Amedalin

{{Short description|Group of stereoisomers}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 451564692

| IUPAC_name = 3-Methyl-3-[3-(methylamino)propyl]-1-phenyl-1,3-dihydro-2H-indol-2-one

| image = Amedalin.svg

| tradename =

| pregnancy_category =

| legal_status =

| routes_of_administration =

| bioavailability =

| metabolism =

| elimination_half-life =

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

| CAS_number = 22136-26-1

| CAS_supplemental =
{{CAS|22232-73-1}} (HCl)

| ATC_prefix = None

| ATC_suffix =

| PubChem = 31075

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

| ChemSpiderID = 28832

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 2110769

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

| UNII = 2OWK6X9N16

| KEGG_Ref = {{keggcite|changed|kegg}}

| KEGG = D02891

| C=19 | H=22 | N=2 | O=1

| smiles = CC1(C2=CC=CC=C2N(C1=O)C3=CC=CC=C3)CCCNC

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

| StdInChI = 1S/C19H22N2O/c1-19(13-8-14-20-2)16-11-6-7-12-17(16)21(18(19)22)15-9-4-3-5-10-15/h3-7,9-12,20H,8,13-14H2,1-2H3

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

| StdInChIKey = HBGWAZBZXJBYQD-UHFFFAOYSA-N

}}

Amedalin (UK-3540-1) is an antidepressant which was synthesized in the early 1970s but was never marketed.{{cite book | first = David J. | last = Triggle | name-list-style = vanc | title = Dictionary of pharmacological agents | publisher = Chapman & Hall | location = London | year = 1997 | isbn = 978-0-412-46630-4 | url = https://books.google.com/books?id=DeX7jgInYFMC&q=amedalin&pg=PA65}}{{cite journal | vauthors = Cañas-Rodriguez A, Leeming PR | title = N-Phenyl-2-indolinones and N-phenylindolines. A new class of antidepressant agents | journal = Journal of Medicinal Chemistry | volume = 15 | issue = 7 | pages = 762–70 | date = July 1972 | pmid = 5043876| doi = 10.1021/jm00277a017 }} It is a selective norepinephrine reuptake inhibitor, with no significant effects on the reuptake of serotonin and dopamine, and no antihistamine or anticholinergic properties.{{cite journal | vauthors = Koe BK | title = Molecular geometry of inhibitors of the uptake of catecholamines and serotonin in synaptosomal preparations of rat brain | journal = Journal of Pharmacology and Experimental Therapeutics | volume = 199 | issue = 3 | pages = 649–661 |date=December 1976 | doi = 10.1016/S0022-3565(25)30726-3 | pmid = 994022| url = http://jpet.aspetjournals.org/content/199/3/649.abstract| url-access = subscription }}

See also

References

{{Reflist}}

{{Antidepressants}}

{{Monoamine reuptake inhibitors}}

Category:Abandoned drugs

Category:Secondary amines

Category:Antidepressants

Category:Indolines

Category:Gamma-lactams

Category:Norepinephrine reuptake inhibitors

Category:Oxindoles

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