PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
14753779-1	2004	The metabolism of the acetanilide herbicide alachlor in soils leads to the formation of alachlor-ethanesulfonic acid (alachlor-ESA) as one of the major transformation products of this compound.	acetanilide	22-33	paraoxonase 1	Homo sapiens	127-130
11558565-3	2001	In this study, we examined the application of the PKCYP-test to the clearance of acetanilide and caffeine mediated by CYP1A2 using rat models in which the levels of CYP enzymes were reduced.	acetanilide	81-92	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	118-124
15619608-5	2003	In this study, we estimated the amount of CYP1A2 in CCl(4)-treated rats by using acetanilide and caffeine as a probe and a model drug, respectively.	acetanilide	81-92	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	42-48
15619608-7	2003	In CCl(4)-treated rats, the amount of CYP1A2 was predicted as 0.60+/-0.06 nmol/kg from the clearance of acetanilide mediated by CYP1A2.	acetanilide	104-115	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	38-44
15619608-7	2003	In CCl(4)-treated rats, the amount of CYP1A2 was predicted as 0.60+/-0.06 nmol/kg from the clearance of acetanilide mediated by CYP1A2.	acetanilide	104-115	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	128-134
11558565-3	2001	In this study, we examined the application of the PKCYP-test to the clearance of acetanilide and caffeine mediated by CYP1A2 using rat models in which the levels of CYP enzymes were reduced.	acetanilide	81-92	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	52-55
11558565-5	2001	In both rat models, the contribution (fCYP) of CYP1A2 to the in vivo intrinsic clearance values (CLint) of acetanilide and caffeine metabolism was less than unity, suggesting that other metabolic pathways are involved in the CLint.	acetanilide	107-118	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	47-53
11558565-7	2001	We predicted the level of CYP1A2 in CD-fed and aged rats, based on the clearance of acetanilide mediated by CYP1A2, using the qg value of control rats.	acetanilide	84-95	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	26-32
11558565-7	2001	We predicted the level of CYP1A2 in CD-fed and aged rats, based on the clearance of acetanilide mediated by CYP1A2, using the qg value of control rats.	acetanilide	84-95	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	108-114
10698790-3	2000	Washed-cell suspensions of strain GCH1 accumulated N-isopropylacetanilide, acetanilide, acetamide, and catechol.	acetanilide	62-73	GTP cyclohydrolase 1	Homo sapiens	34-38
7923587-6	1994	CYP1A2 was more active than CYP1A1 for acetanilide hydroxylation and activation of aflatoxin B1 (AFB1).	acetanilide	39-50	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	0-6
10487418-5	1999	The inhibitory potency of furafylline, a mechanism-based inhibitor that is selective for CYP 1A2, declined in the order acetanilide (standard) > 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) > 1-CDD.	acetanilide	120-131	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	89-96
9295056-5	1997	Microsomal cytochrome P450 activities associated with CYP1A2 (acetanilide 4-hydroxylation and methoxyresorufin O-demethylase) were significantly increased in the susceptible group.	acetanilide	62-73	cytochrome P450, family 1, subfamily a, polypeptide 2	Mus musculus	54-60
10053167-5	1999	Conversely, the level of CYP1A2 protein and its respective activity (acetanilide hydroxylation) transiently decreased from 24 to 96 h with no significant differences observed between the control (0 nM TCDD) and treatment group (0.01 nM TCDD).	acetanilide	69-80	cytochrome P450, family 1, subfamily a, polypeptide 2	Rattus norvegicus	25-31
7923587-6	1994	CYP1A2 was more active than CYP1A1 for acetanilide hydroxylation and activation of aflatoxin B1 (AFB1).	acetanilide	39-50	cytochrome P450 family 1 subfamily A member 1	Homo sapiens	28-34
8155716-4	1994	In contrast, hydroxylated flavonoids increased the 7-methoxyresorufin O-demethylation and acetanilide 4-hydroxylation activities of cDNA-expressed human CYP1A2 and in human liver microsomes.	acetanilide	90-101	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	153-159
