L-741,626: Difference between revisions

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Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Dr
Importing Wikidata short description: "Chemical compound"
 
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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 444675484
| Watchedfields = changed
| IUPAC_name = 3-[4-(4-Chlorophenyl)-4-hydroxypiperidin-l-yl]methyl-1H-indole
| verifiedrevid = 451608383
| image = L-741626_structure.png
| IUPAC_name = 3-[4-(4-Chlorophenyl)-4-hydroxypiperidin-l-yl]methyl-1''H''-indole
| image = L-741,626.svg
| width = 220


<!--Clinical data-->
<!--Clinical data-->
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| pregnancy_category =
| pregnancy_category =
| legal_status =
| legal_status =
| routes_of_administration =
| routes_of_administration =


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


<!--Identifiers-->
<!--Identifiers-->
| IUPHAR_ligand = 177
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number = 81226-60-0
| CAS_number = 81226-60-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = WTW4A6SW92
| ATC_prefix = none
| ATC_prefix = none
| ATC_suffix =
| ATC_suffix =
| PubChem = 133633
| PubChem = 133633
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 117877


<!--Chemical data-->
<!--Chemical data-->
| C=20 | H=21 | Cl=1 | N=2 | O=1
| C=20 | H=21 | Cl=1 | N=2 | O=1
| molecular_weight = 340.134 g/mol
| smiles = OC(CC1)(C2=CC=C(Cl)C=C2)CCN1CC3=CNC4=CC=CC=C43
| smiles = OC(CC1)(C2=CC=C(Cl)C=C2)CCN1CC3=CNC4=CC=CC=C43
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C20H21ClN2O/c21-17-7-5-16(6-8-17)20(24)9-11-23(12-10-20)14-15-13-22-19-4-2-1-3-18(15)19/h1-8,13,22,24H,9-12,14H2
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = LLBLNMUONVVVPG-UHFFFAOYSA-N

