Movatterモバイル変換

Doxanthrine

From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

Doxanthrine
Clinical data

ATC code	none
Identifiers
IUPAC name (6aS,12bR)-6a,7,8,12b-tetrahydro-6H-chromeno[3,4-c]isoquinoline-2,3-diol
CAS Number	916572-45-7^Y
PubChemCID	15981509
ChemSpider	13112900
ChEMBL	ChEMBL387250
CompTox Dashboard(EPA)	DTXSID401028617
Chemical and physical data
Formula	C₁₆H₁₅NO₃
Molar mass	269.300 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c1ccc2c(c1)CN[C@H]3[C@H]2c4cc(c(cc4OC3)O)O
InChI InChI=1S/C16H15NO3/c18-13-5-11-15(6-14(13)19)20-8-12-16(11)10-4-2-1-3-9(10)7-17-12/h1-6,12,16-19H,7-8H2/t12-,16-/m1/s1 Key:QDUNOUQOKOYLCH-MLGOLLRUSA-N
(verify)

Doxanthrine is asynthetic compound which is apotent andselective full agonist for thedopamine D₁ receptor.^[1]^[2] Doxanthrine has been shown to beorally active in producing contralateral rotation in the6-hydroxydopamine rat model ofParkinson's disease.^[3]

^Cueva JP, Giorgioni G, Grubbs RA, Chemel BR, Watts VJ, Nichols DE (November 2006). "trans-2,3-dihydroxy-6a,7,8,12b-tetrahydro-6H-chromeno[3,4-c]isoquinoline: synthesis, resolution, and preliminary pharmacological characterization of a new dopamine D1 receptor full agonist".Journal of Medicinal Chemistry.49 (23):6848–57.doi:10.1021/jm0604979.PMID 17154515.
^Przybyla JA, Cueva JP, Chemel BR, Hsu KJ, Riese DJ, McCorvy JD, Chester JA, Nichols DE, Watts VJ (February 2009)."Comparison of the enantiomers of (±)-doxanthrine, a high efficacy full dopamine D1 receptor agonist, and a reversal of enantioselectivity at D1 versus alpha2C adrenergic receptors".European Neuropsychopharmacology.19 (2):138–46.doi:10.1016/j.euroneuro.2008.10.002.PMC 2636714.PMID 19028082.
^McCorvey JD, Watts VJ, Nichols DE (July 2012). "Comparison of the D1 dopamine full agonists, dihydrexidine and doxanthrine, in the 6-OHDA rat model of Parkinson's disease".Psychopharmacology.222 (1):81–87.doi:10.1007/s00213-011-2625-5.PMID 22222862.S2CID 7641172.

Agonists	Benzazepines:6-Br-APB Fenoldopam SKF-38,393 SKF-77,434 SKF-81,297 SKF-82,958 SKF-83,959 Trepipam Zelandopam Ergolines:Cabergoline CY-208,243 Dihydroergocryptine LEK-8829 Lisuride Pergolide Terguride Dihydrexidine derivatives:A-77636 A-86929 Adrogolide (ABT-431, DAS-431) Dihydrexidine Dinapsoline Dinoxyline Doxanthrine Phenethylamines:BCO-001 Deoxyepinephrine (N-methyldopamine, epinine) Dopexamine Etilevodopa Ibopamine L-DOPA (levodopa) Melevodopa L-Phenylalanine L-Tyrosine XP21279 Others:A-68930 Apomorphine Isocorypalmine Nuciferine PF-6649751 PF 6669571 Propylnorapomorphine Rotigotine SKF-89,145 SKF-89,626 Stepholidine Tavapadon Tetrahydropalmatine
PAMs	Tetrahydroisoquinolines:DETQ DPTQ Mevidalen
Antagonists	Typical antipsychotics:Butaclamol Chlorpromazine Chlorprothixene Flupentixol (flupenthixol) (+melitracen) Fluphenazine Loxapine Perphenazine (+amitriptyline) Pifluthixol Thioridazine Thiothixene Trifluoperazine (+tranylcypromine) Zuclopenthixol Atypical antipsychotics:Asenapine Clorotepine Clotiapine Clozapine DHA-clozapine Fluperlapine Iloperidone Norclozapine Norquetiapine Olanzapine (+fluoxetine) Paliperidone Quetiapine Risperidone Tefludazine Zicronapine Ziprasidone Zotepine Others:Berupipam Ecopipam EEDQ Metitepine (methiothepin) Odapipam Perlapine SCH-23390

Agonists

Antagonists

Thisdrug article relating to thenervous system is astub. You can help Wikipedia byexpanding it.

Hidden categories: