benzofuroxan

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID Source	ID
PubMed CID	68075
CHEMBL ID	2413971
SCHEMBL ID	8492
MeSH ID	M0062834

Synonyms (40)

Synonym
AC-18336
1-oxido-[2,1,3]benzoxadiazol-1-ium
nsc-19930
480-96-6
nsc19930
benzofurazan n-oxide
benzofuroxane
benzofurazan oxide
benzofurazan, 1-oxide
benzofurazan 1-oxide
benzofuroxan
inchi=1/c6h4n2o2/c9-8-6-4-2-1-3-5(6)7-10-8/h1-4
2,1,3-benzoxadiazole, 1-oxide
2,1,3-benzoxadiazole 1-oxide
STK383927
B1316 ,
AKOS000271068
3-oxido-2,1,3-benzoxadiazol-3-ium
1-benzo-2-oxa-1,3-diazole oxide
34ffo6y520 ,
benzo[c][1,2,5]oxadiazole 1-oxide
CHEMBL2413971
A827467
3-oxido-2,1,3-benzoxadiazol-3-ium;benzofuroxane
FT-0622700
S10207
AM1026
SCHEMBL8492
OKEAMBAZBICIFP-UHFFFAOYSA-N
benzofurazan-1-oxide
2,1,3-benzoxadiazol-1-ium-1-olate
Q-200690
F8889-9375
mfcd00005807
SY020196
kih 403
AS-17336
Q63398345
EN300-213956
CS-0159321

Research Excerpts

Overview

Benzofuroxan is an interesting ring system, which has shown a wide spectrum of biological responses against tumor cell lines.

Excerpt	Reference	Relevance
"Benzofuroxan is an interesting ring system, which has shown a wide spectrum of biological responses against tumor cell lines. "	( BFD-22 a new potential inhibitor of BRAF inhibits the metastasis of B16F10 melanoma cells and simultaneously increased the tumor immunogenicity. Azevedo, RA; Barbuto, JA; de Sá Junior, PL; Farias, CF; Ferreira, AC; Ferreira, AK; Figueiredo, CR; Jorge, SD; Kruyt, FA; Palace-Berl, F; Pasqualoto, KF; Rodrigues, CP; Salomón, MA; Tavares, LC; Turra, KM, 2016)	1.88

Effects

Excerpt	Reference	Relevance
"Benzofuroxan derivatives have been shown to inhibit the growth of Trypanosoma cruzi, the etiological agent of Chagas' disease. "	( New potent 5-substituted benzofuroxans as inhibitors of Trypanosoma cruzi growth: quantitative structure-activity relationship studies. Aguirre, G; Barreiro, EJ; Boiani, L; Boiani, M; Castellano, EE; Cerecetto, H; Denicola, A; Di Maio, R; González, M; Piro, OE; Porcal, W; Sant'Anna, CM, 2005)	2.07

Dosage Studied

Excerpt	Relevance	Reference
" Dose-response studies were done on the more representative compounds (12, 20, and 26)."	( Synthesis and herbicidal activity of N-oxide derivatives. Cerecetto, H; Di Maio, R; Dias, E; Fernández, G; González, M; Lema, M; Mombrú, A; Pacce, S; Saenz, P; Seoane, G; Suescun, L; Villalba, J, 2000)	0.31

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

Bioassays (6)