}}
}}


'''L-741,626''' is a drug which acts as a potent and selective [[Antagonist (pharmacology)|antagonist]] for the [[dopamine]] [[Receptor (biochemistry)|receptor]] [[Dopamine receptor D2|D<sub>2</sub>]]. It has good selectivity over the related [[Dopamine receptor D3|D<sub>3</sub>]] and [[Dopamine receptor D4|D<sub>4</sub>]] subtypes and other receptors. L-741,626 is used for laboratory research into brain function and has proved particularly useful for distinguishing D<sub>2</sub> mediated responses from those produced by the closely related D<sub>3</sub> subtype, and for studying the roles of these subtypes in the action of [[cocaine]] and [[amphetamine]]s in the brain.<ref name="pmid8968560">{{cite journal |author=Bowery BJ, Razzaque Z, Emms F, Patel S, Freedman S, Bristow L, Kulagowski J, Seabrook GR |title=Antagonism of the effects of (+)-PD 128907 on midbrain dopamine neurones in rat brain slices by a selective D2 receptor antagonist L-741,626 |journal=British Journal of Pharmacology |volume=119 |issue=7 |pages=1491–7 |year=1996 |month=December |pmid=8968560 |pmc=1915834 |doi= |url=}}</ref><ref name="pmid11113496">{{cite journal |author=Canales JJ, Iversen SD |title=Psychomotor-activating effects mediated by dopamine D(2) and D(3) receptors in the nucleus accumbens |journal=Pharmacology, Biochemistry, and Behavior |volume=67 |issue=1 |pages=161–8 |year=2000 |month=September |pmid=11113496 |doi= 10.1016/S0091-3057(00)00311-7|url=}}</ref><ref name="pmid11702088">{{cite journal |author=Costanza RM, Barber DJ, Terry P |title=Antagonism of the discriminative stimulus effects of cocaine at two training doses by dopamine D2-like receptor antagonists |journal=Psychopharmacology |volume=158 |issue=2 |pages=146–53 |year=2001 |month=November |pmid=11702088 |doi=10.1007/s002130100872 |url=}}</ref><ref name="pmid12763098">{{cite journal |author=Chaperon F, Tricklebank MD, Unger L, Neijt HC |title=Evidence for regulation of body temperature in rats by dopamine D2 receptor and possible influence of D1 but not D3 and D4 receptors |journal=Neuropharmacology |volume=44 |issue=8 |pages=1047–53 |year=2003 |month=June |pmid=12763098 |doi= 10.1016/S0028-3908(03)00113-8|url=}}</ref><ref name="pmid17095222">{{cite journal |author=Grundt P, Husband SL, Luedtke RR, Taylor M, Newman AH |title=Analogues of the dopamine D2 receptor antagonist L741,626: Binding, function, and SAR |journal=Bioorganic & Medicinal Chemistry Letters |volume=17 |issue=3 |pages=745–9 |year=2007 |month=February |pmid=17095222 |pmc=1851912 |doi=10.1016/j.bmcl.2006.10.076 |url=}}</ref><ref name="pmid18807248">{{cite journal |author=Koffarnus MN, Greedy B, Husbands SM, Grundt P, Newman AH, Woods JH |title=The discriminative stimulus effects of dopamine D2- and D3-preferring agonists in rats |journal=Psychopharmacology |volume=203 |issue=2 |pages=317–27 |year=2009 |month=April |pmid=18807248 |pmc=3065021 |doi=10.1007/s00213-008-1323-4 |url=}}</ref><ref name="pmid19584712">{{cite journal |author=Depoortère R, Bardin L, Rodrigues M, Abrial E, Aliaga M, Newman-Tancredi A |title=Penile erection and yawning induced by dopamine D2-like receptor agonists in rats: influence of strain and contribution of dopamine D2, but not D3 and D4 receptors |journal=Behavioural Pharmacology |volume=20 |issue=4 |pages=303–11 |year=2009 |month=July |pmid=19584712 |doi=10.1097/FBP.0b013e32832ec5aa |url=}}</ref><ref name="pmid19840852">{{cite journal |author=Fan X, Xu M, Hess EJ |title=D2 dopamine receptor subtype-mediated hyperactivity and amphetamine responses in a model of ADHD |journal=Neurobiology of Disease |volume=37 |issue=1 |pages=228–36 |year=2010 |month=January |pmid=19840852 |pmc=2839459 |doi=10.1016/j.nbd.2009.10.009 |url=}}</ref><ref name="pmid20494958">{{cite journal |author=Achat-Mendes C, Grundt P, Cao J, Platt DM, Newman AH, Spealman RD |title=Dopamine D3 and D2 receptor mechanisms in the abuse-related behavioral effects of cocaine: studies with preferential antagonists in squirrel monkeys |journal=The Journal of Pharmacology and Experimental Therapeutics |volume=334 |issue=2 |pages=556–65 |year=2010 |month=August |pmid=20494958 |doi=10.1124/jpet.110.167619 |url=}}</ref><ref name="pmid21414250">{{cite journal |author=Watson DJ, Marsden CA, Millan MJ, Fone KC |title=Blockade of dopamine D3 but not D2 receptors reverses the novel object discrimination impairment produced by post-weaning social isolation: implications for schizophrenia and its treatment |journal=The International Journal of Neuropsychopharmacology / Official Scientific Journal of the Collegium Internationale Neuropsychopharmacologicum (CINP) |volume= |issue= |pages=1–14 |year=2011 |month=March |pmid=21414250 |doi=10.1017/S1461145711000435 |url=}}</ref>
