Synonym
5-Hydroxymebendazole; R 19167; R-19167; R19167;
IUPAC/Chemical Name
methyl (5-(hydroxy(phenyl)methyl)-1H-benzo[d]imidazol-2-yl)carbamate
InChi Key
IIQKUGXEGMZCLE-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H15N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9,14,20H,1H3,(H2,17,18,19,21)
SMILES Code
O=C(OC)NC1=NC2=CC(C(O)C3=CC=CC=C3)=CC=C2N1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
297.31
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Oosterhuis B, Wetsteyn JC, van Boxtel CJ. Liquid chromatography with electrochemical detection for monitoring mebendazole and hydroxymebendazole in echinococcosis patients. Ther Drug Monit. 1984;6(2):215-20. PubMed PMID: 6740740.
2: Gupta S, Srivastava JK, Jain MK, Katiyar JC, Singh J, Bhakuni DS. Efficacy of methyl 5(6)-(alpha-hydroxyphenylmethyl) benzimidazole-2-carbamate, a metabolite of mebendazole, against developing forms of experimental helminth parasites. Indian J Exp Biol. 1991 Jul;29(7):645-8. PubMed PMID: 1794854.
3: De Ruyck H, Daeseleire E, De Ridder H. Development and validation of a liquid chromatography-electrospray tandem mass spectrometry method for mebendazole and its metabolites hydroxymebendazole and aminomebendazole in sheep liver. Analyst. 2001 Dec;126(12):2144-8. PubMed PMID: 11814193.
4: Gupta S, Srivastava JK, Katiyar JC, Singh J, Bhakuni DS. Anthelmintic activity of methyl 5(6)-(alpha-hydroxyphenyl methyl) benzimidazole-2-carbamate, a metabolite of mebendazole. Indian J Exp Biol. 1987 Dec;25(12):871-3. PubMed PMID: 3453816.
5: Iosifidou EG, Haagsma N, Olling M, Boon JH, Tanck MW. Residue study of mebendazole and its metabolites hydroxy-mebendazole and amino-mebendazole in eel (Anguilla anguilla) after bath treatment. Drug Metab Dispos. 1997 Mar;25(3):317-20. PubMed PMID: 9172949.
6: Jain MK, Gupta S, Katiyar JC, Singh SP, Srivastava VM. Alterations in metabolic activity of Cysticercus fasciolaris on some anthelmintic treatments. Indian J Exp Biol. 1992 Apr;30(4):320-3. PubMed PMID: 1459601.
