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Niclosamid

Niclosamide Struktur
50-65-7
CAS-Nr.
50-65-7
Bezeichnung:
Niclosamid
Englisch Name:
Niclosamide
Synonyma:
NICLOSAMID;YOMESAN;niclocide;tredemine;bayluscid;NICLOSAMIDE (BAY2353);5-CHLORO-N-(2-CHLORO-4-NITROPHENYL)-2-HYDROXYBENZAMIDE;mato;b2353;hl2447
CBNumber:
CB6147451
Summenformel:
C13H8Cl2N2O4
Molgewicht:
327.12
MOL-Datei:
50-65-7.mol

Niclosamid Eigenschaften

Schmelzpunkt:
225-230°
Siedepunkt:
424.5±45.0 °C(Predicted)
Dichte
1.6646 (rough estimate)
Brechungsindex
1.6200 (estimate)
storage temp. 
Sealed in dry,Room Temperature
L?slichkeit
acetone: methanol: soluble50mg/mL (methanol:acetone (1:1))
pka
7.45±0.43(Predicted)
Aggregatzustand
Pale yellow solid
Farbe
Yellow
Wasserl?slichkeit
13.32mg/L(25 ºC)
BRN 
2820605
BCS Class
4
Stabilit?t:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey
RJMUSRYZPJIFPJ-UHFFFAOYSA-N
CAS Datenbank
50-65-7(CAS DataBase Reference)
EPA chemische Informationen
Niclosamide (50-65-7)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
R-S?tze: 50
S-S?tze: 29
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS-Nr. VN8400000
HS Code  29242990
Giftige Stoffe Daten 50-65-7(Hazardous Substances Data)
Toxizit?t LD50 oral in rat: 2500mg/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H400 Sehr giftig für Wasserorganismen. Kurzfristig (akut) gew?ssergef?hrdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P273 Freisetzung in die Umwelt vermeiden.
P391 Verschüttete Mengen aufnehmen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Niclosamid Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

Yellowish-white or yellowish, fine crystals.Yellow-white crystalline powder, odorless, tasteless. Melting point 225-230 ℃. Insoluble in water, soluble in hot ethanol, chloroform, cyclohexanone, diethyl ether and sodium hydroxide solution.

Verwenden

Niclosamide has been used extensively in the treatment of tapeworm infections caused by Taenia saginata, Taenia solium, Diphyllobothrium latum, Fasciolopsis buski, and Hymenolepis nana. It is an effective alternative to praziquantel for treating infections caused by T. saginata (beef tapeworm), T. solium (pork tapeworm), and D. latum (fish tapeworm) and is active against most other tapeworm infections. It is absorbed by intestinal cestodes but not nematodes.A single dose is usually adequate to produce a cure rate of 95%.With H. nana (dwarf tapeworm), a longer treatment course (up to 7 days) is necessary. Niclosamide is administered orally after the patient has fasted overnight and may be followed in 2 hours by purging (magnesium sulfate 15–30 g) to encourage complete expulsion of the cestode, especially T. solium, although this is not always considered necessary. Cure is assessed by follow-up stool examination in 3 to 5 months.With the availability of other agents, niclosamide is no longer widely used.The most widely employed agents are praziquantel and the benzimidazoles.

Antimicrobial activity

Useful activity is restricted to intestinal tapeworms, including Taeniarhynchus saginatus (syn. Taenia saginata), Taenia solium, Diphyllobothrium latum and Hymenolepis nana. It is not effective against larval stages of tapeworms.

Allgemeine Beschreibung

A cell-permeable salicylanilide that, in addition to its well-known antihelmintic efficacy, acts as a mammalian mTORC1, but not mTORC2, signaling inhibitor mechanistically distinct from rapamycin. Likely a direct consequence of autophagy activation, Niclosamide is demonstrated to induce Wnt-independent Frizzled1 and Dishevelled-2 downregulation. Unrelated to its autophagy induction activity, Niclosamide is also shown to inhibit Stat3 signaling (IC50 = 0.25 M in HeLa reporter assays). Efficiently inhibits breast cancer stem-like cells in vitro and in vivo.

Pharmazeutische Anwendungen

A synthetic chlorinated nitrosalicylanilide available for oral administration.

