Diazoxide (BioDeep_00000002348)

 

Secondary id: BioDeep_00000405801

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


7-chloro-3-methyl-4H-1λ⁶,2,4-benzothiadiazine-1,1-dione

化学式: C8H7ClN2O2S (229.9916752)
中文名称: 二氮嗪
谱图信息: 最多检出来源 Homo sapiens(blood) 0.45%

分子结构信息

SMILES: CC(N1)=NS(=O)(=O)c(c2)c(ccc(Cl)2)1
InChI: InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)

描述信息

Diazoxide is only found in individuals that have used or taken this drug. It is a benzothiadiazine derivative that is a peripheral vasodilator used for hypertensive emergencies. It lacks diuretic effect, apparently because it lacks a sulfonamide group. [PubChem]As a diuretic, diazoxide inhibits active chloride reabsorption at the early distal tubule via the Na-Cl cotransporter, resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like diazoxide also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of diazoxide is less well understood although it may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle. As a antihypoglycemic, diazoxide inhibits insulin release from the pancreas, probably by opening potassium channels in the beta cell membrane.
V - Various > V03 - All other therapeutic products > V03A - All other therapeutic products > V03AH - Drugs for treatment of hypoglycemia
C - Cardiovascular system > C02 - Antihypertensives > C02D - Arteriolar smooth muscle, agents acting on > C02DA - Thiazide derivatives
C78274 - Agent Affecting Cardiovascular System > C29707 - Vasodilating Agent
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
KEIO_ID D051; [MS2] KO008936
KEIO_ID D051

同义名列表

8 个代谢物同义名

7-chloro-3-methyl-4H-1λ⁶,2,4-benzothiadiazine-1,1-dione; Diazoxidum; Diazossido; diazoxide; Diazoxido; Proglycem; Hyperstat; Eudemine



