Tadalafil (BioDeep_00000018143)
human metabolite blood metabolite Chemicals and Drugs
代谢物信息卡片
化学式: C22H19N3O4 (389.13754940000007)
中文名称: 西力士
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1CC(=O)N2C(C1=O)CC3=C(C2C4=CC5=C(C=C4)OCO5)NC6=CC=CC=C36
InChI: InChI=1S/C22H19N3O4/c1-24-10-19(26)25-16(22(24)27)9-14-13-4-2-3-5-15(13)23-20(14)21(25)12-6-7-17-18(8-12)29-11-28-17/h2-8,16,21,23H,9-11H2,1H3/t16-,21-/m1/s1
描述信息
Tadalafil is an orally adminstered drug used to treat male erectile dysfunction (impotence). It is marketed worldwide under the brand name Cialis. It is a phosphodiesterase 5 (PDE5) inhibitor. Tadalafils distinguishing pharmacologic feature is its longer half-life (17.5 hours) compared with Viagra and Levitra (4-5 hours). This longer half-life results in a longer duration of action and is, in part, responsible for the Cialis nickname of the weekend pill. This longer half-life also is the basis of current investigation for tadalafils use in pulmonary arterial hypertension as a once-daily therapy. [Wikipedia]
G - Genito urinary system and sex hormones > G04 - Urologicals > G04B - Urologicals > G04BE - Drugs used in erectile dysfunction
D004791 - Enzyme Inhibitors > D010726 - Phosphodiesterase Inhibitors > D058986 - Phosphodiesterase 5 Inhibitors
C471 - Enzyme Inhibitor > C744 - Phosphodiesterase Inhibitor > C2127 - cGMP Phosphodiesterase Inhibitor
D000089162 - Genitourinary Agents > D064804 - Urological Agents
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
同义名列表
12 个代谢物同义名
(2R,8R)-2-(2H-1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),11,13,15-tetraene-4,7-dione; (6R,12AR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-(methylenedioxy)phenyl) pyrazino(1,2:1,6)pyrido(3,4-b)indole-1,4-dione; (6R-trans)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino(1,2:1,6)pyrido(3,4-b)indole-1,4-dione; 6-BENZO[1,3]dioxol-5-yl-2-methyl-2,3,6,7,12,12a-hexahydro-pyrazino[1,2:1,6]pyrido[3,4-b]indole-1,4-dione; CHEMBL1671905; Tadanafil; Tadalafil; ICOS 351; 351, IC; Zalutia; Adcirca; Cialis
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:71940
- PubChem: 4687521
- PubChem: 110635
- HMDB: HMDB0014958
- DrugBank: DB00820
- ChEMBL: CHEMBL779
- Wikipedia: Tadalafil
- MeSH: Tadalafil
- chemspider: 99301
- CAS: 1242099-07-5
- CAS: 171596-29-5
- CAS: 171488-03-2
- PMhub: MS000002856
- RefMet: Tadalafil
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Doaa M Abdel-Rahman, Basim Anwar Shehata Messiha, Fares E M Ali, Amany A Azouz. Regulation of renal nitric oxide and eNOS/iNOS expression by tadalafil participates in the mitigation of amphotericin B-induced renal injury: Down-regulation of NF-κB/iNOS/caspase-3 signaling.
Naunyn-Schmiedeberg's archives of pharmacology.
2023 Oct; ?(?):. doi:
10.1007/s00210-023-02787-w
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Zhonghua nan ke xue = National journal of andrology.
2023 Jun; 29(6):527-532. doi:
"
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Molecular and cellular biochemistry.
2023 Mar; 478(3):679-696. doi:
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Medicina (Kaunas, Lithuania).
2023 Feb; 59(3):. doi:
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Zhonghua nan ke xue = National journal of andrology.
2023 Jan; 29(1):83-87. doi:
"
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Applied optics.
2022 Nov; 61(33):9904-9910. doi:
10.1364/ao.462727
. [PMID: 36606822] - Jialing Liu, Jian Sun, Huan Wei, Hong Yu, Xiangdong Dai, Qing Hu. Isolation and characterization of a novel tadalafil analogue adulterant, N-cyclohexyl nortadalafil, in a dietary supplement.
Journal of pharmaceutical and biomedical analysis.
2022 Nov; 227(?):115144. doi:
10.1016/j.jpba.2022.115144
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Medicine.
2022 Oct; 101(43):e30776. doi:
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. [PMID: 36316841] - Mostafa AbdelRazek, Ahmad Abolyosr, Omar Mhammed, Atef Fathi, Mohammed Talaat, Ahmed Hassan. Prospective comparison of tadalafil 5 mg alone, silodosin 8 mg alone, and the combination of both in treatment of lower urinary tract symptoms related to benign prostatic hyperplasia.
World journal of urology.
2022 Aug; 40(8):2063-2070. doi:
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European journal of medical research.
2022 Jul; 27(1):117. doi:
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Andrologia.
