CAS 50-65-7 MFCD00057597-5-Chloro-N-(2-Chloro-4-Nitrophenyl)-2-Hydroxybenzamide 5-氯-N-(2-氯-4-硝基苯基)-2-羟基苯甲酰胺 TAO{mole}

5-Chloro-N-(2-Chloro-4-Nitrophenyl)-2-Hydroxybenzamide 5-氯-N-(2-氯-4-硝基苯基)-2-羟基苯甲酰胺

CAS 50-65-7 MFCD00057597

化学结构图

SMILES: O=C(Nc1ccc([N+](=O)[O-])cc1Cl)c1cc(Cl)ccc1O

化学属性

Mol. Formula	C13H8Cl2N2O4
Mol. Weight	327
Solubility	Soluble in DMSO, not in water
Melting Point	225-230°C
Density	1.161
Appearance	Off-white to yellow solid powder.

别名和识别编码

Chemical Name	5-Chloro-N-(2-Chloro-4-Nitrophenyl)-2-Hydroxybenzamide
Synonym	2',5-DICHLORO-4'-NITROSALICYLANILIDE 2',5-DICHLORO-4-NITROSALICYLANILIDE 2',5-Dichlor-4'-nit 2',5-Dichloro-4'-nitrosalicylanilide 2',5-二氯-4'-硝基水杨酸酰替苯胺 2-CHLORO-4-NITROPHENYLA 2-Chloro-4-nitrophenylamide-6-chlorosalicylic acid 2-Hydroxy-5-chloro-N-(2-chloro-4-nitrophenyl)benzamide 2-hydro 2’,5-dichlor-4’-nitro-salizylsaeureanilid 2’,5-dichloro-4’-nitro-salicylanilid 2′,5-二氯-4′-硝基水杨酸 2′，5-二氯-4′-硝基水杨酰替苯胺 4'-硝基-2',5-二氯水杨酰苯胺 4′-硝基-2′,5-二氯水杨酰苯胺 5-CHLORO-N-(2-CHLORO-4-NITROPHENYL)-2-HYDROXYBENZAMIDE 5-CHLORO-N-(2-CHLORO-4-NITROPHENYL)-SALICYLAMIDE 5-chloro-2'-chloro-4'-nitrosalicylanilide 5-chloro-n-(2-chloro-4-nitrophenyl)-2-hydroxy-benzamid 5-chlorosalicyloyl-(o-chloro-p-nitranilide) Nicl
MDL Number	MFCD00057597
CAS Number	50-65-7
PubChem Substance ID	4477
Beilstein Registry Number	2820605
EC Number	200-056-8
Chemical Name Translation	5-氯-N-(2-氯-4-硝基苯基)-2-羟基苯甲酰胺
Wiswesser Line Notation	WNR CG DMVR BQ EG
InChI	InChI=1S/C13H8Cl2N2O4/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2-8(17(20)21)6-10(11)15/h1-6,18H,(H,16,19)
Formula	C13H8Cl2N2O4
IUPAC Name	5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide
InChIKey	RJMUSRYZPJIFPJ-UHFFFAOYSA-N
Canonical SMILES	O=C(NC1=CC=C([N+]([O-])=O)C=C1Cl)C2=CC(Cl)=CC=C2O

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产品应用

Niclosamide is an oral antihelminthic drug, which has been used to treat tapeworm infection for about 50 years. Niclosamide is also used as a molluscicide for water treatment in schistosomiasis control programs. Recently, several groups have independently discovered that niclosamide is also active against cancer cells. Evidence supports that niclosamide targets multiple signaling pathways (NF-κB, Wnt/β-catenin, Notch, ROS, mTORC1, and Stat3), most of which are closely involved with cancer stem cells. Given its potential antitumor activity, clinical trials for niclosamide and its derivatives are warranted for cancer treatment.

安全信息

WGK Germany2

GHS Symbol

Precautionary statements

P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
P273 Avoid release to the environment. 避免释放到环境中。
P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
P305+P351+P338
P337+P313
P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
P501 Dispose of contents/container to..… 处理内容物/容器.....

Hazard statements

H319 Causes serious eye irritation 严重刺激眼睛
H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。

RTECSVN8400000

Signal word Warning

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

UN Number 3077 UN 3077 9/PG 3

Storage condition 0-6°C Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Packing GroupIII

Safety Statements

S29 Do not empty into drains 不要排入下水道；

Risk Statements

R50 Very toxic to aquatic organisms 对水生生物极毒

Hazard Codes 9

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 250 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   ZTMPA5 Zeitschrift fuer Tropenmedizin und Parasitologie.  (Stuttgart, Fed.
   Rep. Ger.)  V.1-24, 1949-73.  For publisher information, see TMPRAD.
   Volume(issue)/page/year: 13,1,1962

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : >5 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FMXXAJ French Medicament Patent Document.  (U.S. Patent and Trademark
   Office, Foreign Patents, Washington, DC 20231)  Discontinued.
   Volume(issue)/page/year: #2628M

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 2500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85JFAN "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd,
   eds., Nottingham, Royal Soc. of Chemistry, 1983-86 Volume(issue)/page/year:
   A297,1983

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : >1 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   FMXXAJ French Medicament Patent Document.  (U.S. Patent and Trademark
   Office, Foreign Patents, Washington, DC 20231)  Discontinued.
   Volume(issue)/page/year: #2628M

