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Mebendazol

Mebendazole Struktur
31431-39-7
CAS-Nr.
31431-39-7
Bezeichnung:
Mebendazol
Englisch Name:
Mebendazole
Synonyma:
MEBENDAZOL;(5-Benzoyl-1H-benzimidazol-2-yl)carbamicacidmethylester;mbdz;Mebex;lomper;r17635;telmin;vermox;noverme;besantin
CBNumber:
CB8700094
Summenformel:
C16H13N3O3
Molgewicht:
295.29
MOL-Datei:
31431-39-7.mol

Mebendazol Eigenschaften

Schmelzpunkt:
288.5°C
Siedepunkt:
436.98°C (rough estimate)
Dichte
1.1952 (rough estimate)
Brechungsindex
1.6500 (estimate)
storage temp. 
Sealed in dry,2-8°C
L?slichkeit
Practically insoluble in water, in alcohol and in methylene chloride.
pka
pKa 3.43/9.93(H2O,t =25,I=0.025) (Uncertain)
Aggregatzustand
Solid
Farbe
White to Pale Beige
Wasserl?slichkeit
35.4mg/L(25 ºC)
Merck 
14,5768
BRN 
759809
BCS Class
2,4
CAS Datenbank
31431-39-7(CAS DataBase Reference)
EPA chemische Informationen
Mebendazole (31431-39-7)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 22
S-S?tze: 36
RIDADR  UN 2811
WGK Germany  3
RTECS-Nr. EY8600000
HS Code  29339900
Giftige Stoffe Daten 31431-39-7(Hazardous Substances Data)
Toxizit?t LD50 orally: >80 mg/kg in sheep; >40 mg/kg in mice, rats and chickens (Van Gelder)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit

Mebendazol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.

S-S?tze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Mebendazole is a broad-spectrum anthelmintic that is active against both larval and adult stages of nematodes selectively binding the β-subunit of tubulin, thereby inhibiting intestinal microtubule synthesis in the parasite (IC50 = 0.19 μM for Giardia in vitro). As a tubulin-binding agent, mebendazole also possesses antitumor properties, inducing apoptosis of various human carcinomas both in vitro and in vivo, thus preventing their growth and migration. Furthermore, mebendazole has been used to inhibit hedgehog signaling in cancer cells via suppression of the formation of the primary cilium, a microtubule-based organelle that functions as a signaling hub for hedgehog pathway activation. Additionally, mebendazole has been shown to stabilize the transcriptional activator HIF-1α and its downstream targets, abrogating oxidative neuronal death in primary neurons.

Chemische Eigenschaften

White Amorphous Powder

Verwenden

Mebendazole Polymorph C is an Anthelmintic (Nematodes).

Indications

Unlike thiabendazole, mebendazole (Vermox) does not inhibit fumarate reductase.While mebendazole binds to both mammalian and nematode tubulin, it exhibits a differential affinity for the latter, possibly explaining the selective action of the drug. The selective binding to nematode tubulin may inhibit glucose absorption, leading to glycogen consumption and ATP depletion.

Definition

ChEBI: A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a benzoyl group at position 5.

Allgemeine Beschreibung

White to slightly yellow powder. Pleasant taste. Practically water insoluble.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

Mebendazole is a carbamate ester-amine. Amines behave as chemical bases. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Brandgefahr

Flash point data for Mebendazole are not available; however, Mebendazole is probably combustible.

Pharmazeutische Anwendungen

A benzimidazole carbamic acid methyl ester available for oral administration. It is insoluble in water and stable at room temperature.

Mechanism of action

Mebendazole is given orally; it is poorly soluble, and very little is absorbed from the intestinal tract. About 5 to 10%, principally the decarboxylated derivatives, is recovered in the urine; most of the orally administered drug is found in the feces within 24 hours.

Pharmakokinetik

Oral absorption is poor. Plasma concentrations achieved after oral administration of 100 mg every 12 h for three consecutive days do not exceed 0.03 mg/L. All metabolites are inactive. Most of the dose, as unchanged drug or a primary metabolite, is retained in the intestinal tract and passed in the feces, with the remainder, approximately 2% of the dose, excreted in the urine.

Clinical Use

Methyl 5-benzoyl-2-benzimidazolecarbamate (Vermox) isa broad-spectrum anthelmintic that is effective against variousnematode infestations, including whipworm, pinworm,roundworm, and hookworm. Mebendazole irreversiblyblocks glucose uptake in susceptible helminths, thereby depletingglycogen stored in the parasite. It apparently does notaffect glucose metabolism in the host. It also inhibits cell divisionin nematodes.
Mebendazole is poorly absorbed by the oral route.Adverse reactions are uncommon and usually consist of abdominaldiscomfort. It is teratogenic in laboratory animalsand, therefore, should not be given during pregnancy.

