Diethylcarbamazine (BioDeep_00000003903)

human metabolite blood metabolite Chemicals and Drugs

代谢物信息卡片

N,N-Diethyl-4-methyl-1-piperazinecarboxamide

化学式: C10H21N3O (199.1684536)
中文名称: 乙胺嗪
谱图信息: 最多检出来源 Homo sapiens(blood) 6.98%

分子结构信息

SMILES: CCN(CC)C(=O)N1CCN(C)CC1
InChI: InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3

描述信息

Diethylcarbamazine is only found in individuals that have used or taken this drug. It is an anthelmintic used primarily as the citrate in the treatment of filariasis, particularly infestations with Wucheria bancrofti or Loa loa. [PubChem]The mechanism of action of diethylcarbamazine is thought to involve sensitizing the microfilariae to phagocytosis. One study showed that diethylcarbamazines activity against Brugia malayi microfilariae is dependent on inducible nitric-oxide synthase and the cyclooxygenase pathway. It confirmed the important role of the arachidonic acid metabolic pathway in diethylcarbamazines mechanism of action in vivo and showes that in addition to its effects on the 5-lipoxygenase pathway, it targets the cyclooxygenase pathway and COX-1.
P - Antiparasitic products, insecticides and repellents > P02 - Anthelmintics > P02C - Antinematodal agents > P02CB - Piperazine and derivatives
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent
D004791 - Enzyme Inhibitors > D016859 - Lipoxygenase Inhibitors

同义名列表

23 个代谢物同义名

N,N-Diethyl-4-methyl-1-piperazinecarboxamide; N,N-Diethyl-4-methylpiperazine-1-carboxamide; Aventis brand OF diethylcarbamazine citrate; Monohydrochloride, diethylcarbamazine; Diethylcarbamazine monohydrochloride; Diethylcarbamazine L-tartrate (1:1); Diethylcarbamazine phosphate (1:1); Diethylcarbamazine citrate (1:1); Diethylcarbamazine citrate (1:2); Maleate, diethylcarbamazine; Citrate, diethylcarbamazine; Diethylcarbamazine maleate; Diethylcarbamazine Citrate; Diethyl carbamazine; diethylcarbamazine; Ditrazine base; Carbamazine; Carbilazine; Ethodryl; Hetrazan; Notezine; Loxuran; Camin

数据库引用编号

15 个数据库交叉引用编号

ChEBI: CHEBI:4527
KEGG: C07968
KEGGdrug: D07825
PubChem: 3052
HMDB: HMDB0014849
Metlin: METLIN2004
DrugBank: DB00711
ChEMBL: CHEMBL684
Wikipedia: Diethylcarbamazine
MeSH: Diethylcarbamazine
chemspider: 2944
CAS: 90-89-1
PMhub: MS000013532
PubChem: 10169
NIKKAJI: J4.329J

