General Information of Drug (ID: DM7PQIK)

Drug Name
Nitrofurantoin Drug Info
Synonyms
Alfuran; Benkfuran; Berkfuran; Berkfurin; Ceduran; Chemiofuran; Cistofuran; Cyantin; Cystit; Dantafur; Furabid; Furachel; Furadantin; Furadantine; Furadantoin; Furadoine; Furadonin; Furadonine; Furadoninum; Furadontin; Furalan; Furaloid; Furantoin; Furatoin; Furedan; Furina; Furobactina; Furodantin; Furophen; Gerofuran; Ituran; Macpac; Macrobid; Macrodantin; Macrodantina; Macrofuran; Macrofurin; NITROFURANTION; Nierofu; Nifurantin; Nifuretten; Nitoin; Nitrex; Nitrofuradantin; Nitrofurantoina; Nitrofurantoine; Nitrofurantoinum; Novofuran; Orafuran; Parfuran; Phenurin; PiyEloseptyl; Siraliden; Trantoin; Uerineks; Urantoin; Urizept; Urodil; Urodin; Urofuran; Urofurin; Urolisa; Urolong; Welfurin; Zoofurin; Fua Med; Furadantin Retard; Furadantina MC; Furadantine mc; Furophen T; NITROFURANTOIN MACROCRYSTALLINE; Nitrofurantoina [DCIT]; Fua-med; Fur-ren; Furadantin (TN); Furadantine-MC; Macrobid (TN); Macrodantin (TN); N-Toin; ND-3320; ND-7248; NITROFURANTOIN, MACROCRYSTALLINE; Nitro Macro (TN); Nitrofur-C; Nitrofurantoine [INN-French]; Nitrofurantoinum [INN-Latin]; Ro-Antoin; Urantoin (TN); Uro-Selz; Uro-Tablinen; Uro-tablineu; Usaf ea-2; Nitrofurantoin (JAN/USP/INN); Nitrofurantoin [USAN:INN:BAN:JAN]; N-(5-Nitrofurfurylidene)-1-aminohydantoin; N-(5-Nitro-2-furfurylidene)-1-aminohydantoin; N-(5-Nitro-2-furfurylideno)-1-aminohydantoina; N-(5-Nitro-2-furfurylideno)-1-aminohydantoina [Polish]; N-(5-nitro-2-furfurylidene)-1-aminohyda ntoin; 1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione; 1-((5-Nitrofurfurylidene)amino)hydantoin; 1-(5-Nitro-2-furfurylidenamino)hydantoin; 1-(5-Nitro-2-furfurylideneamino)hydantoin; 1-[(5-:nitrofurfurylidene)amino]hydantoin; 1-[(5-Nitrofurfurylidene)amino]hydantoin; 1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione; 1-[[(5-Nitro-2-furanyl)methylene]amino]-2,4-imidazolidinedione; 1-{[(1E)-(5-nitro-2-furyl)methylene]amino}imidazolidine-2,4-dione; 1-{[(1E)-(5-nitrofuran-2-yl)methylidene]amino}imidazolidine-2,4-dione; 5-Nitrofurantoin
Indication
Disease Entry ICD 11 Status REF
Urinary tract infection GC08 Approved [1]
Therapeutic Class
Antiinfective Agents
Cross-matching ID
PubChem CID
6604200
ChEBI ID
CHEBI:71415
CAS Number
CAS 67-20-9
TTD Drug ID
DM7PQIK
VARIDT Drug ID
DR00886
INTEDE Drug ID
DR1169
ACDINA Drug ID
D00475

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DTP
DME
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Metronidazole DMTIVEN Abscess Approved [19]
Clofazimine DMEBOFW Crohn disease DD70 Approved [20]
Hydroxystilbamidine Isethionate DMR5QS6 Blastomycosis 1F22 Approved [21]
Furazolidone DM3P6V7 Diarrhea ME05.1 Approved [22]
Proflavine DMF1X5P Sepsis 1G40-1G41 Approved [23]
MGB-BP-3 DMPBTVK Clostridium infection 1A04 Phase 2 [24]
⏷ Show the Full List of 6 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [25]
Methotrexate DM2TEOL Anterior urethra cancer Approved [26]
Folic Acid DMEMBJC Colorectal carcinoma Approved [27]
Fluorouracil DMUM7HZ Adenocarcinoma 2D40 Approved [28]
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [29]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [30]
Tamoxifen DMLB0EZ Breast cancer 2C60-2C65 Approved [31]
Estradiol DMUNTE3 Acne vulgaris ED80 Approved [30]
Sulfasalazine DMICA9H Irritable bowel syndrome DD91.0 Approved [32]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [33]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [34]
Daunorubicin DMQUSBT Acute monocytic leukemia Approved [35]
Tacrolimus DMZ7XNQ Graft-versus-host disease 4B24 Approved [36]
Benzphetamine DMIJATC Obesity 5B81 Approved [37]
Nilutamide DMFN07X Prostate cancer 2C82.0 Approved [38]