数据库引用编号

32 个数据库交叉引用编号

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

  • Mohammad Amin Behmanesh, Amin Rasekhian, Forutan Kiani, Mostafa Dehghandoost, Davood Alinezhad Dezfuli, Behnam Ghorbanzadeh. The nitric oxide-cyclic GMP-KATP channels pathway contributes to the effects of montelukast against gastric damage induced by ethanol. Alcohol (Fayetteville, N.Y.). 2023 Jun; ?(?):. doi: 10.1016/j.alcohol.2023.05.008. [PMID: 37295565]
  • Manuel Alejandro Vargas-Vargas, Alfredo Saavedra-Molina, Mariana Gómez-Barroso, Donovan Peña-Montes, Christian Cortés-Rojo, Alain R Rodríguez-Orozco, Montoya-Pérez Rocío. Diazoxide improves muscle function in association with improved dyslipidemia and decreased muscle oxidative stress in streptozotocin-induced diabetic rats. Journal of bioenergetics and biomembranes. 2023 Feb; 55(1):71-78. doi: 10.1007/s10863-023-09958-7. [PMID: 36723797]
  • Jumpei Saito, Hiroyo Kawasaki, Natsuho Adachi, Aiko Sasaki, Naho Yakuwa, Tomo Suzuki, Haruhiko Sago, Akimasa Yamatani, Reiko Horikawa, Atsuko Murashima. Diazoxide during pregnancy and lactation: drug levels in maternal serum, cord blood, breast milk, and infant serum: a case report. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2022 Jun; 38(6):528-530. doi: 10.1080/09513590.2022.2061453. [PMID: 35403531]
  • Manjiri Pramod Karlekar, Vijaya Sarathi, Sneha Arya, Sarah E Flanagan, Virendra Patil, Anurag Lila, Nalini Shah, Tushar Bandgar. Octreotide-LAR is a Useful Alternative for the Management of Diazoxide-Responsive Congenital Hyperinsulinism. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2021 Nov; 53(11):723-729. doi: 10.1055/a-1654-8542. [PMID: 34740273]
  • Zhengxiang Huang, Xuehan Lu, Lili Huang, Yang Chen, Chunhong Zhang, Johannes D Veldhuis, Chen Chen. Suppression of hyperinsulinemia restores growth hormone secretion and metabolism in obese mice. The Journal of endocrinology. 2021 07; 250(3):105-116. doi: 10.1530/joe-20-0616. [PMID: 34156345]
  • 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]
  • Brittney R Garner, Amanda J Stolarz, Daniel Stuckey, Mustafa Sarimollaoglu, Yunmeng Liu, Philip T Palade, Nancy J Rusch, Shengyu Mu. KATP Channel Openers Inhibit Lymphatic Contractions and Lymph Flow as a Possible Mechanism of Peripheral Edema. The Journal of pharmacology and experimental therapeutics. 2021 01; 376(1):40-50. doi: 10.1124/jpet.120.000121. [PMID: 33100270]
  • Bayan Mesmar, Megan Kristan, Medha Satyarengga, Elizabeth M Lamos, Rana Malek, Kashif M Munir. The use of diazoxide in the management of spontaneous hypoglycemia in patients with ESRD. CEN case reports. 2020 08; 9(3):271-277. doi: 10.1007/s13730-020-00471-z. [PMID: 32274651]
  • Michelle Carey, Eric Lontchi-Yimagou, William Mitchell, Sarah Reda, Kehao Zhang, Sylvia Kehlenbrink, Sudha Koppaka, Sylvan Roger Maginley, Sandra Aleksic, Shobhit Bhansali, Derek M Huffman, Meredith Hawkins. Central KATP Channels Modulate Glucose Effectiveness in Humans and Rodents. Diabetes. 2020 06; 69(6):1140-1148. doi: 10.2337/db19-1256. [PMID: 32217610]
  • Agnieszka Brandt, Neha Agarwal, Dinesh Giri, Zoe Yung, Mohammad Didi, Senthil Senniappan. Hyperinsulinism hyperammonaemia (HI/HA) syndrome due to GLUD1 mutation: phenotypic variations ranging from late presentation to spontaneous resolution. Journal of pediatric endocrinology & metabolism : JPEM. 2020 May; 33(5):675-679. doi: 10.1515/jpem-2019-0416. [PMID: 32229669]
  • Aline Maria Brito Lucas, Joana Varlla de Lacerda Alexandre, Maria Thalyne Silva Araújo, Cicera Edna Barbosa David, Yuana Ivia Ponte Viana, Beatriz Neves Coelho, Francisco Rodrigo Lemos Caldas, Anna Lídia Nunes Varela, Alicia Juliana Kowaltowski, Heberty Tarso Facundo. Diazoxide Modulates Cardiac Hypertrophy by Targeting H2O2 Generation and Mitochondrial Superoxide Dismutase Activity. Current molecular pharmacology. 2020; 13(1):76-83. doi: 10.2174/1874467212666190723144006. [PMID: 31340743]
