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愈创木酚

愈创木酚用途

Guaiacol 是一种从愈创木树脂分离的酚类化合物,抑制 LPS 刺激的 COX-2 表达和 NF-κB 激活[1]。具有抗炎活性[1]。

愈创木酚名称

[ CAS 号 ]:
90-05-1

[ 中文名 ]:
愈创木酚

[ 英文名 ]:
Guaiacol

[中文别名 ]:

[英文别名 ]:

5-fluoro-2,3-dihydro-1h-isoindole
2-Methoxyphenol
methoxyphenol
2,3-dihydro-6-fluoro-1H-indole
o-Methoxyphenol
Guaiacol
MFCD00002185
Indoline, 6-fluoro-
2-Hydroxyanisole
2-Methoxy-phenol

愈创木酚生物活性

[ 描述 ]:

Guaiacol 是一种从愈创木树脂分离的酚类化合物,抑制 LPS 刺激的 COX-2 表达和 NF-κB 激活[1]。具有抗炎活性[1]。

[ 相关类别 ]:

天然产物 >> 酚类

研究领域 >> 炎症/免疫

[ 靶点 ]

COX-2

NF-κB

[体外研究]

愈创木酚抑制LPS刺激的核因子κB(NF-κB)活化和环氧合酶(COX)-2基因在RAW 264.7鼠巨噬细胞系细胞中的表达。苯酚,丁香酚,愈创木酚和香兰素等酚类化合物抑制绵羊囊泡腺前列腺素环加氧酶,其浓度为50％,按以下顺序递减：苯酚(1600μM)>香草醛(>500μM)>愈创木酚(72) μM)>丁香酚(12μM)[1]。

[参考文献]

[1]. Murakami Y, et al. Re-evaluation of cyclooxygenase-2-inhibiting activity of vanillin and Guaiacol in macrophages stimulated with lipopolysaccharide. Anticancer Res. 2007 Mar-Apr;27(2):801-7.

[相关活性小分子]

愈创木酚物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
207.5±29.0 °C at 760 mmHg

[ 熔点 ]:
26-29 °C(lit.)

[ 分子式 ]:
C₇H₈O₂

[ 分子量 ]:
124.14

[ 闪点 ]:
79.3±24.3 °C

[ PSA ]:
29.46000

[ LogP ]:
2.11

[ 外观性状 ]:
灰白色晶体

[ 蒸汽密度 ]:
4.27 (vs air)

[ 蒸汽压 ]:
0.2±0.4 mmHg at 25°C

[ 折射率 ]:
1.538

[ 储存条件 ]:
Refrigerator

[ 稳定性 ]:
Stable, but air and light sensitive. Combustible. Incompatible with strong oxidizing agents.

[ 水溶解性 ]:
17 g/L (15 ºC)

[ 凝固点 ]:
28℃

愈创木酚MSDS

愈创木酚毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SL7525000

CHEMICAL NAME :: Phenol, o-methoxy-

CAS REGISTRY NUMBER :: 90-05-1

LAST UPDATED :: 199710

DATA ITEMS CITED :: 23

MOLECULAR FORMULA :: C7-H8-O2

MOLECULAR WEIGHT :: 124.15

WISWESSER LINE NOTATION :: QR BO1

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 :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human

DOSE/DURATION :: 43 mg/kg

TOXIC EFFECTS :: Behavioral - tremor Gastrointestinal - other changes

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 520 mg/kg

TOXIC EFFECTS :: Behavioral - general anesthetic

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 900 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 - mouse

DOSE/DURATION :: 621 mg/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 :: Rodent - mouse

DOSE/DURATION :: 7570 mg/m3

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 :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 170 mg/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 :: Oral

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 1500 mg/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 :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 2 gm/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 :: 4600 mg/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 :: 1250 mg/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 :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3700 ug/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 - guinea pig

DOSE/DURATION :: 900 mg/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 :: Bird - pigeon

DOSE/DURATION :: 400 mg/kg

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

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21215 mg/kg/40D-I

TOXIC EFFECTS :: Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 500 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 169,129,1986 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2844 No. of Facilities: 55 (estimated) No. of Industries: 2 No. of Occupations: 9 No. of Employees: 1596 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M2844 No. of Facilities: 34 (estimated) No. of Industries: 3 No. of Occupations: 8 No. of Employees: 2101 (estimated) No. of Female Employees: 297 (estimated)

愈创木酚安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H315-H319

[ 警示性声明 ]:
P280-P301 + P312 + P330-P305 + P351 + P338-P337 + P313

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

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22;R36/38

[ 安全声明 (欧洲) ]:
S26

[ 危险品运输编码 ]:
2810

[ WGK德国 ]:
1

[ RTECS号 ]:
SL7525000

[ 包装等级 ]:
II

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2909500000

愈创木酚合成路线

愈创木酚上下游产品

愈创木酚上游产品

愈创木酚下游产品

愈创木酚制备

1.可从愈创木树脂、夏云香油、烟叶油中单离。本产品是从木材干馏得到松焦油，加碱处理分离出其中的酚类化合物，然后分馏精制出天然愈创木酚。

2.采用邻甲氧基苯甲醚重氮法。以邻甲氧基苯甲醚为原料，经重氮化、水解反应、萃取、分馏而得。也可采用木馏法将木材干馏而得。

3. 烟草：BU，56；OR，26；FC，OR，18。

愈创木酚海关

[ 海关编码 ]: 2909500000

[ 中文概述 ]:
2909500000. 醚酚、醚醇酚及其卤化、磺化、硝化或亚硝化衍生物. 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最惠国关税:5.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2909500000 ether-phenols, ether-alcohol-phenols and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

愈创木酚文献

Oxidative stress influences positive strand RNA virus genome synthesis and capping.

Virology 475 , 219-29, (2014)

Flaviviruses are 5' capped positive-stranded RNA viruses that replicate their genomes within endoplasmic reticulum-derived vesicles. Flaviviruses are well known to induce oxidative stress late in infe...

Fungal metabolite nigerloxin ameliorates diabetic nephropathy and gentamicin-induced renal oxidative stress in experimental rats.

Naunyn Schmiedebergs Arch. Pharmacol. 387(9) , 849-59, (2014)

Elevated polyol pathway enzyme activities and oxidative stress play an important role in the development and progression of diabetic nephropathy. Here, we investigated the beneficial influence of nige...

Lignin Modification for Biopolymer/Conjugated Polymer Hybrids as Renewable Energy Storage Materials.

ChemSusChem 8 , 4081-5, (2015)

Lignin derivatives, which arise as waste products from the pulp and paper industry and are mainly used for heating, can be used as charge storage materials. The charge storage function is a result of ...

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