n-(4-nitrophenacyl)imidazole profile

N-(4-nitrophenacyl)imidazole: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	53600
CHEMBL ID	162549
SCHEMBL ID	5730977
MeSH ID	M0390005

Synonym
2-imidazol-1-yl-1-(4-nitrophenyl)ethanone
bdbm50240895
2-(1h-imidazol-1-yl)-1-(4-nitrophenyl)ethanone
2-imidazol-1-yl-1-(4-nitro-phenyl)-ethanone
37910-79-5
CHEMBL162549 ,
n-(4-nitrophenacyl)imidazole
SCHEMBL5730977
DTXSID00275594
PD119608

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Aromatase	Homo sapiens (human)	IC50 (µMol)	0.1900	0.0000	1.2904	10.0000	AID492062
Heme oxygenase 2	Rattus norvegicus (Norway rat)	IC50 (µMol)	100.0000	1.1000	4.4833	10.0000	AID764734
Nitric oxide synthase, brain	Homo sapiens (human)	Ki	105.0000	0.0150	1.1811	7.3000	AID404423
Nitric oxide synthase, brain	Rattus norvegicus (Norway rat)	Ki	105.0000	0.0500	1.5333	4.5500	AID644336
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Aromatase	Homo sapiens (human)	Km	12.7800	0.0200	0.1324	0.7600	AID492061
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
negative regulation of chronic inflammatory response	Aromatase	Homo sapiens (human)
steroid biosynthetic process	Aromatase	Homo sapiens (human)
estrogen biosynthetic process	Aromatase	Homo sapiens (human)
androgen catabolic process	Aromatase	Homo sapiens (human)
syncytium formation	Aromatase	Homo sapiens (human)
negative regulation of macrophage chemotaxis	Aromatase	Homo sapiens (human)
sterol metabolic process	Aromatase	Homo sapiens (human)
female genitalia development	Aromatase	Homo sapiens (human)
mammary gland development	Aromatase	Homo sapiens (human)
uterus development	Aromatase	Homo sapiens (human)
prostate gland growth	Aromatase	Homo sapiens (human)
testosterone biosynthetic process	Aromatase	Homo sapiens (human)
positive regulation of estradiol secretion	Aromatase	Homo sapiens (human)
female gonad development	Aromatase	Homo sapiens (human)
response to estradiol	Aromatase	Homo sapiens (human)
response to hypoxia	Nitric oxide synthase, brain	Homo sapiens (human)
regulation of sodium ion transport	Nitric oxide synthase, brain	Homo sapiens (human)
arginine catabolic process	Nitric oxide synthase, brain	Homo sapiens (human)
nitric oxide biosynthetic process	Nitric oxide synthase, brain	Homo sapiens (human)
striated muscle contraction	Nitric oxide synthase, brain	Homo sapiens (human)
myoblast fusion	Nitric oxide synthase, brain	Homo sapiens (human)
response to heat	Nitric oxide synthase, brain	Homo sapiens (human)
negative regulation of calcium ion transport into cytosol	Nitric oxide synthase, brain	Homo sapiens (human)
regulation of cardiac muscle contraction by calcium ion signaling	Nitric oxide synthase, brain	Homo sapiens (human)
peptidyl-cysteine S-nitrosylation	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of peptidyl-serine phosphorylation	Nitric oxide synthase, brain	Homo sapiens (human)
multicellular organismal response to stress	Nitric oxide synthase, brain	Homo sapiens (human)
xenobiotic catabolic process	Nitric oxide synthase, brain	Homo sapiens (human)
vasodilation	Nitric oxide synthase, brain	Homo sapiens (human)
negative regulation of potassium ion transport	Nitric oxide synthase, brain	Homo sapiens (human)
cell redox homeostasis	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of DNA-templated transcription	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Nitric oxide synthase, brain	Homo sapiens (human)
negative regulation of hydrolase activity	Nitric oxide synthase, brain	Homo sapiens (human)
negative regulation of serotonin uptake	Nitric oxide synthase, brain	Homo sapiens (human)
negative regulation of calcium ion transport	Nitric oxide synthase, brain	Homo sapiens (human)
