albendazole sulfone profile

albendazole sulfone: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	53174
CHEMBL ID	1779650
CHEBI ID	80620
SCHEMBL ID	12684800
MeSH ID	M0088609

Synonym
CHEMDIVAM_000001
CHEMDIV1_000091
OPREA1_773116
75184-71-3
OPREA1_205547
2-benzimidazolecarbamic acid, 5-(propylsulfonyl)-, methyl ester
albendazole sulfone
methyl (5-propylsulfonyl)2-benzimidazolecarbamate
methyl-(5-propylsulfonyl)-1h-benzimidazol-2-yl carbamate
carbamic acid, (5-(propylsulfonyl)-1h-benzimidazol-2-yl)-, methyl ester
methyl (5-(propylsulfonyl)-1h-benzimidazol-2-yl)carbamate
5-(propylsulfonyl)-2-benzimidazolecarbamic acid methyl ester
STK078664
methyl [5-(propylsulfonyl)-1h-benzimidazol-2-yl]carbamate
FT-0661463
HMS587E03
AKOS000541705
methyl n-(6-propylsulfonyl-1h-benzimidazol-2-yl)carbamate
CHEMBL1779650
chebi:80620 ,
unii-1uic88380g
1uic88380g ,
CCG-2794
n-[6-(propylsulfonyl)-1h-benzimidazol-2-yl]carbamic acid methyl ester
methyl n-(5-(propylsulfonyl)-1h-benzimidazol-2-yl)carbamate
albendazole impurity c [ep impurity]
albendazole sulphone
methyl n-(5-(propane-1-sulfonyl)-1h-1,3-benzodiazol-2-yl)carbamate
DTXSID00226167
methyl n-[5-(propane-1-sulfonyl)-1h-1,3-benzodiazol-2-yl]carbamate
AS-7014
SCHEMBL12684800
mfcd00600775
A1-03001
sr-01000388319
SR-01000388319-1
albendazole sulfone, vetranal(tm), analytical standard
methyl [5-propylsulphonyl)-1h-benzimidazol-2-yl]carbamate
albendazole-sulfone
methyl (6-(propylsulfonyl)-1h-benzo[d]imidazol-2-yl)carbamate
AKOS030573310
methyl 5-(propylsulfonyl)-1h-benzo[d]imidazol-2-ylcarbamate
Q27149668
methyl 5-n-propylsulfonyl-2-benzimidazolecarbamate
albendazole-sulfone 100 microg/ml in methanol
BRD-K18013508-001-02-1
methyl [5-(propylsulfonyl)-1h-benzimidazol-2-yl]carbamate, albendazole impurity c (ep)
CS-0031564
HY-W019773
carbamic acid, n-[5-(propylsulfonyl)-1h-benzimidazol-2-yl]-, methyl ester
1ST5503

Research Excerpts

Pharmacokinetics

Excerpt	Reference	Relevance
"Albendazole pharmacokinetic parameters were determined in lambs after iv, oral, and intraruminal single administrations."	( Simultaneous pharmacokinetic modeling of a drug and two metabolites: application to albendazole in sheep. Alvinerie, M; Francheteau, P; Galtier, P; Houin, G; Plusquellec, Y; Steimer, JL, 1991)	0.28
"In a 4 x 4 crossover-design study, pharmacokinetic variables of 2 injectable formulations of netobimin (trisamine salt solution and zwitterion suspension) were compared after SC administration in calves at dosage of 12."	( Comparison of pharmacokinetic variables for two injectable formulations of netobimin administered to calves. Lanusse, CE; Prichard, RK; Ranjan, S, 1990)	0.28
" No statistically significant differences were found between the pharmacokinetic parameters of albendazole suphoxide (ABZSO) and albendazole sulphone (ABZSO2) among the three groups of ewes."	( Comparative pharmacokinetics of netobimin metabolites in pregnant ewes. Arboix, M; Carretero, A; Cristòfol, C; Franquelo, C; Navarro, M; Ruberte, J, )	0.13
" Microsomal sulfonase activity can be abolished by in-vitro interaction with clotrimazole and pharmacokinetic studies confirm this interaction."	( Effect of clotrimazole on microsomal metabolism and pharmacokinetics of albendazole. Alvarez, AI; García, JL; Merino, G; Molina, AJ; Prieto, JG; Pulido, MM, 2003)	0.32

