Modafinil (BioDeep_00000018259)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


2-((R)-(Diphenylmethyl)sulfinyl)acetamide

化学式: C15H15NO2S (273.08234500000003)
中文名称: 莫达非尼
谱图信息: 最多检出来源 Homo sapiens(blood) 86.62%

分子结构信息

SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)S(=O)CC(=O)N
InChI: InChI=1S/C15H15NO2S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H2,16,17)

描述信息

Modafinil is a stimulant drug marketed as a wakefulness promoting agent and is one of the stimulants used in the treatment of narcolepsy. Narcolepsy is caused by dysfunction of a family of wakefulness-promoting and sleep-suppressing peptides, the orexins, whose neurons are activated by modafinil. The prexin neuron activation is associated with psychoactivation and euphoria. The exact mechanism of action is unclear, although in vitro studies have shown it to inhibit the reuptake of dopamine by binding to the dopamine reuptake pump, and lead to an increase in extracellular dopamine. Modafinil activates glutamatergic circuits while inhibiting GABA.
N - Nervous system > N06 - Psychoanaleptics > N06B - Psychostimulants, agents used for adhd and nootropics > N06BA - Centrally acting sympathomimetics
D002491 - Central Nervous System Agents > D000697 - Central Nervous System Stimulants > D064690 - Wakefulness-Promoting Agents
D065693 - Cytochrome P-450 Enzyme Inducers > D065701 - Cytochrome P-450 CYP3A Inducers
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials
C78272 - Agent Affecting Nervous System > C47795 - CNS Stimulant
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS

同义名列表

23 个代谢物同义名

2-((R)-(Diphenylmethyl)sulfinyl)acetamide; Cephalon brand OF modafinil, reformulated; 2-[(Diphenylmethyl)sulphinyl]acetamide; 2-((Diphenylmethyl)sulfinyl)acetamide; 2-diphenylmethanesulfinylacetamide; Nourypharma brand OF modafinil; Cephalon brand OF modafinil; Benzhydrylsulfinylacetamide; Merckle brand OF modafinil; Draxis brand OF modafinil; Lafon brand OF modafinil; CEPA brand OF modafinil; Moderateafinil; armodafinil; R Modafinil; R-Modafinil; modafinil; provigil; Modiodal; Sparlon; Nuvigil; Alertec; Vigil



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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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

