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Home > Imidazoles > 43210-67-9
43210-67-9 | Carbamic acid, N-[6-(phenylthio)-1H-benzimidazol-2-yl]-, methyl ester
CAS No: 43210-67-9 Catalog No: AG0039AS MDL No:MFCD00144301
Product Description
Catalog Number:
AG0039AS
Chemical Name:
Carbamic acid, N-[6-(phenylthio)-1H-benzimidazol-2-yl]-, methyl ester
CAS Number:
43210-67-9
Molecular Formula:
C15H13N3O2S
Molecular Weight:
299.3476
MDL Number:
MFCD00144301
IUPAC Name:
methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate
InChI:
InChI=1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
InChI Key:
HDDSHPAODJUKPD-UHFFFAOYSA-N
SMILES:
COC(=O)Nc1nc2c([nH]1)cc(cc2)Sc1ccccc1
EC Number:
256-145-7
UNII:
621BVT9M36
NSC Number:
757824
Properties
Complexity:
363
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
299.073g/mol
Formal Charge:
0
Heavy Atom Count:
21
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
299.348g/mol
Monoisotopic Mass:
299.073g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
92.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.6
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| A screening level index for assessing the impacts of veterinary medicines on dung flies. | Environmental science & technology 20070401 |
| Anthelmintic resistance in cattle nematode in the western Pampeana Region of Argentina. | Veterinary parasitology 20070315 |
| Efficacy of fenbendazole and milbemycin oxime for treating baboons (Papio cynocephalus anubis) infected with Trichuris trichiura. | Journal of the American Association for Laboratory Animal Science : JAALAS 20070301 |
| Survey of intestinal parasites in stray dogs in the Madrid area and comparison of the efficacy of three anthelmintics in naturally infected dogs. | Parasitology research 20070101 |
| A field study on the effect of some anthelmintics on cyathostomins of horses in sweden. | Veterinary research communications 20070101 |
| Angiostrongylus vasorum (French heartworm) in a dog imported into Australia. | Australian veterinary journal 20070101 |
| A longitudinal study on the occurrence of Cryptosporidium and Giardia in dogs during their first year of life. | Acta veterinaria Scandinavica 20070101 |
| Evaluation of follow-up of therapy with fenbendazole incorporated into stabilized liposomes and immunomodulator glucan in mice infected with Toxocara canis larvae. | Acta tropica 20070101 |
| Strongyloides stercoralis infection in a Finnish kennel. | Acta veterinaria Scandinavica 20070101 |
| Field testing of a fenbendazole treatment combined with hygienic and management measures against a natural Giardia infection in calves. | Veterinary parasitology 20061220 |
| Severe weight loss in lambs infected with Giardia duodenalis assemblage B. | Veterinary parasitology 20061130 |
| Survey of parasite control on beef farms in south-west England. | The Veterinary record 20061111 |
| Fenbendazole treatment and litter size in rats. | Journal of the American Association for Laboratory Animal Science : JAALAS 20061101 |
| Mortality associated with fenbendazole administration in pigeons (Columba livia). | Journal of the American Association for Laboratory Animal Science : JAALAS 20061101 |
| Canine intestinal helminths in Finland: prevalence, risk factors and endoparasite control practices. | Veterinary parasitology 20060910 |
| Changes in parasite transmission stage excretion after pheasant release. | Journal of helminthology 20060901 |
| Acquired cervical scoliosis attributed to Parelaphostrongylus tenuis infection in an alpaca. | Journal of the American Veterinary Medical Association 20060815 |
| A fenbendazole oral drench in addition to an ivermectin pour-on reduces parasite burden and improves feedlot and carcass performance of finishing heifers compared with endectocides alone. | Journal of animal science 20060801 |
| Ecological hazard assessment of major veterinary benzimidazoles: acute and chronic toxicities to aquatic microbes and invertebrates. | Environmental toxicology and chemistry 20060801 |