Assay ID	Title	Year	Journal	Article
AID1100948	Pre-emergence herbicidal activity against Triticum aestivum (wheat) assessed as germination seeds level at 50 mol/ha relative to untreated control	2000	Journal of agricultural and food chemistry, Jul, Volume: 48, Issue:7	Synthesis and herbicidal activity of N-oxide derivatives.
AID1100949	Pre-emergence herbicidal activity against Triticum aestivum (wheat) assessed as reduction in radicular weight at 50 mol/ha relative to untreated control	2000	Journal of agricultural and food chemistry, Jul, Volume: 48, Issue:7	Synthesis and herbicidal activity of N-oxide derivatives.
AID1100951	Pre-emergence herbicidal activity against Triticum aestivum (wheat) assessed as reduction in length of the first leaf at 50 mol/ha relative to untreated control	2000	Journal of agricultural and food chemistry, Jul, Volume: 48, Issue:7	Synthesis and herbicidal activity of N-oxide derivatives.
AID1100950	Pre-emergence herbicidal activity against Triticum aestivum (wheat) assessed as reduction in aerial weight at 50 mol/ha relative to untreated control	2000	Journal of agricultural and food chemistry, Jul, Volume: 48, Issue:7	Synthesis and herbicidal activity of N-oxide derivatives.
AID1100944	Post-emergence herbicidal activity against Triticum aestivum (wheat) at 50 mol/ha measured 10 days post compound application	2000	Journal of agricultural and food chemistry, Jul, Volume: 48, Issue:7	Synthesis and herbicidal activity of N-oxide derivatives.
AID763547	Antiamoebic activity against trophozoite stage of Entamoeba histolytica HM-1:IMSS assessed as growth inhibition after 48 hrs by microdilution method	2013	Bioorganic & medicinal chemistry, Aug-01, Volume: 21, Issue:15	Synthesis and in vitro evaluation of new ethyl and methyl quinoxaline-7-carboxylate 1,4-di-N-oxide against Entamoeba histolytica.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (48)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	6 (12.50)	18.7374
1990's	2 (4.17)	18.2507
2000's	11 (22.92)	29.6817
2010's	21 (43.75)	24.3611
2020's	8 (16.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.49

