4-acetylaminostilbene profile

4-acetylaminostilbene: RN given refers to non-specified isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	786655
CHEMBL ID	275591
SCHEMBL ID	14384399
MeSH ID	M0091718

Synonym
ccris 8557
trans-4-acetaminostilbene
4-acetamidostilbene
trans-4-acetylaminostilbene
trans-4'-styrylacetanilide
acetanilide, 4'-styryl-, (e)-
acetanilide, 4'-styryl-
ccris 1871
acetamide, n-(4-(2-phenylethenyl)phenyl)-
4-acetylaminostilbene
trans-4-acetamidostilbene
n-[4-(2-phenylvinyl)phenyl]acetamide
AE-641/01932023
n-{4-[(e)-2-phenylethenyl]phenyl}acetamide
STK213620
CHEMBL275591
n-[4-[(e)-2-phenylethenyl]phenyl]acetamide
841-18-9
AKOS003242169
18559-97-2
SCHEMBL14384399
trans-4-(acetylamino)stilbene

Excerpt	Reference	Relevance
"trans-4-Acetylaminostilbene (trans-AAS) is acutely toxic in rats and lesions are produced specifically in the glandular stomach."	( Organ specific acute toxicity of the carcinogen trans-4-acetylaminostilbene is not correlated with macromolecular binding. Neumann, HG; Pfeifer, A, 1986)	1
"trans-4-Acetylaminostilbene (trans-AAS) is acutely toxic to rats."	( Modulation of trans-4-acetylaminostilbene metabolism in the rat by methylcholanthrene and phenobarbital and its relevance for acute toxicity. Neumann, HG; Pfeifer, A, )	0.94
" Since the dose rate of aromatic amines, like AAF, in feeding studies for tumor formation is about 100 times below that examined in the isolated perfused livers, it is highly unlikely that oxidative stress is generated by metabolites able to undergo redox cycling and that reactive oxygen contributes to acute toxic effects."	( Cytotoxicity of aromatic amines in rat liver and oxidative stress. Hillesheim, W; Jaeschke, H; Neumann, HG, 1995)	0.29
"Isolated perfused livers from male Wistar rats were used to study acute and chronic toxic effects of carcinogenic aromatic amines."	( Acute and chronic toxicity of aromatic amines studied in the isolated perfused rat liver. Ambs, S; Neumann, HG, 1996)	0.29

Bioassays (12)