  • Jesús E Yepez, Jorge Juárez. Modafinil acquires reinforcing effects when combined with citalopram. Pharmacology, biochemistry, and behavior. 2022 06; 217(?):173407. doi: 10.1016/j.pbb.2022.173407. [PMID: 35605783]
  • A David Rodrigues, Linda S Wood, Manoli Vourvahis, Andrew Rowland. Leveraging Human Plasma-Derived Small Extracellular Vesicles as Liquid Biopsy to Study the Induction of Cytochrome P450 3A4 by Modafinil. Clinical pharmacology and therapeutics. 2022 02; 111(2):425-434. doi: 10.1002/cpt.2440. [PMID: 34623637]
  • Noha M Hosny, Mohammed I Gadallah, Rosa M Gomila, Wesam S Qayed. Innovative computationally designed-spectrofluorimetric method for determination of modafinil in tablets and human plasma. Talanta. 2022 Jan; 236(?):122890. doi: 10.1016/j.talanta.2021.122890. [PMID: 34635269]
  • István Gyertyán, Jana Lubec, Alíz Judit Ernyey, Christopher Gerner, Ferenc Kassai, Predrag Kalaba, Kata Kozma, Iva Cobankovic, Gábor Brenner, Judith Wackerlig, Eva Franschitz, Ernst Urban, Thierry Langer, Jovana Malikovic, Gert Lubec. Cognitive profiling and proteomic analysis of the modafinil analogue S-CE-123 in experienced aged rats. Scientific reports. 2021 12; 11(1):23962. doi: 10.1038/s41598-021-03372-y. [PMID: 34907284]
  • Lin Zhu, Shouguo Zhang, Xiang Yu, Siqing Zhu, Ge Ou, Qian Li, Yuanyuan Zhang, Lin Wang, Xiaomei Zhuang, Lina Du, Yiguang Jin. Application of armodafinil-loaded microneedle patches against the negative influence induced by sleep deprivation. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2021 Dec; 169(?):178-188. doi: 10.1016/j.ejpb.2021.10.009. [PMID: 34700002]
  • Golshad Kowsari, Soraya Mehrabi, Sara Soleimani Asl, Mahsa Pourhamzeh, Kazem Mousavizadeh, Mehdi Mehdizadeh. Nicotine and modafinil combination protects against the neurotoxicity induced by 3,4-Methylenedioxymethamphetamine in hippocampal neurons of male rats. Journal of chemical neuroanatomy. 2021 10; 116(?):101986. doi: 10.1016/j.jchemneu.2021.101986. [PMID: 34119664]
  • Jerry Li, Yazdi K Pithavala, Jason Gong, Robert R LaBadie, Josué Kunjom Mfopou, Joseph Chen. The Effect of Modafinil on the Safety and Pharmacokinetics of Lorlatinib: A Phase I Study in Healthy Participants. Clinical pharmacokinetics. 2021 10; 60(10):1303-1312. doi: 10.1007/s40262-021-01026-w. [PMID: 33937953]
  • Stéphane Krief, Isabelle Berrebi-Bertrand, Isabelle Nagmar, Martin Giret, Simon Belliard, David Perrin, Marilyne Uguen, Philippe Robert, Jeanne-Marie Lecomte, Jean-Charles Schwartz, Olivier Finance, Xavier Ligneau. Pitolisant, a wake-promoting agent devoid of psychostimulant properties: Preclinical comparison with amphetamine, modafinil, and solriamfetol. Pharmacology research & perspectives. 2021 10; 9(5):e00855. doi: 10.1002/prp2.855. [PMID: 34423920]
  • Mai H Philipsen, Elias Ranjbari, Chaoyi Gu, Andrew G Ewing. Mass Spectrometry Imaging Shows Modafinil, A Student Study Drug, Changes the Lipid Composition of the Fly Brain. Angewandte Chemie (International ed. in English). 2021 08; 60(32):17378-17382. doi: 10.1002/anie.202105004. [PMID: 34041832]
  • 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]
  • Siqing Zhu, Shouguo Zhang, Lulu Pang, Ge Ou, Lin Zhu, Jinqiu Ma, Ruiteng Li, Yijing Liu, Lin Wang, Lifeng Wang, Lina Du, Yiguang Jin. Effects of armodafinil nanocrystal nasal hydrogel on recovery of cognitive function in sleep-deprived rats. International journal of pharmaceutics. 2021 Mar; 597(?):120343. doi: 10.1016/j.ijpharm.2021.120343. [PMID: 33545288]
