メベンダゾール 化學(xué)特性,用途語(yǔ),生産方法
外観
白色?わずかにうすい黃色, 粉末
溶解性
ぎ酸に溶ける。
用途
メベンダゾール（Mebendazole、MBZ）は、ベンゾイミダゾール系の駆蟲(chóng)薬であり、スペクトラムが広い、すなわち多くの寄生蟲(chóng)治療に用いる事のできる醫(yī)薬品である?；叵x(chóng)癥、蟯蟲(chóng)感染癥（英語(yǔ)版）、鉤蟲(chóng)感染癥（英語(yǔ)版）[要リンク修正]、メジナ蟲(chóng)癥、エキノコックス癥、ジアルジア癥等がある。
効能
駆蟲(chóng)薬
商品名
メベンダゾール (ヤンセンファーマ)
説明
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 (IC
50 = 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.
化學(xué)的特性
White Amorphous Powder
使用
Mebendazole Polymorph C is an Anthelmintic (Nematodes).
適応癥
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.
定義
ChEBI: A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a benzoyl group at position 5.
一般的な説明
White to slightly yellow powder. Pleasant taste. Practically water insoluble.
空気と水の反応
Insoluble in water.
反応プロフィール
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.
火災(zāi)危険
Flash point data for Mebendazole are not available; however, Mebendazole is probably combustible.
応用例（製薬）
A benzimidazole carbamic acid methyl ester available for oral
administration. It is insoluble in water and stable at room
temperature.
作用機(jī)序
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.
薬物動(dòng)態(tài)學(xué)
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.
臨床応用
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.
副作用
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.
安全性プロファイル
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.
メベンダゾール 上流と下流の製品情報(bào)
原材料
準(zhǔn)備製品