2022 Jul; 54(6):e14421. doi:
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Journal of fluorescence.
2022 Jul; 32(4):1581-1590. doi:
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International urology and nephrology.
2022 Jun; 54(6):1193-1198. doi:
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Journal of pharmacological sciences.
2022 Jun; 149(2):53-59. doi:
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The International journal of neuroscience.
2022 Apr; 132(4):384-396. doi:
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Revista internacional de andrologia.
2022 Apr; 20(2):73-79. doi:
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Zhonghua nan ke xue = National journal of andrology.
2022 Apr; 28(4):332-338. doi:
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Molecular and cellular endocrinology.
2022 02; 542(?):111527. doi:
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Transplantation.
2022 02; 106(2):280-288. doi:
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Clinical pharmacokinetics.
2022 02; 61(2):249-262. doi:
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Clinical pharmacology in drug development.
2022 02; 11(2):165-172. doi:
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. [PMID: 34453416] - Aline Goncalves Mora, Douglas Rafael Andrade, Sabrina C Janussi, Tiago Tomazini Goncalves, Karla Krikorian, Fernanda B M Priviero, Mario Angelo Claudino. Tadalafil treatment improves cardiac, renal and lower urinary tract dysfunctions in rats with heart failure.
Life sciences.
2022 Jan; 289(?):120237. doi:
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Chest.
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Minerva urology and nephrology.
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Fundamental & clinical pharmacology.
2021 Oct; 35(5):792-807. doi:
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Pharmacology research & perspectives.
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International journal of environmental research and public health.
2021 09; 18(19):. doi:
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Canadian journal of physiology and pharmacology.
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Zhonghua nan ke xue = National journal of andrology.
2021 Sep; 27(9):819-824. doi:
"
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Physiological reports.
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International journal of clinical pharmacy.
2021 Aug; 43(4):900-908. doi:
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Journal of endocrinological investigation.
2021 Jun; 44(6):1219-1228. doi:
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International journal of urology : official journal of the Japanese Urological Association.
2021 04; 28(4):432-438. doi:
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European urology focus.
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Molecules (Basel, Switzerland).
2021 Feb; 26(4):. doi:
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Molecular and cellular biochemistry.
2021 Feb; 476(2):1195-1209. doi:
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Luminescence : the journal of biological and chemical luminescence.
2021 Feb; 36(1):57-65. doi:
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British journal of pharmacology.
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British journal of clinical pharmacology.
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The aging male : the official journal of the International Society for the Study of the Aging Male.
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Current urology reports.
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Medical hypotheses.
2020 Oct; 143(?):110129. doi:
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Placenta.
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Reproductive toxicology (Elmsford, N.Y.).
2020 09; 96(?):165-174. doi:
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Life sciences.
2020 Sep; 256(?):117960. doi:
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Physiological reports.
2020 09; 8(17):e14556. doi:
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Neurourology and urodynamics.
2020 09; 39(7):1994-2002. doi:
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Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
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European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
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Neurourology and urodynamics.
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Molecular and cellular biochemistry.
2020 May; 468(1-2):47-58. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2020 May; 1144(?):122077. doi:
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BJU international.
2020 05; 125(5):718-724. doi:
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Medical science monitor : international medical journal of experimental and clinical research.
2020 Apr; 26(?):e923179. doi:
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International journal of urology : official journal of the Japanese Urological Association.
2020 Mar; 27(3):258-265. doi:
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Andrology.
2020 03; 8(2):268-276. doi:
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Urology journal.
2020 01; 17(1):91-96. doi:
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Theriogenology.
2020 Jan; 142(?):236-245. doi:
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Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2020 Jan; 135(?):111038. doi:
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Lower urinary tract symptoms.
2020 Jan; 12(1):47-53. doi:
10.1111/luts.12283
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BioMed research international.
2020; 2020(?):1631735. doi:
10.1155/2020/1631735
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The journal of sexual medicine.
2019 12; 16(12):1912-1921. doi:
10.1016/j.jsxm.2019.09.006
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Renal failure.
2019 Nov; 41(1):976-986. doi:
10.1080/0886022x.2019.1669459
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Medicine.
2019 Nov; 98(46):e17925. doi:
10.1097/md.0000000000017925
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Vascular pharmacology.
2019 Nov; 122-123(?):106599. doi:
10.1016/j.vph.2019.106599
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Journal of veterinary pharmacology and therapeutics.
2019 Nov; 42(6):665-672. doi:
10.1111/jvp.12805
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Andrology.
2019 11; 7(6):804-817. doi:
10.1111/andr.12683
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BMC cancer.
2019 Oct; 19(1):996. doi:
10.1186/s12885-019-6152-9
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British journal of clinical pharmacology.
2019 10; 85(10):2302-2309. doi:
10.1111/bcp.14039
. [PMID: 31222765] - Moustafa El Taieb, Eisa Hegazy, Ahmed Ibrahim. Daily Oral l-Arginine Plus Tadalafil in Diabetic Patients with Erectile Dysfunction: A Double-Blinded, Randomized, Controlled Clinical Trial.