34581241-6	2021	Further, two new 8-MG compounds containing N-phenylacetamide (compound S1, DeltaGbind-eff = -62.03 kJ/mol) and phenylsulfonyl (compound S3, DeltaGbind-eff = -71.29 kJ/mol) fragments were found to be the most potent inhibitor of DHPS, which stabilize the flexible pABA binding loop, thereby increasing their binding affinity.	acetanilide	43-60	deoxyhypusine synthase	Homo sapiens	228-232
8389149-0	1993	Different structure of the complexes of two cytochrome P-450 isozymes with acetanilide by 1H-NMR relaxation and spectrophotometry.	acetanilide	75-86	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	44-60
8389149-1	1993	The functional and spectral characteristics of the interaction of acetanilide with phenobarbital- and methylcholanthrene- induced rat liver microsomes, as well as with corresponding major isozymes (cytochromes P-450b and P-450c) have been compared.	acetanilide	66-77	cytochrome P450, family 2, subfamily b, polypeptide 1	Rattus norvegicus	210-216
8389149-1	1993	The functional and spectral characteristics of the interaction of acetanilide with phenobarbital- and methylcholanthrene- induced rat liver microsomes, as well as with corresponding major isozymes (cytochromes P-450b and P-450c) have been compared.	acetanilide	66-77	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	221-228
8389149-3	1993	The data on paramagnetic relaxation of acetanilide protons in the presence of P-450 have shown the structure of the enzyme-substrate complex to be different for two isozymes, acetanilide molecule being closer to Fe ion in the active site in the case of P-450c, which is active towards acetanilide oxidation.	acetanilide	39-50	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	253-259
8389149-3	1993	The data on paramagnetic relaxation of acetanilide protons in the presence of P-450 have shown the structure of the enzyme-substrate complex to be different for two isozymes, acetanilide molecule being closer to Fe ion in the active site in the case of P-450c, which is active towards acetanilide oxidation.	acetanilide	175-186	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	253-259
8389149-3	1993	The data on paramagnetic relaxation of acetanilide protons in the presence of P-450 have shown the structure of the enzyme-substrate complex to be different for two isozymes, acetanilide molecule being closer to Fe ion in the active site in the case of P-450c, which is active towards acetanilide oxidation.	acetanilide	175-186	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	253-259
1989524-0	1991	Role of cytochrome P450 IA2 in acetanilide 4-hydroxylation as determined with cDNA expression and monoclonal antibodies.	acetanilide	31-42	protein tyrosine phosphatase, receptor type, N	Mus musculus	24-27
1989524-1	1991	The role of P450 IA2 in the hydroxylation of acetanilide was examined using an inhibitory monoclonal antibody (MAb) 1-7-1 and vaccinia cDNA expression producing murine P450 IA1 (mIA1), murine P450 IA2 (mIA2), or human P450 IA2 (hIA2).	acetanilide	45-56	protein tyrosine phosphatase, receptor type, N	Mus musculus	17-20
1920540-2	1991	In this study, we showed that egasyn is identical to one of the carboxylesterase isozymes and organophosphorus and carbamate insecticides, acetanilide which is a specific substrate of egasyn and halothane caused a rapid dissociation of the egasyn-microsomal beta-glucuronidase complex when administered in vivo or when added in vitro to isolated hepatocytes.	acetanilide	139-150	carboxylesterase 1	Homo sapiens	30-36
1920540-2	1991	In this study, we showed that egasyn is identical to one of the carboxylesterase isozymes and organophosphorus and carbamate insecticides, acetanilide which is a specific substrate of egasyn and halothane caused a rapid dissociation of the egasyn-microsomal beta-glucuronidase complex when administered in vivo or when added in vitro to isolated hepatocytes.	acetanilide	139-150	carboxylesterase 1	Homo sapiens	184-190
1920540-2	1991	In this study, we showed that egasyn is identical to one of the carboxylesterase isozymes and organophosphorus and carbamate insecticides, acetanilide which is a specific substrate of egasyn and halothane caused a rapid dissociation of the egasyn-microsomal beta-glucuronidase complex when administered in vivo or when added in vitro to isolated hepatocytes.	acetanilide	139-150	carboxylesterase 1	Homo sapiens	184-190