Assay ID	Title	Year	Journal	Article
AID167939	Carcinogenic activity on breast after oral administration of the compound	1981	Journal of medicinal chemistry, Mar, Volume: 24, Issue:3	Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID167955	Carcinogenic activity on ear duct after oral administration	1981	Journal of medicinal chemistry, Mar, Volume: 24, Issue:3	Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID22592	Compound was evaluated for the kinetic constant (Vmax) for the microsomal oxidation (4'-hydroxy metabolite); Values are pmol(1/mg of microsomal protein)min	1980	Journal of medicinal chemistry, Sep, Volume: 23, Issue:9	Metabolic N-hydroxylation. Use of substituent variation to modulate the in vitro bioactivation of 4-acetamidostilbenes.
AID22595	Compound was evaluated for the kinetic constant (Vmax) for the microsomal oxidation (hydroxamic acid metabolite); Values are pmol(1/mg of microsomal protein)min	1980	Journal of medicinal chemistry, Sep, Volume: 23, Issue:9	Metabolic N-hydroxylation. Use of substituent variation to modulate the in vitro bioactivation of 4-acetamidostilbenes.
AID201202	Comparative mutagenic activity toward Salmonella Typhimurium strain TA-100 at concentration of 10 nmol/plate	1982	Journal of medicinal chemistry, May, Volume: 25, Issue:5	Effect of 4'-halogen substitution on the mutagenicity of trans-4-acetamidostilbene and trans-4-(N-hydroxyacetamido)stilbene in the Salmonella typhimurium test system.
AID168085	Carcinogenic activity on liver after oral administration of the compound	1981	Journal of medicinal chemistry, Mar, Volume: 24, Issue:3	Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID18072	Compound was evaluated for the apparent kinetic constant (Km) for the microsomal oxidation (4'-hydroxy metabolite)	1980	Journal of medicinal chemistry, Sep, Volume: 23, Issue:9	Metabolic N-hydroxylation. Use of substituent variation to modulate the in vitro bioactivation of 4-acetamidostilbenes.
AID18074	Compound was evaluated for the apparent kinetic constant (Km) for the microsomal oxidation (hydroxamic acid metabolite)	1980	Journal of medicinal chemistry, Sep, Volume: 23, Issue:9	Metabolic N-hydroxylation. Use of substituent variation to modulate the in vitro bioactivation of 4-acetamidostilbenes.
AID232717	Selectivity ratio of Vmax and Km for microsomal oxidation (hydroxamic acid metabolite)	1980	Journal of medicinal chemistry, Sep, Volume: 23, Issue:9	Metabolic N-hydroxylation. Use of substituent variation to modulate the in vitro bioactivation of 4-acetamidostilbenes.
AID232715	Selectivity ratio of Vmax and Km for microsomal oxidation (4'-hydroxy metabolite)	1980	Journal of medicinal chemistry, Sep, Volume: 23, Issue:9	Metabolic N-hydroxylation. Use of substituent variation to modulate the in vitro bioactivation of 4-acetamidostilbenes.
AID167927	Carcinogenic activity on all sites after oral administration	1981	Journal of medicinal chemistry, Mar, Volume: 24, Issue:3	Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID168112	Carcinogenic activity after oral administration	1981	Journal of medicinal chemistry, Mar, Volume: 24, Issue:3	Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	19 (65.52)	18.7374
1990's	10 (34.48)	18.2507
2000's	0 (0.00)	29.6817
2010's	0 (0.00)	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	2 (6.45%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	29 (93.55%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
2-aminofluorene [no description available]	2.37	2
amitrole Amitrole: A non-selective post-emergence, translocated herbicide. According to the Seventh Annual Report on Carcinogens (PB95-109781, 1994) this substance may reasonably be anticipated to be a carcinogen. (From Merck Index, 12th ed) It is an irreversible inhibitor of CATALASE, and thus impairs activity of peroxisomes.. amitrole : A member of the class of triazoles that is 1H-1,2,4-triazole substituted by an amino group at position 3. Used to control annual grasses and aquatic weeds (but not on food crops because it causes cancer in laboratory animals). Its use within the EU was banned from September 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties.	1.96	1	aromatic amine; triazoles	carotenoid biosynthesis inhibitor; EC 1.11.1.6 (catalase) inhibitor; herbicide
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.	2.66	3	ortho- and peri-fused polycyclic arene	aryl hydrocarbon receptor agonist; carcinogenic agent
