Atiprosin

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Atiprosin
Atiprosin structure.png
Systematic (IUPAC) name
(4aR,12bS)-1-ethyl-12-methyl-4-(propan-2-yl)-1,2,3,4,4a,5,6,12b-octahydropyrazino[2',3':3,4]pyrido[1,2-a]indole
Clinical data
Legal status
  • Uncontrolled
Routes Oral
Identifiers
CAS number 89303-63-9 N
ATC code None
PubChem CID 71770
ChemSpider 64808 YesY
UNII ALS52889WF YesY
ChEMBL CHEMBL2111172 N
Chemical data
Formula C20H29N3 
Mol. mass 311.46 g/mol
 N (what is this?)  (verify)

Atiprosin (AY-28,228) is an antihypertensive agent which acts as a selective α1-adrenergic receptor antagonist.[1][2][3][4] It also possesses some antihistamine activity, though it is some 15-fold weaker in this regard than as an alpha blocker.[3] It was never marketed.[1]

Synthesis[edit]

Atiprosin synthesis:[5]

See also[edit]

References[edit]

  1. ^ a b David J. Triggle (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. ISBN 0-412-46630-9. 
  2. ^ Jirkovsky I, Santroch G, Baudy R, Oshiro G (February 1987). "Octahydropyrazino[2',3':3,4]pyrido[1,2-a]indoles. A new class of potent antihypertensive agents". Journal of Medicinal Chemistry 30 (2): 388–94. doi:10.1021/jm00385a022. PMID 3806618. 
  3. ^ a b Grimes D, Rimele TJ, Henry DE, et al. (September 1987). "In vitro isolated tissue studies with atiprosin (AY-28,228): a new antihypertensive compound". Journal of Cardiovascular Pharmacology 10 (3): 249–58. doi:10.1097/00005344-198709000-00001. PMID 2444771. 
  4. ^ Oshiro G, Wojdan A, Klein M, Metcalf G (September 1987). "Antihypertensive and hypotensive actions of atiprosin (AY-28,228) in rats, dogs, and monkeys". Journal of Cardiovascular Pharmacology 10 (3): 341–9. doi:10.1097/00005344-198709000-00014. PMID 2444784. 
  5. ^ Jirkovsky, Ivo; George Santroch; Reinhardt Baudy; George Oshiro (1987). "Octahydropyrazino[2',3':3,4]pyrido[1,2-a]indoles. A new class of potent antihypertensive agents". Journal of Medical Chemistry 30 (2): 388–394. doi:10.1021/jm00385a022. PMID 3806618.