Mechanism of action

For many years, niclosamide (Niclocide) was widely used to treat infestations of cestodes. Niclosamide is a chlorinated salicylamide that inhibits the production of energy derived from anaerobic metabolism. It may also have adenosine triphosphatase (ATPase) stimulating properties. Inhibition of anaerobic incorporation of inorganic phosphate into ATP is detrimental to the parasite. Niclosamide can uncouple oxidative phosphorylation in mammalian mitochondria, but this action requires dosages that are higher than those commonly used in treating worm infections.
The drug affects the scolex and proximal segments of the cestodes, resulting in detachment of the scolex from the intestinal wall and eventual evacuation of the cestodes from the intestine by the normal peristaltic action of the host's bowel. Because niclosamide is not absorbed from the intestinal tract, high concentrations can be achieved in the intestinal lumen.The drug is not ovicidal.

Pharmakokinetik

Conflicting data exist relative to the level of absorption of niclosamide from the gut. The metabolized drug is passed in the feces and urine, staining them yellow.

Clinical Use

5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamideor 2,5 -dichloro-4 -nitrosalicylanilide (Cestocide, Mansonil,Yomesan) occurs as a yellowish white, water-insolublepowder. It is a potent taeniacide that causes rapid disintegrationof worm segments and the scolex. Penetration of thedrug into various cestodes appears to be facilitated by thedigestive juices of the host, in that very little of the drug isabsorbed by the worms in vitro. Niclosamide is well toleratedfollowing oral administration, and little or no systemicabsorption of it occurs. A saline purge 1 to 2 hours after ingestion of the taeniacide is recommended to remove thedamaged scolex and worm segments. This procedure ismandatory in the treatment of pork tapeworm infestation toprevent possible cysticercosis resulting from release of liveova from worm segments damaged by the drug.

Nebenwirkungen

No serious side effects are associated with niclosamide use, although some patients report abdominal discomfort and loose stools.

Sicherheitsprofil

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cl and NOx.

Niclosamid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Niclosamid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 470)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8810 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12835 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5857 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823
admin@guyunchem.com China 615 58
Hebei Jingbo New Material Technology Co., Ltd
+8619931165850
hbjbtech@163.com China 1000 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652
info@fdachem.com China 20284 58
airuikechemical co., ltd.
+undefined86-15315557071
sales02@sdzhonghuimaterial.com China 983 58
Hebei Saisier Technology Co., LTD
+86-18400010335 +86-18034520335
admin@hbsaisier.cn China 1015 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58

50-65-7(Niclosamid)Verwandte Suche:


  • Nc osamide
  • NICLOSAMID PESTANAL 250 MG
  • NICLOSAMID PESTANAL
  • 2-CHLORO-4-NITROHENYLAMIDE-6-CHLOROSALICYLIC ACID
  • Niclosamide 1420-04-8,
  • 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenza
  • Niclosamide (base and/or unspecified salts)
  • 5-CHLORO-N-(2-CHLORO-5-NITROPHENYL)-2-HYDROXYBENZAMIDE
  • 2-hydroxy-5-chlorobenzanone acid 4-nitro-2-chloranylnide
  • Benzamide, 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-
  • Bayluscid W.P.
  • Bayluscid E.C.
  • Niclosamide,2′,5-Dichloro-4′-nitrosalicylanilide
  • Niclosamide 250mg [50-65-7]
  • NiclosaMide, Anhydrous, BP
  • Chloro nitrohenylamide chlorosalicylic acid
  • NiclosaMide USP
  • 2’,5-dichlor-4’-nitro-salizylsaeureanilid
  • 2’,5-dichlor-4’-nitro-salizylsaeureanilid[german]
  • 2’,5-dichloro-4’-nitro-salicylanilid
  • 5-chloro-n-(2-chloro-4-nitrophenyl)-2-hydroxy-benzamid
  • 5-chlorosalicyloyl-(o-chloro-p-nitranilide)
  • b2353
  • bay2353
  • bayer2353
  • cestocid
  • chemagro2353
  • devermin
  • devermine
  • dichlosale
  • ent25823
  • fedal-telmin
  • fenasal
  • helmiantin
  • hl2447
  • iomesan
  • iomezan
  • lintex
  • mansonil
  • mato
  • n-(2’-chlor-4’-nitrophenyl)-5-chlorsalicylamid
  • n-(2-chloro-4-nitrophenyl)-5-chlorosalicylamide
  • nasemo
  • nitrophenylchlorsalicylamide
  • phenasal
  • radeverm
  • sagimid
  • sulqui
  • vermitid
  • wr46234
  • NiclosaMide 0
  • MANSONIL(R)
  • BAYLUSCIDE
  • BAYLUSCIDE(R)
  • NICLOSAMIDE
  • YOMESAN(R)
  • 2',5-DICHLORO-4'-NITROSALICYLANILIDE
  • 2',5-DICHLORO-4-NITROSALICYLANILIDE
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