1920540-2	1991	In this study, we showed that egasyn is identical to one of the carboxylesterase isozymes and organophosphorus and carbamate insecticides, acetanilide which is a specific substrate of egasyn and halothane caused a rapid dissociation of the egasyn-microsomal beta-glucuronidase complex when administered in vivo or when added in vitro to isolated hepatocytes.	acetanilide	139-150	glucuronidase beta	Homo sapiens	258-276
3593412-5	1987	7-Ethoxyresorufin and acetanilide, selective substrates for two polycyclic aromatic hydrocarbon (PAH)-inducible isozymes of cytochrome P-450 in the mouse (P1-450 and P3-450, respectively) were each able to inhibit competitively the formation of caffeine metabolites by human liver microsomes, while caffeine could in turn similarly inhibit the biotransformations of these two compounds.	acetanilide	22-33	cytochrome P450, family 21, subfamily a, polypeptide 1	Mus musculus	124-140
35156774-0	2022	Design, Synthesis, In Vitro, and In silico Evaluation of N-phenylacetamide-oxindole-thiosemicarbazide hybrids as New Potential Tyrosinase Inhibitors.	acetanilide	57-74	tyrosinase	Homo sapiens	127-137
34836859-0	2021	Synthesis and alpha-glucosidase inhibition studies of norfloxacin-acetanilide hybrids.	acetanilide	66-77	sucrase-isomaltase	Homo sapiens	14-31
35156774-3	2022	Among tested compounds, analog 7o, containing the 2-methyl-4-nitrophenyl on N-phenylacetamide moiety displayed superior tyrosinase inhibition.	acetanilide	76-93	tyrosinase	Homo sapiens	120-130
3113479-1	1987	Hydroxylation of acetanilide catalyzed by purified cytochrome P-450LM4 and NADPH-cytochrome P-450 reductase was reconstituted with the zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate (CHAPS).	acetanilide	17-28	cytochrome P450 1A2	Oryctolagus cuniculus	51-70
3113479-1	1987	Hydroxylation of acetanilide catalyzed by purified cytochrome P-450LM4 and NADPH-cytochrome P-450 reductase was reconstituted with the zwitterionic detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate (CHAPS).	acetanilide	17-28	NADPH--cytochrome P450 reductase	Oryctolagus cuniculus	75-107
3549208-5	1987	Cytochrome P450ccd exhibited higher monooxygenase activities toward 7-ethoxycoumarin, acetanilide, and benzo[alpha]pyrene than cytochrome P450c, although the substrate specificity of cytochrome P450ccd seemed to be the same as that of cytochrome P450c.	acetanilide	86-97	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	127-143
3549208-5	1987	Cytochrome P450ccd exhibited higher monooxygenase activities toward 7-ethoxycoumarin, acetanilide, and benzo[alpha]pyrene than cytochrome P450c, although the substrate specificity of cytochrome P450ccd seemed to be the same as that of cytochrome P450c.	acetanilide	86-97	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	183-199
3549208-6	1987	Cytochrome P450cdd exhibited lower activities toward 7-ethoxycoumarin and benzo[alpha]pyrene, and a higher activity toward acetanilide as compared with those of cytochrome P450c and cytochrome P450ccd.	acetanilide	123-134	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	161-177
656450-5	1978	The peaks of radioactivity and of residual enzyme activities (hydrolysing methylbutyrate, p-nitrophenylacetate and acetanilide) were found in the same peaks after column chromatography and could be related to the well-defined esterases E1, E2 and EA.	acetanilide	115-126	carboxylesterase 1C	Rattus norvegicus	236-249
2983185-2	1985	Reaction thermodynamics have been calculated for an oxene model for cytochrome P-450 oxidations of four related arylamines: aniline, p-hydroxyaniline, acetanilide, and acetaminophen, by both radical and nonradical mechanisms, using a semiempirical molecular orbital method (modified neglect of differential overlap).	acetanilide	151-162	cytochrome P450 family 4 subfamily F member 3	Homo sapiens	68-84
6145564-5	1984	Cytochrome b5 inhibits benzphetamine demethylation by isozyme 2, the effect increasing up to the highest concentrations tested, and stimulates 7-ethoxycoumarin deethylation by isozyme 2 and acetanilide p-hydroxylation by isozyme 4, the optimal b5:P-450 molar ratio being about 2.	acetanilide	190-201	cytochrome b5 type A	Homo sapiens	0-13
