Loxapine succinate (BioDeep_00000826801)
代谢物信息卡片
Loxapine succinate
化学式: C22H24ClN3O5 (445.1404)
中文名称: 洛沙平琥珀酸酯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CN1CCN(CC1)C2=NC3=CC=CC=C3OC4=C2C=C(C=C4)Cl.C(CC(=O)O)C(=O)O
InChI: 1-2H2,(H,5,6)(H,7,8)
描述信息
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
C78272 - Agent Affecting Nervous System > C29710 - Antipsychotic Agent
Loxapine succinate is an orally active dopamine inhibitor, 5-HT receptor antagonist and also a dibenzoxazepine anti-psychotic agent. Loxapine can also suppresses bacterial efflux pump activity and inhibit intracellular multiple-antibiotic-resistant Salmonella enterica serovar Typhimurium in macrophages[1][4][6].
同义名列表
2 个代谢物同义名
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:6549
- KEGGdrug: D00794
- PubChem: 71399
- ChEMBL: CHEMBL1201155
- MeSH: Loxapine
- CAS: 27833-64-3
- medchemexpress: HY-17390A
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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Tyler Ruch, Sharon Nuss, Rajashekar Reddy Yeruva, Yonglin Gao, Gulay Tegin, Christina Terrell, Rif S El-Mallakh. Inhaled loxapine for acute agitation in a psychiatric emergency service.
Annals of clinical psychiatry : official journal of the American Academy of Clinical Psychiatrists.
2021 08; 33(3):162-167. doi:
10.12788/acp.0032. [PMID: 34398731] - Sally Selim, Robert Riesenberg, James Cassella, Jeevan Kunta, Edward Hellriegel, Mark A Smith, Alexander A Vinks, Laura Rabinovich-Guilatt. Pharmacokinetics and Safety of Single-Dose Inhaled Loxapine in Children and Adolescents.
Journal of clinical pharmacology.
2017 10; 57(10):1244-1257. doi:
10.1002/jcph.932. [PMID: 28510296] - Min Meng, Nan Zhao, Carrie C Pederson, Edward Harrison, Charisse Green, Steven H Gorman, Scott Reuschel. Simultaneous quantification of loxapine, loxapine N-oxide, amoxapine, 8-hydroxyloxapine and 7-hydroxyloxapine in human plasma using LC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Mar; 1046(?):87-97. doi:
10.1016/j.jchromb.2017.01.007. [PMID: 28152454] - Charles V Pollack. Inhaled loxapine for the urgent treatment of acute agitation associated with schizophrenia or bipolar disorder.
Current medical research and opinion.
2016 07; 32(7):1253-60. doi:
10.1185/03007995.2016.1170004. [PMID: 27121764] - James V Cassella, Daniel A Spyker, Paul P Yeung. A randomized, placebo-controlled repeat-dose thorough QT study of inhaled loxapine in healthy volunteers.
International journal of clinical pharmacology and therapeutics.
2015 Nov; 53(11):963-71. doi:
NULL. [PMID: 26501204] - I Jullian-Desayes, A Roselli, C Lamy, M C Alberto-Gondouin, N Janvier, G Venturi-Maestri. Rhabdomyolysis with Acute Renal Failure and Deep Vein Thrombosis Induced by Antipsychotic Drugs: A Case Report.
Pharmacopsychiatry.
2015 Nov; 48(7):265-7. doi:
10.1055/s-0035-1564088. [PMID: 26398280] - Daniel A Spyker, Robert A Riesenberg, James V Cassella. Multiple dose pharmacokinetics of inhaled loxapine in subjects on chronic, stable antipsychotic regimens.
Journal of clinical pharmacology.
2015 Sep; 55(9):985-94. doi:
10.1002/jcph.502. [PMID: 25808074] - A Fernandez, E Dor, M-L Menard, F Askenazy, S Thümmler. [Carbamazepine and psychotropic treatment interaction: Two case studies of carbamazepine overdosage].
Archives de pediatrie : organe officiel de la Societe francaise de pediatrie.
2015 May; 22(5):536-9. doi:
10.1016/j.arcped.2015.02.010. [PMID: 25819631] - Yin Cheong Wong, Shuai Qian, Zhong Zuo. Pharmacokinetic comparison between the long-term anesthetized, short-term anesthetized and conscious rat models in nasal drug delivery.
Pharmaceutical research.
