Cogentin (BioDeep_00001867911)
Main id: BioDeep_00000002346
代谢物信息卡片
化学式: C21H25NO (307.1936)
中文名称: 苯甲托品
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1C2CCC1CC(C2)OC(C3=CC=CC=C3)C4=CC=CC=C4
InChI: InChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20?
描述信息
N - Nervous system > N04 - Anti-parkinson drugs > N04A - Anticholinergic agents > N04AC - Ethers of tropine or tropine derivatives
D018377 - Neurotransmitter Agents > D014179 - Neurotransmitter Uptake Inhibitors > D018765 - Dopamine Uptake Inhibitors
D002491 - Central Nervous System Agents > D018726 - Anti-Dyskinesia Agents > D000978 - Antiparkinson Agents
C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents
D049990 - Membrane Transport Modulators
同义名列表
3 个代谢物同义名
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:94707
- ChEBI: CHEBI:3048
- KEGG: C06846
- KEGGdrug: D07511
- PubChem: 1201549
- DrugBank: DB00245
- ChEMBL: CHEMBL1618180
- ChEMBL: CHEMBL1201203
- ChEMBL: CHEMBL438151
- MeSH: Benztropine
- CAS: 802597-90-6
- CAS: 86-13-5
- PubChem: 9064
- PDB-CCD: CXQ
- NIKKAJI: J4.933F
- KNApSAcK: 3048
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
- Sheng Han, Heng Li, Weixiong Chen, Li Yang, Xiankun Tong, Jianping Zuo, Youhong Hu. Discovery of potent ebola entry inhibitors with (3S,4aS,8aS)-2-(3-amino-2-hydroxypropyl) decahydroisoquinoline-3-carboxamide scaffold.
European journal of medicinal chemistry.
2022 Oct; 240(?):114608. doi:
10.1016/j.ejmech.2022.114608
. [PMID: 35872393] - Minji Kang, Jin Ryeol An, Hongliang Li, Wenwen Zhuang, Ryeon Heo, Seojin Park, Seo-Yeong Mun, Minju Park, Mi Seon Seo, Eun-Taek Han, Jin-Hee Han, Wanjoo Chun, Won Sun Park. Blockade of Voltage-Dependent K+ Channels by Benztropine, a Muscarinic Acetylcholine Receptor Inhibitor, in Coronary Arterial Smooth Muscle Cells.
Toxicological sciences : an official journal of the Society of Toxicology.
2022 09; 189(2):260-267. doi:
10.1093/toxsci/kfac083
. [PMID: 35944222] - Hae-Jung Yang, Seung-Gon Kim, Eun Hyun Seo, Hyung-Jun Yoon. Amisulpride withdrawal akathisia responding to aripiprazole with propranolol in first-onset psychosis: a case report.
BMC psychiatry.
2022 01; 22(1):74. doi:
10.1186/s12888-022-03721-9
. [PMID: 35093063] - Meixing Zhang, Dong Zhang, Jingbo Dai, Yong Cao, Wangjie Xu, Guang He, Zhaoxia Wang, Lianyu Wang, Runsheng Li, Zhongdong Qiao. Paternal nicotine exposure induces hyperactivity in next-generation via down-regulating the expression of DAT.
Toxicology.
2020 02; 431(?):152367. doi:
10.1016/j.tox.2020.152367
. [PMID: 31945395] - Xia Wen, Francesca Di Paola, Nitin Chopra. Psychotropics in Your Medicine Cabinet: A Case Study of Dimenhydrinate Use.
Journal of addiction medicine.
2019 Sep; 13(5):412-414. doi:
10.1097/adm.0000000000000511
. [PMID: 30844875] - Michael J Tomlinson, Danielle Krout, Akula Bala Pramod, John R Lever, Amy Hauck Newman, L Keith Henry, Roxanne A Vaughan. Identification of the benztropine analog [125I]GA II 34 binding site on the human dopamine transporter.
Neurochemistry international.
2019 02; 123(?):34-45. doi:
10.1016/j.neuint.2018.08.008
. [PMID: 30125594] - Kiran Javed, Qi Cheng, Adam J Carroll, Thy T Truong, Stefan Bröer. Development of Biomarkers for Inhibition of SLC6A19 (B⁰AT1)-A Potential Target to Treat Metabolic Disorders.
International journal of molecular sciences.
2018 Nov; 19(11):. doi:
10.3390/ijms19113597
. [PMID: 30441827] - Weimin C Hong, Michael J Wasko, Derek S Wilkinson, Takato Hiranita, Libin Li, Shuichiro Hayashi, David B Snell, Jeffry D Madura, Christopher K Surratt, Jonathan L Katz. Dopamine Transporter Dynamics of N-Substituted Benztropine Analogs with Atypical Behavioral Effects.