'''L-741,626''' is a drug which acts as a potent and selective [[Antagonist (pharmacology)|antagonist]] for the [[dopamine]] [[Receptor (biochemistry)|receptor]] [[Dopamine receptor D2|D<sub>2</sub>]]. It has good selectivity over the related [[Dopamine receptor D3|D<sub>3</sub>]] and [[Dopamine receptor D4|D<sub>4</sub>]] subtypes and other receptors. L-741,626 is used for laboratory research into brain function and has proved particularly useful for distinguishing D<sub>2</sub> mediated responses from those produced by the closely related D<sub>3</sub> subtype, and for studying the roles of these subtypes in the action of [[cocaine]] and [[amphetamine]]s in the brain.<ref name="pmid8968560">{{cite journal |vauthors=Bowery BJ, Razzaque Z, Emms F, Patel S, Freedman S, Bristow L, Kulagowski J, Seabrook GR |title=Antagonism of the effects of (+)-PD 128907 on midbrain dopamine neurones in rat brain slices by a selective D2 receptor antagonist L-741,626 |journal=[[British Journal of Pharmacology]] |volume=119 |issue=7 |pages=1491–7 |date=December 1996 |pmid=8968560 |pmc=1915834 |doi= 10.1111/j.1476-5381.1996.tb16063.x}}</ref><ref name="pmid11113496">{{cite journal |vauthors=Canales JJ, Iversen SD |title=Psychomotor-activating effects mediated by dopamine D(2) and D(3) receptors in the nucleus accumbens |journal=Pharmacology Biochemistry and Behavior |volume=67 |issue=1 |pages=161–8 |date=September 2000 |pmid=11113496 |doi= 10.1016/S0091-3057(00)00311-7|s2cid=26640822 }}</ref><ref name="pmid11702088">{{cite journal |vauthors=Costanza RM, Barber DJ, Terry P |title=Antagonism of the discriminative stimulus effects of cocaine at two training doses by dopamine D2-like receptor antagonists |journal=Psychopharmacology |volume=158 |issue=2 |pages=146–53 |date=November 2001 |pmid=11702088 |doi=10.1007/s002130100872 |s2cid=22530289 }}</ref><ref name="pmid12763098">{{cite journal |vauthors=Chaperon F, Tricklebank MD, Unger L, Neijt HC |title=Evidence for regulation of body temperature in rats by dopamine D2 receptor and possible influence of D1 but not D3 and D4 receptors |journal=Neuropharmacology |volume=44 |issue=8 |pages=1047–53 |date=June 2003 |pmid=12763098 |doi= 10.1016/S0028-3908(03)00113-8|s2cid=19219652 }}</ref><ref name="pmid17095222">{{cite journal |vauthors=Grundt P, Husband SL, Luedtke RR, Taylor M, Newman AH |title=Analogues of the dopamine D2 receptor antagonist L741,626: Binding, function, and SAR |journal=Bioorganic & Medicinal Chemistry Letters |volume=17 |issue=3 |pages=745–9 |date=February 2007 |pmid=17095222 |pmc=1851912 |doi=10.1016/j.bmcl.2006.10.076 }}</ref><ref name="pmid18807248">{{cite journal |vauthors=Koffarnus MN, Greedy B, Husbands SM, Grundt P, Newman AH, Woods JH |title=The discriminative stimulus effects of dopamine D2- and D3-preferring agonists in rats |journal=Psychopharmacology |volume=203 |issue=2 |pages=317–27 |date=April 2009 |pmid=18807248 |pmc=3065021 |doi=10.1007/s00213-008-1323-4 }}</ref><ref name="pmid19584712">{{cite journal |vauthors=Depoortère R, Bardin L, Rodrigues M, Abrial E, Aliaga M, Newman-Tancredi A |title=Penile erection and yawning induced by dopamine D2-like receptor agonists in rats: influence of strain and contribution of dopamine D2, but not D3 and D4 receptors |journal=Behavioural Pharmacology |volume=20 |issue=4 |pages=303–11 |date=July 2009 |pmid=19584712 |doi=10.1097/FBP.0b013e32832ec5aa |s2cid=35558814 }}</ref><ref name="pmid19840852">{{cite journal |vauthors=Fan X, Xu M, Hess EJ |title=D2 dopamine receptor subtype-mediated hyperactivity and amphetamine responses in a model of ADHD |journal=Neurobiology of Disease |volume=37 |issue=1 |pages=228–36 |date=January 2010 |pmid=19840852 |pmc=2839459 |doi=10.1016/j.nbd.2009.10.009 }}</ref><ref name="pmid20494958">{{cite journal |vauthors=Achat-Mendes C, Grundt P, Cao J, Platt DM, Newman AH, Spealman RD |title=Dopamine D3 and D2 receptor mechanisms in the abuse-related behavioral effects of cocaine: studies with preferential antagonists in squirrel monkeys |journal=The Journal of Pharmacology and Experimental Therapeutics |volume=334 |issue=2 |pages=556–65 |date=August 2010 |pmid=20494958 |doi=10.1124/jpet.110.167619 |pmc=2913766}}</ref><ref name="pmid21414250">{{cite journal |vauthors=Watson DJ, Marsden CA, Millan MJ, Fone KC |title=Blockade of dopamine D3 but not D2 receptors reverses the novel object discrimination impairment produced by post-weaning social isolation: implications for schizophrenia and its treatment |journal=The International Journal of Neuropsychopharmacology |volume= 15|issue= 4|pages=471–484 |date=March 2011 |pmid=21414250 |doi=10.1017/S1461145711000435 |doi-access=free }}</ref>


== References ==
== References ==
{{Reflist}}
{{Reflist}}



{{Dopaminergics}}
{{Dopaminergics}}


[[Category:Dopamine antagonists]]
[[Category:D2 antagonists]]
[[Category:Indoles]]

[[Category:4-Phenylpiperidines]]
[[Category:Tertiary alcohols]]
[[Category:Chloroarenes]]