Amitraz (BioDeep_00000176004)
human metabolite blood metabolite
代谢物信息卡片
N-(2,4-dimethylphenyl)-N-{[(2,4-dimethylphenyl)imino]methyl}-N-methylmethanimidamide
化学式: C19H23N3 (293.1892)
中文名称: 双甲脒
谱图信息:
最多检出来源 Homo sapiens(blood) 100%
分子结构信息
SMILES: CC1=CC(=C(C=C1)N=CN(C)C=NC2=C(C=C(C=C2)C)C)C
InChI: InChI=1S/C19H23N3/c1-14-6-8-18(16(3)10-14)20-12-22(5)13-21-19-9-7-15(2)11-17(19)4/h6-13H,1-5H3
描述信息
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists
D010575 - Pesticides > D010574 - Pesticide Synergists
D010575 - Pesticides > D007302 - Insect Repellents
D010575 - Pesticides > D007306 - Insecticides
D020011 - Protective Agents
D016573 - Agrochemicals
Amitraz is a non-systemic acaricide and insecticide with alpha-adrenergic agonist activity that interacts with octopamine receptors in the central nervous system and inhibits monoamine oxidase and prostaglandin synthesis.
同义名列表
11 个代谢物同义名
N-(2,4-dimethylphenyl)-N-{[(2,4-dimethylphenyl)imino]methyl}-N-methylmethanimidamide; 1,5-Di(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene; N,N-(methyliminodimethylidyne)bis-2,4-xylidine; N-Methyl-bis(2,4-xylyiminomethyl) amine; Mitaban; AMITRAZ; Taktic; bipin; Mitac; BTS-27419; Amitraz
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:2665
- PubChem: 36324
- HMDB: HMDB0248337
- DrugBank: DB11373
- ChEMBL: CHEMBL1365675
- Wikipedia: Amitraz
- chemspider: 21229841
- CAS: 33089-61-1
- RefMet: Amitraz
- medchemexpress: HY-B1111
- KEGG: C10995
- PubChem: 13178
- KNApSAcK: 2665
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)
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
- Ana Lúcia Coutinho Teixeira, Laís Carneiro Naziasene Lima Marreto, Francisca Leticia Vale, Lainny Jordana Martins Pereira E Sousa, Bruno César Ferreira Gonzaga, Isabela Santos Silva, Emilly Faria Santos, Francisco Flávio da Silva Lopes, Selene Maia de Morais, Welber Daniel Zanetti Lopes, Geovany Amorim Gomes, Caio Monteiro. Combinations of amitraz with essential oils from Lippia sidoides and Thymus vulgaris, thymol and thymol acetate for Rhipicephalus microplus control: studies under laboratory and field conditions.
Veterinary parasitology.
2023 Jul; 321(?):109997. doi:
10.1016/j.vetpar.2023.109997. [PMID: 37562084] - Ping Cai, Yuanyuan Zhang, Mu Yang, Chenghao Zhang, Mingxia Li, Wei Xiao, Zhifeng Xu, Yongqiang Zhang. Target identification and acaricidal activity difference of amitraz and its metabolite DPMF in Tetranychus cinnabarinus (Boisduval).
Pest management science.
2023 Apr; ?(?):. doi:
10.1002/ps.7500. [PMID: 37036086] - Jyoti, S P S Saini, Harkirat Singh, S S Rath, Nirbhay K Singh. In vitro acaricidal activity of Piper longum L. against amitraz resistant Rhipicephalus microplus (Acari: Ixodidae).
Experimental parasitology.
2022 Oct; 241(?):108356. doi:
10.1016/j.exppara.2022.108356. [PMID: 35995248] - Álvaro Peniche-Cardeña, Javier Sosa-Rueda, José A Rosado-Aguilar, Roger I Rodríguez-Vivas, José J Fernández, Francisco Cen-Pacheco. Acaricidal activity of Mexican plants against Rhipicephalus microplus resistant to amitraz and cypermethrin.
Veterinary parasitology.
2022 Jul; 307-308(?):109733. doi:
10.1016/j.vetpar.2022.109733. [PMID: 35640368] - Renaud Sabatier, Cécile Vicier, Séverine Garnier, Arnaud Guille, Nadine Carbuccia, Nicolas Isambert, Florence Dalenc, Marie Robert, Christelle Levy, Jihane Pakradouni, José Adelaïde, Max Chaffanet, Patrick Sfumato, Emilie Mamessier, François Bertucci, Anthony Goncalves. Circulating tumor DNA predicts efficacy of a dual AKT/p70S6K inhibitor (LY2780301) plus paclitaxel in metastatic breast cancer: plasma analysis of the TAKTIC phase IB/II study.