The Journal of pharmacology and experimental therapeutics.
2018 09; 366(3):527-540. doi:
10.1124/jpet.118.250498
. [PMID: 29945932] - Mu-Fa Zou, Jianjing Cao, Ara M Abramyan, Theresa Kopajtic, Claudio Zanettini, Daryl A Guthrie, Rana Rais, Barbara S Slusher, Lei Shi, Claus J Loland, Amy Hauck Newman. Structure-Activity Relationship Studies on a Series of 3α-[Bis(4-fluorophenyl)methoxy]tropanes and 3α-[Bis(4-fluorophenyl)methylamino]tropanes As Novel Atypical Dopamine Transporter (DAT) Inhibitors for the Treatment of Cocaine Use Disorders.
Journal of medicinal chemistry.
2017 12; 60(24):10172-10187. doi:
10.1021/acs.jmedchem.7b01454
. [PMID: 29227643] - Bernandie Jean, Christopher K Surratt, Jeffry D Madura. Molecular dynamics of conformation-specific dopamine transporter-inhibitor complexes.
Journal of molecular graphics & modelling.
2017 09; 76(?):143-151. doi:
10.1016/j.jmgm.2017.07.003
. [PMID: 28734204] - 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] - Ara M Abramyan, Sebastian Stolzenberg, Zheng Li, Claus J Loland, Frank Noé, Lei Shi. The Isomeric Preference of an Atypical Dopamine Transporter Inhibitor Contributes to Its Selection of the Transporter Conformation.
ACS chemical neuroscience.
2017 08; 8(8):1735-1746. doi:
10.1021/acschemneuro.7b00094
. [PMID: 28441487] - Yang Jiang, Adam J Rose, Tjeerd P Sijmonsma, Angelika Bröer, Anja Pfenninger, Stephan Herzig, Dieter Schmoll, Stefan Bröer. Mice lacking neutral amino acid transporter B(0)AT1 (Slc6a19) have elevated levels of FGF21 and GLP-1 and improved glycaemic control.
Molecular metabolism.
2015 May; 4(5):406-17. doi:
10.1016/j.molmet.2015.02.003
. [PMID: 25973388] - Maarten E A Reith, Bruce E Blough, Weimin C Hong, Kymry T Jones, Kyle C Schmitt, Michael H Baumann, John S Partilla, Richard B Rothman, Jonathan L Katz. Behavioral, biological, and chemical perspectives on atypical agents targeting the dopamine transporter.
Drug and alcohol dependence.
2015 Feb; 147(?):1-19. doi:
10.1016/j.drugalcdep.2014.12.005
. [PMID: 25548026] - Iain M McIntyre, Phyllis Mallett, Christopher G Burton, Jacquelyn Morhaime. Acute benztropine intoxication and fatality.
Journal of forensic sciences.
2014 Nov; 59(6):1675-8. doi:
10.1111/1556-4029.12489
. [PMID: 24697166] - Rajeev I Desai, David K Grandy, Carl R Lupica, Jonathan L Katz. Pharmacological characterization of a dopamine transporter ligand that functions as a cocaine antagonist.
The Journal of pharmacology and experimental therapeutics.
2014 Jan; 348(1):106-15. doi:
10.1124/jpet.113.208538
. [PMID: 24194528] - Gianluigi Tanda, Su Min Li, Maddalena Mereu, Alexandra M Thomas, Aaron L Ebbs, Lauren E Chun, Valeria Tronci, Jennifer L Green, Mu-Fa Zou, Theresa A Kopajtic, Amy Hauck Newman, Jonathan L Katz. Relations between stimulation of mesolimbic dopamine and place conditioning in rats produced by cocaine or drugs that are tolerant to dopamine transporter conformational change.
Psychopharmacology.
2013 Sep; 229(2):307-21. doi:
10.1007/s00213-013-3109-6
. [PMID: 23612854] - Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.
Drug metabolism and disposition: the biological fate of chemicals.
2012 Dec; 40(12):2332-41. doi:
10.1124/dmd.112.047068
. [PMID: 22961681] - Maarten E A Reith, Solav Ali, Audrey Hashim, Imran S Sheikh, Naresh Theddu, Narendra V Gaddiraju, Suneet Mehrotra, Kyle C Schmitt, Thomas F Murray, Henry Sershen, Ellen M Unterwald, Franklin A Davis. Novel C-1 substituted cocaine analogs unlike cocaine or benztropine.
The Journal of pharmacology and experimental therapeutics.
2012 Nov; 343(2):413-25. doi:
10.1124/jpet.112.193771
. [PMID: 22895898] - Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
Journal of medicinal chemistry.
2011 Jul; 54(13):4548-58. doi:
10.1021/jm2001629
. [PMID: 21599003] - Clara Velazquez-Sanchez, Antonio Ferragud, Jaime Renau-Piqueras, Juan J Canales. Therapeutic-like properties of a dopamine uptake inhibitor in animal models of amphetamine addiction.