azathioprine Azathioprine: An immunosuppressive agent used in combination with cyclophosphamide and hydroxychloroquine in the treatment of rheumatoid arthritis. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), this substance has been listed as a known carcinogen. (Merck Index, 11th ed). azathioprine : A thiopurine that is 6-mercaptopurine in which the mercapto hydrogen is replaced by a 1-methyl-4-nitroimidazol-5-yl group. It is a prodrug for mercaptopurine and is used as an immunosuppressant, prescribed for the treatment of inflammatory conditions and after organ transplantation and also for treatment of Crohn's didease and MS.	1.96	1	aryl sulfide; C-nitro compound; imidazoles; thiopurine	antimetabolite; antineoplastic agent; carcinogenic agent; DNA synthesis inhibitor; hepatotoxic agent; immunosuppressive agent; prodrug
gentamicin Gentamicins: A complex of closely related aminoglycosides obtained from MICROMONOSPORA purpurea and related species. They are broad-spectrum antibiotics, but may cause ear and kidney damage. They act to inhibit PROTEIN BIOSYNTHESIS.	1.98	1
phenobarbital Phenobarbital: A barbituric acid derivative that acts as a nonselective central nervous system depressant. It potentiates GAMMA-AMINOBUTYRIC ACID action on GABA-A RECEPTORS, and modulates chloride currents through receptor channels. It also inhibits glutamate induced depolarizations.. phenobarbital : A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.	2.67	3	barbiturates	anticonvulsant; drug allergen; excitatory amino acid antagonist; sedative
suramin Suramin: A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties.. suramin : A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.	1.96	1	naphthalenesulfonic acid; phenylureas; secondary carboxamide	angiogenesis inhibitor; antinematodal drug; antineoplastic agent; apoptosis inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; GABA antagonist; GABA-gated chloride channel antagonist; purinergic receptor P2 antagonist; ryanodine receptor agonist; trypanocidal drug
n-hydroxy-2-aminofluorene N-hydroxy-2-aminofluorene: structure	1.96	1
hydroxyacetylaminofluorene Hydroxyacetylaminofluorene: A N-hydroxylated derivative of 2-ACETYLAMINOFLUORENE that has demonstrated carcinogenic action.	2.37	2	2-acetamidofluorenes
2-acetylaminofluorene 2-Acetylaminofluorene: A hepatic carcinogen whose mechanism of activation involves N-hydroxylation to the aryl hydroxamic acid followed by enzymatic sulfonation to sulfoxyfluorenylacetamide. It is used to study the carcinogenicity and mutagenicity of aromatic amines.	5.6	14	2-acetamidofluorenes	antimitotic; carcinogenic agent; epitope; mutagen
p-aminoazobenzene p-Aminoazobenzene: Used in the form of its salts as a dye and as an intermediate in manufacture of Acid Yellow, diazo dyes, and indulines.. 4-(phenylazo)aniline : Azobenzene substituted at one of the 4-positions by an amino group. It has a role as a dye and an allergen.	1.96	1
tert-butylhydroperoxide tert-Butylhydroperoxide: A direct-acting oxidative stress-inducing agent used to examine the effects of oxidant stress on Ca(2+)-dependent signal transduction in vascular endothelial cells. It is also used as a catalyst in polymerization reactions and to introduce peroxy groups into organic molecules.. tert-butyl hydroperoxide : An alkyl hydroperoxide in which the alkyl group is tert-butyl. It is widely used in a variety of oxidation processes.	1.98	1	alkyl hydroperoxide	antibacterial agent; oxidising agent
1-phenylazo-2-naphthylamine [no description available]	1.96	1
2-naphthylamine 2-Naphthylamine: A naphthalene derivative with carcinogenic action.. 2-naphthylamine : A naphthylamine carrying the amino group at position 2.	3.46	2	naphthylamine	carcinogenic agent
3,3'-dichlorobenzidine 3,3'-Dichlorobenzidine: A material used in the manufacture of azo dyes that is toxic to skin and carcinogenic in several species.	1.96	1	biphenyls; monochlorobenzenes; organochlorine compound
4-biphenylamine 4-biphenylamine: used in detection of sulfates, & as a carcinogen in cancer research; RN given refers to parent cpd; structure. biphenyl-4-amine : An aminobiphenyl that is biphenyl substituted by an amino group at position 4.	3.46	2	aminobiphenyl	carcinogenic agent
benzidine benzidine: RN given refers to parent cpd. benzidine : A member of the class of biphenyls that is 1,1'-biphenyl in which the hydrogen at the para-position of each phenyl group has been replaced by an amino group.	1.96	1	biphenyls; substituted aniline	carcinogenic agent
o-aminoazotoluene o-Aminoazotoluene: An azo dye with carcinogenic properties.	1.96	1
methylenebis(chloroaniline) Methylenebis(chloroaniline): Aromatic diamine used in the plastics industry as curing agent for epoxy resins and urethane rubbers. It causes bladder, liver, lung, and other neoplasms.. 4,4'-methylene-bis-(2-chloroaniline) : A chloroaniline that consists of two 2-chloroaniline units joined by a methylene bridge.	1.96	1	chloroaniline	metabolite
4,4'-diaminodiphenylmethane 4,4'-diaminodiphenylmethane: RN given refers to parent cpd; structure. 4,4'-diaminodiphenylmethane : An aromatic amine that is diphenylmethane substituted at the 4-position of each benzene ring by an amino group.	1.96	1	aromatic amine	allergen; carcinogenic agent