  • Manish Raisingani, Preneet Cheema Brar. Characterization of the duration of treatment with diazoxide in infants with prolonged hyperinsulinism (PHI). Journal of pediatric endocrinology & metabolism : JPEM. 2019 Nov; 32(11):1241-1245. doi: 10.1515/jpem-2019-0066. [PMID: 31465295]
  • 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]
  • Angela Paggio, Vanessa Checchetto, Antonio Campo, Roberta Menabò, Giulia Di Marco, Fabio Di Lisa, Ildiko Szabo, Rosario Rizzuto, Diego De Stefani. Identification of an ATP-sensitive potassium channel in mitochondria. Nature. 2019 08; 572(7771):609-613. doi: 10.1038/s41586-019-1498-3. [PMID: 31435016]
  • Delphine Vezzosi, Eric Guillaume, Antoine Bennet, Céline Mouly, Hélène Hanaire, Philippe Caron. Medical therapy in patients with endogenous hypoglycaemia: Is euglycaemia achievable?. Clinical endocrinology. 2019 06; 90(6):798-804. doi: 10.1111/cen.13961. [PMID: 30817011]
  • Sandra Loves, Lenneke van Groningen, Margreet Filius, Marja Mekking, Tom Brandon, Cees J Tack, Ad Hermus, Hans de Boer. High-Dose, Diazoxide-Mediated Insulin Suppression Boosts Weight Loss Induced by Lifestyle Intervention. The Journal of clinical endocrinology and metabolism. 2018 11; 103(11):4014-4022. doi: 10.1210/jc.2018-01147. [PMID: 30202851]
  • David Church, Luís Cardoso, Richard G Kay, Claire L Williams, Bernard Freudenthal, Catriona Clarke, Julie Harris, Myuri Moorthy, Efthmia Karra, Fiona M Gribble, Frank Reimann, Keith Burling, Alistair J K Williams, Alia Munir, T Hugh Jones, Dagmar Führer, Lars C Moeller, Mark Cohen, Bernard Khoo, David Halsall, Robert K Semple. Assessment and Management of Anti-Insulin Autoantibodies in Varying Presentations of Insulin Autoimmune Syndrome. The Journal of clinical endocrinology and metabolism. 2018 10; 103(10):3845-3855. doi: 10.1210/jc.2018-00972. [PMID: 30085133]
  • Yanan Zhang, Yalei Pi, Xue Yan, Yuqian Li, Zhanjiang Qi, Huifeng Zhang. [Clinical features and genetic analysis of seven patients with congenital hyperinsulinism]. Zhonghua yi xue yi chuan xue za zhi = Zhonghua yixue yichuanxue zazhi = Chinese journal of medical genetics. 2018 Aug; 35(4):502-506. doi: 10.3760/cma.j.issn.1003-9406.2018.04.009. [PMID: 30098243]
  • Sandra Loves, Lenneke van Groningen, Margreet Filius, Marja Mekking, Tom Brandon, Cees J Tack, Ad Hermus, Hans de Boer. Effects of Diazoxide-Mediated Insulin Suppression on Glucose and Lipid Metabolism in Nondiabetic Obese Men. The Journal of clinical endocrinology and metabolism. 2018 06; 103(6):2346-2353. doi: 10.1210/jc.2018-00161. [PMID: 29618011]
  • Saeed Jahandideh, Shohreh Khatami, Ali Eslami Far, Mehdi Kadivar. Anti-inflammatory effects of human embryonic stem cell-derived mesenchymal stem cells secretome preconditioned with diazoxide, trimetazidine and MG-132 on LPS-induced systemic inflammation mouse model. Artificial cells, nanomedicine, and biotechnology. 2018; 46(sup2):1178-1187. doi: 10.1080/21691401.2018.1481862. [PMID: 29929400]
  • Badiaa Lyoussi, Khadija Cherkaoui-Tangi, Nicole Morel, Maurice Wibo. Characterization of vascular dysregulation in meriones shawi after high-calorie diet feeding. Clinical and experimental hypertension (New York, N.Y. : 1993). 2018; 40(4):353-362. doi: 10.1080/10641963.2017.1377219. [PMID: 29420089]
  • David Calderón Guzmán, Maribel Ortiz Herrera, Norma Osnaya Brizuela, Gerardo Barragán Mejía, Hugo Juárez Olguín, Armando Valenzuela Peraza. Trace elements cause oxidative damage in the brain of rats with induced hypotension. Autonomic neuroscience : basic & clinical. 2017 12; 208(?):113-116. doi: 10.1016/j.autneu.2017.11.001. [PMID: 29158115]
