Chlorothiazide (BioDeep_00000002343)

 

Secondary id: BioDeep_00001867782

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


6-Chloro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulphonic acid amide

化学式: C7H6ClN3O4S2 (294.9488266)
中文名称: 氯噻嗪
谱图信息: 最多检出来源 Homo sapiens(blood) 35%

分子结构信息

SMILES: C1=C2C(=CC(=C1Cl)S(=O)(=O)N)S(=O)(=O)N=CN2
InChI: InChI=1S/C7H6ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-3H,(H,10,11)(H2,9,12,13)

描述信息

Chlorothiazide is only found in individuals that have used or taken this drug. It is a thiazide diuretic with actions and uses similar to those of hydrochlorothiazide. (From Martindale, The Extra Pharmacopoeia, 30th ed, p812)As a diuretic, chlorothiazide 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 chlorothiazide 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 chlorothiazide 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.
C - Cardiovascular system > C03 - Diuretics > C03A - Low-ceiling diuretics, thiazides > C03AA - Thiazides, plain
D045283 - Natriuretic Agents > D004232 - Diuretics > D049993 - Sodium Chloride Symporter Inhibitors
C78275 - Agent Affecting Blood or Body Fluid > C448 - Diuretic > C49185 - Thiazide Diuretic
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D045283 - Natriuretic Agents
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3256
D049990 - Membrane Transport Modulators

同义名列表

15 个代谢物同义名

6-Chloro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulphonic acid amide; 6-Chloro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulfonic acid amide; 6-Chloro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulphonate amide; 6-Chloro-1,1-dioxo-1,2-dihydro-1lambda*6*-benzo[1,2,4]thiadiazine-7-sulfonate amide; 6-chloro-1,1-dioxo-4H-1λ⁶,2,4-benzothiadiazine-7-sulfonamide; 6-Chloro-7-sulphamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; 6-Chloro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; Chlorothiazidum; chlorothiazide; Chlorothiazid; Chlorthiazide; Clorotiazida; Chlortiazid; Microzide; Diuril



数据库引用编号

36 个数据库交叉引用编号

分类词条

相关代谢途径

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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

