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硫双二氯酚

硫双二氯酚用途

Bithionol是一抗寄生虫药物,近期被发现可对若干癌细胞有抑制作用。

硫双二氯酚名称

[ CAS 号 ]:
97-18-7

[ 中文名 ]:
硫氯酚

[ 英文名 ]:
Bithionol

[中文别名 ]:

[英文别名 ]:

Phenol, 2,2'-thiobis(4,6-dichloro)-
Phenol, 2,2'-thiobis[4,6-dichloro-
Bitin
2-Hydroxy-3,5-dichlorophenyl sulfide
Bithionolate
2,2'-Thiobis[4,6-dichlorophenol]
2,2-DIMETHYL-7-ETHOXY-6-METHOXY-4-CHROMANONE
MFCD00055727
2,2'-Sulfanediylbis(4,6-dichlorophenol)
Bidiphen

硫双二氯酚生物活性

[ 描述 ]:

Bithionol是一抗寄生虫药物,近期被发现可对若干癌细胞有抑制作用。

[ 相关类别 ]:

信号通路 >> 抗感染 >> 寄生物

研究领域 >> 癌症

[参考文献]

[1]. Ayyagari VN, et al. Bithionol inhibits ovarian cancer cell growth in vitro - studies on mechanism(s) of action. BMC Cancer. 2014 Feb 4;14:61.

[2]. Florent RL, et al. In vitro toxicity of bithionol and bithionol sulphoxide to Neoparamoeba spp., the causative agent of amoebic gill disease (AGD). Dis Aquat Organ. 2010 Sep 17;91(3):257-62.

[相关活性小分子]

硫双二氯酚物理化学性质

[ 密度 ]:
1.8±0.1 g/cm3

[ 沸点 ]:
444.7±45.0 °C at 760 mmHg

[ 熔点 ]:
188°C

[ 分子式 ]:
C₁₂H₆Cl₄O₂S

[ 分子量 ]:
356.052

[ 闪点 ]:
222.8±28.7 °C

[ 精确质量 ]:
353.884247

[ PSA ]:
65.76000

[ LogP ]:
5.51

[ 外观性状 ]:
白色或淡灰色-白色,结晶粉末无气味的或带有淡芳香或酚醛气味

[ 蒸汽压 ]:
0.0±1.1 mmHg at 25°C

[ 折射率 ]:
1.741

[ 储存条件 ]:
0-6°C

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

[ 水溶解性 ]:
<0.1 g/100 mL at 23 ºC

硫双二氯酚MSDS

硫双二氯酚毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SN0525000

CHEMICAL NAME :: Phenol, 2,2'-thiobis(4,6-dichloro-

CAS REGISTRY NUMBER :: 97-18-7

BEILSTEIN REFERENCE NO. :: 2003535

LAST UPDATED :: 199710

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C12-H6-Cl4-O2-S

MOLECULAR WEIGHT :: 356.04

WISWESSER LINE NOTATION :: QR BG DG FSR BQ CG EG

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 :: 7 mg/kg

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

REFERENCE :: CLDND* Compilation of LD50 Values of New Drugs. (J.R. MacDougal, Dept. of National Health and Welfare, Food and Drug Divisions, 35 John St., Ottawa, Ont., Canada)

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 760 mg/kg

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

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,612,1982

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

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

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 18 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#01763 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 12 gm/kg/78W-I

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

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: PB223-159

硫双二氯酚安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302

[ 警示性声明 ]:
P301 + P312 + P330

[ 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) ]:
Xn: Harmful;

[ 风险声明 (欧洲) ]:
R20/21/22

[ 安全声明 (欧洲) ]:
S28-S36/37-S45-S36

[ 危险品运输编码 ]:
UN 2811 6.1/PG 2

[ WGK德国 ]:
3

[ RTECS号 ]:
SN0525000

[ 包装等级 ]:
II

[ 危险类别 ]:
6.1(a)

[ 海关编码 ]:
2930909090

硫双二氯酚合成路线

硫双二氯酚上下游产品

硫双二氯酚上游产品

硫双二氯酚下游产品

硫双二氯酚制备

1、以苯酚为原料，先氯化生成2,4-二氯苯酚，然后再用一氯化硫进行硫化生成硫双二氯酚。（1）氯化苯酚与氯反应制得2,4-二氯苯酚：首先将苯酚熔融，在57-63℃通入干燥氯气35h。反应结束后，得到2,4-二氯苯酚。收率可达91.5%左右。

（2）硫化二氯苯酚与一氯化硫在三氯乙烯和无水三氯化铝存在下，反应得硫双二氯酚：在的应罐内依次加入二氯苯酚、三氯乙烯、无水三氯化铝在50±2℃加入一氯化硫，大约2.5h加完，再恒温反应2h。过滤，用三氯乙烯洗涤、烘干，得粗硫双二氯酚。收率可达51.3%左右。

（3）精制在的反应罐内加入粗硫双二氯酚，再加入氢氧化钠溶液，加热溶解后，降温至0℃，加氯化钠，搅拌使之盐析，再加饱和氯化钠溶液，搅拌均匀。静置，过滤，用饱和氯化钠溶液洗涤，回收，得到硫双二氯酚钠。再将其溶于蒸馏水中，经过滤，搅拌加入80℃左右3.5%的盐酸，析出沉淀，静置，分出上层液。沉淀用蒸馏水洗涤至pH值为2，过滤、水洗至pH为7左右，烘干得硫双二氯酚。

2、以苯酚为原料经氯化、硫化得硫酸二氯酚。
干燥的氯气通入熔融的苯酚（57-63℃），35h后2,4-二氯酚，收率越91.5%。然后将二氯苯酚、三氯乙烯、无水三氯化铝加入反应釜，于48-52℃下通二氯化硫（SOCl2）2.5h，并恒温反应2h。冷却后过滤，用三氯乙烯洗涤，烘干得硫氯酚粗品。粗硫氯酚溶解于热氢氧化钠溶液，冷却后加食盐盐析，用饱和食盐水洗涤得硫氯酚钠。硫氯酚钠溶于水，过滤后加入稀盐酸酸析。静置后滤出沉淀，水洗至中性，烘干得成品。

硫双二氯酚海关

[ 海关编码 ]: 2930909090

[ 中文概述 ]:
2930909090. 其他有机硫化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

硫双二氯酚文献

An improved thyroid hormone reporter assay to determine the thyroid hormone-like activity of amiodarone, bithionol, closantel and rafoxanide.

Toxicol. Lett. 208(1) , 30-5, (2012)

A number of environmental chemicals have been reported to exhibit thyroid hormone-like activity. Since thyroid hormones play a crucial role in development, it is important to identify chemicals in the...

Determination of bithionol, bromophen, nitroxynil, oxyclozanide, and tribromsalan in milk with liquid chromatography coupled with tandem mass spectrometry.

J. AOAC Int. 93(4) , 1340-6, (2010)

LC/MS/MS was developed to determine the residues of bithionol (BTN), bromofen (BMF), nitroxynil (NTX), oxyclozanide (OCZ), and tribromsalan (TBS) in milk. Samples were extracted with ethyl acetate and...

Novel therapeutic strategy for neurodegeneration by blocking Aβ seeding mediated aggregation in models of Alzheimer's disease.

Neurobiol. Dis. 74 , 144-57, (2015)

Aβ accumulation plays a central role in the pathogenesis of Alzheimer's disease (AD). Recent studies suggest that the process of Aβ nucleated polymerization is essential for Aβ fibril formation, patho...

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