Prodilidine

Prodilidine is an opioid analgesic which is a ring-contracted analogue of prodine. It has around the same analgesic efficacy as codeine, but is only around 1/3 the potency (100mg prodilidine is equivalent to 3mg oral morphine). It has little abuse potential.[1][2][3][4][5]

Prodilidine
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 1,2-dimethyl-3-phenylpyrrolidin-3-yl propionate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC15H21NO2
Molar mass247.338 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)OC1(CCN(C1C)C)C2=CC=CC=C2
InChI
  • InChI=1S/C15H21NO2/c1-4-14(17)18-15(10-11-16(3)12(15)2)13-8-6-5-7-9-13/h5-9,12H,4,10-11H2,1-3H3
  • Key:LUKSBMJXPCFBKO-UHFFFAOYSA-N
  (verify)

See also

References
  1. Fraser HF (January 1964). "Addictiveness of 1,2-dimethyl,3-phenyl,3-propionoxy pyrrolidine hydrochloride (ARC I-O-1)". UNODC Bulletin on Narcotics. 16 (1): 37–43.
  2. Splitter SR (November 1961). "Treatment of pain in patients with a new nonnarcotic analgesic, prodilidine hydrochloride (Cogesic)". Current Therapeutic Research, Clinical and Experimental. 3: 472–7. PMID 13915874.
  3. Kissel JW, Albert JR, Boxill GC (December 1961). "The pharmacology of prodilidine hydrochloride, a new analgetic agent". The Journal of Pharmacology and Experimental Therapeutics. 134: 332–40. PMID 14456453.
  4. Weikel JH, Labudde JA (December 1962). "Absorption, excretion and fate of prodilidine". The Journal of Pharmacology and Experimental Therapeutics. 138: 392–8. PMID 13999550.
  5. Batterman RC, Mouratoff GJ, Kaufman JE (January 1964). "Prodilidine Hydrochloride: A new moderately potent analgesic". The American Journal of the Medical Sciences. 247: 62–8. doi:10.1097/00000441-196401000-00009. PMID 14106881. S2CID 41209143.
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