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	24.49 (24.57)
Research Supply Index	3.89 (2.92)
Research Growth Index	5.05 (4.65)
Search Engine Demand Index	26.67 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (24.49)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	4 (8.33%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	44 (91.67%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
niacinamide nicotinamide : A pyridinecarboxamide that is pyridine in which the hydrogen at position 3 is replaced by a carboxamide group.	2.1	1	pyridine alkaloid; pyridinecarboxamide; vitamin B3	anti-inflammatory agent; antioxidant; cofactor; EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; Escherichia coli metabolite; geroprotector; human urinary metabolite; metabolite; mouse metabolite; neuroprotective agent; Saccharomyces cerevisiae metabolite; Sir2 inhibitor
spermidine [no description available]	2.04	1	polyazaalkane; triamine	autophagy inducer; fundamental metabolite; geroprotector
mercaptoethanol Mercaptoethanol: A water-soluble thiol derived from hydrogen sulfide and ethanol. It is used as a reducing agent for disulfide bonds and to protect sulfhydryl groups from oxidation.	1.95	1	alkanethiol; primary alcohol	geroprotector
2-aminothiazole 2-aminothiazole: RN given refers to parent cpd; structure. 1,3-thiazol-2-amine : A primary amino compound that is 1,3-thiazole substituted by an amino group at position 2.	2.31	1	1,3-thiazoles; primary amino compound
diclofenac Diclofenac: A non-steroidal anti-inflammatory agent (NSAID) with antipyretic and analgesic actions. It is primarily available as the sodium salt.. diclofenac : A monocarboxylic acid consisting of phenylacetic acid having a (2,6-dichlorophenyl)amino group at the 2-position.	7.05	1	amino acid; aromatic amine; dichlorobenzene; monocarboxylic acid; secondary amino compound	antipyretic; drug allergen; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; non-narcotic analgesic; non-steroidal anti-inflammatory drug; xenobiotic
metronidazole Metronidazole: A nitroimidazole used to treat AMEBIASIS; VAGINITIS; TRICHOMONAS INFECTIONS; GIARDIASIS; ANAEROBIC BACTERIA; and TREPONEMAL INFECTIONS.. metronidazole : A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death.	2.08	1	C-nitro compound; imidazoles; primary alcohol	antiamoebic agent; antibacterial drug; antimicrobial agent; antiparasitic agent; antitrichomonal drug; environmental contaminant; prodrug; radiosensitizing agent; xenobiotic
thymidine [no description available]	1.95	1	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; metabolite; mouse metabolite
uridine [no description available]	1.95	1	uridines	drug metabolite; fundamental metabolite; human metabolite
quinoxalines quinoxaline : A naphthyridine in which the nitrogens are at positions 1 and 4.	2.25	1	mancude organic heterobicyclic parent; naphthyridine; ortho-fused heteroarene
benzothiazole benzothiazole: structure. benzothiazole : An organic heterobicyclic compound that is a fusion product between benzene and thiazole. The parent of the class of benzothiazoles.	7.11	1	benzothiazoles	environmental contaminant; plant metabolite; xenobiotic
nitrobenzene nitrobenzene : A nitroarene consisting of benzene carrying a single nitro substituent. An industrial chemical used widely in the production of aniline.	2.31	1	nitroarene; nitrobenzenes
benzoxazoles 1,3-benzoxazole : A benzoxazole in which the benzene ring is fused to a 1,3-oxazole ring across positions 4 and 5.. benzoxazole : Compounds based on a fused 1,2- or 1,3-oxazole and benzene bicyclic ring skeleton.	7.32	43	1,3-benzoxazoles; mancude organic heterobicyclic parent
thiazoles [no description available]	2.52	2	1,3-thiazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
hydrazine diamine : Any polyamine that contains two amino groups.	2.13	1	azane; hydrazines	EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
azomycin azomycin: RN given refers to parent cpd with specified locant; structure	2.6	1	C-nitro compound; imidazoles	antitubercular agent
2-benzoquinone 2-benzoquinone: reacts with methionines of RNAase at pH 1; reagent for determining conformational differences in related proteins. 1,2-benzoquinone : A benzoquinone resulting from the formal oxidation of catechol.	2.02	1	1,2-benzoquinones; benzoquinone
triphenylphosphine triphenylphosphine: RN given refers to parent cpd. triphenylphosphine : A member of the class of tertiary phosphines that is phosphane in which the three hydrogens are replaced by phenyl groups.	7.05	1	benzenes; tertiary phosphine	NMR chemical shift reference compound; reducing agent
deuterium Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.	1.96	1	dihydrogen
deuterium oxide Deuterium Oxide: The isotopic compound of hydrogen of mass 2 (deuterium) with oxygen. (From Grant & Hackh's Chemical Dictionary, 5th ed) It is used to study mechanisms and rates of chemical or nuclear reactions, as well as biological processes.	1.96	1	deuterated compound; water	NMR solvent
4-nitrobenzofurazan 4-nitrobenzofurazan: structure	1.95	1
nitrobenzofuroxan nitrobenzofuroxan: RN given refers to cpd with locant for nitro moiety in 4 position	7.31	1
pyrrolidine [no description available]	7.17	1	azacycloalkane; pyrrolidines; saturated organic heteromonocyclic parent
nitazoxanide nitazoxanide: a 5-nitrothiazolyl derivative used for a broad range of intestinal parasitic infections including CRYPTOSPORIDIUM and GIARDIA; it is a redox-active nitrothiazolyl-salicylamide prodrug	2.08	1	benzamides; carboxylic ester
thiazolyl blue thiazolyl blue: RN & II refers to bromide. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide : The bromide salt of 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium.	2.05	1	organic bromide salt	colorimetric reagent; dye
naphthalimides Naphthalimides: Compounds with three fused rings that appear like a naphthalene fused to piperidone or like a benz(de)isoquinoline-1,3-dione (not to be confused with BENZYLISOQUINOLINES which have a methyl separating the naphthyl from the benzyl rings). Members are CYTOTOXINS.	7.13	1
benzofurazan benzofurazan: structure	3.75	3	benzoxadiazole
trypanothione trypanothione disulfide : An organic disulfide resulting from the formal oxidative coupling of the thiol groups of N(1),N(8)-bis(glutathionyl)-spermidine from the insect-parasitic trypanosomatid Crithidia fasciculata.	2.04	1	organic disulfide
sorafenib [no description available]	7.1	1	(trifluoromethyl)benzenes; aromatic ether; monochlorobenzenes; phenylureas; pyridinecarboxamide	angiogenesis inhibitor; anticoronaviral agent; antineoplastic agent; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; ferroptosis inducer; tyrosine kinase inhibitor
2,3-diaminophenazine 2,3-diaminophenazine: product form horseradish peroxidase catalyzed oxidation of o-phenylenediamine	7.02	1
dinoprostone prostaglandin E2 : Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.	2.05	1	prostaglandins E	human metabolite; mouse metabolite; oxytocic
amphotericin b Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.	2.15	1	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite
nifurtimox Nifurtimox: A nitrofuran thiazine that has been used against TRYPANOSOMIASIS.	2.44	2	nitrofuran antibiotic
oxadiazoles Oxadiazoles: Compounds containing five-membered heteroaromatic rings containing two carbons, two nitrogens, and one oxygen atom which exist in various regioisomeric forms.	5.48	11
cyclin d1 Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.	2.13	1
cyclic gmp Cyclic GMP: Guanosine cyclic 3',5'-(hydrogen phosphate). A guanine nucleotide containing one phosphate group which is esterified to the sugar moiety in both the 3'- and 5'-positions. It is a cellular regulatory agent and has been described as a second messenger. Its levels increase in response to a variety of hormones, including acetylcholine, insulin, and oxytocin and it has been found to activate specific protein kinases. (From Merck Index, 11th ed). 3',5'-cyclic GMP : A 3',5'-cyclic purine nucleotide in which the purine nucleobase is specified as guanidine.	2	1	3',5'-cyclic purine nucleotide; guanyl ribonucleotide	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite

Condition	Relationship Strength	Studies
Infections, Trichomonas [description not available]	2.6	1
Trichomonas Infections Infections in birds and mammals produced by various species of Trichomonas.	2.6	1
Cancer of Cervix [description not available]	2.31	1
Uterine Cervical Neoplasms Tumors or cancer of the UTERINE CERVIX.	2.31	1
Acute Confusional Senile Dementia [description not available]	2.15	1
Benign Neoplasms [description not available]	2.57	2
Alzheimer Disease A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)	2.15	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	2.57	2
Black Fever [description not available]	2.15	1
Leishmaniasis, Visceral A chronic disease caused by LEISHMANIA DONOVANI and transmitted by the bite of several sandflies of the genera Phlebotomus and Lutzomyia. It is commonly characterized by fever, chills, vomiting, anemia, hepatosplenomegaly, leukopenia, hypergammaglobulinemia, emaciation, and an earth-gray color of the skin. The disease is classified into three main types according to geographic distribution: Indian, Mediterranean (or infantile), and African.	2.15	1
Carcinoma, Non-Small Cell Lung [description not available]	2.1	1
Cancer of Lung [description not available]	2.1	1
Carcinoma, Non-Small-Cell Lung A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.	2.1	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.1	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.47	2
Embolism, Pulmonary [description not available]	2.11	1
Pulmonary Embolism Blocking of the PULMONARY ARTERY or one of its branches by an EMBOLUS.	2.11	1
B16 Melanoma [description not available]	2.52	2
Extravascular Hemolysis [description not available]	2.13	1
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2.13	1
American Trypanosomiasis [description not available]	2.96	4
Chagas Disease Infection with the protozoan parasite TRYPANOSOMA CRUZI, a form of TRYPANOSOMIASIS endemic in Central and South America. It is named after the Brazilian physician Carlos Chagas, who discovered the parasite. Infection by the parasite (positive serologic result only) is distinguished from the clinical manifestations that develop years later, such as destruction of PARASYMPATHETIC GANGLIA; CHAGAS CARDIOMYOPATHY; and dysfunction of the ESOPHAGUS or COLON.	7.96	4
Anasarca [description not available]	2.05	1
Edema Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.	2.05	1
Ulcer A lesion on the surface of the skin or a mucous surface, produced by the sloughing of inflammatory necrotic tissue.	2.05	1
Infections, Staphylococcal [description not available]	2.06	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)	2.06	1
Staphylococcal Infections Infections with bacteria of the genus STAPHYLOCOCCUS.	2.06	1
Complications of Diabetes Mellitus [description not available]	2.07	1
Cardiovascular Diseases Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.	2.07	1
Parasitemia The presence of parasites (especially malarial parasites) in the blood. (Dorland, 27th ed)	2.04	1
Acute Disease Disease having a short and relatively severe course.	2.04	1
Leukemia L 1210 [description not available]	1.95	1
Experimental Leukemia [description not available]	1.95	1

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