Compound-Compound Interactions

Excerpt	Reference	Relevance
"The use of polypharmacy in the present day clinical therapy has made the identification of clinical drug-drug interaction risk an important aspect of drug development process."	( In Vitro Drug-Drug Interaction Potential of Sulfoxide and/or Sulfone Metabolites of Albendazole, Triclabendazole , Aldicarb, Methiocarb, Montelukast and Ziprasidone. Giri, P; Giri, S; Gupta, L; Joshi, V; Naidu, S; Patel, N; Srinivas, NR, 2018)	0.48
"In vitro drug-drug interaction potential of test compounds was investigated in two stages; 1) assessment of CYP450 inhibition potential of test compounds using human liver microsomes (HLM); and 2) assessment of test compounds as substrate of Phase I enzymes; including CYP450, FMO, AO and MAO using HLM, recombinant human CYP enzymes (rhCYP), Human Liver Cytosol (HLC) and Human Liver Mitochondrial (HLMit)."	( In Vitro Drug-Drug Interaction Potential of Sulfoxide and/or Sulfone Metabolites of Albendazole, Triclabendazole , Aldicarb, Methiocarb, Montelukast and Ziprasidone. Giri, P; Giri, S; Gupta, L; Joshi, V; Naidu, S; Patel, N; Srinivas, NR, 2018)	0.48
", perpetrator and/or victim drug) to overcome any imminent risk of potential clinical drug-drug interaction when sulfoxide/sulfone metabolite(s) generating drugs are coadministered in therapy."	( In Vitro Drug-Drug Interaction Potential of Sulfoxide and/or Sulfone Metabolites of Albendazole, Triclabendazole , Aldicarb, Methiocarb, Montelukast and Ziprasidone. Giri, P; Giri, S; Gupta, L; Joshi, V; Naidu, S; Patel, N; Srinivas, NR, 2018)	0.48

Bioavailability

Excerpt	Reference	Relevance
" The results also indicated that lower drug absorption rate and thickening of the adventitia during longer disease course are the two major factors affecting the efficacy of Meb and Alb, hence suggesting that increase of Meb absorption may be expected to raise the therapeutic effect of the drug."	( Effects of benzimidazole compounds on mice infected with secondary cysts of Echinococcus granulosus. Chai, JJ; Jiao, W; Shen, BG; Xiao, SH; Yang, YQ; You, JQ, 1994)	0.29

Dosage Studied

Excerpt	Relevance	Reference
"In a 4 x 4 crossover-design study, pharmacokinetic variables of 2 injectable formulations of netobimin (trisamine salt solution and zwitterion suspension) were compared after SC administration in calves at dosage of 12."	( Comparison of pharmacokinetic variables for two injectable formulations of netobimin administered to calves. Lanusse, CE; Prichard, RK; Ranjan, S, 1990)	0.28
"The influence of fasting prior to treatment and of dosing rate on the plasma availability and disposition kinetics of albendazole (ABZ) and its sulphoxide (ABZSO) and sulphone (ABZSO2) metabolites was studied in adult sheep grazing on pasture."	( Enhanced plasma availability of the metabolites of albendazole in fasted adult sheep. Lanusse, C; Lifschitz, A; Mastromarino, M; Virkel, G, 1997)	0.3
" Non-pregnant ewes and ewes in the first and last third of pregnancy were dosed orally with 20 mg kg bodyweight of NTB."	( Comparative pharmacokinetics of netobimin metabolites in pregnant ewes. Arboix, M; Carretero, A; Cristòfol, C; Franquelo, C; Navarro, M; Ruberte, J, )	0.13
" The procedure was applied to the determination of albendazole and its 3 metabolites in the muscle tissue of the 2 fish species after orally dosing them with albendazole."	( Determination of albendazole and its metabolites in the muscle tissue of hybrid striped and largemouth bass using liquid chromatography with fluorescence detection. Rummel, N; Shaikh, B, )	0.13

