Bephenium hydroxynaphthoate

Last updated
Bephenium hydroxynaphthoate
Bephenium hydroxynaphthoate.svg
Clinical data
Pregnancy
category
  • Undefined
Routes of
administration
Oral
ATC code
Pharmacokinetic data
Bioavailability <1%
Excretion Renal (negligible)
Identifiers
  • N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxynaphthalene-2-carboxylate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.021.189 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C28H29NO4
Molar mass 443.543 g·mol−1
3D model (JSmol)
  • C[N+](C)(CCOc1ccccc1)Cc2ccccc2.c1ccc2cc(c(cc2c1)C(=O)[O-])O
  • 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 X mark.svgN
  • Key:PMPQCPQAHTXCDK-UHFFFAOYSA-M X mark.svgN
 X mark.svgNYes check.svgY  (what is this?)    (verify)

Bephenium hydroxynaphthoate (INN, trade names Alcopara, Alcopar, Befenium, Debefenium, Francin, Nemex) is an anthelmintic agent formerly used in the treatment of hookworm infections and ascariasis. [1] [2] It is formulated as a salt between the active pharmaceutical ingredient, bephenium, and 3-hydroxy-2-naphthoic acid.[ citation needed ]

Bephenium is not FDA-approved and is not available in the United States. [3]

Related Research Articles

<i>Ascaris lumbricoides</i> One of several species of Ascaris

Ascaris lumbricoides is a large parasitic worm that causes ascariasis in humans. A roundworm of genus Ascaris, it is the most common parasitic worm in humans. An estimated one-sixth of the human population is at some point infected by a roundworm such as A. lumbricoides; people living in tropical and subtropical countries are at greater risk of infection.

<span class="mw-page-title-main">Topiramate</span> Medication used to treat epilepsy and migraine

Topiramate, sold under the brand name Topamax among others, is a carbonic anhydrase inhibitor medication used to treat epilepsy and prevent migraines. It has also been used in alcohol dependence. For epilepsy this includes treatment for generalized or focal seizures. It is taken by mouth.

<span class="mw-page-title-main">Water pollution</span> Contamination of water bodies

Water pollution is the contamination of water bodies, usually as a result of human activities, so that it negatively affects its uses. Water bodies include lakes, rivers, oceans, aquifers, reservoirs and groundwater. Water pollution results when contaminants mix with these water bodies. Contaminants can come from one of four main sources: sewage discharges, industrial activities, agricultural activities, and urban runoff including stormwater. Water pollution is either surface water pollution or groundwater pollution. This form of pollution can lead to many problems, such as the degradation of aquatic ecosystems or spreading water-borne diseases when people use polluted water for drinking or irrigation. Another problem is that water pollution reduces the ecosystem services that the water resource would otherwise provide.

<span class="mw-page-title-main">Metronidazole</span> Antibiotic and antiprotozoal medication

Metronidazole, sold under the brand name Flagyl among others, is an antibiotic and antiprotozoal medication. It is used either alone or with other antibiotics to treat pelvic inflammatory disease, endocarditis, and bacterial vaginosis. It is effective for dracunculiasis, giardiasis, trichomoniasis, and amebiasis. It is an option for a first episode of mild-to-moderate Clostridium difficile colitis if vancomycin or fidaxomicin is unavailable. Metronidazole is available by mouth, as a cream, and by injection into a vein.

<span class="mw-page-title-main">Ascariasis</span> Disease caused by the parasitic roundworm Ascaris lumbricoides

Ascariasis is a disease caused by the parasitic roundworm Ascaris lumbricoides. Infections have no symptoms in more than 85% of cases, especially if the number of worms is small. Symptoms increase with the number of worms present and may include shortness of breath and fever in the beginning of the disease. These may be followed by symptoms of abdominal swelling, abdominal pain, and diarrhea. Children are most commonly affected, and in this age group the infection may also cause poor weight gain, malnutrition, and learning problems.

<span class="mw-page-title-main">Pharmaceutical industry</span> Industry involved with discovery, development, production and marketing of drugs

The pharmaceutical industry discovers, develops, produces, and markets drugs or pharmaceutical drugs for use as medications to be administered to patients, with the aim to cure them, vaccinate them, or alleviate symptoms. Pharmaceutical companies may deal in generic or brand medications and medical devices. They are subject to a variety of laws and regulations that govern the patenting, testing, safety, efficacy using drug testing and marketing of drugs. The global pharmaceuticals market produced treatments worth $1,228.45 billion in 2020 and showed a compound annual growth rate (CAGR) of 1.8%.

<span class="mw-page-title-main">Ivermectin</span> Medication for parasite infestations

Ivermectin is an antiparasitic drug. After its discovery in 1975, its first uses were in veterinary medicine to prevent and treat heartworm and acariasis. Approved for human use in 1987, today it is used to treat infestations including head lice, scabies, river blindness (onchocerciasis), strongyloidiasis, trichuriasis, ascariasis and lymphatic filariasis. It works through many mechanisms to kill the targeted parasites, and can be taken orally, or applied to the skin for external infestations. It belongs to the avermectin family of medications.

<span class="mw-page-title-main">Mebendazole</span> Medication for parasitic worm infestations

Mebendazole (MBZ), sold under the brand name Vermox among others, is a medication used to treat a number of parasitic worm infestations. This includes ascariasis, pinworm infection, hookworm infections, guinea worm infections, hydatid disease, and giardia, among others. It is taken by mouth.

Methylphenobarbital (INN), also known as mephobarbital and mephobarbitone (BAN), marketed under brand names such as Mebaral, Mephyltaletten, Phemiton, and Prominal, is a drug which is a barbiturate derivative and is used primarily as an anticonvulsant, but also as a sedative and anxiolytic. It is the N-methylated analogue of phenobarbital and has similar indications, therapeutic value, and tolerability.