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED

TYPE OF TEST            : Gene conversion and mitotic recombination
TEST SYSTEM             : Mold - Aspergillus nidulans
DOSE/DURATION           : 125 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 222,337,1989

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Mold - Aspergillus nidulans
DOSE/DURATION           : 125 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 222,237,1989

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 125 mg/kg
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(iss

TYPE OF TEST            : Body fluid assay
TEST SYSTEM             : Rodent - mouse Bacteria - Salmonella typhimurium
DOSE/DURATION           : 210 mg/kg/1W (Continuous)
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 117,79,1983

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 5 ug/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 117,79,1983

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 6 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 173,81,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 300 mg/kg
SEX/DURATION            : male 5 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 204,269,1988

其他信息

用途三:新型灭绦虫药，可用于驱除猪和牛等动物体内的绦虫。也可以灭丁螺。
储运特性:库房通风低温干燥; 与食品原料分开储运
方法二:2-氯-4-硝基苯胺（见09320）与5-氯水杨酸以等摩尔比溶于二甲苯（或氯苯）中，沸腾下慢慢加入三氯化磷（或三氯氧磷），加毕，继续回流3h，冷却，滤出结晶即为氯硝柳胺。
上游原料:三氯氧磷 --> 2-氯-4-硝基苯胺 --> 5-氯代水杨酸
急性毒性:口服- 大鼠 LD50: 2500 毫克/ 公斤; 口服- 小鼠 LD50: 1000 毫克/ 公斤
毒性分级:中毒
用途四:灭钉螺药、杀软体动物剂，应用于杀灭水螺、淡水钉螺，对螺体及螺卵均有效。也可作驱绦虫药，用于驱除牛肉绦虫及猪肉绦虫。
Sigma Aldrich:50-65-7(sigmaaldrich)
用途二:可用于防治福寿螺等
水溶解度为5-8ppm，溶于热乙醇、环已酮、氢氧化钠液。
MSDS 信息:2',5-二氯-4'-硝基水杨酰替苯胺(50-65-7).msds
MOL 文件:50-65-7.mol
参考质量标准:参见《中国兽药典》1990年版含量(干基)/% ≥98.0 干燥失重/% ≤0.5 灼烧残渣/% ≤0.1 重金属/% ≤0.002
可燃性危险特性:燃烧产生有毒氯化物和氮氧化物气体
灭火剂:干粉、泡沫、砂土
用途一:用作抗蠕虫药
外观性质:浅黄色结晶。
抗寄生虫病药:氯硝柳胺又称灭绦灵、育米生、血防-67，属于抗寄生虫病药中的驱绦虫药，毒性较低，对多种绦虫均有很高疗效，绦虫机制是妨碍绦虫的三羧酸循环，使乳酸蓄积而致虫体死亡，是畜禽、宠物绦虫病的防治首选药。口服从胃肠道吸收极少，使在肠中保持高浓度，对猪肉绦虫、牛肉绦虫及短膜壳绦虫均有较强的杀虫作用。药物低浓度可促进虫体对氧的摄取，高浓度可抑制虫体线粒体的氧化磷酸化反应，阻碍吸收和摄取葡萄糖，致使绦虫头节片和近段死亡，从肠壁脱落而随粪便排出。主要用于绦虫感染，亦可作为灭钉螺药，能杀灭钉螺、螺卵、血吸虫尾蚴和毛蚴。灭螺率高，作用缓慢，残效长，用于预防血吸虫病，在气温20℃以上效果较好。另外本品对人、畜及植物无害，对鱼类毒性很大，故鱼塘禁用。 1960年德国报道的一种代号Bayer 73的化学合成驱虫药就是氯硝柳胺，该药为淡黄色粉末，无臭，无味。几不溶于水，微溶于乙醇、乙醚与氯仿，能溶于热的乙醇、环己酮及氢氧化钠的水溶液中，化合物稳定。氯硝柳胺对牛肉绦虫、猪肉绦虫、短膜壳绦虫以及阔节裂头绦虫，均有较好疗效。药在胃肠道吸收很少，当药物接触虫体后，虫体很快死亡。因此服药时，应将药片嚼碎，使药与绦虫虫体充分接触，并避免立即大量饮水，以保持绦虫寄生的小肠上部的药浓度较高。本药杀成虫而不能杀虫卵，为了防止呕吐时，将虫卵逆流进入胃部，而出现囊虫病的危险，应在服药前，加用止吐剂。服药后2小时，应服硫酸镁导泻，以驱除虫体和被裂解的头节与碎片。本药毒性低，大鼠口服LD50为5g/kg。本品亦可与氨基乙醇制成可溶性灭螺药，商品名为贝螺杀(bayluscide)，国内将氯硝柳胺与含碱的纸浆废液，制成可溶性的纸浆糊剂，称为血防-67。这些都可用于杀灭日本血吸虫的中间宿主钉螺。灭螺时不论喷洒或浸泡用量，均为1g/m2。现场使用的纸浆糊剂(即血防-67)，含氯硝柳胺为50%。口服不良反应轻微，除胃肠道反应外，偶有头晕、胸闷以及发热等不适现象。对肝、肾、血液系统无损伤。
方法一:等量的2-氯-4-硝基苯胺和5-氯水杨酸溶于二甲苯（或氯苯），加热至沸，然后缓慢加入三氯化磷（或三氯氧磷），之后继续回流3h。冷却后，滤出结晶，即为产品。
类别:农药