2014 Aug; 31(8):2107-23. doi:
10.1007/s11095-014-1312-8. [PMID: 24554118] - Daniel A Spyker, Polina Voloshko, Eugene R Heyman, James V Cassella. Loxapine delivered as a thermally generated aerosol does not prolong QTc in a thorough QT/QTc study in healthy subjects.
Journal of clinical pharmacology.
2014 Jun; 54(6):665-74. doi:
10.1002/jcph.257. [PMID: 24375070] - Yin Cheong Wong, Zhong Zuo. Brain disposition and catalepsy after intranasal delivery of loxapine: role of metabolism in PK/PD of intranasal CNS drugs.
Pharmaceutical research.
2013 Sep; 30(9):2368-84. doi:
10.1007/s11095-013-1080-x. [PMID: 23739987] - Gillian M Keating. Loxapine inhalation powder: a review of its use in the acute treatment of agitation in patients with bipolar disorder or schizophrenia.
CNS drugs.
2013 Jun; 27(6):479-89. doi:
10.1007/s40263-013-0075-9. [PMID: 23740380] - R T Owen. Inhaled loxapine: a new treatment for agitation in schizophrenia or bipolar disorder.
Drugs of today (Barcelona, Spain : 1998).
2013 Mar; 49(3):195-201. doi:
10.1358/dot.2013.49.3.1937429. [PMID: 23527323] - N Chaumartin, M Monville, B Lachaux. [Dysphagia or dysphagias during neuroleptic medication?].
L'Encephale.
2012 Sep; 38(4):351-5. doi:
10.1016/j.encep.2011.07.002. [PMID: 22980477] - Andrea Reed, Keith Huie, Elke S Perloff, James V Cassella, Lori H Takahashi. Loxapine P-glycoprotein interactions in vitro.
Drug metabolism letters.
2012 Mar; 6(1):26-32. doi:
10.2174/187231212800229255. [PMID: 22300294] - Yin Cheong Wong, Siu Kwan Wo, Zhong Zuo. Investigation of the disposition of loxapine, amoxapine and their hydroxylated metabolites in different brain regions, CSF and plasma of rat by LC-MS/MS.
Journal of pharmaceutical and biomedical analysis.
2012 Jan; 58(?):83-93. doi:
10.1016/j.jpba.2011.09.020. [PMID: 21993198] - L Citrome. Aerosolised antipsychotic assuages agitation: inhaled loxapine for agitation associated with schizophrenia or bipolar disorder.
International journal of clinical practice.
2011 Mar; 65(3):330-40. doi:
10.1111/j.1742-1241.2010.02615.x. [PMID: 21199198] - Jennifer S D Zimmer, Shane R Needham, Chad D Christianson, Crystal M Piekarski, Chrystal N Sheaff, Keith Huie, Andrea R Reed, Lori Takahashi. Validation of HPLC-MS/MS methods for analysis of loxapine, amoxapine, 7-OH-loxapine, 8-OH-loxapine and loxapine N-oxide in human plasma.
Bioanalysis.
2010 Dec; 2(12):1989-2000. doi:
10.4155/bio.10.156. [PMID: 21110742] - Daniel A Spyker, Patrik Munzar, James V Cassella. Pharmacokinetics of loxapine following inhalation of a thermally generated aerosol in healthy volunteers.
Journal of clinical pharmacology.
2010 Feb; 50(2):169-79. doi:
10.1177/0091270009347866. [PMID: 19915181] - L V Rao, M L Snyder, G M Vallaro. Rapid liquid chromatography/tandem mass spectrometer (LCMS) method for clozapine and its metabolite N-desmethyl clozapine (norclozapine) in human serum.
Journal of clinical laboratory analysis.
2009; 23(6):394-8. doi:
10.1002/jcla.20345. [PMID: 19927349] - P Birmes, V Chounet, M Mazerolles, B Cathala, L Schmitt, D Lauque. [Self-poisoning with Datura stramonium. 3 case reports].
Presse medicale (Paris, France : 1983).
2002 Jan; 31(2):69-72. doi:
". [PMID: 11850988] - J P Krise, W N Charman, S A Charman, V J Stella. A novel prodrug approach for tertiary amines. 3. In vivo evaluation of two N-phosphonooxymethyl prodrugs in rats and dogs.
Journal of pharmaceutical sciences.
1999 Sep; 88(9):928-32. doi:
10.1021/js980382v. [PMID: 10479356] - S Ulrich, S Kruggel, H Weigmann, C Hiemke. Fishing for a drug: solid-phase microextraction for the assay of clozapine in human plasma.