Molecular oncology.
2022 05; 16(10):2057-2070. doi:
10.1002/1878-0261.13188. [PMID: 35122700] - Latifa Elhachimi, Thomas Van Leeuwen, Wannes Dermauw, Carolien Rogiers, Félix Valcárcel, Angeles Sonia Olmeda, Sarah Elhamiani Khatat, Sylvie Daminet, Hamid Sahibi, Luc Duchateau. Variation of diazinon and amitraz susceptibility of Hyalomma marginatum (Acari: Ixodidae) in the Rabat-Sale-Kenitra region of Morocco.
Ticks and tick-borne diseases.
2022 03; 13(2):101883. doi:
10.1016/j.ttbdis.2021.101883. [PMID: 34894524] - Noelia Nikoloff, Ana C Carranza Martin, Mariana C Fabra, Cecilia C Furnus. Amitraz induced cytotoxic effect on bovine cumulus cells and impaired oocyte maturation.
Environmental science and pollution research international.
2021 Jun; 28(23):29188-29199. doi:
10.1007/s11356-021-12670-x. [PMID: 33550522] - Yan-Fang Guo, Jia-Ren Qiu, Tao Chen, San-Ji Gao, Bu Su-Hong, Ran Wang, Jin-da Wang. Characterization and functional analysis of a β-adrenergic-like octopamine receptor from the oriental armyworm (Mythimna separata Walker).
Archives of insect biochemistry and physiology.
2021 Apr; 106(4):e21772. doi:
10.1002/arch.21772. [PMID: 33719088] - Rassol Bahreini, Medhat Nasr, Cassandra Docherty, David Feindel, Samantha Muirhead, Olivia de Herdt. New bioassay cage methodology for in vitro studies on Varroa destructor and Apis mellifera.
PloS one.
2021; 16(4):e0250594. doi:
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Scientific reports.
2020 12; 10(1):21529. doi:
10.1038/s41598-020-78561-2. [PMID: 33299084] - Mohamed Ahmed Ibrahim Ahmed, Christoph Franz Adam Vogel. Toxicological Evaluation of Novel Butenolide Pesticide Flupyradifurone Against Culex quinquefasciatus (Diptera: Culicidae) Mosquitoes.
Journal of medical entomology.
2020 11; 57(6):1857-1863. doi:
10.1093/jme/tjaa118. [PMID: 32566941] - Mohamed Ahmed Ibrahim Ahmed, Christoph Franz Adam Vogel. Hazardous effects of octopamine receptor agonists on altering metabolism-related genes and behavior of Drosophila melanogaster.
Chemosphere.
2020 Aug; 253(?):126629. doi:
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Transboundary and emerging diseases.
2020 Jul; 67 Suppl 2(?):142-148. doi:
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BMC veterinary research.
2019 Nov; 15(1):404. doi:
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Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964. [PMID: 31515284] - Ajith Kumar K G, Ashutosh Fular, Gajanan Chigure, Anil Kumar Sharma, Gaurav Nagar, Francinea F Souza, Gervasio H Bechara, Srikant Ghosh. Comparative impact of coumaphos, amitraz and plant extract of Ageratum conyzoides on the oogenesis of Rhipicephalus microplus.
Ticks and tick-borne diseases.
2019 08; 10(5):1085-1095. doi:
10.1016/j.ttbdis.2019.06.003. [PMID: 31186201] - Xue Gao, Yongbin Sun, Haidan You, Yannan Dai, Hao Guo, Qingbiao Zhao. Simultaneous determination of amitraz, chlordimeform, formetanate and metabolites in human blood by liquid chromatography tandem mass spectrometry with phospholipid-removal pretreatment.
Biomedical chromatography : BMC.
2019 Apr; 33(4):e4477. doi:
10.1002/bmc.4477. [PMID: 30578570] - Hugo R Monteiro, Marco F L Lemos, Sara C Novais, Amadeu M V M Soares, João L T Pestana. Amitraz toxicity to the midge Chironomus riparius: Life-history and biochemical responses.
Chemosphere.
2019 Apr; 221(?):324-332. doi:
10.1016/j.chemosphere.2019.01.018. [PMID: 30641373] - Juan Huang, Qianwen Gui, Ling Gao, Xiaoyan Zhang, Weijian Shen, Bin Wu, Tao Ding. [Determination of amitraz and its metabolites in vegetables and fruits by high performance liquid chromatography-tandem mass spectrometry].