The international journal of neuropsychopharmacology.
2011 Jun; 14(5):655-65. doi:
10.1017/s1461145710000969
. [PMID: 20735880] - Bipasha Guptaroy, Rheaclare Fraser, Aalisha Desai, Minjia Zhang, Margaret E Gnegy. Site-directed mutations near transmembrane domain 1 alter conformation and function of norepinephrine and dopamine transporters.
Molecular pharmacology.
2011 Mar; 79(3):520-32. doi:
10.1124/mol.110.069039
. [PMID: 21149640] - Su-Min Li, Theresa A Kopajtic, Matthew J O'Callaghan, Gregory E Agoston, Jianjing Cao, Amy Hauck Newman, Jonathan L Katz. N-substituted benztropine analogs: selective dopamine transporter ligands with a fast onset of action and minimal cocaine-like behavioral effects.
The Journal of pharmacology and experimental therapeutics.
2011 Feb; 336(2):575-85. doi:
10.1124/jpet.110.173260
. [PMID: 21088247] - Heidi Bisgaard, M Andreas B Larsen, Sonia Mazier, Thijs Beuming, Amy Hauck Newman, Harel Weinstein, Lei Shi, Claus J Loland, Ulrik Gether. The binding sites for benztropines and dopamine in the dopamine transporter overlap.
Neuropharmacology.
2011 Jan; 60(1):182-90. doi:
10.1016/j.neuropharm.2010.08.021
. [PMID: 20816875] - Theresa A Kopajtic, Yi Liu, Christopher K Surratt, David M Donovan, Amy H Newman, Jonathan L Katz. Dopamine transporter-dependent and -independent striatal binding of the benztropine analog JHW 007, a cocaine antagonist with low abuse liability.
The Journal of pharmacology and experimental therapeutics.
2010 Dec; 335(3):703-14. doi:
10.1124/jpet.110.171629
. [PMID: 20855444] - Kyle C Schmitt, Juan Zhen, Prashant Kharkar, Manoj Mishra, Nianhang Chen, Aloke K Dutta, Maarten E A Reith. Interaction of cocaine-, benztropine-, and GBR12909-like compounds with wild-type and mutant human dopamine transporters: molecular features that differentially determine antagonist-binding properties.
Journal of neurochemistry.
2008 Nov; 107(4):928-40. doi:
10.1111/j.1471-4159.2008.05667.x
. [PMID: 18786172] - Colin J Harrington, Jocelyn Kreiss. Successful use of clozapine with immunosuppressive therapy in a renal-transplant patient.
Psychosomatics.
2008 Nov; 49(6):546-8. doi:
10.1176/appi.psy.49.6.546-a
. [PMID: 19122135] - Shariq A Syed, Amy H Newman, Ahmed A Othman, Natalie D Eddington. Population pharmacokinetics, brain distribution, and pharmacodynamics of 2nd generation dopamine transporter selective benztropine analogs developed as potential substitute therapeutics for treatment of cocaine abuse.
Journal of pharmaceutical sciences.
2008 May; 97(5):1993-2007. doi:
10.1002/jps.21123
. [PMID: 17879975] - L Keith Henry, Randy D Blakely. Distinctions between dopamine transporter antagonists could be just around the bend.
Molecular pharmacology.
2008 Mar; 73(3):616-8. doi:
10.1124/mol.107.044586
. [PMID: 18156312] - Ahmed A Othman, Amy Hauck Newman, Natalie D Eddington. Applicability of the dopamine and rate hypotheses in explaining the differences in behavioral pharmacology of the chloro-benztropine analogs: studies conducted using intracerebral microdialysis and population pharmacodynamic modeling.
The Journal of pharmacology and experimental therapeutics.
2007 Aug; 322(2):760-9. doi:
10.1124/jpet.107.123315
. [PMID: 17519385] - Ofer Agid, David Mamo, Nathalie Ginovart, Irina Vitcu, Alan A Wilson, Robert B Zipursky, Shitij Kapur. Striatal vs extrastriatal dopamine D2 receptors in antipsychotic response--a double-blind PET study in schizophrenia.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2007 Jun; 32(6):1209-15. doi:
10.1038/sj.npp.1301242
. [PMID: 17077809] - Nianhang Chen, Maarten E A Reith. Substrates and inhibitors display different sensitivity to expression level of the dopamine transporter in heterologously expressing cells.
Journal of neurochemistry.
2007 Apr; 101(2):377-88. doi:
10.1111/j.1471-4159.2006.04384.x
. [PMID: 17250655] - Gianluigi Tanda, Aaron L Ebbs, Theresa A Kopajtic, Lyn M Elias, Bettye L Campbell, Amy H Newman, Jonathan L Katz. Effects of muscarinic M1 receptor blockade on cocaine-induced elevations of brain dopamine levels and locomotor behavior in rats.