  • Devjit Roy, Justin Song, Nirvana Awad, Paul Zamudio. Treatment of unexplained coma and hypokinetic-rigid syndrome in a patient with COVID-19. BMJ case reports. 2021 Mar; 14(3):. doi: 10.1136/bcr-2020-239781. [PMID: 33653852]
  • JoLynn B Giancola, Alessandro Bonifazi, Jianjing Cao, Therese Ku, Alexandra J Haraczy, Jenny Lam, Rana Rais, Mark A Coggiano, Gianluigi Tanda, Amy Hauck Newman. Structure-activity relationships for a series of (Bis(4-fluorophenyl)methyl)sulfinylethyl-aminopiperidines and -piperidine amines at the dopamine transporter: Bioisosteric replacement of the piperazine improves metabolic stability. European journal of medicinal chemistry. 2020 Dec; 208(?):112674. doi: 10.1016/j.ejmech.2020.112674. [PMID: 32947229]
  • Renee A Rotolo, Predrag Kalaba, Vladimir Dragacevic, Rose E Presby, Julia Neri, Emily Robertson, Jen-Hau Yang, Merce Correa, Vasiliy Bakulev, Natalia N Volkova, Christian Pifl, Gert Lubec, John D Salamone. Behavioral and dopamine transporter binding properties of the modafinil analog (S, S)-CE-158: reversal of the motivational effects of tetrabenazine and enhancement of progressive ratio responding. Psychopharmacology. 2020 Nov; 237(11):3459-3470. doi: 10.1007/s00213-020-05625-6. [PMID: 32770257]
  • Hugo Cruces-Solis, Wiebke Nissen, Boris Ferger, Roberto Arban. Whole-brain signatures of functional connectivity after bidirectional modulation of the dopaminergic system in mice. Neuropharmacology. 2020 11; 178(?):108246. doi: 10.1016/j.neuropharm.2020.108246. [PMID: 32771528]
  • Vitor S Tardelli, Adam Bisaga, Felipe B Arcadepani, Gilberto Gerra, Frances R Levin, Thiago M Fidalgo. Prescription psychostimulants for the treatment of stimulant use disorder: a systematic review and meta-analysis. Psychopharmacology. 2020 Aug; 237(8):2233-2255. doi: 10.1007/s00213-020-05563-3. [PMID: 32601988]
  • Maria M Posada, Bridget L Morse, P Kellie Turner, Palaniappan Kulanthaivel, Stephen D Hall, Gemma L Dickinson. Predicting Clinical Effects of CYP3A4 Modulators on Abemaciclib and Active Metabolites Exposure Using Physiologically Based Pharmacokinetic Modeling. Journal of clinical pharmacology. 2020 07; 60(7):915-930. doi: 10.1002/jcph.1584. [PMID: 32080863]
  • Jianwu Wu, Yijie Lu, Ancheng Qin, Song Li, Bo Huang, Xinwei Jiang, Zhiming Qiao. Modafinil ameliorated pancreatic injury and inflammation through upregulating SNIP1. General physiology and biophysics. 2020 Jul; 39(4):383-392. doi: 10.4149/gpb_2020016. [PMID: 32902407]
  • Manish Kumar, Shahnawaz Maqbool. Memory improvement by modafinil at cost of metabolic hazards? A study to decipher the benefits and risks of modafinil in rats. Neurotoxicology. 2020 05; 78(?):106-115. doi: 10.1016/j.neuro.2020.02.014. [PMID: 32126242]
  • Rachel D Slack, Therese C Ku, Jianjing Cao, JoLynn B Giancola, Alessandro Bonifazi, Claus J Loland, Alexandra Gadiano, Jenny Lam, Rana Rais, Barbara S Slusher, Mark Coggiano, Gianluigi Tanda, Amy Hauck Newman. Structure-Activity Relationships for a Series of (Bis(4-fluorophenyl)methyl)sulfinyl Alkyl Alicyclic Amines at the Dopamine Transporter: Functionalizing the Terminal Nitrogen Affects Affinity, Selectivity, and Metabolic Stability. Journal of medicinal chemistry. 2020 03; 63(5):2343-2357. doi: 10.1021/acs.jmedchem.9b01188. [PMID: 31661268]