Se pu = Chinese journal of chromatography.
2019 Jan; 37(1):2-7. doi:
10.3724/sp.j.1123.2018.09014. [PMID: 30693702] - Steven X Hu, Charles P Benner, Julie A White, Roger A Martin, Kenneth L Feenstra. Pharmacokinetics and brain distribution of amitraz and its metabolites in rats.
Environmental toxicology and pharmacology.
2019 Jan; 65(?):40-45. doi:
10.1016/j.etap.2018.11.005. [PMID: 30503806] - Hanan A Gashout, Paul H Goodwin, Ernesto Guzman-Novoa. Lethality of synthetic and natural acaricides to worker honey bees (Apis mellifera) and their impact on the expression of health and detoxification-related genes.
Environmental science and pollution research international.
2018 Dec; 25(34):34730-34739. doi:
10.1007/s11356-018-3205-6. [PMID: 30324372] - Kanapadinchareveetil Sreelekha, Leena Chandrasekhar, Harikumar S Kartha, Reghu Ravindran, Sanis Juliet, Karapparambu G Ajithkumar, Suresh N Nair, Srikanta Ghosh. Ultrastructural analysis of oocytes of Rhipicephalus (Boophilus) annulatus during postengorgement period as a tool to evaluate the cytotoxic effects of amitraz and deltamethrin on the germinative cells.
Veterinary parasitology.
2017 Nov; 247(?):113-120. doi:
10.1016/j.vetpar.2017.10.006. [PMID: 29080757] - Xue Gao, Yanglan Tan, Hao Guo. Simultaneous determination of amitraz, chlordimeform, formetanate and their main metabolites in human urine by high performance liquid chromatography-tandem mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 May; 1052(?):27-33. doi:
10.1016/j.jchromb.2017.03.004. [PMID: 28346886] - Tomasz Kiljanek, Alicja Niewiadowska, Marta Gaweł, Stanisław Semeniuk, Milena Borzęcka, Andrzej Posyniak, Krystyna Pohorecka. Multiple pesticide residues in live and poisoned honeybees - Preliminary exposure assessment.
Chemosphere.
2017 May; 175(?):36-44. doi:
10.1016/j.chemosphere.2017.02.028. [PMID: 28211333] - Rachel R Rix, G Christopher Cutler. Acute Exposure to Worst-Case Concentrations of Amitraz Does Not Affect Honey Bee Learning, Short-Term Memory, or Hemolymph Octopamine Levels.
Journal of economic entomology.
2017 02; 110(1):127-132. doi:
10.1093/jee/tow250. [PMID: 28028168] - H M M T B Herath, S P Pahalagamage, Nilukshana Yogendranathan, M D M S Wijayabandara, Aruna Kulatunga. Amitraz poisoning: A case report of an unusual pesticide poisoning in Sri Lanka and literature review.
BMC pharmacology & toxicology.
2017 01; 18(1):6. doi:
10.1186/s40360-016-0114-5. [PMID: 28110639] - Martin Kamler, Marta Nesvorna, Jitka Stara, Tomas Erban, Jan Hubert. Comparison of tau-fluvalinate, acrinathrin, and amitraz effects on susceptible and resistant populations of Varroa destructor in a vial test.
Experimental & applied acarology.
2016 May; 69(1):1-9. doi:
10.1007/s10493-016-0023-8. [PMID: 26910521] - Mohamed Ahmed Ibrahim Ahmed, Christoph Franz Adam Vogel. The role of octopamine receptor agonists in the synergistic toxicity of certain insect growth regulators (IGRs) in controlling Dengue vector Aedes aegypti (Diptera: Culicidae) mosquito.
Acta tropica.
2016 Mar; 155(?):1-5. doi:
10.1016/j.actatropica.2015.11.015. [PMID: 26672383] - Murat Kanbur, Yavuz Siliğ, Gökhan Eraslan, Mürsel Karabacak, Zeynep Soyer Sarıca, Serap Şahin. The toxic effect of cypermethrin, amitraz and combinations of cypermethrin-amitraz in rats.
Environmental science and pollution research international.
2016 Mar; 23(6):5232-42. doi:
10.1007/s11356-015-5720-z. [PMID: 26561326] - Sahajal Dhooria, Digambar Behera, Ritesh Agarwal. Amitraz: a mimicker of organophosphate poisoning.
BMJ case reports.