  • Kristen M Ahlschwede, Edward Ofori, Terrick Andey, Anita Osei, John S Somberg. Formulation, Characterization, and the Diuretic Effects of a New Intravenous Metolazone Emulsion. Drug research. 2022 Jul; 72(6):299-305. doi: 10.1055/a-1813-9489. [PMID: 35537450]
  • Summer R Record, Aaron A Harthan, Sandeep Tripathi. Use of Furosemide and Chlorothiazide Combination Continuous Infusion in Furosemide-Refractory Patients in the Pediatric Intensive Care Unit: A Retrospective Cohort Study. Paediatric drugs. 2021 Nov; 23(6):575-582. doi: 10.1007/s40272-021-00472-0. [PMID: 34632558]
  • 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]
  • Taylor D Steuber, Kristin M Janzen, Meredith L Howard. A Systematic Review and Meta-Analysis of Metolazone Compared to Chlorothiazide for Treatment of Acute Decompensated Heart Failure. Pharmacotherapy. 2020 09; 40(9):924-935. doi: 10.1002/phar.2440. [PMID: 32639593]
  • Zachary L Cox, Rebecca Hung, Daniel J Lenihan, Jeffrey M Testani. Diuretic Strategies for Loop Diuretic Resistance in Acute Heart Failure: The 3T Trial. JACC. Heart failure. 2020 03; 8(3):157-168. doi: 10.1016/j.jchf.2019.09.012. [PMID: 31838029]
  • 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]
  • Brady S Moffett, Rocky Tsang, Curt Kennedy, Ron A Bronicki, Ayse Akcan-Arikan, Paul A Checchia. Efficacy of sequential nephron blockade with intravenous chlorothiazide to promote diuresis in cardiac intensive care infants. Cardiology in the young. 2017 Aug; 27(6):1104-1109. doi: 10.1017/s1047951116002122. [PMID: 27834164]
  • Christopher J Michaud, Kendall C Mintus. Intravenous Chlorothiazide Versus Enteral Metolazone to Augment Loop Diuretic Therapy in the Intensive Care Unit. The Annals of pharmacotherapy. 2017 Apr; 51(4):286-292. doi: 10.1177/1060028016683971. [PMID: 28228057]
  • Viljami Jokinen, Tuomas Lilius, Jouko Laitila, Mikko Niemi, Oleg Kambur, Eija Kalso, Pekka Rauhala. Do Diuretics have Antinociceptive Actions: Studies of Spironolactone, Eplerenone, Furosemide and Chlorothiazide, Individually and with Oxycodone and Morphine. Basic & clinical pharmacology & toxicology. 2017 Jan; 120(1):38-45. doi: 10.1111/bcpt.12634. [PMID: 27312359]
  • Maria Cardinale, Jerry Altshuler, Jeffrey M Testani. Efficacy of Intravenous Chlorothiazide for Refractory Acute Decompensated Heart Failure Unresponsive to Adjunct Metolazone. Pharmacotherapy. 2016 08; 36(8):843-51. doi: 10.1002/phar.1787. [PMID: 27321568]
  • Christine E Shulenberger, Anthony Jiang, Sandeep Devabhakthuni, Vijay Ivaturi, Tao Liu, Brent N Reed. Efficacy and Safety of Intravenous Chlorothiazide versus Oral Metolazone in Patients with Acute Decompensated Heart Failure and Loop Diuretic Resistance. Pharmacotherapy. 2016 08; 36(8):852-60. doi: 10.1002/phar.1798. [PMID: 27393709]
  • Chien-Te Lee, Hwee-Yeong Ng, Yueh-Ting Lee, Li-Wen Lai, Yeong-Hau H Lien. The role of calbindin-D28k on renal calcium and magnesium handling during treatment with loop and thiazide diuretics. American journal of physiology. Renal physiology. 2016 Feb; 310(3):F230-6. doi: 10.1152/ajprenal.00057.2015. [PMID: 26582761]
  • Owais A Khan, Joseph R Hageman, Christopher Clardy. Acute Renal Failure in the Neonate. Pediatric annals. 2015 Oct; 44(10):e251-3. doi: 10.3928/00904481-20151012-10. [PMID: 26473428]
  • Michael P Moranville, Suji Choi, Jennifer Hogg, Allen S Anderson, Jonathan D Rich. Comparison of metolazone versus chlorothiazide in acute decompensated heart failure with diuretic resistance. Cardiovascular therapeutics. 2015 Apr; 33(2):42-9. doi: 10.1111/1755-5922.12109. [PMID: 25712736]
  • Anil Maharaj, Nikoletta Fotaki, Andrea Edginton. Parameterization of small intestinal water volume using PBPK modeling. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2015 Jan; 67(?):55-64. doi: 10.1016/j.ejps.2014.10.016. [PMID: 25444844]
