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黄钟花醌

黄钟花醌用途

Lapachol是一种萘醌,最早从Tabebuia avellanedae(紫葳科)中分离得到,具有一定的抗感染和抗肿瘤活性。

黄钟花醌名称

[ CAS 号 ]:
84-79-7

[ 中文名 ]:
拉帕醇

[ 英文名 ]:
Lapachol

[中文别名 ]:

黄钟花醌

[英文别名 ]:

EINECS 201-563-7
MFCD00001679
taiguicacid
Greenhartin
Greenharten
Lapachol
Taigu Wood
Tecomin

黄钟花醌生物活性

[ 描述 ]:

Lapachol是一种萘醌,最早从Tabebuia avellanedae(紫葳科)中分离得到,具有一定的抗感染和抗肿瘤活性。

[ 相关类别 ]:

研究领域 >> 癌症

研究领域 >> 感染

信号通路 >> 抗感染 >> 真菌

信号通路 >> 抗感染 >> 细菌

[参考文献]

[1]. Hidayat Hussain, Karsten Krohn,etc.Lapachol: an overview.ARKIVOC 2007 (ii) 145-171

黄钟花醌物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
390.1±42.0 °C at 760 mmHg

[ 熔点 ]:
141-143ºC(lit.)

[ 分子式 ]:
C₁₅H₁₄O₃

[ 分子量 ]:
242.270

[ 闪点 ]:
203.9±24.4 °C

[ 精确质量 ]:
242.094299

[ PSA ]:
54.37000

[ LogP ]:
4.08

[ 外观性状 ]:
白色至黄色粉末

[ 蒸汽压 ]:
0.0±0.9 mmHg at 25°C

[ 折射率 ]:
1.606

[ 储存条件 ]:
室温

[ 水溶解性 ]:
ethanol: soluble10mg/mL, clear, light yellow to yellow

黄钟花醌MSDS

黄钟花醌毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QL8750000

CHEMICAL NAME :: 1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-

CAS REGISTRY NUMBER :: 84-79-7

BEILSTEIN REFERENCE NO. :: 2051889

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C15-H14-O3

MOLECULAR WEIGHT :: 242.29

WISWESSER LINE NOTATION :: L66 BV EVJ CQ D2UY1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1200 mg/kg

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

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 17,1,1970

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 487 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Skin and Appendages - dermatitis, other (after systemic exposure)

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 17,1,1970

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

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

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 26,570,1983 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 24 gm/kg/4W-I

TOXIC EFFECTS :: Blood - normocytic anemia Blood - changes in other cell count (unspecified)

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 17,1,1970

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: 12 gm/kg/4W-I

TOXIC EFFECTS :: Related to Chronic Data - death

REFERENCE :: FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 26,539,1967

黄钟花醌安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302 + H312 + H332-H315-H319-H335

[ 警示性声明 ]:
P261-P280-P305 + P351 + P338

[ 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) ]:
R20/21/22

[ 安全声明 (欧洲) ]:
26-36

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

[ WGK德国 ]:
3

[ RTECS号 ]:
QL8750000

[ 海关编码 ]:
2914690090

黄钟花醌合成路线

黄钟花醌上下游产品

黄钟花醌上游产品

黄钟花醌下游产品

黄钟花醌制备

由二元酚、酚和芳胺类氧化制取醌

黄钟花醌海关

[ 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%

黄钟花醌文献

Quinones derived from plant secondary metabolites as anti-cancer agents.

Anticancer Agents Med. Chem. 13(3) , 456-63, (2013)

Quinones are plant-derived secondary metabolites that present some anti-proliferation and anti-metastasis effects in various cancer types both in vitro and in vivo. This review focuses on the anti-can...

Organometallic anticancer complexes of lapachol: metal centre-dependent formation of reactive oxygen species and correlation with cytotoxicity.

Chem. Commun. (Camb.) 49(32) , 3348-50, (2013)

Organometallic Ru(II), Os(II) and Rh(III) complexes of lapachol induce apoptosis in human tumour cell lines in the low μM range by a mode of action involving oxidative stress, especially in the case o...

Antiproliferative activity of synthetic naphthoquinones related to lapachol. First synthesis of 5-hydroxylapachol

Bioorg. Med. Chem. 18 , 2621-30, (2010)

A series of 5-hydroxy-1,4-naphthoquinones analogues was synthesized from juglone (6) and their antiproliferative activity against a representative panel of six human solid tumor cell lines has been in...

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