| Severe pulmonary arterial hypertension due to Angiostrongylosus vasorum in a dog. | The Canadian veterinary journal = La revue veterinaire canadienne 20060801 |
| Plasma disposition and faecal excretion of oxfendazole, fenbendazole and albendazole following oral administration to donkeys. | Veterinary journal (London, England : 1997) 20060701 |
| Small strongyle infection: consequences of larvicidal treatment of horses with fenbendazole and moxidectin. | Veterinary parasitology 20060630 |
| Control of gastrointestinal nematodes in goats on pastures in South Africa using nematophagous fungi Duddingtonia flagrans and selective anthelmintic treatments. | Veterinary parasitology 20060615 |
| Modulation of porcine biotransformation enzymes by anthelmintic therapy with fenbendazole and flubendazole. | Research in veterinary science 20060601 |
| Assessment of the main metabolism pathways for the flukicidal compound triclabendazole in sheep. | Journal of veterinary pharmacology and therapeutics 20060601 |
| Prevalence of Escherichia coli O157:H7 and Salmonella in beef steers consuming different forage diets. | Letters in applied microbiology 20060601 |
| Photo- and thermal-stability studies on benzimidazole anthelmintics by HPLC and GC-MS. | Chemical & pharmaceutical bulletin 20060601 |
| Gastrointestinal nematode resistance to benzimidazoles on a sheep farm in Algeria. | The Veterinary record 20060506 |
| Drug transport mechanisms in helminth parasites: passive diffusion of benzimidazole anthelmintics. | Experimental parasitology 20060501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Anthelmintic use and resistance on thoroughbred training yards in the UK. | The Veterinary record 20060429 |
| Presumptive fenbendazole toxicosis in North American porcupines. | Journal of the American Veterinary Medical Association 20060415 |
| Comparative study of sample preparation methods; supported liquid membrane and solid phase extraction in the determination of benzimidazole anthelmintics in biological matrices by liquid chromatography-electrospray-mass spectrometry. | Talanta 20060315 |
| Immunomodulatory effect of various anti-parasitics: a review. | Parasitology 20060301 |
| Prophylactic fenbendazole therapy does not affect the incidence and onset of type 1 diabetes in non-obese diabetic mice. | International immunology 20060301 |
| Evaluation of three strategic parasite control programs in captive wild ruminants. | Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians 20060301 |
| Effect of parasitism on the pharmacokinetic disposition of ivermectin in lambs. | Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20060201 |
| Metal-mediated inhibition of Escherichia coli methionine aminopeptidase: structure-activity relationships and development of a novel scoring function for metal-ligand interactions. | Journal of medicinal chemistry 20060126 |
| Pharmacologic reductions of total tau levels; implications for the role of microtubule dynamics in regulating tau expression. | Molecular neurodegeneration 20060101 |
| Meningoencephalomyelitis caused by Pasteurella multocida in a cat. | Journal of veterinary internal medicine 20060101 |
| Comparing different formulae to test for gastrointestinal nematode resistance to benzimidazoles in smallholder goat farms in Mexico. | Veterinary parasitology 20051210 |
| Further characterisation of a triple resistant field isolate of Teladorsagia from a Scottish lowland sheep farm. | Veterinary parasitology 20051210 |
| Evaluation of silymarin in the treatment on asymptomatic Giardia infections in dogs. | Parasitology research 20051201 |
| Hematologic and plasma biochemical changes associated with fenbendazole administration in Hermann's tortoises (testudo hermanni). | Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians 20051201 |
| Aelurostrongylus abstrusus (cat lungworm) infection in five cats from Italy. | Veterinary parasitology 20051125 |
| Field evaluation of the efficacy of fenbendazole in captive wild ruminants. | The Veterinary record 20051105 |
| Verminous pneumonia due to Filaroides hirthi in a Scottish terrier in Spain. | The Veterinary record 20051105 |
