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Azosemide: Difference between revisions

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{{Short description|Chemical compound}}
{{Drugbox {{Drugbox
| Verifiedfields = changed
| IUPAC_name = 2-chloro-5-(2H-tetrazol-5-yl)-4-benze​nesulfonamide
| Watchedfields = changed
| image = Azosemide.png
| verifiedrevid = 458285216
| CAS_number =
| IUPAC_name = 2-chloro-5-(2H-tetrazol-5-yl)-4-benzenesulfonamide
| ATC_prefix =
| image = Azosemide.svg
| ATC_suffix =
| alt = Structural formula of azosemide
| PubChem = 2273
| width = 140
| ChemSpiderID =
| image2 = Azosemide molecule spacefill.png
| alt2 = Space-filling model of the azosemide molecule

<!--Clinical data-->
| tradename =
| Drugs.com = {{drugs.com|international|azosemide}}
| pregnancy_category =
| legal_status =
| routes_of_administration =

<!--Pharmacokinetic data-->
| metabolism =
| elimination_half-life =
| excretion =

<!--Identifiers-->
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2186
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C12H11ClN6O2S2/c13-9-5-10(15-6-7-2-1-3-22-7)8(12-16-18-19-17-12)4-11(9)23(14,20)21/h1-5,15H,6H2,(H2,14,20,21)(H,16,17,18,19)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HMEDEBAJARCKCT-UHFFFAOYSA-N
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 27589-33-9
| ATC_prefix = none
| ATC_suffix =
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1097235
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 31248
| PubChem = 2273
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank = DB08961
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = MR40VT1L8Z
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01323 | KEGG = D01323

| C = 12 | H = 11 | Cl = 1 | N = 6 | O = 2 | S = 2
<!--Chemical data-->
| molecular_weight = 370.84 g/mol
| C=12 | H=11 | Cl=1 | N=6 | O=2 | S=2
| smiles = O=S(=O)(N)c2c(Cl)cc(c(c1nnnn1)c2)NCc3sccc3 | smiles = O=S(=O)(N)c2c(Cl)cc(c(c1nnn1)c2)NCc3sccc3
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_category =
| legal_status =
| routes_of_administration =
}} }}


'''Azosemide''' is a high-ceiling ] agent that was brought to market in 1981 by ].<ref>{{ cite book| vauthors = Sittig M |title=Pharmaceutical Manufacturing Encyclopedia |volume=1 |publisher=Noyes Publications |year=1988 |page=122 |isbn= 978-0-8155-1144-1 |url=http://files.rushim.ru/books/lekarstva/pharmaceutical-encyclopedia.pdf |url-status=dead |archive-url= https://web.archive.org/web/20071023210611/http://files.rushim.ru/books/lekarstva/pharmaceutical-encyclopedia.pdf |archivedate=2007-10-23 }}</ref><ref>{{cite book | vauthors = Bormann D | chapter = Diuretics | veditors = Hess HJ | title = Annual Reports in Medicinal Chemistry | date = January 1980 | volume = 15 | pages = 100–105 (101) | publisher = Academic Press | isbn = 978-0-08-058359-4 }}</ref> As of 2015 it was available as a generic in some Asian countries.<ref>{{cite web | work = Drugs.com | url = https://www.drugs.com/international/azosemide.html | title = International listings for azosemide | access-date = 23 July 2015 }}</ref>
'''Azosemide''' is a high ceiling ] agent.


==Synthesis==

]


Azosemide has been found as an adulterant in ].<ref>{{cite web |title=Drug Checking Report 2011 |url=https://energycontrol.org/files/analisis/Annual_Drug_Checking_Report_Energy_Control_2011.pdf |website=Energy Control |access-date=20 January 2022 |archive-date=20 January 2022 |archive-url=https://web.archive.org/web/20220120232735/https://energycontrol.org/files/analisis/Annual_Drug_Checking_Report_Energy_Control_2011.pdf |url-status=live }}</ref>
==References== ==References==
{{reflist}}
Popelak, A.; Lerch, A.; Stach, K.; Roesch, E.; Hardebeck, K.; German Offen., 1970, 815922; Chem. Abstr. 1970, 73, 45519.


] ]
]
]
]

{{Diuretics}}
{{cardiovascular-drug-stub}}
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