4-ethoxy-3-phenylsulfonylfuroxan profile

ID Source	ID
PubMed CID	10221081
CHEMBL ID	363325
SCHEMBL ID	6469919
MeSH ID	M0269103

Synonym
3-benzenesulfonyl-4-ethoxy-furazan 2-oxide
bdbm50156304
4-ethoxy-3-phenylsulfonylfuroxan
4-ethoxy-3-(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide
CHEMBL363325 ,
SCHEMBL6469919
chf-2363
3-(benzenesulfonyl)-4-ethoxy-2-oxido-1,2,5-oxadiazol-2-ium

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
ATP-dependent translocase ABCB1	Homo sapiens (human)	EC50 (µMol)	12.0000	0.0160	0.6786	3.1000	AID500167
Beta-2 adrenergic receptor	Rattus norvegicus (Norway rat)	EC50 (µMol)	2.2000	0.0070	1.6100	3.0000	AID298202
Multidrug resistance-associated protein 1	Homo sapiens (human)	EC50 (µMol)	49.1000	1.7000	4.3028	9.8000	AID500169
Beta-2 adrenergic receptor	Cavia porcellus (domestic guinea pig)	EC50 (µMol)	2.2500	0.0002	0.8843	8.2000	AID298202; AID298207
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
G2/M transition of mitotic cell cycle	ATP-dependent translocase ABCB1	Homo sapiens (human)
xenobiotic metabolic process	ATP-dependent translocase ABCB1	Homo sapiens (human)
response to xenobiotic stimulus	ATP-dependent translocase ABCB1	Homo sapiens (human)
phospholipid translocation	ATP-dependent translocase ABCB1	Homo sapiens (human)
terpenoid transport	ATP-dependent translocase ABCB1	Homo sapiens (human)
regulation of response to osmotic stress	ATP-dependent translocase ABCB1	Homo sapiens (human)
transmembrane transport	ATP-dependent translocase ABCB1	Homo sapiens (human)
transepithelial transport	ATP-dependent translocase ABCB1	Homo sapiens (human)
stem cell proliferation	ATP-dependent translocase ABCB1	Homo sapiens (human)
ceramide translocation	ATP-dependent translocase ABCB1	Homo sapiens (human)
export across plasma membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
transport across blood-brain barrier	ATP-dependent translocase ABCB1	Homo sapiens (human)
positive regulation of anion channel activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
carboxylic acid transmembrane transport	ATP-dependent translocase ABCB1	Homo sapiens (human)
xenobiotic detoxification by transmembrane export across the plasma membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
xenobiotic transport across blood-brain barrier	ATP-dependent translocase ABCB1	Homo sapiens (human)
regulation of chloride transport	ATP-dependent translocase ABCB1	Homo sapiens (human)
leukotriene metabolic process	Multidrug resistance-associated protein 1	Homo sapiens (human)
xenobiotic metabolic process	Multidrug resistance-associated protein 1	Homo sapiens (human)
response to xenobiotic stimulus	Multidrug resistance-associated protein 1	Homo sapiens (human)
cobalamin transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
sphingolipid biosynthetic process	Multidrug resistance-associated protein 1	Homo sapiens (human)
cellular response to oxidative stress	Multidrug resistance-associated protein 1	Homo sapiens (human)
heme catabolic process	Multidrug resistance-associated protein 1	Homo sapiens (human)
xenobiotic transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
phospholipid translocation	Multidrug resistance-associated protein 1	Homo sapiens (human)
positive regulation of inflammatory response	Multidrug resistance-associated protein 1	Homo sapiens (human)
transmembrane transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
cell chemotaxis	Multidrug resistance-associated protein 1	Homo sapiens (human)
transepithelial transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
cyclic nucleotide transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
leukotriene transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
monoatomic anion transmembrane transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
sphingolipid translocation	Multidrug resistance-associated protein 1	Homo sapiens (human)
export across plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
transport across blood-brain barrier	Multidrug resistance-associated protein 1	Homo sapiens (human)
cellular response to amyloid-beta	Multidrug resistance-associated protein 1	Homo sapiens (human)
carboxylic acid transmembrane transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
xenobiotic transport across blood-brain barrier	Multidrug resistance-associated protein 1	Homo sapiens (human)
glutathione transmembrane transport	Multidrug resistance-associated protein 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
protein binding	ATP-dependent translocase ABCB1	Homo sapiens (human)
ATP binding	ATP-dependent translocase ABCB1	Homo sapiens (human)
ABC-type xenobiotic transporter activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
efflux transmembrane transporter activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
ATP hydrolysis activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
transmembrane transporter activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
ubiquitin protein ligase binding	ATP-dependent translocase ABCB1	Homo sapiens (human)
ATPase-coupled transmembrane transporter activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
xenobiotic transmembrane transporter activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
carboxylic acid transmembrane transporter activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
phosphatidylcholine floppase activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
phosphatidylethanolamine flippase activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
ceramide floppase activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
floppase activity	ATP-dependent translocase ABCB1	Homo sapiens (human)
ATP binding	Multidrug resistance-associated protein 1	Homo sapiens (human)
ABC-type vitamin B12 transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ABC-type glutathione S-conjugate transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
efflux transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ATP hydrolysis activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ATPase-coupled lipid transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
glutathione transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ATPase-coupled transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
xenobiotic transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ATPase-coupled inorganic anion transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
sphingolipid transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
carboxylic acid transmembrane transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ABC-type transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
ABC-type xenobiotic transporter activity	Multidrug resistance-associated protein 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
cytoplasm	ATP-dependent translocase ABCB1	Homo sapiens (human)
plasma membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
cell surface	ATP-dependent translocase ABCB1	Homo sapiens (human)
membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
apical plasma membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
extracellular exosome	ATP-dependent translocase ABCB1	Homo sapiens (human)
external side of apical plasma membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
plasma membrane	ATP-dependent translocase ABCB1	Homo sapiens (human)
plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
basal plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
basolateral plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
apical plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
lateral plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
extracellular exosome	Multidrug resistance-associated protein 1	Homo sapiens (human)
basolateral plasma membrane	Multidrug resistance-associated protein 1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (20)