Menadiol sodium diphosphate DMP9N85 Coagulation defect 3B10.0 Approved [39]
Amrubicin DM6SGUB Small-cell lung cancer 2C25.Y Phase 3 [40]
Nitrobenzodiazepine DM254EW N. A. N. A. Investigative [41]
⏷ Show the Full List of 8 Drug(s)
Drug(s) Metabolized By Nitroreductase (NTR)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Nitrazepam DMEGIQ6 Epilepsy 8A60-8A68 Approved [42]
P-nitrobenzoic acid DMVJUOZ N. A. N. A. Investigative [10]
P-nitrobenzoic acid DMVJUOZ N. A. N. A. Investigative [10]
Metronidazole DMTIVEN Abscess Approved [43]
P-nitrobenzoic acid DMVJUOZ N. A. N. A. Investigative [10]
P-nitrobenzoic acid DMVJUOZ N. A. N. A. Investigative [10]
Metronidazole DMTIVEN Abscess Approved [9]
Nitrofurazone DMSM2KE Skin burns ME65.0 Approved [9]
Metronidazole DMTIVEN Abscess Approved [9]
Nitrofurazone DMSM2KE Skin burns ME65.0 Approved [9]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Riboflavin DM8YMWE Acne vulgaris ED80 Approved [5]
Nitrofurazone DMSM2KE Skin burns ME65.0 Approved [5]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Riboflavin DM8YMWE Acne vulgaris ED80 Approved [7]
Nitrofurazone DMSM2KE Skin burns ME65.0 Approved [7]
Drug Name Drug ID Indication ICD 11 Highest Status REF
Testosterone DM7HUNW Hot flushes GA30 Approved [44]
Progesterone DMUY35B Amenorrhea GA20.0 Approved [44]
Gefitinib DM15F0X Colon adenocarcinoma Approved [45]
Sunitinib DMCBJSR Acute undifferentiated leukemia Approved [46]
Rosuvastatin DMMIQ7G Arteriosclerosis BD40 Approved [47]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [48]
Methotrexate DM2TEOL Anterior urethra cancer Approved [49]
Quercetin DM3NC4M Obesity 5B81 Approved [50]
Zidovudine DM4KI7O Human immunodeficiency virus infection 1C62 Approved [51]
Imatinib DM7RJXL Acute lymphoblastic leukaemia 2A85 Approved [52]
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Drug(s) Affected By Bile salt export pump (ABCB11)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Glimepiride DM5FSJA Diabetic complication 5A2Y Approved [53]
Ezetimibe DM7A8TW Atherosclerosis BD40 Approved [12]
Glipizide DMZA5PQ Diabetic complication 5A2Y Approved [12]
Bosentan DMIOGBU Pulmonary arterial hypertension BB01.0 Approved [54]
Indinavir DM0T3YH Human immunodeficiency virus infection 1C62 Approved [53]
Ofloxacin DM0VQN3 Acute gonococcal cervicitis Approved [12]
Primidone DM0WX6I Epilepsy 8A60-8A68 Approved [17]
Gefitinib DM15F0X Colon adenocarcinoma Approved [53]
Drospirenone DM1A9W3 Acne vulgaris ED80 Approved [55]
Nitrendipine DM21C09 Hypertension BA00-BA04 Approved [53]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Tolbutamide DM02AWV Advanced cancer 2A00-2F9Z Approved [18]
Diazepam DM08E9O Alcohol withdrawal Approved [18]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [56]
Selenium DM25CGV N. A. N. A. Approved [57]
Ciprofloxacin XR DM2NLS9 Acute gonococcal cervicitis Approved [18]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [18]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [18]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [18]
Omeprazole DM471KJ Cystic fibrosis CA25 Approved [18]
Fluphenazine DMIT8LX Psychotic disorder 6A20-6A25 Approved [18]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Paclitaxel DMLB81S Breast carcinoma Approved [58]
Verapamil DMA7PEW Angina pectoris BA40 Approved [59]
Methysergide DM1EF73 Migraine 8A80 Approved [17]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [60]
Methotrexate DM2TEOL Anterior urethra cancer Approved [61]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [17]
Quercetin DM3NC4M Obesity 5B81 Approved [62]
obeticholic acid DM3Q1SM Primary biliary cholangitis DB96.1 Approved [63]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [64]