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Class	Description
organic sulfide	Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Assay ID	Title	Year	Journal	Article
AID598478	Cytotoxicity against human HuH7 cells	2011	Bioorganic & medicinal chemistry letters, Jun-01, Volume: 21, Issue:11	Discovery of novel HCV polymerase inhibitors using pharmacophore-based virtual screening.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	7 (12.28)	18.7374
1990's	18 (31.58)	18.2507
2000's	18 (31.58)	29.6817
2010's	13 (22.81)	24.3611
2020's	1 (1.75)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	1 (1.64%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	60 (98.36%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
n-methyl-3,4-methylenedioxyamphetamine N-Methyl-3,4-methylenedioxyamphetamine: An N-substituted amphetamine analog. It is a widely abused drug classified as a hallucinogen and causes marked, long-lasting changes in brain serotonergic systems. It is commonly referred to as MDMA or ecstasy.. 3,4-methylenedioxymethamphetamine : A member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a 2-(methylamino)propyl group at position 5.	2.02	1	0	amphetamines; benzodioxoles	neurotoxin
3-methylcholanthrene Methylcholanthrene: A carcinogen that is often used in experimental cancer studies.. 3-methylcholanthrene : A pentacyclic ortho- and peri-fused polycyclic arene consisting of a dihydrocyclopenta[ij]tetraphene ring system with a methyl substituent at the 3-position.	1.97	1	0	ortho- and peri-fused polycyclic arene	aryl hydrocarbon receptor agonist; carcinogenic agent
albendazole [no description available]	6.74	56	1	aryl sulfide; benzimidazoles; benzimidazolylcarbamate fungicide; carbamate ester	anthelminthic drug; microtubule-destabilising agent; tubulin modulator
aspirin Aspirin: The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5). acetylsalicylate : A benzoate that is the conjugate base of acetylsalicylic acid, arising from deprotonation of the carboxy group.. acetylsalicylic acid : A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with cyclooxygenase inhibitor activity.	2.02	1	0	benzoic acids; phenyl acetates; salicylates	anticoagulant; antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; EC 1.1.1.188 (prostaglandin-F synthase) inhibitor; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; plant activator; platelet aggregation inhibitor; prostaglandin antagonist; teratogenic agent
clotrimazole [no description available]	2.01	1	0	conazole antifungal drug; imidazole antifungal drug; imidazoles; monochlorobenzenes	antiinfective agent; environmental contaminant; xenobiotic
diethylcarbamazine Diethylcarbamazine: An anthelmintic used primarily as the citrate in the treatment of filariasis, particularly infestations with Wucheria bancrofti or Loa loa.	2.21	1	0	N-carbamoylpiperazine; N-methylpiperazine
mebendazole Mebendazole: A benzimidazole that acts by interfering with CARBOHYDRATE METABOLISM and inhibiting polymerization of MICROTUBULES.. mebendazole : A carbamate ester that is methyl 1H-benzimidazol-2-ylcarbamate substituted by a benzoyl group at position 5.	2.67	3	0	aromatic ketone; benzimidazoles; carbamate ester	antinematodal drug; microtubule-destabilising agent; tubulin modulator
praziquantel azinox: Russian drug	2.03	1	0	isoquinolines
safrole Safrole: A member of the BENZODIOXOLES that is a constituent of several VOLATILE OILS, notably SASSAFRAS oil. It is a precursor in the synthesis of the insecticide PIPERONYL BUTOXIDE and the drug N-methyl-3,4-methylenedioxyamphetamine (MDMA).. safrole : A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted by an allyl group at position 5. It is found in several plants, including black pepper, cinnamon and nutmeg, and is present in several essential oils, notably that of sassafras. It has insecticidal properties and has been used as a topical antiseptic. Although not thought to pose a significant carcinogenic risk to humans, findings of weak carcinogenicity in rats have resulted in the banning of its (previously widespread) use in perfumes and soaps, and as a food additive.	1.97	1	0	benzodioxoles	flavouring agent; insecticide; metabolite; plant metabolite
tromethamine Tromethamine: An organic amine proton acceptor. It is used in the synthesis of surface-active agents and pharmaceuticals; as an emulsifying agent for cosmetic creams and lotions, mineral oil and paraffin wax emulsions, as a biological buffer, and used as an alkalizer. (From Merck, 11th ed; Martindale, The Extra Pharmacopoeia, 30th ed, p1424)	1.97	1	0	primary amino compound; triol	buffer
thiazoles [no description available]	2.17	1	0	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
methiocarb Methiocarb: Insecticide, molluscacide, acaricide.. methiocarb : A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfanyl)phenol with the carboxy group of methylcarbamic acid.	2.17	1	0	aryl sulfide; carbamate ester; methyl sulfide	acaricide; agrochemical; avicide; EC 3.1.1.7 (acetylcholinesterase) inhibitor; environmental contaminant; insecticide; molluscicide; xenobiotic
