Azosemide

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 458285216

| IUPAC_name = 2-chloro-5-(2H-tetrazol-5-yl)-4-[(thiophen-2-ylmethyl)amino]benzenesulfonamide

| image = Azosemide.svg

| alt = Structural formula of azosemide

| width = 140

| image2 = Azosemide molecule spacefill.png

| alt2 = Space-filling model of the azosemide molecule

| tradename =

| Drugs.com = {{drugs.com|international|azosemide}}

| pregnancy_category =

| legal_status =

| routes_of_administration =

| metabolism =

| elimination_half-life =

| excretion =

| 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

| C=12 | H=11 | Cl=1 | N=6 | O=2 | S=2

| smiles = O=S(=O)(N)c2c(Cl)cc(c(c1n[nH]nn1)c2)NCc3sccc3

}}

Azosemide is a high-ceiling loop diuretic agent that was brought to market in 1981 by Boehringer Mannheim.{{ 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 }}{{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 }} As of 2015 it was available as a generic in some Asian countries.{{cite web | work = Drugs.com | url = https://www.drugs.com/international/azosemide.html | title = International listings for azosemide | access-date = 23 July 2015 }}

Azosemide has been found as an adulterant in ketamine.{{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 }}