Chemistry:A-86929
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| Preferred IUPAC name
(5aR,11bS)-2-Propyl-4,5,5a,6,7,11b-hexahydrobenzo[f]thieno[2,3-c]quinoline-9,10-diol | |
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3D model (JSmol)
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| Properties | |
| C18H21NO2S | |
| Molar mass | 315.429 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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Tracking categories (test):
A-86929 is a synthetic compound that acts as a selective dopamine receptor D1 agonist.[1][2] It was developed as a possible treatment for Parkinson's disease,[3] as well as for other applications such as treatment of cocaine addiction,[4][5] but while it had reasonable efficacy in humans it also caused dyskinesias and has not been continued.[6][7] It has mainly been used as its diacetate ester prodrug adrogolide (ABT-431), which has better bioavailability.[8][9]
References
- ↑ "(5aR,11bS)-4,5,5a,6,7,11b-hexahydro-2-propyl-3-thia-5-azacyclopent-1- ena[c]-phenanthrene-9,10-diol (A-86929): a potent and selective dopamine D1 agonist that maintains behavioral efficacy following repeated administration and characterization of its diacetyl prodrug (ABT-431)". Journal of Medicinal Chemistry 38 (18): 3445–7. September 1995. doi:10.1021/jm00018a002. PMID 7658429.
- ↑ "An Efficient Enantioselective Synthesis of the D1 Agonist (5aR,11bS)-4,5,5a,6,7,11b-Hexahydro-2-propyl-3-thia- 5-azacyclopenta[c]phenanthrene-9,10-diol (A-86929)". The Journal of Organic Chemistry 62 (9): 2782–2785. May 1997. doi:10.1021/jo970066l. PMID 11671640.
- ↑ "ABT-431, a D1 receptor agonist prodrug, has efficacy in Parkinson's disease". Annals of Neurology 45 (6): 736–41. June 1999. doi:10.1002/1531-8249(199906)45:6<736::AID-ANA7>3.0.CO;2-F. PMID 10360765.
- ↑ "Effect of a selective dopamine D1 agonist (ABT-431) on smoked cocaine self-administration in humans". Psychopharmacology 143 (1): 102–10. March 1999. doi:10.1007/s002130050925. PMID 10227086.
- ↑ "Agents in development for the management of cocaine abuse". Drugs 64 (14): 1547–73. 2004. doi:10.2165/00003495-200464140-00004. PMID 15233592. https://zenodo.org/record/1236415.
- ↑ "Induction by dopamine D1 receptor agonist ABT-431 of dyskinesia similar to levodopa in patients with Parkinson disease". Archives of Neurology 58 (2): 249–54. February 2001. doi:10.1001/archneur.58.2.249. PMID 11176963.
- ↑ "Dopamine D1 receptor ligands: where are we now and where are we going". Medicinal Research Reviews 29 (2): 272–94. March 2009. doi:10.1002/med.20130. PMID 18642350.
- ↑ "ABT-431: the diacetyl prodrug of A-86929, a potent and selective dopamine D1 receptor agonist: in vitro characterization and effects in animal models of Parkinson's disease". The Journal of Pharmacology and Experimental Therapeutics 276 (1): 150–60. January 1996. PMID 8558425.
- ↑ "Adrogolide HCl (ABT-431; DAS-431), a prodrug of the dopamine D1 receptor agonist, A-86929: preclinical pharmacology and clinical data". CNS Drug Reviews 7 (3): 305–16. 2001. doi:10.1111/j.1527-3458.2001.tb00201.x. PMID 11607045.
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