regulation of cardiac muscle contraction	Nitric oxide synthase, brain	Homo sapiens (human)
regulation of ryanodine-sensitive calcium-release channel activity	Nitric oxide synthase, brain	Homo sapiens (human)
cellular response to growth factor stimulus	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of the force of heart contraction	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of adenylate cyclase-activating G protein-coupled receptor signaling pathway	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of sodium ion transmembrane transport	Nitric oxide synthase, brain	Homo sapiens (human)
regulation of calcium ion transmembrane transport via high voltage-gated calcium channel	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of membrane repolarization during ventricular cardiac muscle cell action potential	Nitric oxide synthase, brain	Homo sapiens (human)
positive regulation of guanylate cyclase activity	Nitric oxide synthase, brain	Homo sapiens (human)
nitric oxide mediated signal transduction	Nitric oxide synthase, brain	Homo sapiens (human)
response to hormone	Nitric oxide synthase, brain	Homo sapiens (human)
negative regulation of blood pressure	Nitric oxide synthase, brain	Homo sapiens (human)
response to lipopolysaccharide	Nitric oxide synthase, brain	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
iron ion binding	Aromatase	Homo sapiens (human)
steroid hydroxylase activity	Aromatase	Homo sapiens (human)
electron transfer activity	Aromatase	Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen	Aromatase	Homo sapiens (human)
oxygen binding	Aromatase	Homo sapiens (human)
heme binding	Aromatase	Homo sapiens (human)
aromatase activity	Aromatase	Homo sapiens (human)
nitric-oxide synthase activity	Nitric oxide synthase, brain	Homo sapiens (human)
calcium channel regulator activity	Nitric oxide synthase, brain	Homo sapiens (human)
protein binding	Nitric oxide synthase, brain	Homo sapiens (human)
calmodulin binding	Nitric oxide synthase, brain	Homo sapiens (human)
FMN binding	Nitric oxide synthase, brain	Homo sapiens (human)
sodium channel regulator activity	Nitric oxide synthase, brain	Homo sapiens (human)
heme binding	Nitric oxide synthase, brain	Homo sapiens (human)
tetrahydrobiopterin binding	Nitric oxide synthase, brain	Homo sapiens (human)
arginine binding	Nitric oxide synthase, brain	Homo sapiens (human)
transmembrane transporter binding	Nitric oxide synthase, brain	Homo sapiens (human)
cadmium ion binding	Nitric oxide synthase, brain	Homo sapiens (human)
calcium-dependent protein binding	Nitric oxide synthase, brain	Homo sapiens (human)
flavin adenine dinucleotide binding	Nitric oxide synthase, brain	Homo sapiens (human)
NADP binding	Nitric oxide synthase, brain	Homo sapiens (human)
scaffold protein binding	Nitric oxide synthase, brain	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
endoplasmic reticulum	Aromatase	Homo sapiens (human)
endoplasmic reticulum membrane	Aromatase	Homo sapiens (human)
membrane	Aromatase	Homo sapiens (human)
endoplasmic reticulum	Aromatase	Homo sapiens (human)
photoreceptor inner segment	Nitric oxide synthase, brain	Homo sapiens (human)
nucleoplasm	Nitric oxide synthase, brain	Homo sapiens (human)
cytoplasm	Nitric oxide synthase, brain	Homo sapiens (human)
mitochondrion	Nitric oxide synthase, brain	Homo sapiens (human)
cytosol	Nitric oxide synthase, brain	Homo sapiens (human)
cytoskeleton	Nitric oxide synthase, brain	Homo sapiens (human)
plasma membrane	Nitric oxide synthase, brain	Homo sapiens (human)
sarcoplasmic reticulum	Nitric oxide synthase, brain	Homo sapiens (human)
sarcolemma	Nitric oxide synthase, brain	Homo sapiens (human)
dendritic spine	Nitric oxide synthase, brain	Homo sapiens (human)
membrane raft	Nitric oxide synthase, brain	Homo sapiens (human)
synapse	Nitric oxide synthase, brain	Homo sapiens (human)
perinuclear region of cytoplasm	Nitric oxide synthase, brain	Homo sapiens (human)
cell periphery	Nitric oxide synthase, brain	Homo sapiens (human)
protein-containing complex	Nitric oxide synthase, brain	Homo sapiens (human)
plasma membrane	Nitric oxide synthase, brain	Homo sapiens (human)
postsynaptic density	Nitric oxide synthase, brain	Homo sapiens (human)
cytosol	Nitric oxide synthase, brain	Homo sapiens (human)
nucleus	Nitric oxide synthase, brain	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay ID	Title	Year	Journal	Article
AID644336	Inhibition of rat recombinant nNOS expressed in baculovirus-infected Sf9 cells assessed as conversion of oxyhemoglobin to methemoglobin by UV spectrophotometer analysis	2012	European journal of medicinal chemistry, Mar, Volume: 49	Novel inhibitors of nitric oxide synthase with antioxidant properties.
AID492061	Inhibition of human aromatase at IC50 concentration preincubated with NADP+ for 10 mins before substrate addition measured after 30 mins	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer.
AID764735	Inhibition of Sprague-Dawley rat spleen microsomal HO-1 assessed as bilirubin formation after 60 mins by spectrophotometric analysis	2013	Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17	Evaluation of novel aryloxyalkyl derivatives of imidazole and 1,2,4-triazole as heme oxygenase-1 (HO-1) inhibitors and their antitumor properties.
AID644348	Antioxidant activity in human plasma assessed as inhibition of Fe2+-induced lipid hydroperoxidation after 2 hrs by FOX assay	2012	European journal of medicinal chemistry, Mar, Volume: 49	Novel inhibitors of nitric oxide synthase with antioxidant properties.
AID644340	Antioxidant activity assessed as DPPH free radical scavenging activity after 10 mins	2012	European journal of medicinal chemistry, Mar, Volume: 49	Novel inhibitors of nitric oxide synthase with antioxidant properties.
AID764734	Inhibition of Sprague-Dawley rat brain HO-2 assessed as bilirubin formation after 60 mins by spectrophotometric analysis	2013	Bioorganic & medicinal chemistry, Sep-01, Volume: 21, Issue:17	Evaluation of novel aryloxyalkyl derivatives of imidazole and 1,2,4-triazole as heme oxygenase-1 (HO-1) inhibitors and their antitumor properties.
AID644338	Inhibition of mouse recombinant iNOS assessed as conversion of oxyhemoglobin to methemoglobin at 500 uM by UV spectrophotometer analysis	2012	European journal of medicinal chemistry, Mar, Volume: 49	Novel inhibitors of nitric oxide synthase with antioxidant properties.
AID404423	Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline	2008	Bioorganic & medicinal chemistry, Jun-01, Volume: 16, Issue:11	Design, synthesis, and evaluation of potential inhibitors of nitric oxide synthase.
AID644344	Antioxidant activity assessed as NADH oxidation-induced superoxide radical scavenging activity after 20 mins	2012	European journal of medicinal chemistry, Mar, Volume: 49	Novel inhibitors of nitric oxide synthase with antioxidant properties.
AID492060	Inhibition of human aromatase at 20 ug/ml preincubated with NADP+ for 10 mins before substrate addition measured after 30 mins	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer.
AID113963	Anticonvulsant activity was evaluated by the maximal electroshock test in mice, administered orally	1981	Journal of medicinal chemistry, Jun, Volume: 24, Issue:6	Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles.
AID113962	Anticonvulsant activity by the maximal electroshock test in mice by intraperitoneal administration	1981	Journal of medicinal chemistry, Jun, Volume: 24, Issue:6	Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles.
AID644337	Inhibition of C57BL/6 mouse eNOS assessed as conversion of oxyhemoglobin to methemoglobin by UV spectrophotometer analysis	2012	European journal of medicinal chemistry, Mar, Volume: 49	Novel inhibitors of nitric oxide synthase with antioxidant properties.
AID492064	Inhibition of human aromatase assessed per mg of protein at IC50 concentration preincubated with NADP+ for 10 mins before substrate addition measured after 30 mins	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer.
AID492062	Inhibition of human aromatase preincubated with NADP+ for 10 mins before substrate addition measured after 30 mins	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer.
AID117081	Lethal dose in mice determined after intraperitoneal administration.	1981	Journal of medicinal chemistry, Jun, Volume: 24, Issue:6	Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (16.67)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (33.33)	29.6817
2010's	3 (50.00)	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	6 (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
imidazole imidazole: RN given refers to parent cpd. 1H-imidazole : An imidazole tautomer which has the migrating hydrogen at position 1.	2.04	1	imidazole
s,s'-1,4-phenylene-bis(1,2-ethanediyl)bis-isothiourea S,S'-1,4-phenylene-bis(1,2-ethanediyl)bis-isothiourea: structure in first source	2.04	1
beta-aminoethyl isothiourea beta-Aminoethyl Isothiourea: A radiation-protective agent that can inhibit DNA damage by binding to the DNA. It also increases the susceptibility of blood cells to complement-mediated lysis.	2.04	1
pimagedine pimagedine: diamine oxidase & nitric oxide synthase inhibitor; an advanced glycosylation end product inhibitor; used in the treatment of diabetic complications; structure. aminoguanidine : A one-carbon compound whose unique structure renders it capable of acting as a derivative of hydrazine, guanidine or formamide.	2.04	1	guanidines; one-carbon compound	EC 1.14.13.39 (nitric oxide synthase) inhibitor; EC 1.4.3.4 (monoamine oxidase) inhibitor
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.	2.04	1	1,3-thiazoles; primary amino compound
s-ethyl n-(4-(trifluoromethyl)phenyl)isothiourea S-ethyl N-(4-(trifluoromethyl)phenyl)isothiourea: structure in first source	2.04	1
etiron etiron: a nitric oxide synthase inhibitor; RN given refers to parent cpd; structure	2.04	1
s-methylisothiopseudouronium S-methylisothiopseudouronium: inhibits nitric oxide synthase; structure in first source	2.04	1
arginine Arginine: An essential amino acid that is physiologically active in the L-form.. arginine : An alpha-amino acid that is glycine in which the alpha-is substituted by a 3-guanidinopropyl group.	2	1	arginine; glutamine family amino acid; L-alpha-amino acid; proteinogenic amino acid	biomarker; Escherichia coli metabolite; micronutrient; mouse metabolite; nutraceutical
2-aminothiazoline 2-aminothiazoline: RN given refers to parent cpd; structure in first source & in Negwer, 5th ed, #97. 4,5-dihydro-1,3-thiazol-2-amine : A 1,3-thiazole that is 4,5-dihydro-1,3-thiazole substituted by an amino group at position 2.	2.04	1	1,3-thiazoles; primary amino compound
1-(2-(2,4-dichlorophenyl)-2-hydroxyethyl)-1h-imidazole 1-(2-(2,4-dichlorophenyl)-2-hydroxyethyl)-1H-imidazole: RN given refers to parent cpd; structure given in first source; principal transformation product of imazalil	1.96	1
1-(3,4-dihydroxyphenyl)-2-(1-imidazolyl)ethanone [no description available]	1.96	1	aromatic ketone
azalanstat azalanstat: inhibits lanosterol 14 alpha-demethylase, the enzyme which catalyzes the first step in conversion of lanosterol to cholesterol in mammals; structure given in first source	2.08	1
1-phenylimidazole 1-phenylimidazole: ligand for cytochrome P-450 & inhibitor of microsomal oxidation	2.04	1
3,5-dimethylpyrazole-1-carboxamidine 3,5-dimethylpyrazole-1-carboxamidine: guanidinating reagent for proteins; RN given refers to parent cpd	2.04	1
n(g)-iminoethylornithine [no description available]	2.04	1	L-alpha-amino acid
imatinib mesylate imatinib methanesulfonate : A methanesulfonate (mesylate) salt that is the monomesylate salt of imatinib. Used for treatment of chronic myelogenous leukemia and gastrointestinal stromal tumours.	2.08	1	methanesulfonate salt	anticoronaviral agent; antineoplastic agent; apoptosis inducer; tyrosine kinase inhibitor
2-amino-5-methylthiazole 2-amino-5-methylthiazole: binds the W191G cavity of E coli cytochrome c peroxidase	2.04	1
nitroarginine Nitroarginine: An inhibitor of nitric oxide synthetase which has been shown to prevent glutamate toxicity. Nitroarginine has been experimentally tested for its ability to prevent ammonia toxicity and ammonia-induced alterations in brain energy and ammonia metabolites. (Neurochem Res 1995:200(4):451-6). N(gamma)-nitro-L-arginine : An L-arginine derivative that is L-arginine in which the terminal nitrogen of the guanidyl group is replaced by a nitro group.	2.04	1	guanidines; L-arginine derivative; N-nitro compound; non-proteinogenic L-alpha-amino acid
vinyl-l-nio [no description available]	2.04	1
pyrazole-1-carboxamidine pyrazole-1-carboxamidine: structure given in first source	2.04	1
pterostilbene [no description available]	2.05	1	diether; methoxybenzenes; stilbenol	anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; hypoglycemic agent; neuroprotective agent; neurotransmitter; plant metabolite; radical scavenger
4-phenyl-1-(1h-1,2,4-triazol-1-yl)-2-butanone 4-phenyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone: inhibits heme oxidase; structure in first source	2.08	1
1-(4-(3-bromophenoxy)butyl)-1h-imidazole 1-(4-(3-bromophenoxy)butyl)-1H-imidazole: structure in first source	2.46	2
heme Heme: The color-furnishing portion of hemoglobin. It is found free in tissues and as the prosthetic group in many hemeproteins.. ferroheme : Any iron(II)--porphyrin coordination complex.. ferroheme b : Heme b in which the iron has oxidation state +2.. heme : A heme is any tetrapyrrolic chelate of iron.	2	1

Condition	Relationship Strength	Studies
Absence Seizure [description not available]	1.96	1
Seizures Clinical or subclinical disturbances of cortical function due to a sudden, abnormal, excessive, and disorganized discharge of brain cells. Clinical manifestations include abnormal motor, sensory and psychic phenomena. Recurrent seizures are usually referred to as EPILEPSY or seizure disorder.	1.96	1
Benign Neoplasms [description not available]	2.05	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.	2.05	1

n-(4-nitrophenacyl)imidazole

Description

Cross-References

Synonyms (10)

Protein Targets (5)

Inhibition Measurements

Other Measurements

Biological Processes (49)

Molecular Functions (21)

Ceullar Components (20)

Bioassays (16)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.27

Study Types

n-(4-nitrophenacyl)imidazole

Description

Cross-References

Synonyms (10)

Protein Targets (5)

Inhibition Measurements

Other Measurements

Biological Processes (49)

Molecular Functions (21)

Ceullar Components (20)

Bioassays (16)

Research

Studies (6)

Market Indicators

Research Demand Index: 12.27

Study Types

Related Drugs (25)

Related Conditions (4)