Nalmefene (BioDeep_00000002681)
代谢物信息卡片
NALMEFENE-HCl
化学式: C21H25NO3 (339.1834)
中文名称: 纳美芬
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C=C1CCC2(C3CC4=C5C2(C1OC5=C(C=C4)O)CCN3CC6CC6)O
InChI: InChI=1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2/t16-,19+,20+,21-/m1/s1
描述信息
N - Nervous system > N07 - Other nervous system drugs > N07B - Drugs used in addictive disorders > N07BB - Drugs used in alcohol dependence
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D009292 - Narcotic Antagonists
C78272 - Agent Affecting Nervous System > C681 - Opiate Antagonist
同义名列表
4 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:7457
- KEGG: C08027
- KEGGdrug: D05111
- PubChem: 5284594
- Metlin: METLIN66783
- DrugBank: DB06230
- ChEMBL: CHEMBL982
- CAS: 55096-26-9
- PMhub: MS000004466
- MetaboLights: MTBLC7457
- PubChem: 10227
- NIKKAJI: J23.288B
- KNApSAcK: 7457
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)
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
- Jie He, Wei Luo, Yang Mei, Yu Xu, Shilin Ding. Nalmefene combined noninvasive positive-pressure ventilation in Chinese patients with chronic obstructive pulmonary disease coupled with type II respiratory failure: A meta-analysis.
Medicine.
2023 Aug; 102(31):e34624. doi:
10.1097/md.0000000000034624. [PMID: 37543782] - Mark G Papich, Roger J Narayan. Naloxone and nalmefene absorption delivered by hollow microneedles compared to intramuscular injection.
Drug delivery and translational research.
2022 02; 12(2):376-383. doi:
10.1007/s13346-021-01096-0. [PMID: 34817831] - Meng-Yun Li, Chao Chen, Zheng-Gang Wang, Jian-Juan Ke, Xiao-Bo Feng. Effect of Nalmefene on Delayed Neurocognitive Recovery in Elderly Patients Undergoing Video-assisted Thoracic Surgery with One Lung Ventilation.
Current medical science.
2020 Apr; 40(2):380-388. doi:
10.1007/s11596-020-2170-8. [PMID: 32337700] - Philip Krieter, Shwe Gyaw, Roger Crystal, Phil Skolnick. Fighting Fire with Fire: Development of Intranasal Nalmefene to Treat Synthetic Opioid Overdose.
The Journal of pharmacology and experimental therapeutics.
2019 11; 371(2):409-415. doi:
10.1124/jpet.118.256115. [PMID: 30940694] - Fereshteh Zarghampour, Yadollah Yamini, Mahroo Baharfar, Mohammad Faraji. Simultaneous extraction of acidic and basic drugs via on-chip electromembrane extraction using a single-compartment microfluidic device.
The Analyst.
2019 Feb; 144(4):1159-1166. doi:
10.1039/c8an01668b. [PMID: 30539185] - Jorge Montesinos, Anabel Gil, Consuelo Guerri. Nalmefene Prevents Alcohol-Induced Neuroinflammation and Alcohol Drinking Preference in Adolescent Female Mice: Role of TLR4.
Alcoholism, clinical and experimental research.
2017 Jul; 41(7):1257-1270. doi:
10.1111/acer.13416. [PMID: 28493563] - David J Heal, Michelle Hallam, Michael Prow, Jane Gosden, Sharon Cheetham, Yong K Choi, Frank Tarazi, Peter Hutson. Dopamine and μ-opioid receptor dysregulation in the brains of binge-eating female rats - possible relevance in the psychopathology and treatment of binge-eating disorder.
Journal of psychopharmacology (Oxford, England).
2017 06; 31(6):770-783. doi:
10.1177/0269881117699607. [PMID: 28376679] - Javier Calleja-Conde, Victor Echeverry-Alzate, Elena Giné, Kora-Mareen Bühler, Roser Nadal, Rafael Maldonado, Fernando Rodríguez de Fonseca, Antoni Gual, Jose Antonio López-Moreno. Nalmefene is effective at reducing alcohol seeking, treating alcohol-cocaine interactions and reducing alcohol-induced histone deacetylases gene expression in blood.
British journal of pharmacology.
2016 08; 173(16):2490-505. doi:
10.1111/bph.13526. [PMID: 27238566] - Tim Gaekens, Michel Guillaume, Herman Borghys, Loeckie L De Zwart, Ronald de Vries, Roger C A Embrechts, An Vermeulen, Anton A H P Megens, Josée E Leysen, Piet Herdewijn, Pieter P Annaert, John R Atack. Lipophilic nalmefene prodrugs to achieve a one-month sustained release.
Journal of controlled release : official journal of the Controlled Release Society.
2016 06; 232(?):196-202. doi:
10.1016/j.jconrel.2016.04.029. [PMID: 27107723] - Xiangyang Xie, Wen Lin, Chuanfeng Xing, Yanfang Yang, Qiang Chi, Hui Zhang, Ying Li, Zhiping Li, Yang Yang, Zhenbo Yang, Mingyuang Li. In Vitro and In Vivo Evaluations of PLGA Microspheres Containing Nalmefene.
PloS one.
2015; 10(5):e0125953. doi:
10.1371/journal.pone.0125953. [PMID: 25938514] - Maryam Rezazadeh, Yadollah Yamini, Shahram Seidi, Ali Esrafili. Pulsed electromembrane extraction: a new concept of electrically enhanced extraction.
Journal of chromatography. A.
2012 Nov; 1262(?):214-8. doi:
10.1016/j.chroma.2012.08.090. [PMID: 22999198] - Shahram Seidi, Yadollah Yamini, Maryam Rezazadeh, Ali Esrafili. Low-voltage electrically-enhanced microextraction as a novel technique for simultaneous extraction of acidic and basic drugs from biological fluids.
Journal of chromatography. A.
2012 Jun; 1243(?):6-13. doi:
10.1016/j.chroma.2012.04.050. [PMID: 22575744] - H Tenhola, D Sinclair, H Alho, T Lahti. Effect of opioid antagonists on sex hormone secretion.
Journal of endocrinological investigation.
2012 Feb; 35(2):227-30. doi:
10.3275/8181. [PMID: 22183092] - Jørgen Matz, Claus Graff, Petri J Vainio, Antero Kallio, Astrid Maria Højer, Johannes J Struijk, Jørgen K Kanters, Mads P Andersen, Egon Toft. Effect of nalmefene 20 and 80 mg on the corrected QT interval and T-wave morphology: a randomized, double-blind, parallel-group, placebo- and moxifloxacin-controlled, single-centre study.
Clinical drug investigation.
2011 Nov; 31(11):799-811. doi:
10.1007/bf03256919. [PMID: 21967071] - Maryam Rezazadeh, Yadollah Yamini, Shahram Seidi. Electromembrane extraction of trace amounts of naltrexone and nalmefene from untreated biological fluids.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2011 May; 879(15-16):1143-8. doi:
10.1016/j.jchromb.2011.03.043. [PMID: 21493167] - Stephani A Day, Ashley M Lakner, Cathy C Moore, Mao-Hsiung Yen, Mark G Clemens, Edwin S Wu, Laura W Schrum. Opioid-like compound exerts anti-fibrotic activity via decreased hepatic stellate cell activation and inflammation.
Biochemical pharmacology.
2011 Apr; 81(8):996-1003. doi:
10.1016/j.bcp.2011.01.015. [PMID: 21291870] - Hong-liang Wang, Kai-jiang Yu, Hai-tao Liu. [Clinical observation of the effect of nalmefene in treatment of septic shock].
Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue.
2010 Jun; 22(6):351-3. doi:
NULL. [PMID: 20594468] - Simon Hohenester, Ronald P J Oude-Elferink, Ulrich Beuers. Primary biliary cirrhosis.
Seminars in immunopathology.
2009 Sep; 31(3):283-307. doi:
10.1007/s00281-009-0164-5. [PMID: 19603170] - Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance.
Journal of medicinal chemistry.
2009 Aug; 52(15):4844-52. doi:
10.1021/jm900403j. [PMID: 19445515] - Eduardo R Butelman, Thomas E Prisinzano, Haiteng Deng, Szymon Rus, Mary Jeanne Kreek. Unconditioned behavioral effects of the powerful kappa-opioid hallucinogen salvinorin A in nonhuman primates: fast onset and entry into cerebrospinal fluid.
The Journal of pharmacology and experimental therapeutics.
2009 Feb; 328(2):588-97. doi:
10.1124/jpet.108.145342. [PMID: 19001155] - Ri-fang Liao, Zhuan-ping Zeng, Yu-guan Wen. [Pharmacokinetics of nalmefene after a single or multiple intravenous doses in Chinese healthy volunteers].
Nan fang yi ke da xue xue bao = Journal of Southern Medical University.
2008 Oct; 28(10):1816-9. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
10.1124/dmd.108.020479. [PMID: 18426954] - Ping Li, Xiaoyan Chen, Xiaojian Dai, Aidong Wen, Yifan Zhang, Dafang Zhong. Application of a sensitive liquid chromatographic/tandem mass spectrometric method to pharmacokinetic study of nalmefene in humans.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Jun; 852(1-2):479-84. doi:
10.1016/j.jchromb.2007.02.013. [PMID: 17329173] - L Kamel, A Saleh, A Morsy, A Ghali, H El Khayat. Plasma met-enkephalin, beta-endorphin and leu-enkephalin levels in human hepatic encephalopathy.
Eastern Mediterranean health journal = La revue de sante de la Mediterranee orientale = al-Majallah al-sihhiyah li-sharq al-mutawassit.
2007 Mar; 13(2):257-65. doi:
NULL. [PMID: 17684846] - Eduardo R Butelman, Marek Mandau, Kevin Tidgewell, Thomas E Prisinzano, Vadim Yuferov, Mary Jeanne Kreek. Effects of salvinorin A, a kappa-opioid hallucinogen, on a neuroendocrine biomarker assay in nonhuman primates with high kappa-receptor homology to humans.
The Journal of pharmacology and experimental therapeutics.
2007 Jan; 320(1):300-6. doi:
10.1124/jpet.106.112417. [PMID: 17060493] - Gavin Bart, James H Schluger, Lisa Borg, Ann Ho, Jean M Bidlack, Mary Jeanne Kreek. Nalmefene induced elevation in serum prolactin in normal human volunteers: partial kappa opioid agonist activity?.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2005 Dec; 30(12):2254-62. doi:
10.1038/sj.npp.1300811. [PMID: 15988468] - Kimmo Ingman, Nora Hagelberg, Sargo Aalto, Kjell Någren, Auni Juhakoski, Sakari Karhuvaara, Antero Kallio, Vesa Oikonen, Jarmo Hietala, Harry Scheinin. Prolonged central mu-opioid receptor occupancy after single and repeated nalmefene dosing.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2005 Dec; 30(12):2245-53. doi:
10.1038/sj.npp.1300790. [PMID: 15956985] - Wenfang B Fang, David M Andrenyak, David E Moody, Elie S Nuwayser. Determination of nalmefene by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry.
Journal of analytical toxicology.
2005 Apr; 29(3):169-74. doi:
10.1093/jat/29.3.169. [PMID: 15842759] - Eliza B Geer, Rita E Landman, Sharon L Wardlaw, Irene M Conwell, Pamela U Freda. Stimulation of the hypothalamic-pituitary-adrenal axis with the opioid antagonist nalmefene.
Pituitary.
2005; 8(2):115-22. doi:
10.1007/s11102-005-5227-6. [PMID: 16379031] - Lauren C Costantini, Sofie R Kleppner, Joseph McDonough, Marc R Azar, Raj Patel. Implantable technology for long-term delivery of nalmefene for treatment of alcoholism.
International journal of pharmaceutics.
2004 Sep; 283(1-2):35-44. doi:
10.1016/j.ijpharm.2004.05.034. [PMID: 15363499] - Shan Xie, Raymond F Suckow, Barbara J Mason, David Allen, Thomas B Cooper. Rapid and sensitive determination of nalmefene in human plasma by gas chromatography-mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Jun; 773(2):143-9. doi:
10.1016/s1570-0232(02)00138-1. [PMID: 12031840] - J F Foss. A review of the potential role of methylnaltrexone in opioid bowel dysfunction.
American journal of surgery.
2001 Nov; 182(5A Suppl):19S-26S. doi:
10.1016/s0002-9610(01)00783-8. [PMID: 11755893] - D Wang, K M Raehal, E J Bilsky, W Sadée. Inverse agonists and neutral antagonists at mu opioid receptor (MOR): possible role of basal receptor signaling in narcotic dependence.
Journal of neurochemistry.
2001 Jun; 77(6):1590-600. doi:
10.1046/j.1471-4159.2001.00362.x. [PMID: 11413242] - D A Rosen, J L Morris, K R Rosen, E R Nelson, R J Steelman, R A Gustafson, J A Wilhelm, C T Chang, J W Thackara, R F Frye. Nalmefene to prevent epidural narcotic side effects in pediatric patients: a pharmacokinetic and safety study.
Pharmacotherapy.
2000 Jul; 20(7):745-9. doi:
10.1592/phco.20.9.745.35207. [PMID: 10907964] - N V Bergasa, D W Alling, T L Talbot, M C Wells, E A Jones. Oral nalmefene therapy reduces scratching activity due to the pruritus of cholestasis: a controlled study.
Journal of the American Academy of Dermatology.
1999 Sep; 41(3 Pt 1):431-4. doi:
10.1016/s0190-9622(99)70117-9. [PMID: 10459118] - M J Kreek, J Schluger, L Borg, M Gunduz, A Ho. Dynorphin A1-13 causes elevation of serum levels of prolactin through an opioid receptor mechanism in humans: gender differences and implications for modulation of dopaminergic tone in the treatment of addictions.
The Journal of pharmacology and experimental therapeutics.
1999 Jan; 288(1):260-9. doi:
NULL. [PMID: 9862779] - D S Wang, G Sternbach, J Varon. Nalmefene: a long-acting opioid antagonist. Clinical applications in emergency medicine.
The Journal of emergency medicine.
1998 May; 16(3):471-5. doi:
10.1016/s0736-4679(98)00019-5. [PMID: 9610980] - N V Bergasa, J M Schmitt, T L Talbot, D W Alling, M G Swain, M L Turner, J B Jenkins, E A Jones. Open-label trial of oral nalmefene therapy for the pruritus of cholestasis.
Hepatology (Baltimore, Md.).
1998 Mar; 27(3):679-84. doi:
10.1002/hep.510270307. [PMID: 9500694] - A B Storrow, A V Hernandez, J A Norton. Nalmefene and the urine opiate screen.
Clinical chemistry.
1998 Feb; 44(2):346-8. doi:
10.1093/clinchem/44.2.346. [PMID: 9474037] - D S Dewitt, D S Prough, T Uchida, D D Deal, S M Vines. Effects of nalmefene, CG3703, tirilazad, or dopamine on cerebral blood flow, oxygen delivery, and electroencephalographic activity after traumatic brain injury and hemorrhage.
Journal of neurotrauma.
1997 Dec; 14(12):931-41. doi:
10.1089/neu.1997.14.931. [PMID: 9475374] - S Kim, H N Wagner, V L Villemagne, P F Kao, R F Dannals, H T Ravert, T Joh, R B Dixon, A C Civelek. Longer occupancy of opioid receptors by nalmefene compared to naloxone as measured in vivo by a dual-detector system.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
1997 Nov; 38(11):1726-31. doi:
NULL. [PMID: 9374341] - R F Frye, G R Matzke, R Schade, R Dixon, M Rabinovitz. Effects of liver disease on the disposition of the opioid antagonist nalmefene.
Clinical pharmacology and therapeutics.
1997 Jan; 61(1):15-23. doi:
10.1016/s0009-9236(97)90178-8. [PMID: 9024170] - B J Mason. Dosing issues in the pharmacotherapy of alcoholism.
Alcoholism, clinical and experimental research.
1996 Oct; 20(7 Suppl):10A-16A. doi:
10.1111/j.1530-0277.1996.tb01184.x. [PMID: 8904989] - R F Frye, G R Matzke, N S Jallad, J A Wilhelm, G B Bikhazi. The effect of age on the pharmacokinetics of the opioid antagonist nalmefene.
British journal of clinical pharmacology.
1996 Sep; 42(3):301-6. doi:
10.1046/j.1365-2125.1996.04133.x. [PMID: 8877019] - S S Murthy, C Mathur, L T Kvalo, R A Lessor, J A Wilhelm. Disposition of the opioid antagonist, nalmefene, in rat and dog.
Xenobiotica; the fate of foreign compounds in biological systems.
1996 Jul; 26(7):779-92. doi:
10.3109/00498259609046748. [PMID: 8819305] - G R Matzke, R F Frye, A C Alexander, R Reynolds, R Dixon, J Johnston, R M Rault. The effect of renal insufficiency and hemodialysis on the pharmacokinetics of nalmefene.
Journal of clinical pharmacology.
1996 Feb; 36(2):144-51. doi:
10.1002/j.1552-4604.1996.tb04179.x. [PMID: 8852390] - V Shacoori, B Saïag, V Lemay, A Girre, B Rault. Effects of melatonin in vivo upon luteinizing hormone and prolactin releases induced by opiate receptor antagonists in adult male rats.
Journal of endocrinological investigation.
1996 Feb; 19(2):76-82. doi:
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The Medical letter on drugs and therapeutics.
1995 Oct; 37(960):97-8. doi:
NULL. [PMID: 7565300] - P Veng-Pedersen, J A Wilhelm, T B Zakszewski, E Osifchin, S J Waters. Duration of opioid antagonism by nalmefene and naloxone in the dog: an integrated pharmacokinetic/pharmacodynamic comparison.
Journal of pharmaceutical sciences.
1995 Sep; 84(9):1101-6. doi:
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Endocrine research.
1995 Aug; 21(3):545-53. doi:
10.1080/07435809509030472. [PMID: 7588425] - P S Glass, R M Jhaveri, L R Smith. Comparison of potency and duration of action of nalmefene and naloxone.
Anesthesia and analgesia.
1994 Mar; 78(3):536-41. doi:
10.1213/00000539-199403000-00021. [PMID: 8109774] - G R Graves, T G Kennedy, R F Weick, R F Casper. The effect of nalmefene on pulsatile secretion of luteinizing hormone and prolactin in men.
Human reproduction (Oxford, England).
1993 Oct; 8(10):1598-603. doi:
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Journal of chromatography.
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JAMA.
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The Journal of endocrinology.
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Neuroendocrinology.
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Alcoholism, clinical and experimental research.
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American journal of veterinary research.
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Circulation.
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The Journal of clinical endocrinology and metabolism.
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NIDA research monograph.
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Clinical pharmacology and therapeutics.
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Endocrinology.
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