<span class="mw-page-title-main">Regeneron Pharmaceuticals</span> American biotechnology company

Regeneron Pharmaceuticals, Inc. is an American biotechnology company headquartered in Westchester County, New York. The company was founded in 1988. Originally focused on neurotrophic factors and their regenerative capabilities, giving rise to its name, the company then branched out into the study of both cytokine and tyrosine kinase receptors.

<span class="mw-page-title-main">Iloperidone</span> Chemical compound

Iloperidone, commonly known as Fanapt and previously known as Zomaril, is an atypical antipsychotic for the treatment of schizophrenia.

<span class="mw-page-title-main">Alprenolol</span> Chemical compound

Alprenolol, or alfeprol, alpheprol, and alprenololum, is a non-selective beta blocker as well as a 5-HT1A and 5-HT1B receptor antagonist, used in the treatment of angina pectoris. It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.

<span class="mw-page-title-main">Ascarididae</span> Family of roundworms

The Ascarididae are a family of the large intestinal roundworms. Members of the family are intestinal parasites, infecting all classes of vertebrates. It includes a number of genera, the most well known of which are:

<span class="mw-page-title-main">Perospirone</span> Chemical compound that acts as an atypical antipsychotic

Perospirone (Lullan) is an atypical antipsychotic of the azapirone family. It was introduced in Japan by Dainippon Sumitomo Pharma in 2001 for the treatment of schizophrenia and acute cases of bipolar mania.

<span class="mw-page-title-main">Ciclobendazole</span>

Ciclobendazole is an anthelmintic, that is a pharmaceutical drug against parasitic worms. It underwent a clinical trial in the 1970s, where it was found to be as effective as mebendazole in the treatment of hookworm infection and ascariasis, but significantly less effective in the treatment of trichuriasis.

<span class="mw-page-title-main">Lomitapide</span> Chemical compound

Lomitapide, sold under the brand name Juxtapid in the US and Lojuxta in the EU, is a medication used as a lipid-lowering agent for the treatment of familial hypercholesterolemia, developed by Aegerion Pharmaceuticals. It has been tested in clinical trials as single treatment and in combinations with atorvastatin, ezetimibe and fenofibrate.

<span class="mw-page-title-main">Oxaflozane</span> Chemical compound

Oxaflozane (INN) (brand name Conflictan) is an antidepressant and anxiolytic drug that was introduced by Solvay in France in 1982 for the treatment of depression but has since been discontinued. It is a prodrug of flumexadol (N-dealkyloxaflozane; 2-(3-trifluoromethylphenyl)morpholine; CERM-1841 or 1841-CERM), which is reported to act as an agonist of the serotonin 5-HT1A (pKi = 7.1) and 5-HT2C (pKi = 7.5) receptors and, to a much lesser extent, of the 5-HT2A (pKi = 6.0) receptor. In addition to its serotonergic properties, oxaflozane may also produce anticholinergic side effects at high doses, namely in overdose.

Substituted amphetamines are a class of compounds based upon the amphetamine structure; it includes all derivative compounds which are formed by replacing, or substituting, one or more hydrogen atoms in the amphetamine core structure with substituents. The compounds in this class span a variety of pharmacological subclasses, including stimulants, empathogens, and hallucinogens, among others. Examples of substituted amphetamines are amphetamine (itself), methamphetamine, ephedrine, cathinone, phentermine, mephentermine, bupropion, methoxyphenamine, selegiline, amfepramone (diethylpropion), pyrovalerone, MDMA (ecstasy), and DOM (STP).

<span class="mw-page-title-main">Dapoxetine</span> Medication used to treat premature ejaculation

Dapoxetine, marketed as Priligy, among others, is a medication used for the treatment of premature ejaculation (PE) in men 18–64 years old. Dapoxetine works by inhibiting the serotonin transporter, increasing serotonin's action at the postsynaptic cleft, and as a consequence promoting ejaculatory delay. As a member of the selective serotonin reuptake inhibitor (SSRI) family, dapoxetine was initially created as an antidepressant. However, unlike other SSRIs, dapoxetine is absorbed and eliminated rapidly in the body. Its fast-acting property makes it suitable for the treatment of PE, but not as an antidepressant.

<span class="mw-page-title-main">Soil-transmitted helminthiasis</span> Roundworm infection contracted from contaminated soil

Soil-transmitted helminthiasis is a type of helminth infection (helminthiasis) caused by different species of roundworms. It is caused specifically by those worms which are transmitted through soil contaminated with faecal matter and are therefore called soil-transmitted helminths. Three types of soil-transmitted helminthiasis can be distinguished: ascariasis, hookworm infection and whipworm infection. These three types of infection are therefore caused by the large roundworm A. lumbricoides, the hookworms Necator americanus or Ancylostoma duodenale and by the whipworm Trichuris trichiura.

References

  1. Sweetman S, ed. (2009). Martindale: The complete drug reference (36th ed.). London: Pharmaceutical Press. p. 143. ISBN   978-0-85369-840-1.
  2. Jayewardene G, Ismail MM, Wijayaratnam Y (July 1960). "Bephenium hydroxynaphthoate in treatment of ascariasis". Br Med J. 2 (5194): 268–71. doi:10.1136/bmj.2.5194.268. PMC   2097409 . PMID   14406934.
  3. Pham PA (March 19, 2009). "Bephenium hydroxynaphthoate". Point-of-Care Information Technology ABX Guide. Johns Hopkins University. Retrieved on March 25, 2011.