A-86929

A-86929
A-86929
A-86929.svg
이름
선호 IUPAC 이름
(5aR,11bS)-2-프로필-4,5,5a,6,7,11b-헥사하이드로벤조[f]티에노[2,3-c]퀴놀린-9,10-다이올
식별자
3D 모델(JSmol)
켐벨
켐스파이더
펍켐 CID
유니
  • InChI=1S/C18H21NO2S/c1-2-3-11-7-13-17(22-11)9-19-14-5-4-10-6-15(20)16(21)8-12(10)18(13)14/h6-8,14,18-21H,2-5,9H2,1H3/t14-,18+/m1/s1 수표Y
    키: REHACLRYABHSQJ-KDOFPPSSA-N 수표Y
  • InChI=1/C18H21NO2S/c1-2-3-11-7-13-17(22-11)9-19-14-5-4-10-6-15(20)16(21)8-12(10)18(13)14/h6-8,14,18-21H,2-5,9H2,1H3/t14-,18+/m1/s1
    키: REHACLYABHSQJ-KDOFPFPSBO
  • Oc1cc3c(cc1O)CC4C3c2cc(CCC)sc2CN4
특성.
C18H21NO2S
어금질량 315.429 g/190
달리 명시된 경우를 제외하고, 표준 상태(25°C [77°F], 100 kPa)의 재료에 대한 데이터가 제공된다.
☒ NVERIFI (?란수표Y☒N?
Infobox 참조 자료

A-86929는 선택적 도파민 수용체1 D 작용제 역할을 하는 합성 화합물이다.[1][2]코카인 중독 치료 등 다른 용도는 물론 [3]파킨슨병에서도 가능한 치료법으로 개발됐지만 인간에게는 합리적인 효능이 있었지만, 이질도 유발해 지속되지 않고 있다.[4][5][6][7]주로 생체이용성이 좋은 디아세테이트 에스테르 프로드러고라이드(ABT-431)로 사용돼 왔다.[8][9]

아드로골라이드

참조

  1. ^ Michaelides MR, Hong Y, DiDomenico S, Asin KE, Britton DR, Lin CW, Williams M, Shiosaki K (September 1995). "(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. doi:10.1021/jm00018a002. PMID 7658429.
  2. ^ Ehrlich PP, Ralston JW, Michaelides MR (May 1997). "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. doi:10.1021/jo970066l. PMID 11671640.
  3. ^ Rascol O, Blin O, Thalamas C, Descombes S, Soubrouillard C, Azulay P, Fabre N, Viallet F, Lafnitzegger K, Wright S, Carter JH, Nutt JG (June 1999). "ABT-431, a D1 receptor agonist prodrug, has efficacy in Parkinson's disease". Annals of Neurology. 45 (6): 736–41. doi:10.1002/1531-8249(199906)45:6<736::AID-ANA7>3.0.CO;2-F. PMID 10360765.
  4. ^ Haney M, Collins ED, Ward AS, Foltin RW, Fischman MW (March 1999). "Effect of a selective dopamine D1 agonist (ABT-431) on smoked cocaine self-administration in humans". Psychopharmacology. 143 (1): 102–10. doi:10.1007/s002130050925. PMID 10227086.
  5. ^ Gorelick DA, Gardner EL, Xi ZX (2004). "Agents in development for the management of cocaine abuse". Drugs. 64 (14): 1547–73. doi:10.2165/00003495-200464140-00004. PMID 15233592.
  6. ^ Rascol O, Nutt JG, Blin O, Goetz CG, Trugman JM, Soubrouillard C, Carter JH, Currie LJ, Fabre N, Thalamas C, Giardina WW, Wright S (February 2001). "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. doi:10.1001/archneur.58.2.249. PMID 11176963.
  7. ^ Zhang J, Xiong B, Zhen X, Zhang A (March 2009). "Dopamine D1 receptor ligands: where are we now and where are we going". Medicinal Research Reviews. 29 (2): 272–94. doi:10.1002/med.20130. PMID 18642350.
  8. ^ Shiosaki K, Jenner P, Asin KE, Britton DR, Lin CW, Michaelides M, Smith L, Bianchi B, Didomenico S, Hodges L, Hong Y, Mahan L, Mikusa J, Miller T, Nikkel A, Stashko M, Witte D, Williams M (January 1996). "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. PMID 8558425.
  9. ^ Giardina WJ, Williams M (2001). "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. doi:10.1111/j.1527-3458.2001.tb00201.x. PMC 6741696. PMID 11607045.


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