Assay ID	Title	Year	Journal	Article
AID298209	Agonist activity at adrenergic beta-2 receptor in guinea pig tracheal rings assessed as myorelaxing activity on carbachol-induced contraction at 100 uM in presence of 1H-[1,2,4]oxadiazolo-[4,3-a]quinoxalin-1-one	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID298202	Agonist activity at adrenergic beta2 receptor in guinea pig tracheal rings assessed as myorelaxing activity on carbachol-induced contraction in presence of propranolol	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID298207	Agonist activity at adrenergic beta-2 receptor in guinea pig tracheal rings assessed as myorelaxing activity on carbachol-induced contraction	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID264517	Vasodilator activity assessed as ability to relax phenylephrine-induced contraction of Wistar rat aortic strips at 100 uM in presence of 1 uM ODQ	2006	Journal of medicinal chemistry, May-18, Volume: 49, Issue:10	NO-donor phenols: a new class of products endowed with antioxidant and vasodilator properties.
AID264513	Antioxidant activity assessed as inhibition of TBARS production in ferrous salt/ascorbate-induced lipid peroxidation in Wistar rat liver microsomal membrane	2006	Journal of medicinal chemistry, May-18, Volume: 49, Issue:10	NO-donor phenols: a new class of products endowed with antioxidant and vasodilator properties.
AID412359	Lipophilicity, neutral log P of the compound	2009	Journal of medicinal chemistry, Jan-22, Volume: 52, Issue:2	Edaravone derivatives containing NO-donor functions.
AID246509	Vasodilating activity in rat aorta strip in presence of 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one (ODQ)	2004	Bioorganic & medicinal chemistry letters, Dec-20, Volume: 14, Issue:24	Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants.
AID500169	Induction of MRP1 expressed in MDCK cells assessed as calcein AM accumulation by fluorescence assay	2010	Journal of medicinal chemistry, Aug-12, Volume: 53, Issue:15	Phenylsulfonylfuroxans as modulators of multidrug-resistance-associated protein-1 and P-glycoprotein.
AID298206	Effect on nitric oxide release in phosphate buffer at pH 7.4 in presence of cysteine at 100 uM	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID264515	Vasodilator activity assessed as ability to relax phenylephrine-induced contraction of Wistar rat aortic strips	2006	Journal of medicinal chemistry, May-18, Volume: 49, Issue:10	NO-donor phenols: a new class of products endowed with antioxidant and vasodilator properties.
AID412355	Antioxidant activity against CuSO4-induced LDL oxidation in human assessed as increase the lag time of the oxidation at 10 uM by TBARS assay	2009	Journal of medicinal chemistry, Jan-22, Volume: 52, Issue:2	Edaravone derivatives containing NO-donor functions.
AID412354	Vasodilation activity in Wistar rat aorta assessed as relaxation of phenylephrine-induced contraction	2009	Journal of medicinal chemistry, Jan-22, Volume: 52, Issue:2	Edaravone derivatives containing NO-donor functions.
AID298203	Vasodilating activity against phenylephrine-induced contraction in rat thoracic aorta in presence of 1H-[1,2,4]oxadiazolo-[4,3-a]quinoxalin-1-one	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID298204	Antioxidant activity in rat hepatic microsomal membrane	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID500167	Inhibition of MDR1 expressed in MDCK cells assessed as calcein AM accumulation by fluorescence assay	2010	Journal of medicinal chemistry, Aug-12, Volume: 53, Issue:15	Phenylsulfonylfuroxans as modulators of multidrug-resistance-associated protein-1 and P-glycoprotein.
