Albendazole
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| Category | Others |
| Catalog number | BBF-03783 |
| CAS | 54965-21-8 |
| Molecular Weight | 265.33 |
| Molecular Formula | C12H15N3O2S |
| Purity | 98% by HPLC |
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Description
Albendazole is an anthelmintic. It prevents the enzymatic process that causes the parasite to absorb glucose, leading to its death.
Specification
| Synonyms | SKF-62979; SKF 62979; SKF62979; Eskazole; Zentel; Albenza; Valbazen |
| Storage | Store at -20°C (dark) |
| IUPAC Name | methyl N-(6-propylsulfanyl-1H-benzimidazol-2-yl)carbamate |
| Canonical SMILES | CCCSC1=CC2=C(C=C1)N=C(N2)NC(=O)OC |
| 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) |
| InChI Key | HXHWSAZORRCQMX-UHFFFAOYSA-N |
| Source | Synthetic |
Properties
| Appearance | White to Off-white Solid |
| Application | Mesh headings: anthelmintics, Anticestodalagents, Antiprotozoal agents |
| Antibiotic Activity Spectrum | parasites |
| Melting Point | 193-198°C |
| Density | 1.3±0.1 g/cm3 |
| Solubility | Soluble in acetic acid, chloroform |
| LogP | 2.7 |
Toxicity
| Carcinogenicity | No indication of carcinogenicity to humans (not listed by IARC). |
| Mechanism Of Toxicity | Albendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasites, and depletes their glycogen stores. Degenerative changes in the endoplasmic reticulum, the mitochondria of the germinal layer, and the subsequent release of lysosomes result in decreased production of adenosine triphosphate (ATP), which is the energy required for the survival of the helminth. Due to diminished energy production, the parasite is immobilized and eventually dies. |
| Toxicity | LD50: 1500 mg/kg (oral,mouse). |
Reference Reading
1.Comparison of the Pharmacokinetics of Albendazole and its Major Metabolites after Oral Administration of Albendazole as a Suspension and as a Paste Formulation to Sheep
S. E. MARRINE, J. A. BOGAN, W. VANDAELE*. Zbl. Vet. Med. B, 28, 19-26 (1981)
Albendazole is a member of the benzimidazole group of anthelmintics with broad-spectrum activity against gastro-intestinal roundworms including inhibited larval stages, tapeworms, liver flukes and lungworms in many species. In the ruminant animal the rumen acts as a “reservoir” of undissolved albendazole and rhe slow passage of drug through the rumen serves to maintain concentrations of albendazole or active metabolic products in the more distal parts of the gastro-intestinal tract and in the systemic compartment over a number of days. Ruminal by-pass via the oesophageal (reticular) groove could lead to inferior activity of albendazole. In a previous report on albendazole pharmacokinetics we found little evidence of subsitantial ruminal by-pass with albendazole given orally as a drench (suspension) although small amounts passed (directly to the abomasum in individual sheep.
Spectrum
GC-MS Spectrum - GC-EI-TOF (Non-derivatized)
Experimental Conditions
Instrument Type: GC-EI-TOF
Ionization Mode: positive
Chromatography Type: GC
Ionization Mode: positive
Chromatography Type: GC
Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive
Experimental Conditions
Ionization Mode: Positive
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C12H15N3O2S
Molecular Weight (Monoisotopic Mass): 265.0885 Da
Molecular Weight (Avergae Mass): 265.331 Da
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C12H15N3O2S
Molecular Weight (Monoisotopic Mass): 265.0885 Da
Molecular Weight (Avergae Mass): 265.331 Da
LC-MS/MS Spectrum - LC-ESI-QFT , negative
Experimental Conditions
Instrument Type: LC-ESI-QFT
Ionization Mode: negative
Ionization Mode: negative
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Ionization Mode: Positive
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C12H15N3O2S
Molecular Weight (Monoisotopic Mass): 265.0885 Da
Molecular Weight (Avergae Mass): 265.331 Da
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C12H15N3O2S
Molecular Weight (Monoisotopic Mass): 265.0885 Da
Molecular Weight (Avergae Mass): 265.331 Da
1H NMR Spectrum
Experimental Conditions
Solvent: DMSO-d6
Instrument Type: JEOL
Nucleus: 1H
Frequency: 400 MHz
Chemical Shift Reference: TMS
Instrument Type: JEOL
Nucleus: 1H
Frequency: 400 MHz
Chemical Shift Reference: TMS
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