The Journal of pharmacology and experimental therapeutics.
2007 Apr; 321(1):334-44. doi:
10.1124/jpet.106.118067
. [PMID: 17255465] - Okechukwu T Ukairo, Suneetha Ramanujapuram, Christopher K Surratt. Fluctuation of the dopamine uptake inhibition potency of cocaine, but not amphetamine, at mammalian cells expressing the dopamine transporter.
Brain research.
2007 Feb; 1131(1):68-76. doi:
10.1016/j.brainres.2006.11.018
. [PMID: 17169338] - Ahmed A Othman, Shariq A Syed, Amy H Newman, Natalie D Eddington. Transport, metabolism, and in vivo population pharmacokinetics of the chloro benztropine analogs, a class of compounds extensively evaluated in animal models of drug abuse.
The Journal of pharmacology and experimental therapeutics.
2007 Jan; 320(1):344-53. doi:
10.1124/jpet.106.111245
. [PMID: 17003230] - David M Penetar, Alison R Looby, Zhaohui Su, Leslie H Lundahl, Monika Erös-Sarnyai, Jane F McNeil, Scott E Lukas. Benztropine pretreatment does not affect responses to acute cocaine administration in human volunteers.
Human psychopharmacology.
2006 Dec; 21(8):549-59. doi:
10.1002/hup.810
. [PMID: 17080501] - Ole V Mortensen, Susan G Amara. Gain of function mutants reveal sites important for the interaction of the atypical inhibitors benztropine and bupropion with monoamine transporters.
Journal of neurochemistry.
2006 Sep; 98(5):1531-40. doi:
10.1111/j.1471-4159.2006.04060.x
. [PMID: 16923164] - John D Baird, Luis G Arroyo, Modest Vengust, M Kimberly J McGurrin, Alexander Rodriguez-Palacios, Daniel G Kenney, Manickam Aravagiri, George A Maylin. Adverse extrapyramidal effects in four horse given fluphenazine decanoate.
Journal of the American Veterinary Medical Association.
2006 Jul; 229(1):104-10. doi:
10.2460/javma.229.1.104
. [PMID: 16817724] - Sangeeta Raje, Jennifer Cornish, Amy H Newman, Jianjing Cao, Jonathan L Katz, Natalie D Eddington. Investigation of the potential pharmacokinetic and pharmaco-dynamic drug interaction between AHN 1-055, a potent benztropine analog used for cocaine abuse, and cocaine after dosing in rats using intracerebral microdialysis.
Biopharmaceutics & drug disposition.
2006 Jul; 27(5):229-40. doi:
10.1002/bdd.497
. [PMID: 16586462] - Santosh S Kulkarni, Theresa A Kopajtic, Jonathan L Katz, Amy Hauck Newman. Comparative structure-activity relationships of benztropine analogues at the dopamine transporter and histamine H(1) receptors.
Bioorganic & medicinal chemistry.
2006 Jun; 14(11):3625-34. doi:
10.1016/j.bmc.2006.01.017
. [PMID: 16460947] - Peter Grundt, Theresa A Kopajtic, Jonathan L Katz, Amy Hauck Newman. N-8-Substituted benztropinamine analogs as selective dopamine transporter ligands.
Bioorganic & medicinal chemistry letters.
2005 Dec; 15(24):5419-23. doi:
10.1016/j.bmcl.2005.08.111
. [PMID: 16213721] - Dalit E Dar, Cheryl Mayo, George R Uhl. The interaction of methylphenidate and benztropine with the dopamine transporter is different than other substrates and ligands.
Biochemical pharmacology.
2005 Aug; 70(3):461-9. doi:
10.1016/j.bcp.2005.04.032
. [PMID: 15950948] - Okechukwu T Ukairo, Corry D Bondi, Amy Hauck Newman, Santosh S Kulkarni, Alan P Kozikowski, Stephen Pan, Christopher K Surratt. Recognition of benztropine by the dopamine transporter (DAT) differs from that of the classical dopamine uptake inhibitors cocaine, methylphenidate, and mazindol as a function of a DAT transmembrane 1 aspartic acid residue.
The Journal of pharmacology and experimental therapeutics.
2005 Aug; 314(2):575-83. doi:
10.1124/jpet.105.085829
. [PMID: 15879005] - Daniele Simoni, Marcello Rossi, Valerio Bertolasi, Marinella Roberti, Daniela Pizzirani, Riccardo Rondanin, Riccardo Baruchello, Francesco Paolo Invidiata, Manlio Tolomeo, Stefania Grimaudo, Stefania Merighi, Katia Varani, Stefania Gessi, Pier Andrea Borea, Silvia Marino, Sabrina Cavallini, Clementina Bianchi, Anna Siniscalchi. Synthesis and pharmacology of 6-substituted benztropines: discovery of novel dopamine uptake inhibitors possessing low binding affinity to the dopamine transporter.
