alfuzosin (BioDeep_00000397860)

   


代谢物信息卡片


N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furancarboxamide, hydrochloride

化学式: C19H27N5O4 (389.2062942)
中文名称: 阿夫唑嗪
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN(CCCNC(=O)C1CCCO1)c1nc2cc(c(cc2c(N)n1)OC)OC
InChI: InChI=1S/C19H27N5O4/c1-24(8-5-7-21-18(25)14-6-4-9-28-14)19-22-13-11-16(27-3)15(26-2)10-12(13)17(20)23-19/h10-11,14H,4-9H2,1-3H3,(H,21,25)(H2,20,22,23)

描述信息

G - Genito urinary system and sex hormones > G04 - Urologicals > G04C - Drugs used in benign prostatic hypertrophy > G04CA - Alpha-adrenoreceptor antagonists
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists
D000089162 - Genitourinary Agents > D064804 - Urological Agents
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3350
Alfuzosin (SL 77499-10) is an orally active, selective and competitive α1-adrenoceptor antagonist. Alfuzosin relaxes the muscles of the prostate and bladder neck, aiding in urination. Alfuzosin can be used in study of benign prostatic hyperplasia (BPH)[1][2].

同义名列表

3 个代谢物同义名

alfuzosin; N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro-2-furancarboxamide, hydrochloride; SL 77499



数据库引用编号

33 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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0 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