2-tolidine 2-tolidine: RN given refers to parent cpd; structure	1.96	1	biphenyls
yellow ob [no description available]	1.96	1
2,7-diacetylaminofluorene 2,7-diacetylaminofluorene: has been found to induce leukemia in animals; minor descriptor (75-84); on-line search 2-ACETYLAMINOFLUORENE/AA (75-84); Index Medicus search 2-ACETYLAMINOFLUORENE/AA (80-82), FLUORENES (75-79)	1.96	1
2,7-fluorenediamine 2,7-fluorenediamine: peroxidase reagent for blood smears; RN given refers to parent cpd	1.96	1
n-hydroxy-1-naphthylamine N-hydroxy-1-naphthylamine: carcinogen	1.96	1	N-substituted amine
1-aminoanthracene [no description available]	1.96	1	anthracenamine
2-anthramine 2-anthramine: structure	1.96	1	anthracenamine
4,4'-methylene bis(2-methylaniline) 4,4'-methylene bis(2-methylaniline): structure	1.96	1	diarylmethane
n-hydroxy-4-acetylaminostilbene N-hydroxy-4-acetylaminostilbene: structure	1.99	1
9-aminophenanthrene [no description available]	1.96	1	phenanthrenamine
3-methoxy-4-aminoazobenzene [no description available]	1.96	1
n-hydroxy-n-(2-fluorenyl)benzamide N-hydroxy-N-(2-fluorenyl)benzamide: structure given in first source	1.96	1
4-acetylaminobiphenyl [no description available]	1.96	1	biphenyls
2-acetamidophenanthrene [no description available]	2.89	4
n-hydroxy-4-acetylaminobiphenyl N-hydroxy-4-acetylaminobiphenyl: structure. N-hydroxy-4-acetylaminobiphenyl : A hydroxamic acid that is biphenyl-4-amine bearing N-hydroxy and N-acetyl substituents.	1.96	1	hydroxamic acid
acetoxyacetylaminofluorene Acetoxyacetylaminofluorene: An alkylating agent that forms DNA ADDUCTS at the C-8 position in GUANINE, resulting in single strand breaks. It has demonstrated carcinogenic action.. N-acetoxy-2-acetamidofluorene : A 2-acetamidofluorene compound in which the parent 2-acetamidofluorene is substituted on nitrogen by an acetoxy group.	1.96	1	2-acetamidofluorenes	carcinogenic agent; mutagen
3-acetylaminofluorene 3-acetylaminofluorene: non-carcinogenic structural isomer of carcinogen N-2-fluorenylacetamide	1.96	1
2',3-dimethyl-4-aminobiphenyl 2',3-dimethyl-4-aminobiphenyl: RN given refers to parent cpd; structure	1.96	1
fanft FANFT: A potent nitrofuran derivative tumor initiator. It causes bladder tumors in all animals studied and is mutagenic to many bacteria.	1.96	1
N-fluorenylacetamide [no description available]	1.96	1	fluorenes
4-acetylaminofluorene 4-acetylaminofluorene : A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen is replaced by a 9H-fluoren-4-yl group.	1.97	1	acetamides; fluorenes	mitogen
acridine orange Acridine Orange: A cationic cytochemical stain specific for cell nuclei, especially DNA. It is used as a supravital stain and in fluorescence cytochemistry. It may cause mutations in microorganisms.. acridine orange : Fluorescent dye useful for cell cycle determination. It is cell-permeable, and interacts with DNA and RNA by intercalation or electrostatic attractions respectively.. acridine orange free base : A member of the class of aminoacridines that is acridine carrying two dimethylamino substituents at positions 3 and 6. The hydrochloride salt is the fluorescent dye 'acridine orange', used for cell cycle determination.	1.96	1	aminoacridines; aromatic amine; tertiary amino compound	fluorochrome; histological dye
n-hydroxy-2-naphthylamine [no description available]	1.96	1
n-acetoxy-4-acetylaminobiphenyl [no description available]	1.96	1
7-iodo-n-2-acetylaminofluorene [no description available]	1.96	1
n-hydroxy-4-aminoazobenzene N-hydroxy-4-aminoazobenzene: RN given refers to parent cpd	1.96	1
betadex beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.	1.98	1	cyclodextrin
stilbenes Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.	6.18	26	stilbene
4-dimethylaminostilbene 4-dimethylaminostilbene: RN given refers to cpd without isomeric designation; structure	7.88	4
4-aminostilbene 4-aminostilbene: RN given refers to cpd without isomeric designation	2.37	2
nefurthiazole nefurthiazole: structure	1.96	1	C-nitro compound; furans
vitamin k semiquinone radical vitamin K semiquinone radical: found in active preparations of vitamin K-dependent carboxylase. vitamin K : Any member of a group of fat-soluble 2-methyl-1,4-napthoquinones that exhibit biological activity against vitamin K deficiency. Vitamin K is required for the synthesis of prothrombin and certain other blood coagulation factors.	2.39	2
4,4'-diaminostilbene [no description available]	1.96	1
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	1.99	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
guanosine ribonucleoside : Any nucleoside where the sugar component is D-ribose.	1.96	1	guanosines; purines D-ribonucleoside	fundamental metabolite
phenanthrenes Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.	2.9	4