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  • Olena Andrukhova, Svetlana Slavic, Alina Smorodchenko, Ute Zeitz, Victoria Shalhoub, Beate Lanske, Elena E Pohl, Reinhold G Erben. FGF23 regulates renal sodium handling and blood pressure. EMBO molecular medicine. 2014 Jun; 6(6):744-59. doi: 10.1002/emmm.201303716. [PMID: 24797667]
  • Brandon A Kemp, Nancy L Howell, John J Gildea, Susanna R Keller, Shetal H Padia. Intrarenal ghrelin receptors regulate ENaC-dependent sodium reabsorption by a cAMP-dependent pathway. Kidney international. 2013 Sep; 84(3):501-8. doi: 10.1038/ki.2013.187. [PMID: 23698230]
  • Viktória Juhász, Erzsébet Beéry, Zoltán Nagy, Annamária Bui, Eva Molnár, Joseph Krisjanis Zolnerciks, Rémi Magnan, Márton Jani, Peter Krajcsi. Chlorothiazide is a substrate for the human uptake transporters OAT1 and OAT3. Journal of pharmaceutical sciences. 2013 May; 102(5):1683-7. doi: 10.1002/jps.23491. [PMID: 23457060]
  • Caroline Ronzaud, Dominique Loffing-Cueni, Pierrette Hausel, Anne Debonneville, Sumedha Ram Malsure, Nicole Fowler-Jaeger, Natasha A Boase, Romain Perrier, Marc Maillard, Baoli Yang, John B Stokes, Robert Koesters, Sharad Kumar, Edith Hummler, Johannes Loffing, Olivier Staub. Renal tubular NEDD4-2 deficiency causes NCC-mediated salt-dependent hypertension. The Journal of clinical investigation. 2013 Feb; 123(2):657-65. doi: 10.1172/jci61110. [PMID: 23348737]
  • Erzsébet Beéry, Zsuzsanna Rajnai, Tibor Abonyi, Ildikó Makai, Száva Bánsághi, Franciska Erdő, István Sziráki, Krisztina Herédi-Szabó, Emese Kis, Márton Jani, János Márki-Zay, Gábor K Tóth, Péter Krajcsi. ABCG2 modulates chlorothiazide permeability--in vitro-characterization of its interactions. Drug metabolism and pharmacokinetics. 2012; 27(3):349-53. doi: 10.2133/dmpk.dmpk-11-nt-068. [PMID: 22790065]
  • Yasuo Takahashi, Yayoi Nishida, Tomohiro Nakayama, Satoshi Asai. Adverse effect profile of trichlormethiazide: a retrospective observational study. Cardiovascular diabetology. 2011 May; 10(?):45. doi: 10.1186/1475-2840-10-45. [PMID: 21605415]
  • David Buttar, Nicola Colclough, Stefan Gerhardt, Philip A MacFaul, Scott D Phillips, Alleyn Plowright, Paul Whittamore, Kin Tam, Klaus Maskos, Stefan Steinbacher, Holger Steuber. A combined spectroscopic and crystallographic approach to probing drug-human serum albumin interactions. Bioorganic & medicinal chemistry. 2010 Nov; 18(21):7486-96. doi: 10.1016/j.bmc.2010.08.052. [PMID: 20869876]
  • Najat Ahmed Al-Odaini, Mohamad Pauzi Zakaria, Mohamad Ismail Yaziz, Salmijah Surif. Multi-residue analytical method for human pharmaceuticals and synthetic hormones in river water and sewage effluents by solid-phase extraction and liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2010 Oct; 1217(44):6791-806. doi: 10.1016/j.chroma.2010.08.033. [PMID: 20851398]
  • Monica Mazzarino, Sara Riggi, Xavier de la Torre, Francesco Botrè. Speeding up the process urine sample pre-treatment: some perspectives on the use of microwave assisted extraction in the anti-doping field. Talanta. 2010 Jun; 81(4-5):1264-72. doi: 10.1016/j.talanta.2010.02.019. [PMID: 20441894]
  • Kyu Sig Hwang, Gheun-Ho Kim. Thiazide-induced hyponatremia. Electrolyte & blood pressure : E & BP. 2010 Jun; 8(1):51-7. doi: 10.5049/ebp.2010.8.1.51. [PMID: 21468197]
  • Fumie Satoh, Tomokazu Okado, Mari Iwamoto, Wataru Akita, Mai Wakabayashi, Akihito Ohta, Eisei Sohara, Yumi Noda, Tatemitsu Rai, Shinichi Uchida, Sei Sasaki. Calcium-alkali syndrome-like symptoms manifested by daily alphacalcidol and thiazide. Internal medicine (Tokyo, Japan). 2010; 49(9):837-40. doi: 10.2169/internalmedicine.49.2601. [PMID: 20453404]