Nebenwirkungen

Diarrhea and gastrointestinal discomfort may occur, but adverse reactions are generally mild. Woman of childbearing age should be informed of a potential risk to the fetus if treated during pregnancy, particularly during the first trimester.

Sicherheitsprofil

Moderately toxic by ingestion and intraperitoneal routes. Human mutation data reported. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.

Mebendazol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Mebendazol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 638)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Baoji Guokang Bio-Technology Co., Ltd.
0917-3909592 13892490616
gksales1@gk-bio.com China 9310 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8804 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5887 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58
Henan Suikang Pharmaceutical Co.,Ltd.
+86-18239973690 +86-18239973690
sales@suikangpharm.com China 311 58
PUSHAN INDUSTRIAL (SHAANXI) CO.,LTD
+8618165209495
olivia.wang@pushanshiye.com China 165 58
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
+86-18600796368 +86-18600796368
sales@sjar-tech.com China 484 58
Hebei Junhua Import and Export Co., LTD
+86-18503288844 +86-18503288844
junhua1@hb-junhua.com China 420 58
Shandong Xuhuang New material CoLTD
+86-15095020839 +86-17660422208
sales01@xh-plastic.cn China 720 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21632 55

31431-39-7(Mebendazol)Verwandte Suche:


  • (5-benzoyl-1h-benzimidazol-2-yl)-carbamicacidmethylester
  • (5-benzoyl-1h-benzimidazol-2-yl)-carbamicacimethylester
  • 5-benzoyl-2-benzimidazolecarbamicacimethylester
  • bantenol
  • besantin
  • lomper
  • mbdz
  • mebenvet
  • methyl5-benzoyl-2-benzimidazolylcarbamate
  • methyln-(5-benzoyl-2-benzimidazolyl)carbamate
  • n-(5-benzoylbenzimidazol-2-yl)-carbamicacimethylester
  • n-(benzoyl-5,benzimidazolyl)-2,carbamatedemethyle
  • n-2(5-benzoyl-benzimidazole)carbamatedemethyle
  • noverme
  • ovitelmin
  • pantelmin
  • 5-BENZOYL-2-BENZIMIDAZOLECARBAMIC ACID METHYL ESTER
  • 5-benzoyl-2-benzimidazolylcarbamic acid methyl ester
  • AKOS NCG1-0041
  • methyl 5-benzoylbenzimidazol-2-ylcarbamate
  • MEBENDAZOLE USP
  • Mebendazole BP98 and USP24
  • MebendazoleMebendazoleUsp
  • Mebex
  • N-(6-Benzoyl-1H-benzimidazol-2-yl)-carbamic Acid Methyl Ester
  • Mebendazolum
  • Carbamic acid, (5-benzoyl-1H-benzimidazol-2-yl)-, methyl ester
  • bantenol besantin
  • Mebendazole (200 mg)
  • 5-Benzoyl-2-benziMidazolecarbaMic Acid-d8 Methyl Ester
  • Bantenol-d8
  • Mebenvet-d8
  • 5-Benzoyl-2-benzimidazolecarbamic acid methyl ester, Mebendazol, Methyl N-(5-benzoyl-1H-benzimidazol-2-yl)carbamate
  • Mebendazole POLY-C
  • Equivurm Plus
  • Methyl [(5-benzoyl-3H-benzoimidazol-2-yl)amino]formate
  • N-(5-Benzoyl-1H-benzimidazol-2-yl)carbamic acid methyl
  • Methyl benzoyl benzimidazole carbamate
  • methyl (5-benzoyl-1H-benzimidazol-2-yl)carbamate(SALTDATA: FREE)
  • r17635
  • telmin
  • vermicidin
  • vermirax
  • vermox
  • verpanyl
  • CHEMBRDG-BB 5250893
  • METHYL N-(5-BENZOYL-1H-BENZIMIDAZOL-2-YL)CARBAMATE
  • METHYL 5-BENZOYL BENZIMIDAZOLE-2-CARBAMATE
  • METHYL 5-BENZOYL-2-BENZIMIDAZOLE-CARBAMATE
  • MEBENDAZOLE
  • LABOTEST-BB LT00134664
  • Mebex-d8
  • N-(6-Benzoyl-1H-benziMidazol-2-yl)carbaMic Acid-d8 Methyl Ester
  • NoverMe-d8
  • OvitelMin-d8
  • PantelMin-d8
  • R 17635-d8
  • Mebendazole PolyMorph C COS
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