| A 12-month survey of gastrointestinal helminth infections of cervids kept in two zoos in Belgium. | Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians 20050901 |
| Transport of anthelmintic benzimidazole drugs by breast cancer resistance protein (BCRP/ABCG2). | Drug metabolism and disposition: the biological fate of chemicals 20050501 |
| Changes to oxfendazole chiral kinetics and anthelmintic efficacy induced by piperonyl butoxide in horses. | Equine veterinary journal 20050501 |
| Thrombo-ischaemic pinnal necrosis associated with fenbendazole treatment in a dog. | The Journal of small animal practice 20050501 |
| Individual intake and antiparasitic efficacy of free choice mineral containing fenbendazole for grazing steers. | Veterinary parasitology 20050420 |
| Microbial inhibition by pharmaceutical antibiotics in different soils--dose-response relations determined with the iron(III) reduction test. | Environmental toxicology and chemistry 20050401 |
| Relationships among fecal lungworm loads, fecal glucocorticoid metabolites, and lamb recruitment in free-ranging Rocky Mountain bighorn sheep. | Journal of wildlife diseases 20050401 |
| Identification of strongyle eggs from anthelmintic-treated horses using a PCR-ELISA based on intergenic DNA sequences. | Parasitology research 20050301 |
| The lack of behavioral effects of fenbendazole: a medication for pinworm infection. | Contemporary topics in laboratory animal science 20050301 |
| Cerebral and conjunctival haemorrhages associated with von Willebrand factor deficiency and canine angiostrongylosis. | The Journal of small animal practice 20050201 |
| Intracranial haemorrhage associated with Angiostrongylus vasorum infection in three dogs. | The Journal of small animal practice 20050201 |
| Eradication of Syphacia muris from food-restricted rats without environmental decontamination. | Contemporary topics in laboratory animal science 20050101 |
| Clinical, cytological and molecular evidence of Mesocestoides sp. infection in a dog from Italy. | Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20041201 |
| Characterisation of benzimidazole binding with recombinant tubulin from Giardia duodenalis, Encephalitozoon intestinalis, and Cryptosporidium parvum. | Molecular and biochemical parasitology 20041101 |
| Effect of the antiparasitic drugs fenbendazole and ivermectin on the soil nematode Pristionchus maupasi. | Veterinary parasitology 20040920 |
| Prevalence of anthelmintic resistant cyathostomes on horse farms. | Journal of the American Veterinary Medical Association 20040915 |
| Characterisation of two triple resistant field isolates of Teladorsagia from Scottish lowland sheep farms. | Veterinary parasitology 20040902 |
| Effect of repeated benzimidazole treatments with increasing dosages on the phenotype of resistance and the beta-tubulin codon 200 genotype distribution in a benzimidazole-resistant cyathostomin population. | Veterinary parasitology 20040902 |
| Angiostrongylus vasorum infection in 23 dogs (1999-2002). | The Journal of small animal practice 20040901 |
| Variability in the resistance of the Nigerian West African Dwarf goat to abbreviated escalating trickle and challenge infections with Haemonchus contortus. | Veterinary parasitology 20040610 |
| Comparative hepatic and extrahepatic enantioselective sulfoxidation of albendazole and fenbendazole in sheep and cattle. | Drug metabolism and disposition: the biological fate of chemicals 20040501 |
| Radiographic findings in 16 dogs infected with Angiostrongylus vasorum. | The Veterinary record 20040403 |
| Benzimidazole drugs and modulation of biotransformation enzymes. | Research in veterinary science 20040401 |
| The effects of fenbendazole, flubendazole and mebendazole on activities of hepatic cytochromes P450 in pig. | Journal of veterinary pharmacology and therapeutics 20040401 |
| Reversible pulmonary hypertension presenting simultaneously with an atrial septal defect and angiostrongylosis in a dog. | The Journal of small animal practice 20040401 |
| Long-term results of dietary fenbendazole to eradicate Syphacia muris from rat colonies. | Contemporary topics in laboratory animal science 20040301 |