  • Jing Zhou, Tongyu Wu, Chun Li, Zhuozhou Hu, Liang Han, Xiangxiang Li, Jingjing Liu, Wenyang Zhao, Jia Kang, Xinping Chen. Alfuzosin ameliorates diabetes by boosting PGK1 activity in diabetic mice. Life sciences. 2023 Mar; 317(?):121491. doi: 10.1016/j.lfs.2023.121491. [PMID: 36758669]
  • Mina Wadie, Hoda M Marzouk, Mamdouh R Rezk, Ezzat M Abdel-Moety, Mahmoud A Tantawy. A sensing platform of molecular imprinted polymer-based polyaniline/carbon paste electrodes for simultaneous potentiometric determination of alfuzosin and solifenacin in binary co-formulation and spiked plasma. Analytica chimica acta. 2022 Apr; 1200(?):339599. doi: 10.1016/j.aca.2022.339599. [PMID: 35256148]
  • Heba Samir Elama, Shereen M Shalan, Yasser El-Shabrawy, Manal I Eid, Abdallah M Zeid. Utilization of a micellar matrix for simultaneous spectrofluorimetric estimation of alfuzosin hydrochloride and vardenafil hydrochloride. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 Feb; 266(?):120420. doi: 10.1016/j.saa.2021.120420. [PMID: 34619505]
  • Monica Mazzarino, Cristian Camuto, Fabio Comunità, Xavier de la Torre, Carlotta Stacchini, Francesco Botrè. Application of liquid chromatography coupled to data-independent acquisition mass spectrometry for the metabolic profiling of N-ethyl heptedrone. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Nov; 1185(?):122989. doi: 10.1016/j.jchromb.2021.122989. [PMID: 34678705]
  • Thuy Doan Minh, Tuan Nguyen Thanh Ha, Thuan Nguyen Duy, Ngan Nguyen Hoang, Dung PhamTien, Hung Pham Thai, Hoa Nguyen Thi, Phuong Dang Thi Lan, Binh Pham Quoc, D Y Ivkin, M N Povydysh, Bang Nguyen Cong, M V Krasnova. Linh Phu Khang Tue Tinh inhibited prostate proliferation in rats induced benign prostatic hyperplasia by testosterone propionate. Journal of ethnopharmacology. 2021 Oct; 279(?):114388. doi: 10.1016/j.jep.2021.114388. [PMID: 34224813]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Makinna C Oestreich, Robin Wm Vernooij, Niranjan J Sathianathen, Eu Chang Hwang, Gretchen M Kuntz, Alex Koziarz, Charles D Scales, Philipp Dahm. Alpha-blockers after shock wave lithotripsy for renal or ureteral stones in adults. The Cochrane database of systematic reviews. 2020 11; 11(?):CD013393. doi: 10.1002/14651858.cd013393.pub2. [PMID: 33179245]
  • Abdel Qader Al Bawab, Bashar A Alkhalidi, Esra'a Albarahmieh, Sami M A Qassim, Mohammad A D Al-Saifi, Bashar Al-Saifi, Jonathan Ling, Walid Al-Qerem. Pharmacokinetics and Bioequivalence Estimation of Two Formulations of Alfuzosin Extended-Release Tablets. Clinical pharmacology in drug development. 2020 10; 9(7):780-784. doi: 10.1002/cpdd.860. [PMID: 32770667]
  • Gokhan Sonmez, Ulas Serkan Topaloglu, Murat Keske, Abdullah Demirtas. Efficacy of Alfuzosin in Male Patients with Moderate Lower Urinary Tract Symptoms: Is Metabolic Syndrome a Factor Affecting the Outcome?. Urology journal. 2020 08; 17(5):517-521. doi: 10.22037/uj.v16i7.6204. [PMID: 32869259]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Markos Karavitakis, Iason Kyriazis, Muhammad Imran Omar, Stavros Gravas, Jean-Nicolas Cornu, Marcus J Drake, Mauro Gacci, Christian Gratzke, Thomas R W Herrmann, Stephan Madersbacher, Malte Rieken, Mark J Speakman, Kari A O Tikkinen, Yuhong Yuan, Charalampos Mamoulakis. Management of Urinary Retention in Patients with Benign Prostatic Obstruction: A Systematic Review and Meta-analysis. European urology. 2019 05; 75(5):788-798. doi: 10.1016/j.eururo.2019.01.046. [PMID: 30773327]
  • M I Walash, F Belal, M Fathy, S Zayed, H Borg. Simultaneous HPLC determination of alfuzosin, tamsulosin and vardenafil in human plasma and pharmaceutical formulations using time programmed fluorescence detection. Annales pharmaceutiques francaises. 2019 Jan; 77(1):28-37. doi: 10.1016/j.pharma.2018.08.003. [PMID: 30172351]
  • Mahmoud A Omar, Mohamed A Hammad, Baher I Salman. Micellar enhanced spectrofluorimetric approach for nanogram detection of certain α1 -blocker drugs: Application in pharmaceutical preparations and human plasma. Luminescence : the journal of biological and chemical luminescence. 2018 Nov; 33(7):1226-1234. doi: 10.1002/bio.3539. [PMID: 30094938]
  • Ling Gong, Yanyan Sun, Miao Yu, Ying Gao, Meijuan Zou, Gang Cheng. Development and Evaluation of Compression Coating Gastro-Floating Tablet of Alfuzosin Hydrochloride for Zero-Order Controlled Release. AAPS PharmSciTech. 2018 Oct; 19(7):3277-3286. doi: 10.1208/s12249-018-1168-z. [PMID: 30215168]
