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2-氨基-3-氯-1,4-萘醌

2-氨基-3-氯-1,4-萘醌用途

Quinoclamine 是一种萘醌衍生物,是一种 NF-κB 抑制剂。Quinoclamine 具有抗肿瘤活性。

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2-氨基-3-氯-1,4-萘醌名称

[ CAS 号 ]:
2797-51-5

[ 中文名 ]:
灭藻醌

[ 英文名 ]:
ACN

[中文别名 ]:

[英文别名 ]:

Quinoclamin
Quinoclamine
EINECS 220-529-2
2-AMINO-3-CHLORO-1,4-NAPHTHOQUINONE
ACN
2-amino-3-chloro-naphthoquinone
2-Amino-3-chlor-1,4-naphthochinone
06K-Quinone
2-amino-3-chloronaphthalene-1,4-dione
MFCD00001680

2-氨基-3-氯-1,4-萘醌生物活性

[ 描述 ]:

Quinoclamine 是一种萘醌衍生物,是一种 NF-κB 抑制剂。Quinoclamine 具有抗肿瘤活性。

[ 相关类别 ]:

研究领域 >> 癌症

[ 靶点 ]

NF-κB[2]

[体外研究]

喹诺酮类药物导致U-937细胞分化为巨噬细胞样细胞[1]。喹诺酮类药物抑制HepG2细胞NF-κB活性,IC50为1.7μM[2]。喹诺酮类药物(1-4μM；30m in)通过抑制IκB-α磷酸化和p65易位抑制HepG2细胞内源性NF-κB活性[2]。喹诺酮类药物抑制肺癌和乳腺癌细胞株NF-κB活性[2]。喹诺酮类药物影响细胞周期或凋亡相关基因的表达水平[2]。喹诺拉明下调参与II期药物代谢的UDP葡萄糖醛酸转移酶基因的表达[2]。细胞活力测定[2]细胞系：HepG2细胞浓度：1μM、2μM、4μM、8μM、16μM、32μM、64μM培养时间：24小时结果：抑制HepG2细胞NF-κB活性。Western Blot分析[2]细胞株：HepG2细胞浓度：0μM,1μM,2μM,4μM孵育时间：30m in结果：抑制了HepG2细胞I-κB-α磷酸化和p65易位。

[参考文献]

[1]. Kwon H ,et al. Induction of differentiation of U-937 cells by 2-chloro-3-amino-1,4-naphthoquinone. Res Commun Mol Pathol Pharmacol. 1997 Aug;97(2):215-27.

[2]. Cheng WY, et al. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56.

2-氨基-3-氯-1,4-萘醌物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
310.2±42.0 °C at 760 mmHg

[ 熔点 ]:
198-200 °C

[ 分子式 ]:
C₁₀H₆ClNO₂

[ 分子量 ]:
207.613

[ 闪点 ]:
141.4±27.9 °C

[ 精确质量 ]:
207.008713

[ PSA ]:
60.16000

[ LogP ]:
1.31

[ 外观性状 ]:
固体;Orange to Amber to Dark red powder to crystal

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.660

[ 储存条件 ]:
0-6°C

[ 水溶解性 ]:
水溶性：不溶；可溶于：丙酮,硝基苯,二甲基甲酰胺

2-氨基-3-氯-1,4-萘醌MSDS

详细MSDS(安全技术说明书)

2-氨基-3-氯-1,4-萘醌毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QL7350000

CHEMICAL NAME :: 1,4-Naphthoquinone, 2-amino-3-chloro-

CAS REGISTRY NUMBER :: 2797-51-5

BEILSTEIN REFERENCE NO. :: 2094762

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C10-H6-Cl-N-O2

MOLECULAR WEIGHT :: 207.62

WISWESSER LINE NOTATION :: L66 BV EVJ CZ DG

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 :: 1360 mg/kg

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

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C208,1991

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

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >790 mg/m3/4H

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

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

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

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 315 mg/kg

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

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1260 mg/kg

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

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C208,1991

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >2 gm/kg

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

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 800 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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 320 mg/kg

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

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#03360 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1080 mg/kg/90D-C

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in bladder weight Blood - changes in spleen

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 29528 mg/kg/2Y-C

TOXIC EFFECTS :: Behavioral - food intake (animal) Kidney, Ureter, Bladder - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2160 mg/kg/90D-C

TOXIC EFFECTS :: Endocrine - changes in adrenal weight Blood - changes in spleen Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 4550 mg/kg/2Y-C

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

REFERENCE :: NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976- Volume(issue)/page/year: 18,S19,1993

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2-氨基-3-氯-1,4-萘醌安全信息

[ 符号 ]:

GHS06, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H302-H319-H331-H400

[ 警示性声明 ]:
P261-P273-P305 + P351 + P338-P311

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
T: Toxic;

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S45-S37/39-S26

[ 危险品运输编码 ]:
2811.0

[ RTECS号 ]:
QL7350000

[ 海关编码 ]:
2922399021

2-氨基-3-氯-1,4-萘醌合成路线

详细合成路线

2-氨基-3-氯-1,4-萘醌海关

[ 海关编码 ]: 2922399021

[ 中文概述 ]:
2922399021 灭藻醌。监管条件:S(进出口农药登记证明)。增值税率:17.0%。退税率:9.0%。最低关税:6.5%。普通关税:30.0%

[ Summary ]:
2922399021 2-amino-3-chloronaphthalene-1,4-dione。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:30.0%

2-氨基-3-氯-1,4-萘醌文献

Induction of differentiation of U-937 cells by 2-chloro-3-amino-1,4-naphthoquinone.

Res. Commun. Mol. Pathol. Pharmacol. 97(2) , 215-27, (1997)

Naphthoquinone compounds have various pharmacological effects such as antiviral, antifungal and anticancer activities. We demonstrated the differentiation of the inducing effect of a naphthoquinone de...

Differentiation inducing effects of 2-chloro-3-amino-1,4-naphthoquinone on human leukemia HL-60.

Biol. Pharm. Bull. 19(6) , 824-7, (1996)

There are some highly cytotoxic anticancer compounds inducing differentiation of cancer cells to normal cells at below highly cytotoxic concentration. Naphthoquinone derivatives having cytotoxic effec...

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