Condition	Relationship Strength	Studies
Carcinogenesis The origin, production or development of cancer through genotypic and phenotypic changes which upset the normal balance between cell proliferation and cell death. Carcinogenesis generally requires a constellation of steps, which may occur quickly or over a period of many years.	6.94	1
Carcinoma 256, Walker A transplantable carcinoma of the rat that originally appeared spontaneously in the mammary gland of a pregnant albino rat, and which now resembles a carcinoma in young transplants and a sarcoma in older transplants. (Stedman, 25th ed)	1.94	1
Benign Neoplasms [description not available]	1.94	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.	1.94	1
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	1.96	1
Bile Duct Cancer [description not available]	1.96	1
Cholangioma [description not available]	1.96	1
Experimental Hepatoma [description not available]	4.14	6
Experimental Neoplasms [description not available]	3.57	3
Condition, Preneoplastic [description not available]	2.66	3
Bile Duct Neoplasms Tumors or cancer of the BILE DUCTS.	1.96	1
Adenoma, Bile Duct A benign tumor of the intrahepatic bile ducts.	1.96	1
Hyperplasia An increase in the number of cells in a tissue or organ without tumor formation. It differs from HYPERTROPHY, which is an increase in bulk without an increase in the number of cells.	1.96	1
Precancerous Conditions Pathological conditions that tend eventually to become malignant.	2.66	3
Cancer of Liver [description not available]	2.67	3
Liver Neoplasms Tumors or cancer of the LIVER.	2.67	3
Aging The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.	1.98	1
Cystadenoma A benign neoplasm derived from glandular epithelium, in which cystic accumulations of retained secretions are formed. In some instances, considerable portions of the neoplasm, or even the entire mass, may be cystic. (Stedman, 25th ed)	1.98	1
Cancer of Kidney [description not available]	1.98	1
Adenoma, Chromophobe A benign tumor of the anterior pituitary in which the cells do not stain with acidic or basic dyes.	1.98	1
Cocarcinogenesis The combination of two or more different factors in the production of cancer.	3.8	4
Kidney Neoplasms Tumors or cancers of the KIDNEY.	1.98	1

4-acetylaminostilbene

Description

Cross-References

Synonyms (22)

Research Excerpts

Toxicity

Bioassays (12)

Research

Studies (29)

Market Indicators

Research Demand Index: 10.90

Study Types

4-acetylaminostilbene

Description

Cross-References

Synonyms (22)

Research Excerpts

Toxicity

Bioassays (12)

Research

Studies (29)

Market Indicators

Research Demand Index: 10.90

Study Types

Related Drugs (56)

Related Conditions (22)