  • Henri Johannes Haapanen, Oiva Arvola, Johanna Herajärvi, Tuomas Anttila, Hannu Tuominen, Ulla Puistola, Peeter Karihtala, Kai Kiviluoma, Tatu Juvonen, Vesa Anttila. Pharmacological Preconditioning with Diazoxide in the Experimental Hypothermic Circulatory Arrest Model. The heart surgery forum. 2017 Apr; 20(2):E069-E076. doi: 10.1532/hsf.1717. [PMID: 28481747]
  • Roberta de Oliveira Andrade, Tiago Kunitake, Marcia Kiyomi Koike, Marcel C C Machado, Heraldo Possolo Souza. Effects of diazoxide in experimental acute necrotizing pancreatitis. Clinics (Sao Paulo, Brazil). 2017 Feb; 72(2):125-129. doi: 10.6061/clinics/2017(02)10. [PMID: 28273237]
  • Rika Kizu, Kazuko Nishimura, Reiko Sato, Kenjiro Kosaki, Toshiaki Tanaka, Yusuke Tanigawara, Tomonobu Hasegawa. Population Pharmacokinetics of Diazoxide in Children with Hyperinsulinemic Hypoglycemia. Hormone research in paediatrics. 2017; 88(5):316-323. doi: 10.1159/000478696. [PMID: 28715810]
  • Raja Brauner, Raphaël Serreau, Jean-Claude Souberbielle, Monique Pouillot, Sophie Grouazel, Christophe Recasens, Michel Zerah, Christian Sainte-Rose, Jean-Marc Treluyer. Diazoxide in Children With Obesity After Hypothalamic-Pituitary Lesions: A Randomized, Placebo-Controlled Trial. The Journal of clinical endocrinology and metabolism. 2016 12; 101(12):4825-4833. doi: 10.1210/jc.2016-2126. [PMID: 27603903]
  • Sepideh Safayee, Narges Karbalaei, Ali Noorafshan, Elham Nadimi. Induction of oxidative stress, suppression of glucose-induced insulin release, ATP production, glucokinase activity, and histomorphometric changes in pancreatic islets of hypothyroid rat. European journal of pharmacology. 2016 Nov; 791(?):147-156. doi: 10.1016/j.ejphar.2016.08.024. [PMID: 27568837]
  • Narges Karbalaei, Ali Noorafshan, Ebrahim Hoshmandi. Impaired glucose-stimulated insulin secretion and reduced β-cell mass in pancreatic islets of hyperthyroid rats. Experimental physiology. 2016 08; 101(8):1114-27. doi: 10.1113/ep085627. [PMID: 27060234]
  • Maria Elizabeth Miranda-Perez, Clara Ortega-Camarillo, Maria Del Carmen Escobar-Villanueva, Gerardo Blancas-Flores, Francisco Javier Alarcon-Aguilar. Cucurbita ficifolia Bouché increases insulin secretion in RINm5F cells through an influx of Ca(2+) from the endoplasmic reticulum. Journal of ethnopharmacology. 2016 Jul; 188(?):159-66. doi: 10.1016/j.jep.2016.04.061. [PMID: 27174079]
  • Mark Anthony Sandoval, Daveric Pagsisihan, A'Ericson Berberabe, Elaine Gayle Palugod-Lopez. A malignant cause of hypoglycaemia: a metastatic insulin-secreting pancreatic neuroendocrine carcinoma. BMJ case reports. 2016 Mar; 2016(?):. doi: 10.1136/bcr-2016-214702. [PMID: 26994053]
  • Vishal A Salunkhe, Olof Elvstam, Lena Eliasson, Anna Wendt. Rosuvastatin Treatment Affects Both Basal and Glucose-Induced Insulin Secretion in INS-1 832/13 Cells. PloS one. 2016; 11(3):e0151592. doi: 10.1371/journal.pone.0151592. [PMID: 26986474]
  • Nicola Improda, Pratik Shah, Maria Güemes, Clare Gilbert, Kate Morgan, Neil Sebire, Detlef Bockenhauer, Khalid Hussain. Hepatocyte Nuclear Factor-4 Alfa Mutation Associated with Hyperinsulinaemic Hypoglycaemia and Atypical Renal Fanconi Syndrome: Expanding the Clinical Phenotype. Hormone research in paediatrics. 2016; 86(5):337-341. doi: 10.1159/000446396. [PMID: 27245055]
  • O G Deryagin, S A Gavrilova, S V Buravkov, V V Andrianov, G G Yafarova, Kh L Gainutdinov, V B Koshelev. [The role of ATP-dependent potassium channels and nitric oxide system in the neuroprotective effect of preconditioning]. Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova. 2016 ; 116(8 Pt 2):17-23. doi: 10.17116/jnevro20161168217-23. [PMID: 27905383]