  • Mahmoud A Omar, Abdel-Maaboud I Mohamed, Sayed M Derayea, Mohamed A Hammad, Abobakr A Mohamed. An efficient spectrofluorimetric method adopts doxazosin, terazosin and alfuzosin coupling with orthophthalaldehyde: Application in human plasma. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2018 Apr; 195(?):215-222. doi: 10.1016/j.saa.2018.01.077. [PMID: 29414581]
  • Mohamed A Hammad, Mahmoud A Omar, Baher I Salman. Utility of Hantzsch reaction for development of highly sensitive spectrofluorimetric method for determination of alfuzosin and terazosin in bulk, dosage forms and human plasma. Luminescence : the journal of biological and chemical luminescence. 2017 Sep; 32(6):1066-1071. doi: 10.1002/bio.3292. [PMID: 28303653]
  • Faik Kose, Zafer Turkyilmaz, Kaan Sonmez, Ramazan Karabulut, Aylar Poyraz, Ozlem Gulbahar, Arzu Aral, Cagri Damar, Cem Kaya, Abdullah Can Basaklar. The effect of alfuzosin on renal resistive index, urinary electrolytes and β2 microglobulin levels and TGF β-1 levels of kidney tissue in rats with unilateral ureteropelvic junction obstruction. Renal failure. 2016 Sep; 38(8):1283-90. doi: 10.1080/0886022x.2016.1207049. [PMID: 27402370]
  • Shucheng Liu, Ying Yu, Yang Gao, Xiong Yang, Zili Pang. Decreased urinary glycosaminoglycan excretion following alfuzosin treatment on ureteral stent-related symptoms: a prospective, randomized, placebo-controlled study. Urolithiasis. 2016 Apr; 44(2):185-90. doi: 10.1007/s00240-015-0810-4. [PMID: 26242466]
  • Blayne Welk, Eric McArthur, Lisa-Ann Fraser, Jade Hayward, Stephanie Dixon, Y Joseph Hwang, Michael Ordon. The risk of fall and fracture with the initiation of a prostate-selective α antagonist: a population based cohort study. BMJ (Clinical research ed.). 2015 Oct; 351(?):h5398. doi: 10.1136/bmj.h5398. [PMID: 26502947]
  • Nannan Gao, Hao Wu, Yafen Chang, Xiaozhen Guo, Lizhen Zhang, Liming Du, Yunlong Fu. Mixed micelle cloud point-magnetic dispersive μ-solid phase extraction of doxazosin and alfuzosin. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2015 Jan; 134(?):10-6. doi: 10.1016/j.saa.2014.06.095. [PMID: 24995413]
  • Suleyman Bulut, Cuneyt Ozden, Binhan Kagan Aktas, Tagmac Deren, Suleyman Tagci, Cevdet Serkan Gokkaya, Mehmet Murat Baykam, Ali Memis. Effects of medical therapy or surgery on prostatic and bladder resistive indices in patients with benign prostatic hyperplasia. Urologia internationalis. 2015; 94(2):181-6. doi: 10.1159/000363581. [PMID: 25139617]
  • Miguel Maldonado-Ávila, Hugo A Manzanilla-García, José A Sierra-Ramírez, José D Carrillo-Ruiz, Juan C González-Valle, Emanuelle Rosas-Nava, José Guzman-Esquivel, Isaac R Labra-Salgado. A comparative study on the use of tamsulosin versus alfuzosin in spontaneous micturition recovery after transurethral catheter removal in patients with benign prostatic growth. International urology and nephrology. 2014 Apr; 46(4):687-90. doi: 10.1007/s11255-013-0515-y. [PMID: 24061764]
  • Mehmet Umul, Ahmet Bariş Altay, Fikret Bademkiran, Burak Turna, Mehmet Bülent Semerci, Erdal Apaydin, Necmettin Cikili. The relationship between lower urinary tract symptoms associated with benign prostatic hyperplasia and erectile dysfunction: the role of autonomic hyperactivity. Turkish journal of medical sciences. 2014; 44(4):681-6. doi: 10.3906/sag-1304-122. [PMID: 25551942]
  • Shabana Nazarudheen, Surajit Dey, Kirti Kandhwal, Rachna Arora, Simrit Reyar, Arshad H Khuroo, Tausif Monif, Sumit Madan, Vinod Arora. Combining benefits of an adrenergic and a muscarinic blocker in a single formulation - a pharmacokinetic evaluation. Regulatory toxicology and pharmacology : RTP. 2013 Nov; 67(2):226-31. doi: 10.1016/j.yrtph.2013.07.015. [PMID: 23933032]
  • J H Chung, J Y Lee, D H Kang, J K Jo, J W Lee, S H Lee, K S Lee, T H Kim, J H Han, S W Lee. Evaluation of patient outcome after discontinuation of alfuzosin treatment for benign prostatic hyperplasia: a multicentre, prospective study. International journal of clinical practice. 2013 Sep; 67(9):870-5. doi: 10.1111/ijcp.12108. [PMID: 23952466]
  • Teemu J Murtola, Paula M Kujala, Teuvo L J Tammela. High-grade prostate cancer and biochemical recurrence after radical prostatectomy among men using 5α-reductase inhibitors and alpha-blockers. The Prostate. 2013 Jun; 73(9):923-31. doi: 10.1002/pros.22638. [PMID: 23334943]