| Prevalence of benzimidazole resistance on horse farms in Germany. | The Veterinary record 20040110 |
| Comparative assessment of the access of albendazole, fenbendazole and triclabendazole to Fasciola hepatica: effect of bile in the incubation medium. | Parasitology 20040101 |
| Bone marrow hypoplasia associated with fenbendazole administration in a dog. | Journal of the American Animal Hospital Association 20040101 |
| Intestinal DNases of 36 and 38.5kDa from the parasitic nematode Haemonchus contortus have non-classic DNase characteristics and produce DNA fragments with 3'-hydroxyls. | Experimental parasitology 20040101 |
| Evaluation of copper supplementation to control Haemonchus contortus infections of sheep in Sweden. | Acta veterinaria Scandinavica 20040101 |
| Clinical signs, diagnosis and treatment of three dogs with angiostrongylosis in Ireland. | Irish veterinary journal 20040101 |
| Quantitative chromatographic determination of several benzimidazole anthelmintic molecules in parasite material. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20031205 |
| Multiresistant nematodes on a Devon farm. | The Veterinary record 20031108 |
| Field test data on small strongyles in evaluation of activity of fenbendazole given once a day for 5 consecutive days to thoroughbred yearlings on two farms in Kentucky in 2002 and 2003. | Parasitology research 20031001 |
| Investigations on the influence of helminth parasites on vaccination of chickens against Newcastle disease virus under village conditions. | Tropical animal health and production 20031001 |
| Anthelmintic resistance of nematodes in communally grazed goats in a semi-arid area of South Africa. | Journal of the South African Veterinary Association 20030901 |
| Expulsion of small strongyle nematodes (cyathostomin spp) following deworming of horses on a stud farm in Sweden. | Veterinary parasitology 20030814 |
| The effects of benzimidazole anthelmintics on P4501A in rat hepatocytes and HepG2 cells. | Research in veterinary science 20030801 |
| Evaluation of fenbendazole for treatment of Giardia infection in cats concurrently infected with Cryptosporidium parvum. | American journal of veterinary research 20030801 |
| A light and electron microscopic study on the synergistic effect of pyrantel and the febantel metabolite febendazole on adult Toxocara canis in vitro. | Parasitology research 20030701 |
| Analysis of the beta-tubulin codon 200 genotype distribution in a benzimidazole-susceptible and -resistant cyathostome population. | Parasitology 20030701 |
| Dexamethasone decreases plasma levels of the prochiral fenbendazole and its chiral and achiral metabolites in sheep. | Xenobiotica; the fate of foreign compounds in biological systems 20030701 |
| Synergistic effects of pyrantel and the febantel metabolite fenbendazole on adult Toxocara canis. | Parasitology research 20030701 |
| Dose confirmation of moxidectin 0.5% pour-on against adults and fourth-stage larvae of various Cooperia spp. and Trichostrongylus colubriformis in Louisiana. | Veterinary parasitology 20030625 |
| Effect of feeding urea-molasses blocks with incorporated fenbendazole on grazing dairy heifers naturally infected with gastrointestinal nematodes. | Journal of the South African Veterinary Association 20030601 |
| Anthelmintic treatment in horses: the extra-label use of products and the danger of under-dosing. | Journal of the South African Veterinary Association 20030601 |
| Management of drug-resistant cyathostominosis on a breeding farm in central North Carolina. | Equine veterinary journal 20030501 |
| Comparison of in vitro methods and faecal egg count reduction test for the detection of benzimidazole resistance in small strongyles of horses. | Veterinary research communications 20030501 |
| Encephalitozoon cuniculi in pet rabbits. | The Veterinary record 20030405 |
| Transtegumental diffusion of benzimidazole anthelmintics into Moniezia benedeni: correlation with their octanol-water partition coefficients. | Experimental parasitology 20030101 |