Journal of medicinal chemistry.
2005 May; 48(9):3337-43. doi:
10.1021/jm0490235
. [PMID: 15857139] - Rajeev I Desai, Theresa A Kopajtic, Mikhail Koffarnus, Amy Hauck Newman, Jonathan L Katz. Identification of a dopamine transporter ligand that blocks the stimulant effects of cocaine.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2005 Feb; 25(8):1889-93. doi:
10.1523/jneurosci.4778-04.2005
. [PMID: 15728828] - Hanne Pedersen, Steffen Sinning, Anne Bulow, Ove Wiborg, Lise Falborg, Mikael Bols. Combinatorial synthesis of benztropine libraries and their evaluation as monoamine transporter inhibitors.
Organic & biomolecular chemistry.
2004 Oct; 2(19):2861-9. doi:
10.1039/b405768f
. [PMID: 15455161] - Peter Grundt, Theresa A Kopajtic, Jonathan L Katz, Amy Hauck Newman. The effect of 6-substituted-4',4'-difluorobenztropines on monoamine transporters and the muscarinic M1 receptor.
Bioorganic & medicinal chemistry letters.
2004 Jun; 14(12):3295-8. doi:
10.1016/j.bmcl.2004.03.075
. [PMID: 15149693] - Nianhang Chen, Juan Zhen, Maarten E A Reith. Mutation of Trp84 and Asp313 of the dopamine transporter reveals similar mode of binding interaction for GBR12909 and benztropine as opposed to cocaine.
Journal of neurochemistry.
2004 May; 89(4):853-64. doi:
10.1111/j.1471-4159.2004.02386.x
. [PMID: 15140185] - Jonathan L Katz, Theresa A Kopajtic, Gregory E Agoston, Amy Hauck Newman. Effects of N-substituted analogs of benztropine: diminished cocaine-like effects in dopamine transporter ligands.
The Journal of pharmacology and experimental therapeutics.
2004 May; 309(2):650-60. doi:
10.1124/jpet.103.060525
. [PMID: 14755006] - Sangeeta Raje, Jianjing Cao, Amy Hauck Newman, Huanling Gao, Natalie D Eddington. Evaluation of the blood-brain barrier transport, population pharmacokinetics, and brain distribution of benztropine analogs and cocaine using in vitro and in vivo techniques.
The Journal of pharmacology and experimental therapeutics.
2003 Nov; 307(2):801-8. doi:
10.1124/jpet.103.053504
. [PMID: 12966155] - Deog-Il Kim, Margaret M Schweri, Howard M Deutsch. Synthesis and pharmacology of site specific cocaine abuse treatment agents: 8-substituted isotropane (3-azabicyclo[3.2.1]octane) dopamine uptake inhibitors.
Journal of medicinal chemistry.
2003 Apr; 46(8):1456-64. doi:
10.1021/jm020410t
. [PMID: 12672245] - Amy Hauck Newman, Santosh Kulkarni. Probes for the dopamine transporter: new leads toward a cocaine-abuse therapeutic--A focus on analogues of benztropine and rimcazole.
Medicinal research reviews.
2002 Sep; 22(5):429-64. doi:
10.1002/med.10014
. [PMID: 12210554] - Sangeeta Raje, Thomas C Dowling, Natalie D Eddington. Determination of the benztropine analog AHN-1055, a dopamine uptake inhibitor, in rat plasma and brain by high-performance liquid chromatography with ultraviolet absorbance detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Mar; 768(2):305-13. doi:
10.1016/s1570-0232(01)00614-6
. [PMID: 11888059] - M F Zou, T Kopajtic, J L Katz, S Wirtz, J B Justice, A H Newman. Novel tropane-based irreversible ligands for the dopamine transporter.
Journal of medicinal chemistry.
2001 Dec; 44(25):4453-61. doi:
10.1021/jm0101904
. [PMID: 11728190] - Y Zhang, D B Joseph, W D Bowen, J L Flippen-Anderson, C M Dersch, R B Rothman, A E Jacobson, K C Rice. Synthesis and biological evaluation of tropane-like 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (GBR 12909) analogues.
Journal of medicinal chemistry.
2001 Nov; 44(23):3937-45. doi:
10.1021/jm0101592
. [PMID: 11689080] - M E Reith, J L Berfield, L C Wang, J V Ferrer, J A Javitch. The uptake inhibitors cocaine and benztropine differentially alter the conformation of the human dopamine transporter.
The Journal of biological chemistry.