  • Ping Liang, Feng Lan, Andrew S Lee, Tingyu Gong, Veronica Sanchez-Freire, Yongming Wang, Sebastian Diecke, Karim Sallam, Joshua W Knowles, Paul J Wang, Patricia K Nguyen, Donald M Bers, Robert C Robbins, Joseph C Wu. Drug screening using a library of human induced pluripotent stem cell-derived cardiomyocytes reveals disease-specific patterns of cardiotoxicity. Circulation. 2013 Apr; 127(16):1677-91. doi: 10.1161/circulationaha.113.001883. [PMID: 23519760]
  • M V Razdorskaia, A I Neĭmark, R T Aliev. [Modern approaches to the treatment of patients with overactive bladder and urge urinary incontinence]. Urologiia (Moscow, Russia : 1999). 2013 Jan; ?(1):44-6, 48. doi: NULL. [PMID: 23662495]
  • M İ Öztürk, S Kalkan, O Koca, M Güneş, M Akyüz, M I Karaman. Efficacy of alfuzosin and sildenafil combination in male patients with lower urinary tract symptoms. Andrologia. 2012 May; 44 Suppl 1(?):791-5. doi: 10.1111/j.1439-0272.2011.01268.x. [PMID: 22211956]
  • Shriganesh R Barnela, Sachin S Soni, Sonali S Saboo, Ashish S Bhansali. Medical management of renal stone. Indian journal of endocrinology and metabolism. 2012 Mar; 16(2):236-9. doi: 10.4103/2230-8210.93741. [PMID: 22470860]
  • Sandeep Sharma, Naveen Kumar Dubey, Ashish K Dasgupta, Monashis Sahu, Biju Benjamin, Ramesh Mullangi, Nuggehally R Srinivas. Highly sensitive method for the determination of JI-101, a multi-kinase inhibitor in human plasma and urine by LC-MS/MS-ESI: method validation and application to a clinical pharmacokinetic study. Biomedical chromatography : BMC. 2012 Feb; 26(2):232-8. doi: 10.1002/bmc.1652. [PMID: 21594880]
  • Kovanya Moodley, Viness Pillay, Yahya E Choonara, Lisa C du Toit, Valence M K Ndesendo, Pradeep Kumar, Shivaan Cooppan, Priya Bawa. Oral drug delivery systems comprising altered geometric configurations for controlled drug delivery. International journal of molecular sciences. 2012; 13(1):18-43. doi: 10.3390/ijms13010018. [PMID: 22312236]
  • Xenophon K Giannakopoulos, Christos Giotis, Spyridon Ch Karkabounas, Ioannis I Verginadis, Yannis V Simos, Dimitrios Peschos, Angelos M Evangelou. Effects of pulsed electromagnetic fields on benign prostate hyperplasia. International urology and nephrology. 2011 Dec; 43(4):955-60. doi: 10.1007/s11255-011-9944-7. [PMID: 21537858]
  • Doo Sang Kim, Yoon Soo Kyung, Seung Hyo Woo, Young Seop Chang, Hyung-Jee Kim. Efficacy of anticholinergics for chronic prostatitis/chronic pelvic pain syndrome in young and middle-aged patients: a single-blinded, prospective, multi-center study. International neurourology journal. 2011 Sep; 15(3):172-5. doi: 10.5213/inj.2011.15.3.172. [PMID: 22087427]
  • Lysander Hin Chau, Dominic Chi Kin Tai, Berry Tat Chow Fung, James Cheuk Man Li, Chi Wai Fan, Michael Ka Wah Li. Medical expulsive therapy using alfuzosin for patient presenting with ureteral stone less than 10mm: a prospective randomized controlled trial. International journal of urology : official journal of the Japanese Urological Association. 2011 Jul; 18(7):510-4. doi: 10.1111/j.1442-2042.2011.02780.x. [PMID: 21592234]
  • Jae-Wook Chung, Seock Hwan Choi, Bum Soo Kim, Tae-Hwan Kim, Eun Sang Yoo, Chun Il Kim, Kyung Seop Lee, Tae Gyun Kwon. Efficacy and Tolerability of Tamsulosin 0.4 mg in Patients with Symptomatic Benign Prostatic Hyperplasia. Korean journal of urology. 2011 Jul; 52(7):479-84. doi: 10.4111/kju.2011.52.7.479. [PMID: 21860769]
  • Abdul Jabbar Pirzada, Adeel Anwar, Atif Javed, Imran Memon, Ariz Mohammad. Role of alpha-1 blocker in expulsion of stone fragments after extracorporeal shock wave lithotripsy for renal stones. Journal of Ayub Medical College, Abbottabad : JAMC. 2011 Apr; 23(2):125-9. doi: NULL. [PMID: 24800362]
  • Daryl S Schiller, Ashish Parikh. Identification, pharmacologic considerations, and management of prostatitis. The American journal of geriatric pharmacotherapy. 2011 Feb; 9(1):37-48. doi: 10.1016/j.amjopharm.2011.02.005. [PMID: 21459307]
  • Deok Ha Seo, Sung Chul Kam, Jae Seog Hyun. Impact of lower urinary tract symptoms/benign prostatic hyperplasia treatment with tamsulosin and solifenacin combination therapy on erectile function. Korean journal of urology. 2011 Jan; 52(1):49-54. doi: 10.4111/kju.2011.52.1.49. [PMID: 21344031]
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  • Stefano Palea, David F Chang, Moez Rekik, Alain Regnier, Philippe Lluel. Comparative effect of alfuzosin and tamsulosin on the contractile response of isolated rabbit prostatic and iris dilator smooth muscles: possible model for intraoperative floppy-iris syndrome. Journal of cataract and refractive surgery. 2008 Mar; 34(3):489-96. doi: 10.1016/j.jcrs.2007.10.045. [PMID: 18299077]
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