Aporphine

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Aporphine
Chemical structure of aporphine
Names
IUPAC name
6-Methyl-5,6,6a,7-tetrahydro-4H-dibenzo(de,g)quinoline
Identifiers
478-57-9 N
ChEBI CHEBI:35643 YesY
ChemSpider 102860 YesY
Jmol 3D model Interactive image
  • InChI=1S/C17H17N/c1-18-10-9-12-6-4-8-15-14-7-3-2-5-13(14)11-16(18)17(12)15/h2-8,16H,9-11H2,1H3 YesY
    Key: BZKUYNBAFQJRDM-UHFFFAOYSA-N YesY
  • InChI=1/C17H17N/c1-18-10-9-12-6-4-8-15-14-7-3-2-5-13(14)11-16(18)17(12)15/h2-8,16H,9-11H2,1H3
    Key: BZKUYNBAFQJRDM-UHFFFAOYAP
  • c12c(cccc1)CC4c3c(cccc23)CCN4C
Properties
C17H17N
Molar mass 235.324 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Aporphine is one of a class of quinoline alkaloids. Many different relatives of this compound have been purified from plants.[1] One commonly used aporphine derivative is apomorphine, although it does not occur naturally.

Aporphine is a 5-HT1a partial agonist with a ki of 80nM and a 5-HT7 antagonist with a ki of 88nM.[2] Aporphine is a Dopamine D1 antagonist with a ki of 717nM[3] and a dopamine D2 antagonist with a ki of 527nM.[4] Aporphine and its related alkaloids bulbocapnine, boldine, glaucine and corytuberine are antipsychotic, exert naloxone-reversible antinociceptive activity and with the exception of corytuberine are anticonvulsant.[5] Some derivatives of aporphine such as S(+)-N-propylnorapomorphine have potential as low side effect profile antipsychotics. S(+)-N-propylnorapomorphine is highly selective for meso-limbic dopaminergic tracts and function as efficacious partial agonists, with no elevation in prolactin.[6]

See also

References

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