6830852-3	1983	Caffeine addition (in vitro) to partially purified cytochrome P-450 altered the hexobarbital, aniline and ethylisocyanide induced spectral change, and decreased NADPH oxidation in presence of substrates aminopyrine and acetanilide.	acetanilide	219-230	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	51-67
6220203-4	1983	Two compounds, acetanilide and antipyrine, for which the in vivo evidence was against an association between their metabolism and that of debrisoquine, were weak, noncompetitive inhibitors of debrisoquine 4-hydroxylase activity.	acetanilide	15-26	cytochrome P450 family 2 subfamily D member 6	Homo sapiens	192-218
7110118-0	1982	1H Fourier transform nuclear magnetic resonance relaxation rate studies on the interaction of acetanilide with purified isozymes of rabbit liver microsomal cytochrome P-450 and with cytochrome b5.	acetanilide	94-105	cytochrome P-450	Oryctolagus cuniculus	156-172
7110118-0	1982	1H Fourier transform nuclear magnetic resonance relaxation rate studies on the interaction of acetanilide with purified isozymes of rabbit liver microsomal cytochrome P-450 and with cytochrome b5.	acetanilide	94-105	cytochrome b5	Oryctolagus cuniculus	182-195
3519592-4	1986	Monooxygenase activity towards 7-ethoxycoumarin and acetanilide of the AH22/pJMC1 cells was 1.7-fold and 1.5-fold higher than that of the AH22/pAMC1 cells, respectively, whereas the activity of the AH22/pAMC1 cells towards 7-ethoxycoumarin and acetanilide was more than 1,000-fold 10-fold higher than that of the control AH22/pAAH5 cells which contain no P-450MC cDNA, respectively.	acetanilide	52-63	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	355-362
3082610-8	1986	In addition, whole AH22/pARM1 cells exhibited higher monooxygenase activity toward acetanilide and 7-ethoxycoumarin than control AH22/pAMC1 cells.	acetanilide	83-94	prostate androgen-regulated mucin-like protein 1	Rattus norvegicus	24-29
6240243-7	1984	The result is almost the same as in acetanilide hydroxylation, depending on cytochrome P-450.	acetanilide	36-47	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	76-92
6506095-3	1984	In carbon tetrachloride (CCl4)-pretreated mice, ampicillin increased acetanilide hydroxylation compared with CCl4 treatment alone; however, all other parameters of the MFO system remained unchanged.	acetanilide	69-80	chemokine (C-C motif) ligand 4	Mus musculus	25-29
6314905-0	1983	Differential metabolism of acetanilide versus ethoxycoumarin and benzo[a]pyrene by two 3-methylcholanthrene-inducible forms of rat liver cytochrome P-450.	acetanilide	27-38	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	137-153
6626536-6	1983	Metyrapone effected a saturable enhancement of several PB-1-catalyzed reactions in the reconstituted system [Km(metyrapone) congruent to 200 microM], which varied in magnitude with the substrate, with a maximal stimulation of 5-8-fold in the case of acetanilide 4-hydroxylation.	acetanilide	250-261	cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1	Rattus norvegicus	55-59
729578-3	1978	The later temporal expression of inducible acetanilide 4-hydroxylase closely parallels 2,3,7,8-tetrachlorodibenzo-p-dioxin-induced increases in size of a 54000-Mr electrophoretic band and a 2--3-nm hypsochromic shift in the Soret peak of the total microsomal reduced cytochrome P-450 .	acetanilide	43-54	cytochrome P450, family 21, subfamily a, polypeptide 1	Mus musculus	267-283
26454172-2	2015	Structures of AAA were determined in its native form and in complex with the analgesic acetanilide, p-acetaminophenol, at 1.70 A and 1.73 A resolutions, respectively.	acetanilide	87-98	AAA1	Homo sapiens	14-17
693568-3	1978	Statistically significant correlations were found between the half-lives and metabolic clearance rates of phenacetin, acetanilide and theophylline and the AHH ratios except for the metabolic clearance rates of phenacetin which did not correlate.	acetanilide	118-129	cytochrome P450 family 1 subfamily B member 1	Homo sapiens	155-158
934354-3	1976	The aniline, after acetylation, was identified as acetanilide by melting point, Rf-value in TCL as well as UV, IR, and NMR spectroscopy.	acetanilide	50-61	ras homolog family member J	Homo sapiens	92-95