Journal of chromatography. B, Biomedical sciences and applications.
1999 Aug; 731(2):231-40. doi:
10.1016/s0378-4347(99)00230-3. [PMID: 10510776] - L Ereshefsky. Pharmacologic and pharmacokinetic considerations in choosing an antipsychotic.
The Journal of clinical psychiatry.
1999; 60 Suppl 10(?):20-30. doi:
. [PMID: 10340684] - B Hüe, B Palomba, M Giacardy-Paty, T Bottaï, R Alric, P Petit. Concurrent high-performance liquid chromatographic measurement of loxapine and amoxapine and of their hydroxylated metabolites in plasma.
Therapeutic drug monitoring.
1998 Jun; 20(3):335-9. doi:
10.1097/00007691-199806000-00016. [PMID: 9631933] - J F Liégeois, A Mouithys-Mickalad, J Bruhwyler, J Delarge, C Petit, J M Kauffmann, M Lamy. JL 13, a potential successor to clozapine, is less sensitive to oxidative phenomena.
Biochemical and biophysical research communications.
1997 Sep; 238(1):252-5. doi:
10.1006/bbrc.1997.7270. [PMID: 9299488] - S Mowerman, S G Siris. Adjunctive loxapine in a clozapine-resistant cohort of schizophrenic patients.
Annals of clinical psychiatry : official journal of the American Academy of Clinical Psychiatrists.
1996 Dec; 8(4):193-7. doi:
10.3109/10401239609147759. [PMID: 8986313] - S A al-Suwayeh, I R Tebbett, D Wielbo, G A Brazeau. In vitro-in vivo myotoxicity of intramuscular liposomal formulations.
Pharmaceutical research.
1996 Sep; 13(9):1384-8. doi:
10.1023/a:1016082218942. [PMID: 8893279] - M Maes, E Bosmans, R Ranjan, E Vandoolaeghe, H Y Meltzer, M De Ley, R Berghmans, G Stans, R Desnyder. Lower plasma CC16, a natural anti-inflammatory protein, and increased plasma interleukin-1 receptor antagonist in schizophrenia: effects of antipsychotic drugs.
Schizophrenia research.
1996 Jul; 21(1):39-50. doi:
10.1016/0920-9964(96)00029-1. [PMID: 8998275] - H Luo, E M Hawes, G McKay, E D Korchinski, K K Midha. N(+)-glucuronidation of aliphatic tertiary amines in human: antidepressant versus antipsychotic drugs.
Xenobiotica; the fate of foreign compounds in biological systems.
1995 Mar; 25(3):291-301. doi:
10.3109/00498259509061853. [PMID: 7618355] - R J Roberge, T G Martin. Mixed fluoxetine/loxapine overdose and atrial flutter.
Annals of emergency medicine.
1994 Mar; 23(3):586-90. doi:
10.1016/s0196-0644(94)70083-4. [PMID: 8135440] - D M Collins, B E Gidal, M E Pitterle. Potential interaction between carbamazepine and loxapine: case report and retrospective review.
The Annals of pharmacotherapy.
1993 Oct; 27(10):1180-7. doi:
10.1177/106002809302701003. [PMID: 8251682] - K K Midha, J W Hubbard, G McKay, E M Hawes, D Hsia. The role of metabolites in a bioequivalence study 1: loxapine, 7-hydroxyloxapine and 8-hydroxyloxapine.
International journal of clinical pharmacology, therapy, and toxicology.
1993 Apr; 31(4):177-83. doi:
NULL. [PMID: 8500919] - S W Cheung, S W Tang, G Remington. Simultaneous quantitation of loxapine, amoxapine and their 7- and 8-hydroxy metabolites in plasma by high-performance liquid chromatography.
Journal of chromatography.
1991 Mar; 564(1):213-21. doi:
10.1016/0378-4347(91)80083-o. [PMID: 1860915] - S A Contreras, J W Maas, E Seleshi, C L Bowden. Urine and plasma levels of dopamine metabolites in response to apomorphine and neuroleptics in schizophrenics.
Biological psychiatry.
1988 Nov; 24(7):818-22. doi:
10.1016/0006-3223(88)90259-4. [PMID: 3067756] - K S Kendler, K L Davis. Acute and chronic effects of neuroleptic drugs on plasma and brain homovanillic acid in the rat.
