tolazoline

{{Short description|Chemical compound}}

{{Drugbox

| Watchedfields = changed

| verifiedrevid = 470611393

| IUPAC_name = 2-Benzyl-4,5-dihydro-1H-imidazole

| image = Tolazoline.svg

| width = 150px

| tradename =

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

| pregnancy_category =

| legal_status =

| routes_of_administration = Intravenous

| bioavailability =

| protein_bound =

| metabolism =

| elimination_half-life =

| IUPHAR_ligand = 7310

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 59-98-3

| ATC_prefix = C04

| ATC_suffix = AB02

| ATC_supplemental = {{ATC|M02|AX02}} {{ATCvet|V03|AB94}}

| PubChem = 5504

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB00797

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 5303

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = CHH9H12AQ3

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = D08614

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 28502

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 770

| C = 10

| H = 12

| N = 2

| smiles = N\1=C(\NCC/1)Cc2ccccc2

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = JIVZKJJQOZQXQB-UHFFFAOYSA-N

}}

Tolazoline is a non-selective competitive α-adrenergic receptor antagonist.{{cite book | last=Aronson | first=J. K. | title=Meyler's side effects of drugs : the international encyclopedia of adverse drug reactions and interactions | publisher=Elsevier Science | publication-place=Amsterdam | year=2016 | isbn=978-0-444-53717-1 | oclc=927102885 | page= | quote=Tolazoline is an α2 adrenoceptor antagonist that increases skin blood flow in healthy subjects and has been used to relieve acute vasospasm. }} It is a vasodilator that is used to treat spasms of peripheral blood vessels (as in acrocyanosis). It has also been used (in conjunction with sodium nitroprusside) successfully as an antidote to reverse the severe peripheral vasoconstriction which can occur as a result of overdose with certain 5-HT_2A receptor agonist drugs such as 25I-NBOMe,{{Cite web|title=Human Metabolome Database: Showing metabocard for Tolazoline (HMDB0014935)|url=https://hmdb.ca/metabolites/HMDB0014935|access-date=2022-02-03|website=hmdb.ca}} DOB, and Bromodragonfly.{{cite journal | vauthors = Bowen JS, Davis GB, Kearney TE, Bardin J | title = Diffuse vascular spasm associated with 4-bromo-2,5-dimethoxyamphetamine ingestion | journal = JAMA | volume = 249 | issue = 11 | pages = 1477–9 | date = March 1983 | pmid = 6827726 | doi = 10.1001/jama.1983.03330350053028}}{{cite journal | vauthors = Thorlacius K, Borna C, Personne M | title = [Bromo-dragon fly--life-threatening drug. Can cause tissue necrosis as demonstrated by the first described case] | language = sv | journal = Läkartidningen | volume = 105 | issue = 16 | pages = 1199–200 | date = 2008 | pmid = 18522262 }}

It is however most commonly used in veterinary medicine, to reverse xylazine-induced sedation.{{cite book |vauthors = Boothe DM |chapter=Anticonvulsant drugs and analeptic agents |title=Veterinary pharmacology and therapeutics | veditors = Adams HR |publisher=Iowa State University Press |location=Ames |year=2001 |pages=378–9 |isbn=0-8138-1743-9 |url=https://books.google.com/books?id=2CUbc0RXvb8C | access-date = 8 September 2008}}{{cite book |vauthors=Hall LW, Clarke KW, Trim CM |chapter=Principles of sedation, analgesia and premedication |title=Veterinary anaesthesia |publisher=W.B. Saunders |location=Philadelphia |year=2001 |pages=90–1 |isbn=0-7020-2035-4 }}