Aceclidine

Drug used in narrow angle glaucoma
  • S01EB08 (WHO)
Legal statusLegal status
  • In general: ℞ (Prescription only)
Pharmacokinetic dataMetabolismdeacetylation?Identifiers
  • 1-Azabicyclo[2.2.2]oct-3-yl acetate; 3-Quinuclidinyl Acetate
CAS Number
  • 827-61-2 ☒N
    6109-70-2 (HCl)
PubChem CID
  • 1979
ChemSpider
  • 1902 checkY
UNII
  • 0578K3ELIO
KEGG
  • D02750 checkY
ChEMBL
  • ChEMBL20835 checkY
CompTox Dashboard (EPA)
  • DTXSID2045658 Edit this at Wikidata
ECHA InfoCard100.011.431 Edit this at WikidataChemical and physical dataFormulaC9H15NO2Molar mass169.224 g·mol−13D model (JSmol)
  • Interactive image
  • O=C(OC2C1CCN(CC1)C2)C
InChI
  • InChI=1S/C9H15NO2/c1-7(11)12-9-6-10-4-2-8(9)3-5-10/h8-9H,2-6H2,1H3 checkY
  • Key:WRJPSSPFHGNBMG-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Aceclidine (Glaucostat, Glaunorm, Glaudin) is a parasympathomimetic miotic agent used in the treatment of narrow angle glaucoma.

Medicinal properties

Aceclidine decreases intraocular pressure. It acts as a muscarinic acetylcholine receptor agonist.[1]

Side effects of aceclidine include increased salivation and bradycardia (in excessive doses).

Chemistry

Aceclidine is an organic compound that is structurally related to quinuclidine. As such its alternative name is 3-acetoxyquinuclidine. Its protonated derivative has a pKa of 9.3.[2]

See also

References

  1. ^ Shannon HE, Hart JC, Bymaster FP, Calligaro DO, DeLapp NW, Mitch CH, et al. (August 1999). "Muscarinic receptor agonists, like dopamine receptor antagonist antipsychotics, inhibit conditioned avoidance response in rats". The Journal of Pharmacology and Experimental Therapeutics. 290 (2): 901–907. PMID 10411607.
  2. ^ Aggarwal VK, Emme I, Fulford SY (February 2003). "Correlation between pK(a) and reactivity of quinuclidine-based catalysts in the Baylis-Hillman reaction: discovery of quinuclidine as optimum catalyst leading to substantial enhancement of scope". The Journal of Organic Chemistry. 68 (3): 692–700. doi:10.1021/jo026671s. PMID 12558387.
  • v
  • t
  • e
Drugs used for glaucoma preparations and miosis (S01E)
SympathomimeticsParasympathomimetics
muscarinic
muscarinic/nicotinic
acetylcholinesterase inhibitors
Carbonic anhydrase inhibitors/
(sulfonamides)Beta blocking agentsProstaglandin analogues (F)Other agents
  • v
  • t
  • e
mAChRsTooltip Muscarinic acetylcholine receptors
Agonists
Antagonists
Precursors
(and prodrugs)
See also
Receptor/signaling modulators
Nicotinic acetylcholine receptor modulators
Acetylcholine metabolism/transport modulators