Bephenium hydroxynaphthoate - CAS 3818-50-6
Catalog number: 3818-50-6
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C28H29NO4
Molecular Weight:
443.53
COA:
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Targets:
Antiparasitic
Description:
Bephenium hydroxynaphthoate is an anthelmintic agent formerly used in the treatment of hookworm infections and ascariasis, which belongs to B-type AChR activator.
Purity:
>98%
Synonyms:
Alcopar; Bephenium embonate
MSDS:
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InChIKey:
PMPQCPQAHTXCDK-UHFFFAOYSA-M
InChI:
InChI=1S/C17H22NO.C11H8O3/c1-18(2,15-16-9-5-3-6-10-16)13-14-19-17-11-7-4-8-12-17;12-10-6-8-4-2-1-3-7(8)5-9(10)11(13)14/h3-12H,13-15H2,1-2H3;1-6,12H,(H,13,14)/q+1;/p-1
Canonical SMILES:
C[N+](C)(CCOC1=CC=CC=C1)CC2=CC=CC=C2.C1=CC=C2C=C(C(=CC2=C1)C(=O)O)[O-]
1.[Morphological changes in the mucosa of the stomach and the small intestine of rats under the action of mebendazole].
Blagov NA, Miagkova MA, Firsov VN, Zhuravleva TB, Petrova IV. Med Parazitol (Mosk). 1991 Sep-Oct;(5):41-4.
The effect of mebendazole on the gastric and intestinal mucosa was studied in 52 intact white rats. It was shown that the drug caused a significant damage to the mucosa, especially of goblet cells of villi and crypts and interfere with the mucoid secretion. The alterations after mebendazole administration were more severe than those caused by naphthamon. On the 13-15th day after the treatment the complete restoration of the damage was not seen.
2.Evaluation of albendazole, pyrantel, bephenium, pyrantel-praziquantel and pyrantel-bephenium for single-dose mass treatment of necatoriasis.
Nahmias J1, Kennet R, Goldsmith R, Greenberg Z. Ann Trop Med Parasitol. 1989 Dec;83(6):625-9.
An effective drug for single-dose mass treatment of necatoriasis was sought by testing three drugs and two drug combinations in Ethiopian immigrants to Israel found to have light infections. The drugs tested sequentially in single-doses were pyrantel pamoate (20 mg kg-1, 81 subjects); bephenium hydroxynaphthoate (2.5-5 g, 65 subjects); combined pyrantel and bephenium (25 subjects); combined pyrantel (20 mg kg-1) and praziquantel (40 mg kg-1) (16 subjects); and albendazole (400 mg, 77 subjects). Follow-up under conditions without likelihood of reinfection was by one stool examination. Cure rates with albendazole, pyrantel-bephenium and pyrantel-praziquantel were 84, 80 and 81% respectively; these rates were significantly higher than the 49% found for bephenium and the 51% for pyrantel (P less than 0.05). Egg reductions in those not cured were pyrantel (22%), bephenium (6%), pyrantel-bephenium (34%), pyrantel-praziquantel (3%) and albendazole (6%).
3.Mutagenicity of products generated by the reaction between several antiparasitic drugs and nitrite.
Alba MA1, Espinosa J, Cortinas de Nava C. Environ Mol Mutagen. 1988;12(1):65-73.
Drugs containing secondary aliphatic amines, heterocyclic nitrogen, or secondary aliphatic amido groups (chloroquine, dehydroemetine, mebendazole, and piperazine) and pyrimidine derivatives such as pyrantel pamoate were reacted in vitro with sodium nitrite at pH 3.7 and became mutagenic for Salmonella typhimurium strain TA1535. The products derived from the nitrosation of chloroquine and dehydroemetine required metabolic activation by mammalian hepatic S9 to be mutagenic. The N-nitroso derivatives of mebendazole, piperazine, and pyrantel pamoate were mutagenic with and without S9, although more activity was noted in the presence of S9 with the nitrosated compounds formed from mebendazole and piperazine. Under identical conditions, no mutagenic products were detected from quaternary ammonium salts such as bephenium hydroxynaphthoate or drugs containing tertiary heterocyclic amino groups, such as iodochlorhydroxyquin.
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CAS 3818-50-6 Bephenium hydroxynaphthoate

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