  • Muhammad Ali, Azra Mehmood, Muhammad Sohail Anjum, Moazzam Nazir Tarrar, Shaheen N Khan, Sheikh Riazuddin. Diazoxide preconditioning of endothelial progenitor cells from streptozotocin-induced type 1 diabetic rats improves their ability to repair diabetic cardiomyopathy. Molecular and cellular biochemistry. 2015 Dec; 410(1-2):267-79. doi: 10.1007/s11010-015-2560-6. [PMID: 26359087]
  • Alena Welters, Christian Lerch, Sebastian Kummer, Jan Marquard, Burak Salgin, Ertan Mayatepek, Thomas Meissner. Long-term medical treatment in congenital hyperinsulinism: a descriptive analysis in a large cohort of patients from different clinical centers. Orphanet journal of rare diseases. 2015 Nov; 10(?):150. doi: 10.1186/s13023-015-0367-x. [PMID: 26608306]
  • A L Negrón, M Beymer, G Yu, K A Warren, M Acosta-Martínez. Prolonged hyperglycemia & hyperinsulinemia increases BDNF mRNA expression in the posterior ventromedial hypothalamus and the dorsomedial hypothalamus of fed female rats. Neuroscience. 2015 Sep; 303(?):422-32. doi: 10.1016/j.neuroscience.2015.07.018. [PMID: 26166726]
  • Matthew C Henn, M Burhan Janjua, Evelyn M Kanter, Carol M Makepeace, Richard B Schuessler, Colin G Nichols, Jennifer S Lawton. Adenosine Triphosphate-Sensitive Potassium Channel Kir Subunits Implicated in Cardioprotection by Diazoxide. Journal of the American Heart Association. 2015 Aug; 4(8):e002016. doi: 10.1161/jaha.115.002016. [PMID: 26304939]
  • Tonguc Utku Yilmaz, Nuray Yazihan, Aydın Dalgic, Ezgi Ermis Kaya, Bulent Salman, Mehtap Kocak, Ethem Akcil. Role of ATP-dependent K channels in the effects of erythropoietin in renal ischaemia injury. The Indian journal of medical research. 2015 Jun; 141(6):807-15. doi: 10.4103/0971-5916.160713. [PMID: 26205024]
  • Priya S George, Roger Tavendale, Colin N A Palmer, Rory J McCrimmon. Diazoxide improves hormonal counterregulatory responses to acute hypoglycemia in long-standing type 1 diabetes. Diabetes. 2015 Jun; 64(6):2234-41. doi: 10.2337/db14-1539. [PMID: 25591873]
  • C Saint-Martin, Q Zhou, G M Martin, C Vaury, G Leroy, J-B Arnoux, P de Lonlay, S-L Shyng, C Bellanné-Chantelot. Monoallelic ABCC8 mutations are a common cause of diazoxide-unresponsive diffuse form of congenital hyperinsulinism. Clinical genetics. 2015 May; 87(5):448-54. doi: 10.1111/cge.12428. [PMID: 24814349]
  • Sha-sha Yang, Ming-xue Zheng, Huan-cheng Xu, Xiao-zhen Cui, Yan Zhang, Wen-long Zhao, Rui Bai. The effect of mitochondrial ATP-sensitive potassium channels on apoptosis of chick embryo cecal cells by Eimeria tenella. Research in veterinary science. 2015 Apr; 99(?):188-95. doi: 10.1016/j.rvsc.2015.02.002. [PMID: 25744434]
  • Emir Tas, Burhanuddin Mahmood, Luigi Garibaldi, Mark Sperling. Liver injury may increase the risk of diazoxide toxicity: a case report. European journal of pediatrics. 2015 Mar; 174(3):403-6. doi: 10.1007/s00431-015-2488-6. [PMID: 25618267]
  • Masanori Shimizu, Kunihiro Suzuki, Kohei Tsuchida, Masaru Kojima, Hideyuki Hiraishi, Yoshimasa Aso. Insulinoma in a patient with chronic renal failure due to type 2 diabetes mellitus treated effectively with diazoxide. Internal medicine (Tokyo, Japan). 2015; 54(6):621-5. doi: 10.2169/internalmedicine.54.3621. [PMID: 25786453]
  • Hiroshi Mizumoto, Yoichi Iki, Sumie Yamashita, Masahiko Kawai, Toshiro Katayama, Daisuke Hata. Fetal Erythroblastosis May Be an Indicator of Neonatal Transient Hyperinsulinism. Neonatology. 2015; 108(2):88-92. doi: 10.1159/000381701. [PMID: 26044515]
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  • Ari Adolf Mennander, Ahmed Shalaby, Niku Oksala, Tiina Leppänen, Mari Hämäläinen, Sanna Huovinen, Fang Zhao, Eeva Moilanen, Matti Tarkka. Diazoxide may protect endothelial glycocalyx integrity during coronary artery bypass grafting. Scandinavian cardiovascular journal : SCJ. 2012 Dec; 46(6):339-44. doi: 10.3109/14017431.2012.717303. [PMID: 22845420]
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