  • Predrag Kalaba, Marija Ilić, Nilima Y Aher, Vladimir Dragačević, Marcus Wieder, Martin Zehl, Judith Wackerlig, Stanislav Beyl, Simone B Sartori, Karl Ebner, Alexander Roller, Natalie Lukic, Tetyana Beryozkina, Eduardo Rene Perez Gonzalez, Philip Neill, Jawad Akbar Khan, Vasiliy Bakulev, Johann Jakob Leban, Steffen Hering, Christian Pifl, Nicolas Singewald, Jana Lubec, Ernst Urban, Harald H Sitte, Thierry Langer, Gert Lubec. Structure-Activity Relationships of Novel Thiazole-Based Modafinil Analogues Acting at Monoamine Transporters. Journal of medicinal chemistry. 2020 01; 63(1):391-417. doi: 10.1021/acs.jmedchem.9b01938. [PMID: 31841637]
  • Chloe J Jordan, Jianjing Cao, Amy Hauck Newman, Zheng-Xiong Xi. Progress in agonist therapy for substance use disorders: Lessons learned from methadone and buprenorphine. Neuropharmacology. 2019 11; 158(?):107609. doi: 10.1016/j.neuropharm.2019.04.015. [PMID: 31009632]
  • 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]
  • Jacqueline D Keighron, JoLynn B Giancola, Rachel J Shaffer, Emily M DeMarco, Mark A Coggiano, Rachel D Slack, Amy Hauck Newman, Gianluigi Tanda. Distinct effects of (R)-modafinil and its (R)- and (S)-fluoro-analogs on mesolimbic extracellular dopamine assessed by voltammetry and microdialysis in rats. The European journal of neuroscience. 2019 08; 50(3):2045-2053. doi: 10.1111/ejn.14256. [PMID: 30402972]
  • Verônica Tironi Dias, Higor Zuquetto Rosa, Lívia Ferraz D'avila, Luciana Taschetto Vey, Raquel Cristine Silva Barcelos, Marilise Escobar Burger. Modafinil reduces amphetamine preference and prevents anxiety-like symptoms during drug withdrawal in young rats: Involvement of dopaminergic targets in VTA and striatum. Progress in neuro-psychopharmacology & biological psychiatry. 2019 06; 92(?):199-206. doi: 10.1016/j.pnpbp.2019.01.007. [PMID: 30664970]
  • Yin Cao, Qinglin Li, Lulu Liu, Hui Wu, Fei Huang, Changhong Wang, Yunyi Lan, Fang Zheng, Faping Xing, Qiang Zhou, Qi Li, Hailian Shi, Beibei Zhang, Zhengtao Wang, Xiaojun Wu. Modafinil protects hippocampal neurons by suppressing excessive autophagy and apoptosis in mice with sleep deprivation. British journal of pharmacology. 2019 05; 176(9):1282-1297. doi: 10.1111/bph.14626. [PMID: 30767208]
  • Jacqueline D Keighron, Juliana C Quarterman, Jianjing Cao, Emily M DeMarco, Mark A Coggiano, Apre Gleaves, Rachel D Slack, Claudio Zanettini, Amy Hauck Newman, Gianluigi Tanda. Effects of ( R)-Modafinil and Modafinil Analogues on Dopamine Dynamics Assessed by Voltammetry and Microdialysis in the Mouse Nucleus Accumbens Shell. ACS chemical neuroscience. 2019 04; 10(4):2012-2021. doi: 10.1021/acschemneuro.8b00340. [PMID: 30645944]
  • Hardik Chandasana, Johannes Kast, Janina A Bittman, Hartmut Derendorf. Quantitative determination of armodafinil in human plasma by liquid chromatography-electrospray mass spectrometry: Application to a clinical study. Biomedical chromatography : BMC. 2018 Nov; 32(11):e4342. doi: 10.1002/bmc.4342. [PMID: 30003558]
  • Lars Radünz, Hannah Reuter, Hilke Andresen-Streichert. Modafinil in Forensic and Clinical Toxicology-Case Reports, Analytics and Literature. Journal of analytical toxicology. 2018 Jun; 42(5):353-359. doi: 10.1093/jat/bky008. [PMID: 29425331]