Psychiatry research.
1984 Sep; 13(1):51-8. doi:
10.1016/0165-1781(84)90118-5. [PMID: 6151204] - E A Burch, T J Goldschmidt. Loxapine in the treatment of psychotic-depressive disorders: Measurement of antidepressant metabolites.
Southern medical journal.
1983 Aug; 76(8):991-5. doi:
10.1097/00007611-198308000-00012. [PMID: 6879296] - G Athanassenas, E Papadopoulos, A Kourkoubas, S Tsitourides, J Gabriel, S Hoïdas, E Frangos. Serum calcium and magnesium levels in chronic schizophrenics.
Journal of clinical psychopharmacology.
1983 Aug; 3(4):212-6. doi:
NULL. [PMID: 6886033] - T Lutz, S P Jindal, T B Cooper. GLC/MS assay for loxapine in human biofluids and tissues with deuterium labeled analog as an internal standard.
Journal of analytical toxicology.
1982 Nov; 6(6):301-4. doi:
10.1093/jat/6.6.301. [PMID: 7162141] - S G Dahl. Active metabolites of neuroleptic drugs: possible contribution to therapeutic and toxic effects.
Therapeutic drug monitoring.
1982; 4(1):33-40. doi:
10.1097/00007691-198204000-00005. [PMID: 6122292] - A G Robertson, R Berry, H Y Meltzer. Prolactin stimulating effects of amoxapine and loxapine in psychiatric patients.
Psychopharmacology.
1982; 78(3):287-92. doi:
10.1007/bf00428168. [PMID: 6818584] - C W Tam, B R Olin, A E Ruiz. Loxapine-associated rhabdomyolysis and acute renal failure.
Archives of internal medicine.
1980 Jul; 140(7):975-6. doi:
NULL. [PMID: 6770772] - J Vasiliades. Identification of misused drugs in the clinical laboratory. I. Tricyclics.
Clinical biochemistry.
1980 Feb; 13(1):24-9. doi:
10.1016/s0009-9120(80)90482-8. [PMID: 7363449] - J Vasiliades, T M Sahawneh, C Owens. Determination of therapeutic and toxic concentrations of doxepin and loxapine using gas-liquid chromatography with a nitrogen-sensitive detector, and gas chromatography-mass spectrometry of loxapine.
Journal of chromatography.
1979 Dec; 164(4):457-70. doi:
10.1016/s0378-4347(00)81548-0. [PMID: 541421] - S F Cooper, R Dugal, M J Bertrand. Determination of loxapine in human plasma and urine and identification of three urinary metabolites.
Xenobiotica; the fate of foreign compounds in biological systems.
1979 Jul; 9(7):405-14. doi:
10.3109/00498257909038745. [PMID: 494666] - T B Cooper, R G Kelly. GLC analysis of loxapine, amoxapine, and their metabolites in serum and urine.
Journal of pharmaceutical sciences.
1979 Feb; 68(2):216-9. doi:
10.1002/jps.2600680224. [PMID: 423094] - P G Gruen, E J Sachar, N Altman, G Langer, M A Tabrizi, F S Halpern. Relation of plasma prolactin to clinical response in schizophrenic patients.
Archives of general psychiatry.
1978 Oct; 35(10):1222-7. doi:
10.1001/archpsyc.1978.01770340072008. [PMID: 29592] - G M Simpson, T B Cooper, J H Lee, M A Young. Clinical and plasma level characteristics of intramuscular and oral loxapine.
Psychopharmacology.
1978 Mar; 56(2):225-32. doi:
10.1007/bf00431855. [PMID: 417377] - C M Davis, C J Meyer, D C Fenimore. Improved gas chromatographic analysis of chlorpromazine in blood serum.
Clinica chimica acta; international journal of clinical chemistry.
1977 Jul; 78(1):71-7. doi:
10.1016/0009-8981(77)90338-2. [PMID: 884850] - L G Kiloh, S E Williams, D A Grant, P S Whetton. A double-blind comparative trial of loxapine and trifluoperazine in acute and chronic schizophrenic patients.
The Journal of international medical research.
1976; 4(6):441-8. doi:
10.1177/030006057600400611. [PMID: 800384] - W Ruch, H Asper, H R Bürki. Effect of clozapine on the metabolism of serotonin in rat brain.
Psychopharmacologia.
1976; 46(1):103-9. doi:
10.1007/bf00421556. [PMID: 1257359]