methiocarb sulfoxide methiocarb sulfoxide: a metabolite of methiocarb; structure given in first source. methiocarb-sulfoxide : A carbamate ester obtained by the formal condensation of the phenolic group of 3,5-dimethyl-4-(methylsulfinyl)phenol with the carboxy group of methylcarbamic acid. It is a metabolite of the pesticide methiocarb.	2.17	1	0	carbamate ester; sulfoxide	marine xenobiotic metabolite
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2.17	1	0	benzenes; phenyl acetates
chlorodiphenyl (54% chlorine) Chlorodiphenyl (54% Chlorine): A mixture of polychlorinated biphenyls that induces hepatic microsomal UDP-glucuronyl transferase activity towards thyroxine.. Aroclor 1254 : A mixture of polychlorobiphenyls of unspecified composition, containing 54% chlorine (X = Cl or H).	1.97	1	0
triclabendazole [no description available]	2.17	1	0	aromatic ether
ziprasidone ziprasidone: a benzisothiazoylpiperazine derivative; has combined dopamine and serotonin receptor antagonist activity; structurally related to tiospirone. ziprasidone : A piperazine compound having 1,2-benzothiazol-3-yl- and 2-(6-chloro-1,3-dihydro-2-oxindol-5-yl)ethyl substituents attached to the nitrogen atoms.	2.17	1	0	1,2-benzisothiazole; indolones; organochlorine compound; piperazines	antipsychotic agent; dopaminergic antagonist; histamine antagonist; muscarinic antagonist; psychotropic drug; serotonergic antagonist
netobimin netobimin: structure given in first source	2.89	4	0
albendazole sulfoxide albendazole sulfoxide: RN given refers to parent cpd; structure given in first source	6.67	52	1	sulfoxide
albendazole-2-aminosulfone albendazole-2-aminosulfone: a major metabolite of albendazole; structure in first source	2.95	4	0	organic sulfide
triclabendazole sulfoxide [no description available]	2.17	1	0
cocaine Cocaine: An alkaloid ester extracted from the leaves of plants including coca. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse. Cocaine, like amphetamines, acts by multiple mechanisms on brain catecholaminergic neurons; the mechanism of its reinforcing effects is thought to involve inhibition of dopamine uptake.. cocaine : A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca.	2.02	1	0	benzoate ester; methyl ester; tertiary amino compound; tropane alkaloid	adrenergic uptake inhibitor; central nervous system stimulant; dopamine uptake inhibitor; environmental contaminant; local anaesthetic; mouse metabolite; plant metabolite; serotonin uptake inhibitor; sodium channel blocker; sympathomimetic agent; vasoconstrictor agent; xenobiotic
benzoylecgonine benzoylecgonine: cocaine is benzoyl methyl ecgonine; RN given refers to (1R-(exo,exo))-isomer; structure. ecgonine benzoate : A benzoate ester metabolite of cocaine formed by hydrolysis of the methyl ester group, catalysed by carboxylesterases.	2.02	1	0	benzoate ester; tropane alkaloid	epitope; human xenobiotic metabolite; marine xenobiotic metabolite; plant metabolite
isosafrole isosafrole: RN given refers to cpd without isomeric designation	1.97	1	0	benzodioxoles
N-[2-(3-pyridinyl)-3H-benzimidazol-5-yl]-2-furancarboxamide [no description available]	2.06	1	0	benzimidazoles
methimazole Methimazole: A thioureylene antithyroid agent that inhibits the formation of thyroid hormones by interfering with the incorporation of iodine into tyrosyl residues of thyroglobulin. This is done by interfering with the oxidation of iodide ion and iodotyrosyl groups through inhibition of the peroxidase enzyme.. methimazole : A member of the class of imidazoles that it imidazole-2-thione in which a methyl group replaces the hydrogen which is attached to a nitrogen.	2.38	2	0	1,3-dihydroimidazole-2-thiones	antithyroid drug
mtt formazan MTT formazan: a blue MEM-insoluble mitochondrial byproduct; used to determine viability of cells with active mitochondrial dehydrogenase enzymes	2.01	1	0
montelukast montelukast: a leukotriene D4 receptor antagonist	2.17	1	0	aliphatic sulfide; monocarboxylic acid; quinolines	anti-arrhythmia drug; anti-asthmatic drug; leukotriene antagonist
formazans Formazans: Colored azo compounds formed by the reduction of tetrazolium salts. Employing this reaction, oxidoreductase activity can be determined quantitatively in tissue sections by allowing the enzymes to act on their specific substrates in the presence of tetrazolium salts.	2.01	1	0
aldicarb sulfoxide aldicarb sulfoxide: metabolite of aldicarb	2.17	1	0
aldicarb Aldicarb: Carbamate derivative used as an insecticide, acaricide, and nematocide.. aldicarb : The oxime carbamate resulting from the addition of 2-methyl-2-(methylsulfanyl)propanaldoxime to methyl isocyanate. A member of the class of oxime carbamate insecticides, aldicarb is a mixture of E and Z isomers; it is not known which isomer is more active.	2.17	1	0
aldicarb sulfone aldicarb sulfone: metabolite of aldicarb	2.17	1	0	sulfone
cellulose DEAE-Cellulose: Cellulose derivative used in chromatography, as ion-exchange material, and for various industrial applications.	2.15	1	0	glycoside
ethyl cellulose [no description available]	2.15	1	0	glycoside