The journal of sexual medicine.
2019 09; 16(9):1390-1397. doi:
10.1016/j.jsxm.2019.06.009
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American journal of men's health.
2019 Sep; 13(5):1557988319882597. doi:
10.1177/1557988319882597
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The journal of maternal-fetal & neonatal medicine : the official journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians.
2019 Sep; 32(17):2879-2882. doi:
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Bioanalysis.
2019 Jul; 11(14):1321-1336. doi:
10.4155/bio-2018-0097
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Pharmacological reports : PR.
2019 Jun; 71(3):517-521. doi:
10.1016/j.pharep.2019.02.008
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Journal of medicinal chemistry.
2019 05; 62(10):4979-4990. doi:
10.1021/acs.jmedchem.9b00123
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European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2019 May; 133(?):275-286. doi:
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Lower urinary tract symptoms.
2019 May; 11(3):109-114. doi:
10.1111/luts.12242
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International journal of urology : official journal of the Japanese Urological Association.
2019 05; 26(5):578-585. doi:
10.1111/iju.13932
. [PMID: 30801851] - Luciana Cristina Teixeira, Renato Toshio Murashita Fujiki, Caio Vinicius Coitinho Paiva de Souza, Camila Mendes de Souza, Maysa Moreira Mismetti, Ricardo Artigiane-Neto, Edna Frasson de Souza Montero, José Luiz Martins. Oxidative stress assessment in intestine of newborn rats submitted to hypoxia and reoxygenation with tadalafil.
Acta cirurgica brasileira.
2019 Apr; 34(4):e201900407. doi:
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Congenital heart disease.
2019 Mar; 14(2):246-255. doi:
10.1111/chd.12688
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Nihon Hinyokika Gakkai zasshi. The japanese journal of urology.
2019; 110(2):106-111. doi:
10.5980/jpnjurol.110.106
. [PMID: 32307377] - Lauren K Wareham, Ana C Dordea, Grigorij Schleifer, Vincent Yao, Annabelle Batten, Fei Fei, Joseph Mertz, Meredith Gregory-Ksander, Louis R Pasquale, Emmanuel S Buys, Rebecca M Sappington. Increased bioavailability of cyclic guanylate monophosphate prevents retinal ganglion cell degeneration.
Neurobiology of disease.
2019 01; 121(?):65-75. doi:
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Biological & pharmaceutical bulletin.
2019; 42(1):110-115. doi:
10.1248/bpb.b18-00652
. [PMID: 30606983] - Elif Öztürk Er, Belma Özbek, Sezgin Bakırdere. Accurate and sensitive determination of sildenafil, tadalafil, vardenafil, and avanafil in illicit erectile dysfunction medications and human urine by LC with quadrupole-TOF-MS/MS and their behaviors in simulated gastric conditions.
Journal of separation science.
2019 Jan; 42(2):475-483. doi:
10.1002/jssc.201800734
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Canadian journal of physiology and pharmacology.
2018 Dec; 96(12):1308-1317. doi:
10.1139/cjpp-2018-0338
. [PMID: 30398909] - Alper Gok, Can Tuygun, Tugba Taskin Türkmenoglu, Gamze Gök, Gamze Avcioglu, Cemil Nural, Ibrahim Güven Kartal, Azmi Levent Sagnak, Osman Raif Karabacak, Hikmet Topaloglu, Muhammed Abdurrahim Imamoglu, Hamit Ersoy. Does Tadalafil Increase The Uptake of Finasteride into Prostate Tissue? A Biochemical and Histological Evaluation in Rats.
Urology journal.
2018 11; 15(6):376-380. doi:
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Journal of chromatographic science.
2018 Nov; 56(10):948-954. doi:
10.1093/chromsci/bmy072
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European journal of medicinal chemistry.
2018 Oct; 158(?):767-780. doi:
10.1016/j.ejmech.2018.09.028
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Neurotoxicity research.
2018 Oct; 34(3):333-346. doi:
10.1007/s12640-018-9876-4
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BJU international.
2018 08; 122(2):317-325. doi:
10.1111/bju.14209
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The Prostate.
2018 07; 78(10):707-713. doi:
10.1002/pros.23514
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Urologia.
2018 May; 85(2):51-54. doi:
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Journal of pharmaceutical and biomedical analysis.
2018 Apr; 152(?):215-223. doi:
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Endocrine.
2018 03; 59(3):602-613. doi:
10.1007/s12020-017-1378-2
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The aging male : the official journal of the International Society for the Study of the Aging Male.
2018 Mar; 21(1):77-82. doi:
10.1080/13685538.2017.1367922
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Human & experimental toxicology.
2018 Mar; 37(3):256-264. doi:
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Neurourology and urodynamics.
2018 02; 37(2):666-672. doi:
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Drug design, development and therapy.
2018; 12(?):935-942. doi:
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