AID298211	Vasodilating activity against phenylephrine-induced contractions in rat thoracic aorta	2007	Journal of medicinal chemistry, Oct-04, Volume: 50, Issue:20	Nitric oxide donor beta2-agonists: furoxan derivatives containing the fenoterol moiety and related furazans.
AID412360	Antioxidant activity against Fe2SO4/ascorbate-induced lipid peroxidation in Wistar rat liver microsomal membrane at 05 to 15 uM by TBARS assay	2009	Journal of medicinal chemistry, Jan-22, Volume: 52, Issue:2	Edaravone derivatives containing NO-donor functions.
AID364956	Antitrypanosomal activity against Trypanosoma cruzi Tulahuen 2 assessed as inhibition of epimastigotes growth after 5 days by MTT assay relative to control	2008	Bioorganic & medicinal chemistry, Sep-01, Volume: 16, Issue:17	Furoxan-, alkylnitrate-derivatives and related compounds as anti-trypanosomatid agents: mechanism of action studies.
AID246502	Vasodilating activity in rat aorta strip in absence of 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one (ODQ)	2004	Bioorganic & medicinal chemistry letters, Dec-20, Volume: 14, Issue:24	Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants.
AID248526	Tested for inhibition of ferrous salt/ascorbate induced lipidic peroxidation of membrane lipid of rat hepatocytes	2004	Bioorganic & medicinal chemistry letters, Dec-20, Volume: 14, Issue:24	Development of a new class of potential antiatherosclerosis agents: NO-donor antioxidants.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (12.50)	18.2507
2000's	6 (75.00)	29.6817
2010's	1 (12.50)	24.3611
2020's	0 (0.00)	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	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
4-phenyl-3-furoxancarbonitrile 4-phenyl-3-furoxancarbonitrile: structure given in first source. 4-phenyl-3-furoxancarbonitrile : A 1,2,5-oxadiazole substituted by an oxido, cyano and phenyl groups at positions 2, 3 and 4, respectively. It is a vasodilator and inhibitor of platelet aggregation.	2.45	2	1,2,5-oxadiazole; benzenes; N-oxide; nitrile	geroprotector; nitric oxide donor; platelet aggregation inhibitor; soluble guanylate cyclase activator; vasodilator agent
4-cresol 4-cresol: RN given refers to parent cpd. p-cresol : A cresol that consists of toluene substituted by a hydroxy group at position 4. It is a metabolite of aromatic amino acid metabolism produced by intestinal microflora in humans and animals.	2.43	2	cresol	Escherichia coli metabolite; human metabolite; uremic toxin
berotek Fenoterol: A synthetic adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic.. fenoterol : A member of the class resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A beta2-adrenergic agonist, it is used (as the hydrobromide salt) as a bronchodilator in the management of reversible airway obstruction.	2.03	1	resorcinols; secondary alcohol; secondary amino compound	beta-adrenergic agonist; bronchodilator agent; sympathomimetic agent; tocolytic agent
miltefosine miltefosine: hexadecyl phosphocholine derivative of cisplatin; did not substantially activate HIV long terminal repeat; less toxic than cisplatin. miltefosine : A phospholipid that is the hexadecyl monoester of phosphocholine.	2.04	1	phosphocholines; phospholipid	anti-inflammatory agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antiprotozoal drug; apoptosis inducer; immunomodulator; protein kinase inhibitor
1-methyl-3-isobutylxanthine 1-Methyl-3-isobutylxanthine: A potent cyclic nucleotide phosphodiesterase inhibitor; due to this action, the compound increases cyclic AMP and cyclic GMP in tissue and thereby activates CYCLIC NUCLEOTIDE-REGULATED PROTEIN KINASES. 3-isobutyl-1-methylxanthine : An oxopurine that is xanthine which is substituted at positions 1 and 3 by methyl and isobutyl groups, respectively.	1.99	1	3-isobutyl-1-methylxanthine