Omeprazole DM471KJ Cystic fibrosis CA25 Approved [65]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [66]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [67]
Methimazole DM25FL8 Hyperthyroidism 5A02 Approved [68]
Clavulanate DM2FGRT Bacteremia 1A73 Approved [60]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [69]
Quercetin DM3NC4M Obesity 5B81 Approved [70]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [71]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [72]
Acetic Acid, Glacial DM4SJ5Y infection in the ear canal AA0Y Approved [73]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [74]
⏷ Show the Full List of 10 Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [75]
SPI-1005 DM6XFHS Reperfusion injury ND56.Z Approved [15]
Imipramine DM2NUH3 Depression 6A70-6A7Z Approved [15]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [76]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [77]
Ceftazidime DM41GRA Bacteremia 1A73 Approved [15]
Tretinoin DM49DUI Acne vulgaris ED80 Approved [72]
Chlorpheniramine DM5URA2 Allergic rhinitis CA08.0 Approved [15]
Ethacrynic acid DM60QMR Edema MG29 Approved [15]
Arsenic trioxide DM61TA4 Acute lymphoblastic leukaemia 2A85 Approved [15]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By NAD(P)H dehydrogenase 1 (NQO1)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cisplatin DMRHGI9 Adenocarcinoma 2D40 Approved [78]
Doxorubicin DMVP5YE Acute myelogenous leukaemia 2A41 Approved [79]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [66]
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [80]
TECFIDERA DM2OVDT Multiple sclerosis 8A40 Approved [81]
Sulindac DM2QHZU Acute myelogenous leukaemia 2A41 Approved [82]
Simvastatin DM30SGU Arteriosclerosis BD40 Approved [83]
Lapatinib DM3BH1Y Breast cancer 2C60-2C65 Approved [84]
Quercetin DM3NC4M Obesity 5B81 Approved [85]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [86]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Deoxyribonucleic acid (Bact DNA) TTS1W4A NOUNIPROTAC Breaker [2]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Breast cancer resistance protein (ABCG2) DTI7UX6 ABCG2_HUMAN Substrate [3]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
NADPH-cytochrome P450 reductase (CPR) DE3N2FM NCPR_HUMAN Substrate [4]
NADPH-dependent oxidoreductase (nfrA) DE82GV7 NRFA_STAA8 Substrate [5] , [6]
NADPH-dependent nitroreductase (nfrA1) DE21PLI NFRA1_BACSU Substrate [7] , [8]
Nitroreductase (NTR) DEUW4J0 A0A376H6M5_ENTGA Substrate [9]
Nitroreductase (NTR) DEP7ECA B1R7B9_CLOPF Substrate [10]
Nitroreductase (NTR) DE5LYXF A0A2X3BKF5_CLOSG Substrate [11] , [10]
Nitroreductase (NTR) DE3U2Y6 A0A377KR04_ENTCA Substrate [9]
Nitroreductase (NTR) DEAVXGM A0A412R9E4_9FIRM Substrate [10]
Nitroreductase (NTR) DE7XBKW A0A174SJF2_9CLOT Substrate [10]
Nitroreductase (NTR) DEH3ABM A0A351QTB1_CLOSP Substrate [10]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Bile salt export pump (ABCB11) OTRU7THO ABCBB_HUMAN Gene/Protein Processing [12]
Broad substrate specificity ATP-binding cassette transporter ABCG2 (ABCG2) OTW8V2V1 ABCG2_HUMAN Regulation of Drug Effects [13]
Glutamate--cysteine ligase catalytic subunit (GCLC) OTESDI4D GSH1_HUMAN Gene/Protein Processing [14]
Heat shock factor protein 1 (HSF1) OTYNJ4KP HSF1_HUMAN Gene/Protein Processing [15]
NAD(P)H dehydrogenase 1 (NQO1) OTZGGIVK NQO1_HUMAN Drug Response [16]
Phosphatidylcholine translocator ABCB4 (ABCB4) OTE6PY83 MDR3_HUMAN Gene/Protein Processing [17]
Transmembrane protease serine 2 (TMPRSS2) OTN44YQ5 TMPS2_HUMAN Gene/Protein Processing [18]

References

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26 Wild-type breast cancer resistance protein (BCRP/ABCG2) is a methotrexate polyglutamate transporter. Cancer Res. 2003 Sep 1;63(17):5538-43.