Condition	Relationship Strength	Studies
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.11	1
Marasmus [description not available]	2.11	1
Protein-Energy Malnutrition The lack of sufficient energy or protein to meet the body's metabolic demands, as a result of either an inadequate dietary intake of protein, intake of poor quality dietary protein, increased demands due to disease, or increased nutrient losses.	2.11	1
Alveolar Echinococcosis, Hepatic [description not available]	2.05	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	3.52	8
Central Nervous System Cysticercosis [description not available]	2.44	2
Neurocysticercosis Infection of the brain, spinal cord, or perimeningeal structures with the larval forms of the genus TAENIA (primarily T. solium in humans). Lesions formed by the organism are referred to as cysticerci. The infection may be subacute or chronic, and the severity of symptoms depends on the severity of the host immune response and the location and number of lesions. SEIZURES represent the most common clinical manifestation although focal neurologic deficits may occur. (From Joynt, Clinical Neurology, 1998, Ch27, pp46-50)	7.44	2
Elaeophoriasis [description not available]	2.07	1
Filariasis Infections with nematodes of the superfamily FILARIOIDEA. The presence of living worms in the body is mainly asymptomatic but the death of adult worms leads to granulomatous inflammation and permanent fibrosis. Organisms of the genus Elaeophora infect wild elk and domestic sheep causing ischemic necrosis of the brain, blindness, and dermatosis of the face.	2.07	1
Brain Disorders [description not available]	2.01	1
Brain Diseases Pathologic conditions affecting the BRAIN, which is composed of the intracranial components of the CENTRAL NERVOUS SYSTEM. This includes (but is not limited to) the CEREBRAL CORTEX; intracranial white matter; BASAL GANGLIA; THALAMUS; HYPOTHALAMUS; BRAIN STEM; and CEREBELLUM.	2.01	1
Infections, Nematode [description not available]	2.04	1
Caprine Diseases [description not available]	2.04	1
Cystic Echinococcosis [description not available]	2.89	4
Ovine Diseases [description not available]	1.99	1
Haemonchiasis Infection with nematodes of the genus HAEMONCHUS, characterized by digestive abnormalities and anemia similar to that from hookworm infestation.	1.99	1
Coenuri Infection [description not available]	1.99	1
Cysticercosis Infection with CYSTICERCUS, the larval form of the various tapeworms of the genus Taenia (usually T. solium in man). In humans they penetrate the intestinal wall and invade subcutaneous tissue, brain, eye, muscle, heart, liver, lung, and peritoneum. Brain involvement results in NEUROCYSTICERCOSIS.	1.99	1

albendazole sulfone

Description

Cross-References

Synonyms (51)

Research Excerpts

Pharmacokinetics

Compound-Compound Interactions

Bioavailability

Dosage Studied

Drug Classes (1)

Bioassays (1)

Research

Studies (57)

Market Indicators

Research Demand Index: 19.87

Study Types

albendazole sulfone

Description

Cross-References

Synonyms (51)

Research Excerpts

Pharmacokinetics

Compound-Compound Interactions

Bioavailability

Dosage Studied

Drug Classes (1)

Bioassays (1)

Research

Studies (57)

Market Indicators

Research Demand Index: 19.87

Study Types

Related Drugs (34)

Related Conditions (18)