分类词条

Piperazine carboxamides

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

9606 - Homo sapiens: -

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

Kiran Agarwal, Kavita Gaur, Nazma Khasim. Filariasis presenting with bicytopenia, progressive splenomegaly and acute renal failure: An unusual case report. Tropical doctor. 2021 Oct; 51(4):588-590. doi: 10.1177/00494755211002027. [PMID: 33977778]
Anuruddha Abeygunasekera, Saroj Jayasinghe. Is the anti-filarial drug diethylcarbamazine useful to treat COVID-19?. Medical hypotheses. 2020 Oct; 143(?):109843. doi: 10.1016/j.mehy.2020.109843. [PMID: 32492560]
Nosibah Abdul-Razek, Al-Mahy M El-Mallah, Abdelaziz S A Abuelsaad, Mahmoud Abdel-Latif. Enhancement of Anti-allergic Effect of Diethylcarbamazine Citrate in Asthmatic Mouse Model: Testing of Anti-drug Antibodies and Quercetin. Iranian journal of allergy, asthma, and immunology. 2020 Aug; 19(4):373-385. doi: 10.18502/ijaai.v19i4.4112. [PMID: 33463104]
Andi Dian Permana, Ismaiel A Tekko, Maelíosa T C McCrudden, Qonita Kurnia Anjani, Delly Ramadon, Helen O McCarthy, Ryan F Donnelly. Solid lipid nanoparticle-based dissolving microneedles: A promising intradermal lymph targeting drug delivery system with potential for enhanced treatment of lymphatic filariasis. Journal of controlled release : official journal of the Controlled Release Society. 2019 12; 316(?):34-52. doi: 10.1016/j.jconrel.2019.10.004. [PMID: 31655132]
Britt J Andersen, Bruce A Rosa, Jonah Kupritz, Aboulaye Meite, Traye Serge, Marla I Hertz, Kurt Curtis, Christopher L King, Makedonka Mitreva, Peter U Fischer, Gary J Weil. Systems analysis-based assessment of post-treatment adverse events in lymphatic filariasis. PLoS neglected tropical diseases. 2019 09; 13(9):e0007697. doi: 10.1371/journal.pntd.0007697. [PMID: 31557154]
Andi Dian Permana, Ismaiel A Tekko, Helen O McCarthy, Ryan F Donnelly. New HPLC-MS method for rapid and simultaneous quantification of doxycycline, diethylcarbamazine and albendazole metabolites in rat plasma and organs after concomitant oral administration. Journal of pharmaceutical and biomedical analysis. 2019 Jun; 170(?):243-253. doi: 10.1016/j.jpba.2019.03.047. [PMID: 30947125]
Gabriel Barros Rodrigues, Elquio Eleamen Oliveira, Francisco Jaime Bezerra Mendonça Junior, Laise Aline Martins Dos Santos, Wilma Helena de Oliveira, Maria Eduarda Rocha de França, Deniele Bezerra Lós, Brennda Martins Gabínio, Christina Alves Peixoto. A new diethylcarbamazine formulation (NANO-DEC) as a therapeutic tool for hepatic fibrosis. International immunopharmacology. 2018 Nov; 64(?):280-288. doi: 10.1016/j.intimp.2018.09.010. [PMID: 30219503]
Yashpal S Chhonker, Constant Edi, Daryl J Murry. LC-MS/MS method for simultaneous determination of diethylcarbamazine, albendazole and albendazole metabolites in human plasma: Application to a clinical pharmacokinetic study. Journal of pharmaceutical and biomedical analysis. 2018 Mar; 151(?):84-90. doi: 10.1016/j.jpba.2017.12.037. [PMID: 29310051]
Gaurav Garg, Apul Goel, Sunny Goel, Manmeet Singh. Chyluria in young child: a rare presentation. BMJ case reports. 2018 Mar; 2018(?):. doi: 10.1136/bcr-2017-223516. [PMID: 29549133]
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Anuruddha M Abeygunasekera, Kugadas Sutharshan, Balasingam Balagobi. New developments in chyluria after global programs to eliminate lymphatic filariasis. International journal of urology : official journal of the Japanese Urological Association. 2017 08; 24(8):582-588. doi: 10.1111/iju.13378. [PMID: 28556416]
Alaa El-Din El-Sayed El-Sisi, Samia Salim Sokar, Abdelhadi Mohamed Shebl, Dina Zakaria Mohamed. Antifibrotic effect of diethylcarbamazine combined with hesperidin against ethanol induced liver fibrosis in rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 May; 89(?):1196-1206. doi: 10.1016/j.biopha.2017.03.013. [PMID: 28320086]
Jesica A Herrick, Fanny Legrand, Raceline Gounoue, Godwin Nchinda, Céline Montavon, Jean Bopda, Steve Mbickmen Tchana, Bienvenu Etogo Ondigui, Konrad Nguluwe, Michael P Fay, Michelle Makiya, Simon Metenou, Thomas B Nutman, Joseph Kamgno, Amy D Klion. Posttreatment Reactions After Single-Dose Diethylcarbamazine or Ivermectin in Subjects With Loa loa Infection. Clinical infectious diseases : an official publication of the Infectious Diseases Society of America. 2017 04; 64(8):1017-1025. doi: 10.1093/cid/cix016. [PMID: 28329346]
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Arjang Talattof, Judy C Price, Gordon L Amidon. Gastrointestinal Motility Variation and Implications for Plasma Level Variation: Oral Drug Products. Molecular pharmaceutics. 2016 Feb; 13(2):557-67. doi: 10.1021/acs.molpharmaceut.5b00774. [PMID: 26692042]
Mahmoud Abdel-Latif. Diethylcarbamazine citrate ameliorates insulin resistance in high-fat diet-induced obese mice via modulation of adipose tissue inflammation. International immunopharmacology. 2015 Dec; 29(2):607-612. doi: 10.1016/j.intimp.2015.09.021. [PMID: 26432178]
Mahmoud Abdel-Latif, Thabet Sakran, Gamal El-Shahawi, Hoda El-Fayoumi, Al-Mahy El-Mallah. Immunomodulatory effect of diethylcarbamazine citrate plus filarial excretory-secretory product on rat hepatocarcinogenesis. International immunopharmacology. 2015 Feb; 24(2):173-181. doi: 10.1016/j.intimp.2014.12.004. [PMID: 25499729]
Mahmoud Abdel-Latif, Thabet Sakran, Gamal El-Shahawi, Hoda El-Fayoumi, Al-Mahy El-Mallah. Effect of diethylcarbamazine citrate and Setaria equina excretory-secretory material on rat hepatocellular carcinoma. Archivum immunologiae et therapiae experimentalis. 2014 Dec; 62(6):511-20. doi: 10.1007/s00005-014-0292-z. [PMID: 24879096]
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Mark S Schmidt, Christopher L King, Edward K Thomsen, Peter M Siba, Nelly Sanuku, Lawrence Fleckenstein. Liquid chromatography-mass spectrometry analysis of diethylcarbamazine in human plasma for clinical pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2014 Sep; 98(?):307-10. doi: 10.1016/j.jpba.2014.05.016. [PMID: 24975211]
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