27 The effect of low pH on breast cancer resistance protein (ABCG2)-mediated transport of methotrexate, 7-hydroxymethotrexate, methotrexate diglutamate, folic acid, mitoxantrone, topotecan, and resveratrol in in vitro drug transport models. Mol Pharmacol. 2007 Jan;71(1):240-9.
28 Role of BCRP as a biomarker for predicting resistance to 5-fluorouracil in breast cancer. Cancer Chemother Pharmacol. 2009 May;63(6):1103-10.
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30 Sterol transport by the human breast cancer resistance protein (ABCG2) expressed in Lactococcus lactis. J Biol Chem. 2003 Jun 6;278(23):20645-51.
31 The phytoestrogen genistein enhances multidrug resistance in breast cancer cell lines by translational regulation of ABC transporters. Cancer Lett. 2016 Jun 28;376(1):165-72.
32 Curcumin inhibits the activity of ABCG2/BCRP1, a multidrug resistance-linked ABC drug transporter in mice. Pharm Res. 2009 Feb;26(2):480-7.
33 Imatinib mesylate (STI571) is a substrate for the breast cancer resistance protein (BCRP)/ABCG2 drug pump. Blood. 2004 Nov 1;104(9):2940-2.
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35 Lack of mechanism-based inactivation of rat hepatic microsomal cytochromes P450 by doxorubicin. Can J Physiol Pharmacol. 1999 Aug;77(8):589-97.
36 Polymorphisms in cytochrome P450 oxidoreductase and its effect on drug metabolism and efficacy. Pharmacogenet Genomics. 2017 Sep;27(9):337-346.
37 On the mechanism of the inactivation of the major phenobarbital-inducible isozyme of rat liver cytochrome P-450 by chloramphenicol. J Biol Chem. 1985 Jul 15;260(14):8397-403.
38 Generation of free radicals during the reductive metabolism of nilutamide by lung microsomes: possible role in the development of lung lesions in patients treated with this anti-androgen. Biochem Pharmacol. 1992 Feb 4;43(3):654-7.
39 Creatinine sulfate/esculoside/hesperidin methyl chalcone/menadiol sodium phosphate/tranexamic acid actions.
40 Characterization of the enzymes involved in the in vitro metabolism of amrubicin hydrochloride. Xenobiotica. 2005 Dec;35(12):1121-33.
41 Flavin-containing reductase: new perspective on the detoxification of nitrobenzodiazepine. Expert Opin Drug Metab Toxicol. 2010 Aug;6(8):967-81.
42 Reduction of nitrazepam by Clostridium leptum, a nitroreductase-producing bacterium isolated from the human intestinal tract. Clin Infect Dis. 1997 Sep;25 Suppl 2:S121-2.
43 Acetamide--a metabolite of metronidazole formed by the intestinal flora. Biochem Pharmacol. 1979 Dec 15;28(24):3611-5.
44 Localization of breast cancer resistance protein (Bcrp) in endocrine organs and inhibition of its transport activity by steroid hormones. Cell Tissue Res. 2012 Aug;349(2):551-63. doi: 10.1007/s00441-012-1417-5. Epub 2012 May 13.