  • K Deventer, O J Pozo, P Van Eenoo, F T Delbeke. Detection of urinary markers for thiazide diuretics after oral administration of hydrochlorothiazide and altizide-relevance to doping control analysis. Journal of chromatography. A. 2009 Mar; 1216(12):2466-73. doi: 10.1016/j.chroma.2009.01.032. [PMID: 19187939]
  • Karunakar Neelam, Ravichandran Mahalingam, Raj Birudaraj, Tom Alfredson, Pratap Anne, Xiaoling Li, Bhaskara R Jasti. Relative bioavailability of chlorothiazide from mucoadhesive compacts in pigs. AAPS PharmSciTech. 2009; 10(4):1331-5. doi: 10.1208/s12249-009-9332-0. [PMID: 19902362]
  • Sirirat Reungjui, Carlos A Roncal, Wei Mu, Titte R Srinivas, Dhavee Sirivongs, Richard J Johnson, Takahiko Nakagawa. Thiazide diuretics exacerbate fructose-induced metabolic syndrome. Journal of the American Society of Nephrology : JASN. 2007 Oct; 18(10):2724-31. doi: 10.1681/asn.2007040416. [PMID: 17855639]
  • V Morra, P Davit, P Capra, M Vincenti, A Di Stilo, F Botrè. Fast gas chromatographic/mass spectrometric determination of diuretics and masking agents in human urine: Development and validation of a productive screening protocol for antidoping analysis. Journal of chromatography. A. 2006 Dec; 1135(2):219-29. doi: 10.1016/j.chroma.2006.09.034. [PMID: 17027009]
  • Chien-Te Lee, Shuhua Shang, Li-Wen Lai, Kim-Chong Yong, Yeong-Hau H Lien. Effect of thiazide on renal gene expression of apical calcium channels and calbindins. American journal of physiology. Renal physiology. 2004 Dec; 287(6):F1164-70. doi: 10.1152/ajprenal.00437.2003. [PMID: 15265769]
  • K Hussain, P S Thornton, T Otonkoski, A Aynsley-Green. Severe transient neonatal hyperinsulinism associated with hyperlactataemia in non-asphyxiated infants. Journal of pediatric endocrinology & metabolism : JPEM. 2004 Feb; 17(2):203-9. doi: 10.1515/jpem.2004.17.2.203. [PMID: 15055355]
  • M M Ghoneim, K Y el-Baradie, A Tawfik. Electrochemical behavior of the antituberculosis drug isoniazid and its square-wave adsorptive stripping voltammetric estimation in bulk form, tablets and biological fluids at a mercury electrode. Journal of pharmaceutical and biomedical analysis. 2003 Nov; 33(4):673-85. doi: 10.1016/s0731-7085(03)00311-x. [PMID: 14623593]
  • Masakazu Kawaguchi, Yoshihiko Mitsuhashi, Shigeo Kondo. Iatrogenic hypercalcemia due to vitamin D3 ointment (1,24(OH)2D3) combined with thiazide diuretics in a case of psoriasis. The Journal of dermatology. 2003 Nov; 30(11):801-4. doi: 10.1111/j.1346-8138.2003.tb00481.x. [PMID: 14684937]
  • Janet L Duke, Deborah P Jones, Noel K Frizzell, Russell W Chesney, Emily B Hak. Pamidronate in a girl with chronic renal insufficiency dependent on parenteral nutrition. Pediatric nephrology (Berlin, Germany). 2003 Jul; 18(7):714-7. doi: 10.1007/s00467-003-1162-9. [PMID: 12750976]
  • Jitu R Modi, Michael S Cratty. Fluvastatin-induced rhabdomyolysis. The Annals of pharmacotherapy. 2002 Dec; 36(12):1870-4. doi: 10.1345/aph.1c029. [PMID: 12452746]
  • D G Fatouros, S G Antimisiaris. Physicochemical properties of liposomes incorporating hydrochlorothiazide and chlorothiazide. Journal of drug targeting. 2001; 9(1):61-74. doi: 10.3109/10611860108995633. [PMID: 11378524]
  • A Gregoric, K Bracic, N Marcun-Varda. Familial hypomagnesemia--hypercalciuria and pseudotumor cerebri. Wiener klinische Wochenschrift. 2001; 113 Suppl 3(?):59-61. doi: NULL. [PMID: 15503623]
  • Y Uwai, H Saito, Y Hashimoto, K I Inui. Interaction and transport of thiazide diuretics, loop diuretics, and acetazolamide via rat renal organic anion transporter rOAT1. The Journal of pharmacology and experimental therapeutics. 2000 Oct; 295(1):261-5. doi: . [PMID: 10991988]
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