edaravone [no description available]	2.05	1	pyrazolone	antioxidant; radical scavenger
propyl nitrate propyl nitrate: C3-H7-N-O3	2.43	2
propylene glycol dinitrate propylene glycol dinitrate: major volatile constituent of Otto Fuel II liquid propellant that causes vasodilation, lowered blood pressure, methemoglobin formation; monoamine oxidase inhibitor	2.03	1
butylated hydroxytoluene 2,6-di-tert-butyl-4-methylphenol : A member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.	2.43	2	phenols	antioxidant; ferroptosis inhibitor; food additive; geroprotector
benzonidazole benzonidazole: used in treatment of Chagas' disease. benznidazole : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. Used for treatment of Chagas disease.	2.04	1	C-nitro compound; imidazoles; monocarboxylic acid amide	antiprotozoal drug
2,2,5,7,8-pentamethyl-1-hydroxychroman 2,2,5,7,8-pentamethyl-1-hydroxychroman: a Vitamin E derivative. chromanol : Any member of the class of chromanes that is chromane substituted by one or more hydroxy groups.	2.43	2
1-hexadecyl-2-acetyl-glycero-3-phosphocholine Platelet Activating Factor: A phospholipid derivative formed by PLATELETS; BASOPHILS; NEUTROPHILS; MONOCYTES; and MACROPHAGES. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including HYPOTENSION; THROMBOCYTOPENIA; NEUTROPENIA; and BRONCHOCONSTRICTION.. 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine : A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis.	1.99	1	2-acetyl-1-alkyl-sn-glycero-3-phosphocholine	antihypertensive agent; beta-adrenergic antagonist; bronchoconstrictor agent; hematologic agent; vasodilator agent
4-methyl-3-(phenylsulfonyl)furoxan 4-methyl-3-(phenylsulfonyl)furoxan: structure given in first source; a human guanylate cyclase activator	2.05	1
l 660,711 [no description available]	2.05	1	quinolines
fenoterol fenoterol hydrobromide : The hydrobromide salt of fenoterol. A beta2-adrenergic agonist, it is used as a bronchodilator in the management of reversible airway obstruction.	2.03	1	hydrobromide	beta-adrenergic agonist; bronchodilator agent; sympathomimetic agent
nifurtimox Nifurtimox: A nitrofuran thiazine that has been used against TRYPANOSOMIASIS.	2.04	1	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.	2.41	2
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.	1.99	1	3',5'-cyclic purine nucleotide; guanyl ribonucleotide	Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite

Condition	Relationship Strength	Studies
Arteriosclerosis Thickening and loss of elasticity of the walls of ARTERIES of all sizes. There are many forms classified by the types of lesions and arteries involved, such as ATHEROSCLEROSIS with fatty lesions in the ARTERIAL INTIMA of medium and large muscular arteries.	2.02	1
Muscle Contraction A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.	2.44	2
Muscle Relaxation That phase of a muscle twitch during which a muscle returns to a resting position.	2.41	2

4-ethoxy-3-phenylsulfonylfuroxan

Cross-References

Synonyms (8)

Protein Targets (4)

Activation Measurements

Biological Processes (31)

Molecular Functions (21)

Ceullar Components (10)

Bioassays (20)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.94

Study Types

4-ethoxy-3-phenylsulfonylfuroxan

Cross-References

Synonyms (8)

Protein Targets (4)

Activation Measurements

Biological Processes (31)

Molecular Functions (21)

Ceullar Components (10)

Bioassays (20)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.94

Study Types

Related Drugs (18)

Related Conditions (3)