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Albendazole

Albendazole Structure
CAS No.
54965-21-8
Chemical Name:
Albendazole
Synonyms
Albendazol;S-oxide;ALBEN;ZENTEL;Atasol;ALBENZA;VALBAZEN;Methyl (6-(propylthio)-1H-benzo[d]imidazol-2-yl)carbamate;[5-(PROPYLTHIO)BENZIMIDAZOL-2-YL]CARBAMIC ACID METHYL ESTER;ZEBEN
CBNumber:
CB0241320
Molecular Formula:
C12H15N3O2S
Molecular Weight:
265.33
MOL File:
54965-21-8.mol
MSDS File:
SDS
Modify Date:
2024/7/25 20:04:51

Albendazole Properties

Melting point 208-210 °C
Density 1.2561 (rough estimate)
refractive index 1.6740 (estimate)
storage temp. 2-8°C
solubility Practically insoluble in water, freely soluble in anhydrous formic acid, very slightly soluble in methylene chloride, practically insoluble in ethanol (96 per cent).
form Solid
pka 10.72±0.10(Predicted)
color White to Off-White
Water Solubility 0.75mg/L(209 ºC)
Merck 14,210
BCS Class 4
InChI InChI=1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)
InChIKey HXHWSAZORRCQMX-UHFFFAOYSA-N
SMILES C(OC)(=O)NC1NC2=CC(SCCC)=CC=C2N=1
CAS DataBase Reference 54965-21-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS09
Signal word  Warning
Hazard statements  H361d-H373-H410
Precautionary statements  P202-P260-P273-P280-P308+P313-P391
Hazard Codes  T,Xn
Risk Statements  61-36/37/38-48/22-63-33
Safety Statements  53-45-37/39-26-36/37-24/25
WGK Germany  2
RTECS  FD1100000
HS Code  29332990
NFPA 704
1
2 0

Albendazole price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) A1943 Albendazole 54965-21-8 5G ₹2300 2022-05-26 Buy
TCI Chemicals (India) A1943 Albendazole 54965-21-8 25G ₹6300 2022-05-26 Buy
Product number Packaging Price Buy
A1943 5G ₹2300 Buy
A1943 25G ₹6300 Buy

Albendazole Chemical Properties,Uses,Production

Chemical Properties

Albendazole occurs as a white to faintly yellowish powder. It is practically insoluble in water and alcohol, very slightly soluble in ether and dichloromethane, but freely soluble in anhydrous formic acid.

Uses

Albendazole is a derivative of benzimidazole, is a drug with a broad antihelmintic spectrum. It exhibits an antihelmintic effect against sensitive cestodes and nematodes by blocking the process of glucose uptake by the parasites, which is expressed in the depletion of glycogen reserves and subsequent reduction in the level of adenosintriphophate. As a result, the parasite stops moving and dies. It is used upon infection of Acaris lumbricoides, Ancylostoma duodenale, Necator americanus, Enterobius vermicularis, and Trichuris trichiura. Synonyms of this drug are SKF 62979 and others.

Indications

Albendazole appears to cause cytoplasmic microtubular degeneration, which in turn impairs vital cellular processes and leads to parasite death.There is some evidence that the drug also inhibits helminth-specific ATP generation by fumarate reductase.

Antimicrobial activity

Albendazole is active against trichostrongyles and exhibits useful activity against tissue-dwelling larvae of Trichinella spiralis, larvae of animal hookworms (causing cutaneous larva migrans) and microfilariae of various filarial species. It also exhibits some activity against cysticercosis and hydatid stages of Echinococcus granulosus and Echinococcus multilocularis. It has been successfully used in infections with the protozoon Giardia lamblia and for microsporidiosis.

General Description

Albendazole occurs as a white crystalline powder that isvirtually insoluble in water. The oral absorption of albendazoleis enhanced by a fatty meal. The drug undergoes rapidand extensive first-pass metabolism to the sulfoxide, whichis the active form in plasma. The elimination half-life ofthe sulfoxide ranges from 10 to 15 hours. Considerable biliaryexcretion and enterohepatic recycling of albendazolesulfoxide occurs. Albendazole is generally well toleratedin single-dose therapy for intestinal nematodes. The highdose,prolonged therapy required for clonorchiasis orechinococcal disease therapy can result in adverse effectssuch as bone marrow depression, elevation of hepatic enzymes,and alopecia.

Mechanism of action

Albendazole is given orally and is poorly and variably absorbed (5%) because of its poor water solubility. Oral bioavailability is increased as much as five times when the drug is given with a fatty meal instead of on an empty stomach. Concurrent treatment with corticosteroids increases plasma concentrations of albendazole. The drug is rapidly metabolized in the liver to an active sulfoxide metabolite.The half life of the metabolites is 8 to 12 hours.

Pharmacokinetics

Albendazole is better absorbed after oral absorption than other benzimidazole carbamates. It is extensively metabolized to the anthelmintically active albendazole sulfoxide, producing plasma concentrations of the metabolite of about 1.3 mg/L 2–5 h after a 400 mg oral dose. The half-life is about 8 h and the major route of excretion is via the bile. Plasma protein binding of the sulfoxide is around 70%.

Clinical Use

Albendazole has a broad spectrum of activity against intestinal nematodes and cestodes, as well as the liver flukes Opisthorchis sinensis, Opisthorchis viverrini, and Clonorchis sinensis. It also has been used successfully against Giardia lamblia. It is widely used throughout the world for the treatment of intestinalnematode infection. It is effective as a single-dose treatmentfor ascariasis, New and Old World hookworm infections,and trichuriasis. Multiple-dose therapy with albendazole caneradicate pinworm, threadworm, capillariasis, clonorchiasis,and hydatid disease. The effectiveness of albendazole againsttapeworms (cestodes) is generally more variable and lessimpressive. It also is effective in treating cerebral and spinal neurocysticercosis, particularly when given with dexamethasone.Albendazole is recommended for treatment of gnathostomiasis.

Side effects

Various mild intestinal and other upsets usually resolve without treatment. With extended use, as for larval tapeworm infections, hepatic abnormalities or leukopenia may require discontinuation of treatment. In rare cases granulocytopenia, pancytopenia, agranulocytosis or thrombocytopenia may occur. It should not be given during pregnancy since it may cause fetal harm; women should be cautioned against becoming pregnant within a month of completing treatment.

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