| [Morphofunctional changes in the digestive system of the nematode Passalurus ambiguus (Rudolphi, 1819) after use of the anthelmintics albendazole, fenbendazole, and ivermectin]. | Meditsinskaia parazitologiia i parazitarnye bolezni 20030101 |
| Non-classic characteristics define prominent DNase activities from the intestine and other tissues of Haemonchus contortus. | Experimental parasitology 20030101 |
| Disintegration of dung pats from cattle treated with the ivermectin anthelmintic bolus, or the biocontrol agent Duddingtonia flagrans. | Acta veterinaria Scandinavica 20030101 |
| Experimental life cycle of Lagochilascaris major leiper, 1910 (Nematoda: Ascarididae) in cats (Felis domesticus). | The Journal of parasitology 20021201 |
| Interspecies considerations in the evaluation of human food safety for veterinary drugs. | AAPS pharmSci 20021201 |
| Lack of modification of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx)-induced hepatocarcinogenesis in rats by fenbendazole--a CYP1A2 inducer. | Cancer letters 20021108 |
| Development and validation of a liquid chromatographic-electrospray tandem mass spectrometric multiresidue method for anthelmintics in milk. | Journal of chromatography. A 20021108 |
| Fenbendazole pharmacokinetics, metabolism, and potentiation in horses. | Drug metabolism and disposition: the biological fate of chemicals 20021101 |
| Analysis of fenbendazole residues in bovine milk by ELISA. | Journal of agricultural and food chemistry 20021009 |
| Equine faecal egg counts and comparison of fenbendazole and moxidectin. | The Veterinary record 20020928 |
| Comparative use of faecal egg count reduction test, egg hatch assay and beta-tubulin codon 200 genotyping in small strongyles (cyathostominae) before and after benzimidazole treatment. | Veterinary parasitology 20020926 |
| Voltammetric determination of fenbendazole in veterinarian formulations. | Journal of pharmaceutical and biomedical analysis 20020905 |
| A survey on the occurrence of resistance to anthelmintics of gastrointestinal nematodes of goats in Mozambique. | The Onderstepoort journal of veterinary research 20020901 |
| Patterns of equine faecal egg counts following spring dosing with either fenbendazole or moxidectin. | The Veterinary record 20020831 |
| Bone marrow hypoplasia and intestinal crypt cell necrosis associated with fenbendazole administration in five painted storks. | Journal of the American Veterinary Medical Association 20020801 |
| In vitro activity of therapeutic drugs against Histomonas meleagridis (Smith, 1895). | Poultry science 20020801 |
| Distinct characteristics of two intestinal protein compartments discriminated by using fenbendazole and a benzimidazole resistant isolate of Haemonchus contortus. | Experimental parasitology 20020801 |
| [Bladder infection with Capillaria plica in a male dog]. | Tijdschrift voor diergeneeskunde 20020615 |
| A questionnaire survey of the management and use of anthelmintics in cattle and antelope in mixed farming systems in Zimbabwe. | Journal of the South African Veterinary Association 20020601 |
| A retrospective study of 11 cases of lungworm (Didelphostrongylus hayesi) infection in opossums (Didelphis virginiana). | Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians 20020601 |
| Determination of benzimidazole anthelmintics in animal-derived biological matrices. | Annali di chimica 20020401 |
| Expression of acquired immunity to a local isolate of Haemonchus contortus by the Nigerian West African Dwarf goat. | Veterinary parasitology 20020320 |
| Plasma achiral and chiral pharmacokinetic behaviour of intravenous oxfendazole co-administered with piperonyl butoxide in sheep. | Journal of veterinary pharmacology and therapeutics 20020201 |
| In vitro ruminal biotransformation of benzimidazole sulphoxide anthelmintics: enantioselective sulphoreduction in sheep and cattle. | Journal of veterinary pharmacology and therapeutics 20020201 |
| Characteristics of a flubendazole resistant isolate of Oesophagostomum dentatum from Germany. | Veterinary parasitology 20020103 |