2001 Aug; 276(31):29012-8. doi:
10.1074/jbc.m011785200
. [PMID: 11395483] - J L Katz, G E Agoston, K L Alling, R H Kline, M J Forster, W L Woolverton, T A Kopajtic, A H Newman. Dopamine transporter binding without cocaine-like behavioral effects: synthesis and evaluation of benztropine analogs alone and in combination with cocaine in rodents.
Psychopharmacology.
2001 Apr; 154(4):362-74. doi:
10.1007/s002130000667
. [PMID: 11349389] - D Simoni, M Roberti, R Rondanin, R Baruchello, M Rossi, F P Invidiata, S Merighi, K Varani, S Gessi, P A Borea, S Marino, S Cavallini, C Bianchi, A Siniscalchi. Effects of two-carbon bridge region methoxylation of benztropine: discovery of novel chiral ligands for the dopamine transporter.
Bioorganic & medicinal chemistry letters.
2001 Mar; 11(6):823-7. doi:
10.1016/s0960-894x(01)00068-3
. [PMID: 11277529] - B T Hoffman, T Kopajtic, J L Katz, A H Newman. 2D QSAR modeling and preliminary database searching for dopamine transporter inhibitors using genetic algorithm variable selection of Molconn Z descriptors.
Journal of medicinal chemistry.
2000 Nov; 43(22):4151-9. doi:
10.1021/jm990472s
. [PMID: 11063611] - A H Newman, S Izenwasser, M J Robarge, R H Kline. CoMFA study of novel phenyl ring-substituted 3alpha-(diphenylmethoxy)tropane analogues at the dopamine transporter.
Journal of medicinal chemistry.
1999 Sep; 42(18):3502-9. doi:
10.1021/jm980701v
. [PMID: 10479283] - D R Brocks. Anticholinergic drugs used in Parkinson's disease: An overlooked class of drugs from a pharmacokinetic perspective.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques.
1999 May; 2(2):39-46. doi:
. [PMID: 10952768]
- B K Tolliver, A H Newman, J L Katz, L B Ho, L M Fox, K Hsu, S P Berger. Behavioral and neurochemical effects of the dopamine transporter ligand 4-chlorobenztropine alone and in combination with cocaine in vivo.
The Journal of pharmacology and experimental therapeutics.
1999 Apr; 289(1):110-22. doi:
NULL
. [PMID: 10086994] - A H Newman, G E Agoston. Novel benztropine [3a-(diphenylmethoxy)tropane] analogs as probes for the dopamine transporter.
Current medicinal chemistry.
1998 Aug; 5(4):305-19. doi:
. [PMID: 9668197]
- R H Kline, S Izenwasser, J L Katz, D B Joseph, W D Bowen, A H Newman. 3'-Chloro-3 alpha-(diphenylmethoxy)tropane but not 4'-chloro-3 alpha-(diphenylmethoxy)tropane produces a cocaine-like behavioral profile.
Journal of medicinal chemistry.
1997 Mar; 40(6):851-7. doi:
10.1021/jm950782k
. [PMID: 9083473] - A Nordberg, H Lundqvist, P Hartvig, J Andersson, M Johansson, E Hellstrŏm-Lindahi, B Långström. Imaging of nicotinic and muscarinic receptors in Alzheimer's disease: effect of tacrine treatment.
Dementia and geriatric cognitive disorders.
1997 Mar; 8(2):78-84. doi:
10.1159/000106611
. [PMID: 9065319] - S Ono, R Kawashima, H Ito, M Koyama, R Goto, K Inoue, K Sato, T Fujiwara, K Meguro, K Yanai, H Sasaki, T Ido, M Ito, H Fukuda. [Regional distribution of the muscarinic cholinergic receptor in the human brain studied with 11C-benztropine and PET using an anatomical standardization technique].
Kaku igaku. The Japanese journal of nuclear medicine.
1996 Jul; 33(7):721-7. doi:
NULL
. [PMID: 8803440] - I Gordon, R Weizman, M Rehavi. Modulatory effect of agents active in the presynaptic dopaminergic system on the striatal dopamine transporter.
European journal of pharmacology.
1996 Feb; 298(1):27-30. doi:
10.1016/0014-2999(95)00770-9
. [PMID: 8867915] - P C Meltzer, A Y Liang, B K Madras. 2-Carbomethoxy-3-(diarylmethoxy)-1 alpha H, 5 alpha H-tropane analogs: synthesis and inhibition of binding at the dopamine transporter and comparison with piperazines of the GBR series.
Journal of medicinal chemistry.
1996 Jan; 39(2):371-9. doi:
10.1021/jm950463t
. [PMID: 8558504] - D L Alexoff, C Shea, J S Fowler, P King, S J Gatley, D J Schlyer, A P Wolf. Plasma input function determination for PET using a commercial laboratory robot.
Nuclear medicine and biology.