28442255-0	2017	Acetanilide and bromoacetyl-lysine derivatives as activators for human histone deacetylase 8.	acetanilide	0-11	histone deacetylase 8	Homo sapiens	71-92
30558193-3	2018	The use of N-(1-naphthyl)acetamide in place of acetanilide switched the reaction pathway from the oxidative [2+2+2] annulation-lactamization via C-H/C-H cleavage to the non-oxidative [2+2+2] annulation via C-H/C-N cleavage.	acetanilide	47-58	churchill domain containing 1	Homo sapiens	145-152
24930835-6	2014	Furthermore, the methylenedioxy HHIPs 2d (N-phenylacetamide) and 2f (N,N-diethylacetamide), exhibited high selectivity at MT1 or MT2 receptors, respectively, when compared with melatonin.	acetanilide	42-59	metallothionein 1I, pseudogene	Homo sapiens	122-125
25363163-2	2014	The samples were characterized by SEM, TEM, XRD, TPD, and BET and were employed for fixation of CO2 on aniline to produce pharmaceutically important acetanilide under mild reaction conditions (150  C and 150 Psi CO2 pressure).	acetanilide	149-160	delta/notch like EGF repeat containing	Homo sapiens	58-61
24930835-6	2014	Furthermore, the methylenedioxy HHIPs 2d (N-phenylacetamide) and 2f (N,N-diethylacetamide), exhibited high selectivity at MT1 or MT2 receptors, respectively, when compared with melatonin.	acetanilide	42-59	metallothionein 2A	Homo sapiens	129-132
18949657-2	2008	In a reconstituted system, this enzyme showed a good catalytic activity towards caffeine, acetanilide, and methoxyresorufin, all known markers of mammalian CYP1A2.	acetanilide	90-101	cytochrome P450 family 1 subfamily A member 2	Homo sapiens	156-162
19232786-0	2009	Discovery of novel acetanilide derivatives as potent and selective beta3-adrenergic receptor agonists.	acetanilide	19-30	adrenoceptor beta 3	Homo sapiens	67-92
19232786-1	2009	In the search for potent and selective human beta3-adrenergic receptor (AR) agonists as potential drugs for the treatment of obesity and noninsulin-dependent (type II) diabetes, a novel series of acetanilide-based analogues were prepared and their biological activities were evaluated at the human beta3-, beta2-, and beta1-ARs.	acetanilide	196-207	adrenoceptor beta 3	Homo sapiens	45-70
19232786-1	2009	In the search for potent and selective human beta3-adrenergic receptor (AR) agonists as potential drugs for the treatment of obesity and noninsulin-dependent (type II) diabetes, a novel series of acetanilide-based analogues were prepared and their biological activities were evaluated at the human beta3-, beta2-, and beta1-ARs.	acetanilide	196-207	adrenoceptor beta 3	Homo sapiens	72-74
18710030-4	2008	A high-fat diet enhanced reactions of biotransformation of amidopyrine, acetanilide, toluene, sulfadimezine, were catalyzed with CYP2E1, CYP3A and enzymes of conjugation, simultaneously it increased the hepatotoxicity of paracetamol.	acetanilide	72-83	cytochrome P450, family 2, subfamily e, polypeptide 1	Rattus norvegicus	129-135
18710030-4	2008	A high-fat diet enhanced reactions of biotransformation of amidopyrine, acetanilide, toluene, sulfadimezine, were catalyzed with CYP2E1, CYP3A and enzymes of conjugation, simultaneously it increased the hepatotoxicity of paracetamol.	acetanilide	72-83	cytochrome P450, family 3, subfamily a, polypeptide 62	Rattus norvegicus	137-142
17407290-5	2007	Solvent addition (forming the acetanilide in MeCN, the ethers in alcohols, overall a SN1 solvolysis) is a diagnostic reaction for the singlet cation, as reduction and trapping by benzene are for the corresponding triplet.	acetanilide	30-41	solute carrier family 38 member 3	Homo sapiens	85-88
16828993-2	2006	Benzocaine, salicylic acid and acetanilide show a single peak in the least polar mixture (ethanol-ethyl acetate) at delta1=22.59, 21.70 and 20.91 MPa1/2, respectively.	acetanilide	31-42	guanylate binding protein 4	Homo sapiens	146-152
17847714-3	2007	A new acetanilide substrate, o-nitrotrifluoroacetanilide (o-NTFNAC), which is more reactive than the classical o-nitroacetanilide, made it possible to determine the catalytic parameters for hydrolysis by fatty-acid free human serum albumin.	acetanilide	6-17	albumin	Homo sapiens	232-239