P338 + P310

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

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22;R36/37/38;R41

[ 安全声明 (欧洲) ]:
S26-S39-S37/39

[ 危险品运输编码 ]:
1993.0

[ WGK德国 ]:
1

[ RTECS号 ]:
VO0525000

[ 危险类别 ]:
3.0

[ 海关编码 ]:
2918211000

详细合成路线

水杨酸上游产品

水杨酸下游产品

1. 苯酚与氢氧化钠反应生成苯酚钠，蒸馏脱水后，通二氧化碳进行羧基化反应，制得水杨酸钠盐，再用硫酸酸化，而得粗品。粗品经升华精制得成品。原料消耗定额：苯酚（98%）704kg/t、烧碱（95%）417kg/t、硫酸（95%）500kg/t、二氧化碳（99%）467kg/t。该法分为常压法和中压法。（1）常压法将苯酚与50%的氢氧化钠溶液配制成苯酚钠，使游离碱在1%以内，减压脱水后，加苯酚作溶剂共沸脱水。然后苯酚钠在溶剂苯酚中通入干燥的二氧化碳羧化，再用硫酸酸化即得成品。

将苯酚与50%氢氧化钠按1：1.02（mol)配比加入反应器中进行反应脱水，控制游离碱≤1%，减压脱水后，再加苯酚作溶剂共沸脱水。然后将苯酚钠在苯酚中通入干燥的二氧化碳气体，进行羧化反应3h后，第二次通入二氧化碳2h，再减压回收苯酚，即羧化完毕。再向上述水杨酸钠溶液中，加入水溶解成50%的溶液，在搅拌下加入7%-8%的硫酸酸化至pH值1-2，然后冷却过滤，真空干燥，即得水杨酸粗品，再将粗品在减压下升华，可得含量为99%的成品水杨酸，收率50%-70%。（2）中压法仍以苯酚为原料，先制成酚钠，在中压下用二氧化碳进行羧基化，生成碳酸苯酚酯，然后加压进行分子重排，生成水杨酸钠，再经酸化后处理制得水杨酸。将苯酚用50%液碱中和，真空干燥，然后将釜温冷却至100℃,慢慢通入干燥的二氧化碳，当釜内压力达0.7-0.8Mpa时，停止通二氧化碳，此时生成碳酸苯酚酯钠，然后在130-140℃下发生分子内重排异构化，变为水杨羧钠，再用硫酸酸化，得水杨酸粗品。将粗品在减压下升华，即得水杨酸精品，含量99%，收率达98%以上。消耗定额（kg/t):苯酚（98%）704，烧碱（95%）417，硫酸（95%）500，二氧化碳（99%）467。（3）制法苯酚与氢氧化钠反应生成酚钠盐，然后再与二氧化碳合成邻羟基苯甲酸钠，经酸化制得水杨酸：粗品用水溶解后经活性炭脱色，再重结晶提纯。（4）将相同物质量的苯酚和50%的氢氧化钠在105～130℃下反应生成酚钠，控制游离碱1%以内。反应结束后，减压脱水，再用苯酚为溶剂共沸脱水。冷却至100℃后，通入干燥的二氧化碳进行3h羧化反应，温度由128℃升至200℃。待温度下降后，回收溶剂苯酚，2～3h后，再通入二氧化碳羧化2h，减压回收苯酚。（羧化的另一种方法是在140～180℃通二氧化碳，控制反应压力为0.7～0.8MPa进行羧化反12h。）羧化反应结束后，加水溶解水杨酸钠，调成50%的溶液，边搅拌边加入7%～8%的硫酸溶液，使ph值达1～2，冷却、过滤、甩干，用水洗涤数次，甩干后，再用蒸馏水加热溶解，加入少
量活性炭，煮沸，趁热过滤，滤液冷却重复用蒸馏水溶解，过滤、甩干数次，即可得纯品水杨酸。所得水杨酸粗品也可用减压升华精制。过程反应式为： 2. 烟草：OR，44；OR，26；FC，9；FC，54；BU，26；FC，40。

[ 海关编码 ]: 2918211000

[ 中文概述 ]:
2918211000. 水杨酸、水杨酸钠. 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最低关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2918211000. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:6.5%. General tariff:20.0%

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公司名：上海化源世纪贸易有限公司

区域：上海市普陀区

价格：

联系人：徐经理

产品详情：水杨酸

公司名：南通润丰石油化工有限公司

区域：南通市崇川区

价格：
￥需询单/1kg ￥需询单/1ton

联系人：曹经理

产品详情：水杨酸

公司名：云南西力生物技术股份有限公司

区域：昆明市盘龙区

价格：
￥需询单/5mg

联系人：郑雪平

产品详情：水杨酸

公司名：上海吉至生化科技有限公司

区域：上海市奉贤区

价格：
￥78.0/500g ￥88.0/20mg

联系人：刘佳

产品详情：水杨酸

公司名：上海阿拉丁生化科技股份有限公司

区域：上海市浦东新区

价格：
￥51.9/25g ￥463.9/1kg ￥205.9/250g ￥205.9/1kg

联系人：阿拉丁

产品详情：水杨酸

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水杨酸的生理作用是什么？

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【概述】水杨酸(Salicylicacid,简称SA),即邻羟基苯甲酸,是一种植物体内产生的简单酚类化合物，是医药、染料、化工制剂等领域的重要中间体。在医药工业中，水杨酸占有很重要的地位，主要用于止痛灵、利尿素、阿司匹林(乙酰水杨酸)等药物的生产;在染料工业中，水杨酸用于制备媒染纯黄、直接棕3GN...

水杨酸的药用与特性是什么？

2022-04-04 17:17:21

水杨酸是一种很常见的去角质酸类成分，能够溶解固定在皮肤表层的死细胞之间的键结达到去角质的功能。Salicylic acid.jpg水杨酸的特性水杨酸BHA的化学结构很类似乙醯水杨酸，你可能会想问，什么是乙醯水杨酸呢？其实就是我们很常听到的阿斯匹灵喔！从水杨酸的化学结构上我们可以看出，它有一个六角形...

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