1995 Oct; 22(7):893-904. doi:
10.1016/0969-8051(95)00042-v
. [PMID: 8547887] - H He, G McKay, K K Midha. Phase I and II metabolites of benztropine in rat urine and bile.
Xenobiotica; the fate of foreign compounds in biological systems.
1995 Aug; 25(8):857-72. doi:
10.3109/00498259509061899
. [PMID: 8779226] - T G Rosano, J M Meola, B C Wolf, L W Guisti, S P Jindal. Benztropine identification and quantitation in a suicidal overdose.
Journal of analytical toxicology.
1994 Oct; 18(6):348-53. doi:
10.1093/jat/18.6.348
. [PMID: 7823543] - D G Daniel, C Randolph, G Jaskiw, S Handel, T Williams, A Abi-Dargham, S Shoaf, M Egan, A Elkashef, S Liboff. Coadministration of fluvoxamine increases serum concentrations of haloperidol.
Journal of clinical psychopharmacology.
1994 Oct; 14(5):340-3. doi:
NULL
. [PMID: 7806690] - P C Meltzer, A Y Liang, B K Madras. The discovery of an unusually selective and novel cocaine analog: difluoropine. Synthesis and inhibition of binding at cocaine recognition sites.
Journal of medicinal chemistry.
1994 Jun; 37(13):2001-10. doi:
10.1021/jm00039a014
. [PMID: 8027983] - H E Murray, G E Gillies. Investigation of the ontogenetic patterns of rat hypothalamic dopaminergic neurone morphology and function in vitro.
The Journal of endocrinology.
1993 Dec; 139(3):403-14. doi:
10.1677/joe.0.1390403
. [PMID: 8133208] - S J Gatley. Estimation of upper limits on human radiation absorbed doses from carbon-11-labeled compounds.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
1993 Dec; 34(12):2208-15. doi:
NULL
. [PMID: 8254413] - H He, G McKay, K K Midha. Development of a sensitive and specific radioimmunoassay for benztropine.
Journal of pharmaceutical sciences.
1993 Oct; 82(10):1027-32. doi:
. [PMID: 8254487]
- H Jikihara, H Ikegami, K Koike, K Wada, K Morishige, H Kurachi, K Hirota, A Miyake, O Tanizawa. Intraventricular administration of histidyl-proline-diketopiperazine [Cyclo(His-Pro)] suppresses prolactin secretion and synthesis: a possible role of Cyclo(His-Pro) as dopamine uptake blocker in rat hypothalamus.
Endocrinology.
1993 Mar; 132(3):953-8. doi:
10.1210/endo.132.3.7679984
. [PMID: 7679984] - J W Boja, W M Mitchell, A Patel, T A Kopajtic, F I Carroll, A H Lewin, P Abraham, M J Kuhar. High-affinity binding of [125I]RTI-55 to dopamine and serotonin transporters in rat brain.
Synapse (New York, N.Y.).
1992 Sep; 12(1):27-36. doi:
10.1002/syn.890120104
. [PMID: 1411961] - C M Mazure, J C Nelson, P I Jatlow, M B Bowers. Drug-responsive symptoms during early neuroleptic treatment.
Psychiatry research.
1992 Feb; 41(2):147-54. doi:
10.1016/0165-1781(92)90106-d
. [PMID: 1574541] - D C Goff, G W Arana, D J Greenblatt, R Dupont, M Ornsteen, J S Harmatz, R I Shader. The effect of benztropine on haloperidol-induced dystonia, clinical efficacy and pharmacokinetics: a prospective, double-blind trial.
Journal of clinical psychopharmacology.
1991 Apr; 11(2):106-12. doi:
. [PMID: 2056136]
- N S Kula, R J Baldessarini. Lack of increase in dopamine transporter binding or function in rat brain tissue after treatment with blockers of neuronal uptake of dopamine.
Neuropharmacology.
1991 Jan; 30(1):89-92. doi:
10.1016/0028-3908(91)90047-f
. [PMID: 2046881] - C M Mazure, J C Nelson, P I Jatlow, P Kincare, M B Bowers. The relationship between blood perphenazine levels, early resolution of psychotic symptoms, and side effects.
The Journal of clinical psychiatry.
1990 Aug; 51(8):330-4. doi:
. [PMID: 2199431]
- N Sunn, P J Harris, C Bell. Effects on renal sympathetic axons in dog of acute 6-hydroxydopamine treatment in combination with selective neuronal uptake inhibitors.
British journal of pharmacology.
1990 Apr; 99(4):655-60. doi:
10.1111/j.1476-5381.1990.tb12985.x
. [PMID: 2141795] - M E Strauss, K S Reynolds, G Jayaram, L E Tune. Effects of anticholinergic medication on memory in schizophrenia.
Schizophrenia research.