2015 Oct; 2015(?):. doi:
10.1136/bcr-2015-210296. [PMID: 26430228] - Mohamed Ahmed Ibrahim Ahmed, Christoph Franz Adam Vogel. Synergistic action of octopamine receptor agonists on the activity of selected novel insecticides for control of dengue vector Aedes aegypti (Diptera: Culicidae) mosquito.
Pesticide biochemistry and physiology.
2015 May; 120(?):51-6. doi:
10.1016/j.pestbp.2015.01.014. [PMID: 25987220] - Mohamed Ahmed Ibrahim Ahmed, Christoph F A Vogel, Fumio Matsumura. Unique biochemical and molecular biological mechanism of synergistic actions of formamidine compounds on selected pyrethroid and neonicotinoid insecticides on the fourth instar larvae of Aedes aegypti (Diptera: Culicidae).
Pesticide biochemistry and physiology.
2015 May; 120(?):57-63. doi:
10.1016/j.pestbp.2015.01.008. [PMID: 25987221] - D Pekmezci, G Z Pekmezci, M Guzel, S Cenesiz, A T Gurler, G Gokalp. Efficacy of amitraz plus inactivated parapoxvirus ovis in the treatment of canine generalised demodicosis.
The Veterinary record.
2014 May; 174(22):556. doi:
10.1136/vr.102226. [PMID: 24771532] - Petra Bizikova, Keith E Linder, Thierry Olivry. Fipronil-amitraz-S-methoprene-triggered pemphigus foliaceus in 21 dogs: clinical, histological and immunological characteristics.
Veterinary dermatology.
2014 Apr; 25(2):103-11, e29. doi:
10.1111/vde.12117. [PMID: 24666660] - R Godara, S Parveen, R Katoch, A Yadav, P K Verma, M Katoch, D Kaur, A Ganai, P Raghuvanshi, N K Singh. Acaricidal activity of extract of Artemisia absinthium against Rhipicephalus sanguineus of dogs.
Parasitology research.
2014 Feb; 113(2):747-54. doi:
10.1007/s00436-013-3704-9. [PMID: 24288053] - James Madzimure, Emmanuel T Nyahangare, Humphrey Hamudikuwanda, Thokozani Hove, Steve R Belmain, Philip C Stevenson, Brighton M Mvumi. Efficacy of Strychnos spinosa (Lam.) and Solanum incanum L. aqueous fruit extracts against cattle ticks.
Tropical animal health and production.
2013 Aug; 45(6):1341-7. doi:
10.1007/s11250-013-0367-6. [PMID: 23456785] - Frederic Beugnet, Peet Delport, Hermann Luus, Dione Crafford, Josephus Fourie. Preventive efficacy of Frontline® Combo and Certifect® against Dipylidium caninum infestation of cats and dogs using a natural flea (Ctenocephalides felis) infestation model.
Parasite (Paris, France).
2013; 20(?):7. doi:
10.1051/parasite/2013006. [PMID: 23419268] - Luís Cardoso, Cláudio Mendão, Luís Madeira de Carvalho. Prevalence of Dirofilaria immitis, Ehrlichia canis, Borrelia burgdorferi sensu lato, Anaplasma spp. and Leishmania infantum in apparently healthy and CVBD-suspect dogs in Portugal--a national serological study.
Parasites & vectors.
2012 Mar; 5(?):62. doi:
10.1186/1756-3305-5-62. [PMID: 22452990] - Andy Parrish, Ruth Lancaster. Does the nose know? Amitraz poisoning and olfaction.
South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde.
2012 Mar; 102(4):223-4. doi:
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Fungal biology.
2012 Jan; 116(1):121-32. doi:
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PloS one.
2012; 7(2):e31795. doi:
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2011 Jul; 54(13):4548-58. doi:
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Tropical animal health and production.
2011 Feb; 43(2):481-9. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Jul; 878(21):1746-52. doi:
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The Journal of the Association of Physicians of India.
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The Analyst.
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Archives of toxicology.
2008 Oct; 82(10):729-37. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2008 May; 867(1):99-104. doi:
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Veterinary parasitology.
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Veterinary parasitology.
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Human & experimental toxicology.
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Journal of medical entomology.
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Communications in agricultural and applied biological sciences.
2007; 72(4):1011-5. doi:
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Journal of the South African Veterinary Association.
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Revista brasileira de parasitologia veterinaria = Brazilian journal of veterinary parasitology : Orgao Oficial do Colegio Brasileiro de Parasitologia Veterinaria.
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Journal of analytical toxicology.
2004 Oct; 28(7):553-62. doi:
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Immunological investigations.
2004; 33(4):453-68. doi:
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