45 Pharmacogenetics of ABCG2 and adverse reactions to gefitinib. J Natl Cancer Inst. 2006 Dec 6;98(23):1739-42.
46 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
47 ABCG2 polymorphism is associated with the low-density lipoprotein cholesterol response to rosuvastatin. Clin Pharmacol Ther. 2010 May;87(5):558-62.
48 Ciprofloxacin mediates cancer stem cell phenotypes in lung cancer cells through caveolin-1-dependent mechanism. Chem Biol Interact. 2016 Apr 25;250:1-11.
49 Proteomic identification of differentially expressed proteins associated with the multiple drug resistance in methotrexate-resistant human breast cancer cells. Int J Oncol. 2014 Jul;45(1):448-58.
50 Activation of beta-catenin signalling by GSK-3 inhibition increases p-glycoprotein expression in brain endothelial cells. J Neurochem. 2008 Aug;106(4):1855-65. doi: 10.1111/j.1471-4159.2008.05537.x. Epub 2008 Jul 4.
51 Differential gene expression in human hepatocyte cell lines exposed to the antiretroviral agent zidovudine. Arch Toxicol. 2014 Mar;88(3):609-23. doi: 10.1007/s00204-013-1169-3. Epub 2013 Nov 30.
52 Chronic imatinib mesylate exposure leads to reduced intracellular drug accumulation by induction of the ABCG2 (BCRP) and ABCB1 (MDR1) drug transport pumps. Cancer Biol Ther. 2005 Jul;4(7):747-52.
53 Interference with bile salt export pump function is a susceptibility factor for human liver injury in drug development. Toxicol Sci. 2010 Dec; 118(2):485-500.
54 Omics-based responses induced by bosentan in human hepatoma HepaRG cell cultures. Arch Toxicol. 2018 Jun;92(6):1939-1952.
55 A multifactorial approach to hepatobiliary transporter assessment enables improved therapeutic compound development. Toxicol Sci. 2013 Nov;136(1):216-41.
56 Global gene expression analysis reveals differences in cellular responses to hydroxyl- and superoxide anion radical-induced oxidative stress in caco-2 cells. Toxicol Sci. 2010 Apr;114(2):193-203. doi: 10.1093/toxsci/kfp309. Epub 2009 Dec 31.
57 Selenium and vitamin E: cell type- and intervention-specific tissue effects in prostate cancer. J Natl Cancer Inst. 2009 Mar 4;101(5):306-20.
58 [Reversal effect of MDR1 and MDR3 gene silencing on resistance of A2780/taxol cells to paclitaxel]. Zhonghua Fu Chan Ke Za Zhi. 2007 Jun;42(6):412-6.
59 8-Methoxypsoralen disrupts MDR3-mediated phospholipids efflux and bile acid homeostasis and its relevance to hepatotoxicity. Toxicology. 2017 Jul 1;386:40-48. doi: 10.1016/j.tox.2017.05.011. Epub 2017 May 24.
60 Molecular mechanisms of hepatotoxic cholestasis by clavulanic acid: Role of NRF2 and FXR pathways. Food Chem Toxicol. 2021 Dec;158:112664. doi: 10.1016/j.fct.2021.112664. Epub 2021 Nov 9.
61 Global molecular effects of tocilizumab therapy in rheumatoid arthritis synovium. Arthritis Rheumatol. 2014 Jan;66(1):15-23.
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63 Pharmacotoxicology of clinically-relevant concentrations of obeticholic acid in an organotypic human hepatocyte system. Toxicol In Vitro. 2017 Mar;39:93-103.
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65 Evaluation of gene induction of drug-metabolizing enzymes and transporters in primary culture of human hepatocytes using high-sensitivity real-time reverse transcription PCR. Yakugaku Zasshi. 2002 May;122(5):339-61.
66 Cannabidiol induces antioxidant pathways in keratinocytes by targeting BACH1. Redox Biol. 2020 Jan;28:101321. doi: 10.1016/j.redox.2019.101321. Epub 2019 Sep 5.
67 Neuroprotective effects of glucomoringin-isothiocyanate against H(2)O(2)-Induced cytotoxicity in neuroblastoma (SH-SY5Y) cells. Neurotoxicology. 2019 Dec;75:89-104. doi: 10.1016/j.neuro.2019.09.008. Epub 2019 Sep 12.
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