1990 Mar; 3(2):127-9. doi:
10.1016/0920-9964(90)90045-9
. [PMID: 1980611] - S L Dewey, R R MacGregor, J D Brodie, B Bendriem, P T King, N D Volkow, D J Schlyer, J S Fowler, A P Wolf, S J Gatley. Mapping muscarinic receptors in human and baboon brain using [N-11C-methyl]-benztropine.
Synapse (New York, N.Y.).
1990; 5(3):213-23. doi:
10.1002/syn.890050307
. [PMID: 2343375] - K Selinger, G Lebel, H M Hill, C Discenza. High-performance liquid chromatographic method for the analysis of benztropine in human plasma.
Journal of chromatography.
1989 Jun; 491(1):248-52. doi:
10.1016/s0378-4347(00)82840-6
. [PMID: 2793976] - P Fahy, P Arnold, S C Curry, R Bond. Serial serum drug concentrations and prolonged anticholinergic toxicity after benztropine (Cogentin) overdose.
The American journal of emergency medicine.
1989 Mar; 7(2):199-202. doi:
10.1016/0735-6757(89)90139-3
. [PMID: 2920086] - P Carmeliet, C Denef. Immunocytochemical and pharmacological evidence for an intrinsic cholinomimetic system modulating prolactin and growth hormone release in rat pituitary.
Endocrinology.
1988 Aug; 123(2):1128-39. doi:
10.1210/endo-123-2-1128
. [PMID: 3293981] - S G Siris, A P Sellew, K Frechen, T B Cooper, J Mandell, E Casey. Antidepressants in the treatment of post-psychotic depression in schizophrenia: drug interactions and other considerations.
Clinical chemistry.
1988 May; 34(5):837-40. doi:
NULL
. [PMID: 3286051] - M Shostak, J M Perel, R L Stiller, W Wyman, S Curran. Plasma haloperidol and clinical response: a role for reduced haloperidol in antipsychotic activity?.
Journal of clinical psychopharmacology.
1987 Dec; 7(6):394-400. doi:
NULL
. [PMID: 3429700] - M Erecińska, A Pastuszko, D F Wilson, D Nelson. Ammonia-induced release of neurotransmitters from rat brain synaptosomes: differences between the effects on amines and amino acids.
Journal of neurochemistry.
1987 Oct; 49(4):1258-65. doi:
10.1111/j.1471-4159.1987.tb10018.x
. [PMID: 2887636] - A Hitri, R B Craft, R Sethi, D Sinha. Drug levels and antiparkinsonian drugs in neuroleptic-treated schizophrenic patients.
Clinical neuropharmacology.
1987 Jun; 10(3):261-71. doi:
10.1097/00002826-198706000-00007
. [PMID: 2900683] - A Hitri, R B Craft, J Fallon, R Sethi, D Sinha. Serum neuroleptic and anticholinergic activity in relationship to cognitive toxicity of antiparkinsonian agents in schizophrenic patients.
Psychopharmacology bulletin.
1987; 23(1):33-7. doi:
NULL
. [PMID: 2885890] - M Koide, A K Cho, B D Howard. Characterization of xylamine binding to proteins of PC12 pheochromocytoma cells.
Journal of neurochemistry.
1986 Oct; 47(4):1277-85. doi:
10.1111/j.1471-4159.1986.tb00751.x
. [PMID: 3746302] - D L Howrie, A H Rowley, E P Krenzelok. Benztropine-induced acute dystonic reaction.
Annals of emergency medicine.
1986 May; 15(5):594-6. doi:
10.1016/s0196-0644(86)81001-0
. [PMID: 3963542] - C L Raehl, A K Patel, M LeRoy. Drug-induced torsade de pointes.
Clinical pharmacy.
1985 Nov; 4(6):675-90. doi:
. [PMID: 2416504]
- W B Lawson, C N Karson, L B Bigelow. Increased urine volume in chronic schizophrenic patients.
Psychiatry research.
1985 Apr; 14(4):323-31. doi:
10.1016/0165-1781(85)90100-3
. [PMID: 3860885] - J M Rosenberg, M Sideman, I S Kampa, H McGuire, L Kampa. Effects of benztropine mesylate on haloperidol-induced prolactin secretion and serum haloperidol levels in rats.
Journal of pharmaceutical sciences.
1984 Dec; 73(12):1833-5. doi:
10.1002/jps.2600731247
. [PMID: 6527272] - M E Lund, W Banner, T W Clarkson, M Berlin. Treatment of acute methylmercury ingestion by hemodialysis with N-acetylcysteine (Mucomyst) infusion and 2,3-dimercaptopropane sulfonate.
Journal of toxicology. Clinical toxicology.
1984 Jul; 22(1):31-49. doi:
10.3109/00099308409035080
. [PMID: 6492229]