| Subclinical effects and fenbendazole treatment of turkey ascaridiasis under simulated field conditions. | Avian diseases 20020101 |
| High-performance liquid chromatographic separation and determination of the process related impurities of mebendazole, fenbendazole and albendazole in bulk drugs. | Journal of pharmaceutical and biomedical analysis 20011201 |
| New sesquiterpene derivatives from the red alga Laurencia scoparia. Isolation, structure determination, and anthelmintic activity. | Journal of natural products 20011201 |
| Prevalence of anthelmintic resistance in gastrointestinal nematodes of dairy goats under extensive management conditions in southwestern France. | Journal of helminthology 20011201 |
| Cyathostome fecal egg count trends in horses treated with moxidectin, ivermectin or fenbendazole. | Veterinary parasitology 20011031 |
| Comparison of practical treatment methods to eradicate pinworm (Dentostomella translucida) infections from Mongolian gerbils (Meroines unguiculatus). | Contemporary topics in laboratory animal science 20010901 |
| Are Teladorsagia circumcincta (Nematoda) morphs equally able to survive under anthelmintic treatment in sheep on pastures? | Parasitology research 20010901 |
| Effect of benzimidazole under-dosing on the resistant allele frequency in Teladorsagia circumcincta (Nematoda). | Parasitology 20010701 |
| Anthelmintic resistance on goat farms in Georgia: efficacy of anthelmintics against gastrointestinal nematodes in two selected goat herds. | Veterinary parasitology 20010628 |
| Prevalence and clinical implications of anthelmintic resistance in cyathostomes of horses. | Journal of the American Veterinary Medical Association 20010615 |
| Resistance of Cooperia to ivermectin treatments in grazing cattle of the Humid Pampa, Argentina. | Veterinary parasitology 20010612 |
| Treatment of Toxocara canis infections in mice with liposome-incorporated benzimidazole carbamates and immunomodulator glucan. | Journal of helminthology 20010601 |
| Prevention and treatment of Encephalitozoon cuniculi infection in rabbits with fenbendazole. | The Veterinary record 20010414 |
| Intestinal parasitism terminates self tolerance and enhances neonatal induction of autoimmune disease and memory. | European journal of immunology 20010301 |
| Transmission studies on Trichinella species isolated from Crocodylus niloticus and efficacy of fenbendazole and levamisole against muscle L1 stages in Balb C mice. | The Onderstepoort journal of veterinary research 20010301 |
| Individual intake and antiparasitic efficacy of free choice mineral and fenbendazole in range calves. | Veterinary parasitology 20010101 |
| Giardiasis in dairy calves: effects of fenbendazole treatment on intestinal structure and function. | International journal for parasitology 20010101 |
| Atypical parasitic migration and necrotizing sacral myelitis due to Serratospiculoides amaculata in a prairie falcon (Falco mexicanus). | Avian diseases 20010101 |
| Elevated parathyroid hormone-related protein and hypercalcemia in two dogs with schistosomiasis. | Journal of the American Animal Hospital Association 20010101 |
| Housing, feeding and management of calves and replacement heifers in Swedish dairy herds. | Acta veterinaria Scandinavica 20010101 |
| In vitro susceptibilities of the AIDS-associated microsporidian Encephalitozoon intestinalis to albendazole, its sulfoxide metabolite, and 12 additional benzimidazole derivatives. | Antimicrobial agents and chemotherapy 19971201 |
| Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro. | Annals of tropical medicine and parasitology 19961201 |
| New drug developments for opportunistic infections in immunosuppressed patients: Pneumocystis carinii. | Journal of medicinal chemistry 19951124 |
| In vitro susceptibility of the opportunistic fungus Cryptococcus neoformans to anthelmintic benzimidazoles. | Antimicrobial agents and chemotherapy 19940201 |
| Aplastic anemia associated with trimethoprim-sulfadiazine and fenbendazole administration in a dog. | Journal of the American Veterinary Medical Association 19871101 |
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