  • Shyamsundar Pal China, Subhashis Pal, Sourav Chattopadhyay, Konica Porwal, Monika Mittal, Sabyasachi Sanyal, Naibedya Chattopadhyay. The wakefulness promoting drug Modafinil causes adenosine receptor-mediated upregulation of receptor activator of nuclear factor κB ligand in osteoblasts: Negative impact of the drug on peak bone accrual in rats. Toxicology and applied pharmacology. 2018 06; 348(?):22-31. doi: 10.1016/j.taap.2018.04.006. [PMID: 29649498]
  • Sarah E Maggio, Meredith A Saunders, Thomas A Baxter, Kimberly Nixon, Mark A Prendergast, Guangrong Zheng, Peter Crooks, Linda P Dwoskin, Rachel D Slack, Amy H Newman, Richard L Bell, Michael T Bardo. Effects of the nicotinic agonist varenicline, nicotinic antagonist r-bPiDI, and DAT inhibitor (R)-modafinil on co-use of ethanol and nicotine in female P rats. Psychopharmacology. 2018 05; 235(5):1439-1453. doi: 10.1007/s00213-018-4853-4. [PMID: 29455292]
  • Brendan J Tunstall, Chelsea P Ho, Jianjing Cao, Janaína C M Vendruscolo, Brooke E Schmeichel, Rachel D Slack, Gianluigi Tanda, Alexandra J Gadiano, Rana Rais, Barbara S Slusher, George F Koob, Amy H Newman, Leandro F Vendruscolo. Atypical dopamine transporter inhibitors attenuate compulsive-like methamphetamine self-administration in rats. Neuropharmacology. 2018 03; 131(?):96-103. doi: 10.1016/j.neuropharm.2017.12.006. [PMID: 29217282]
  • Joy M Schmitz, Angela L Stotts, Anka A Vujanovic, Michael F Weaver, Jin H Yoon, Jessica Vincent, Charles E Green. A sequential multiple assignment randomized trial for cocaine cessation and relapse prevention: Tailoring treatment to the individual. Contemporary clinical trials. 2018 02; 65(?):109-115. doi: 10.1016/j.cct.2017.12.015. [PMID: 29287664]
  • Bernhard Iglseder. [Doping for the brain]. Zeitschrift fur Gerontologie und Geriatrie. 2018 Feb; 51(2):143-148. doi: 10.1007/s00391-017-1351-y. [PMID: 29209802]
  • Predrag Kalaba, Nilima Y Aher, Marija Ilić, Vladimir Dragačević, Marcus Wieder, Andras G Miklosi, Martin Zehl, Judith Wackerlig, Alexander Roller, Tetyana Beryozkina, Bojana Radoman, Sivaprakasam R Saroja, Wolfgang Lindner, Eduardo Perez Gonzalez, Vasiliy Bakulev, Johann Jakob Leban, Harald H Sitte, Ernst Urban, Thierry Langer, Gert Lubec. Heterocyclic Analogues of Modafinil as Novel, Atypical Dopamine Transporter Inhibitors. Journal of medicinal chemistry. 2017 11; 60(22):9330-9348. doi: 10.1021/acs.jmedchem.7b01313. [PMID: 29091428]
  • Alicia J Avelar, Jianjing Cao, Amy Hauck Newman, Michael J Beckstead. Atypical dopamine transporter inhibitors R-modafinil and JHW 007 differentially affect D2 autoreceptor neurotransmission and the firing rate of midbrain dopamine neurons. Neuropharmacology. 2017 Sep; 123(?):410-419. doi: 10.1016/j.neuropharm.2017.06.016. [PMID: 28625719]
  • Matthew F Lazenka, S Stevens Negus. Oral modafinil facilitates intracranial self-stimulation in rats: comparison with methylphenidate. Behavioural pharmacology. 2017 06; 28(4):318-322. doi: 10.1097/fbp.0000000000000288. [PMID: 28125506]
  • Maddalena Mereu, Lauren E Chun, Thomas E Prisinzano, Amy H Newman, Jonathan L Katz, Gianluigi Tanda. The unique psychostimulant profile of (±)-modafinil: investigation of behavioral and neurochemical effects in mice. The European journal of neuroscience. 2017 01; 45(1):167-174. doi: 10.1111/ejn.13376. [PMID: 27545285]
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