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1,4-萘醌

1,4-萘醌用途

1,4-Naphthoquinone 是抑制单胺氧化酶 MAO 和 DNA 拓扑异构酶活性的潜在药效基团,DNA 拓扑异构酶活性与抗肿瘤活性相关。

1,4-萘醌名称

[ CAS 号 ]:
130-15-4

[ 中文名 ]:
1,4-萘醌

[ 英文名 ]:
1,4-naphthoquinone

[中文别名 ]:

[英文别名 ]:

a-Naphthoquinone
1,4-Naphthalenedione
naphthoquinone
α-Naphthoquinone
Hydronaphthoquinone
naphthalene-1,4-dione
para-naphthoquinone
1,4-Hydronaphthoquinone
1,4-Naphthoquinone
1,4-naphthalene-dione

1,4-萘醌生物活性

[ 描述 ]:

1,4-Naphthoquinone 是抑制单胺氧化酶 MAO 和 DNA 拓扑异构酶活性的潜在药效基团,DNA 拓扑异构酶活性与抗肿瘤活性相关。

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 其他 >> 其他

[参考文献]

[1]. Coelho-Cerqueira E, et al. Beyond topoisomerase inhibition: antitumor 1,4-naphthoquinones as potential inhibitors of human monoamine oxidase. Chem Biol Drug Des. 2014 Apr;83(4):401-10.

1,4-萘醌物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
297.9±40.0 °C at 760 mmHg

[ 熔点 ]:
119-122 °C(lit.)

[ 分子式 ]:
C₁₀H₆O₂

[ 分子量 ]:
158.153

[ 闪点 ]:
111.2±24.3 °C

[ 精确质量 ]:
158.036774

[ PSA ]:
34.14000

[ LogP ]:
1.79

[ 外观性状 ]:
黄色针状或褐色绿色粉末带有一种苯醌的气味

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.617

[ 储存条件 ]:
室温，易燃物区域

[ 稳定性 ]:
Stable. Incompatible with strong reducing agents, strong oxidizing agents.

[ 水溶解性 ]:
insoluble

1,4-萘醌MSDS

1,4-萘醌毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QL7175000

CHEMICAL NAME :: 1,4-Naphthoquinone

CAS REGISTRY NUMBER :: 130-15-4

LAST UPDATED :: 199801

DATA ITEMS CITED :: 21

MOLECULAR FORMULA :: C10-H6-O2

MOLECULAR WEIGHT :: 158.16

WISWESSER LINE NOTATION :: L66 BV EVJ

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 :: 190 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 50 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 :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 202 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 - mouse

DOSE/DURATION :: 80 mg/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5500 ug/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 40 mg/kg

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

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - weight loss or decreased weight gain

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - wild bird species

DOSE/DURATION :: 133 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 :: 72800 ug/kg/26W-I

TOXIC EFFECTS :: Liver - other changes Blood - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6 gm/kg/30D-I

TOXIC EFFECTS :: Liver - liver function tests impaired Blood - methemoglobinemia-carboxyhemoglobin Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 300 mg/kg/10D-I

TOXIC EFFECTS :: Endocrine - changes in spleen weight Blood - pigmented or nucleated red blood cells Nutritional and Gross Metabolic - changes in iron

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1300 mg/kg/13W-I

TOXIC EFFECTS :: Endocrine - changes in spleen weight Blood - changes in erythrocyte (RBC) count Nutritional and Gross Metabolic - changes in iron

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 72800 ug/kg/26W-I

TOXIC EFFECTS :: Liver - other changes Blood - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 800 mg/kg/29W-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Skin and Appendages - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 5 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes

MUTATION DATA

TYPE OF TEST :: Micronucleus test

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 100 ug/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 393,23,1997 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.1 mg/m3;Skin JAN 1993

1,4-萘醌安全信息

[ 符号 ]:

GHS06, GHS08, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301-H315-H319-H330-H334-H335-H400

[ 警示性声明 ]:
P260-P273-P284-P301 + P310-P305 + P351 + P338-P310

[ 个人防护装备 ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
T+:Verytoxic;N:Dangerous for the environment;

[ 风险声明 (欧洲) ]:
R25;R26;R36/37/38;R43;R50

[ 安全声明 (欧洲) ]:
S26-S36/37-S45-S61-S38-S36/37/39-S28A-S24

[ 危险品运输编码 ]:
UN 2811 6.1/PG 1

[ WGK德国 ]:
3

[ RTECS号 ]:
QL7175000

[ 包装等级 ]:
I

[ 危险类别 ]:
6.1

[ 海关编码 ]:
29146910

1,4-萘醌合成路线

1,4-萘醌上下游产品

1,4-萘醌上游产品

1,4-萘醌下游产品

1,4-萘醌制备

用1-萘酚、1-萘胺、1,4-氨基萘酚、萘等作原料，经过氧化均可得到萘醌。氧化剂可采用铬酐、重铬酸钠、重铬酸钾、空气等。工业上较为有利的方法是用萘在五氧化二钡存在下催化氧化生产萘醌。

1,4-萘醌海关

[ 海关编码 ]: 2914690090

[ 中文概述 ]:
2914690090 其他醌. 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%

[ Summary ]:
2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

1,4-萘醌文献

Photosensitizing properties of compounds related to benzophenone.

Acta Derm. Venereol. 93(1) , 30-2, (2013)

Benzophenone is a phototoxic compound with absorption maxima in the ultraviolet A (UVA) and ultraviolet B (UVB) range. Many benzophenone derivatives are known to be photosensitizing. On the other hand...

Combined experimental and simulation studies suggest a revised mode of action of the anti-Alzheimer disease drug NQ-Trp.

Chemistry 21 , 12657-66, (2015)

Inhibition of the aggregation of the monomeric peptide β-amyloid (Aβ) into oligomers is a widely studied therapeutic approach in Alzheimer's disease (AD). Many small molecules have been reported to wo...

Posttranslational Regulation of Human DNA Polymerase ι.

J. Biol. Chem. 290 , 27332-44, (2015)

Human DNA polymerases (pols) η and ι are Y-family DNA polymerase paralogs that facilitate translesion synthesis past damaged DNA. Both polη and polι can be monoubiquitinated in vivo. Polη has been sho...

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