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Aceclidine

From Wikipedia, the free encyclopedia
Aceclidine
Skeletal formula of aceclidine
Ball-and-stick model of the aceclidine molecule
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Topical (ophthalmic solution)
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Metabolismdeacetylation?
Identifiers
  • 1-Azabicyclo[2.2.2]oct-3-yl acetate; 3-Quinuclidinyl Acetate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.011.431 Edit this at Wikidata
Chemical and physical data
FormulaC9H15NO2
Molar mass169.224 g·mol−1
3D model (JSmol)
  • O=C(OC2C1CCN(CC1)C2)C
  • 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

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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

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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

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References

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  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.