Prodilidine

Prodilidine
Clinical data
ATC code	none;
Identifiers
	IUPAC name 1,2-dimethyl-3-phenylpyrrolidin-3-yl propionate;
CAS Number	3734-17-6 ;
PubChem CID	19514;
ChemSpider	18388;
UNII	P67JPY18WD;
CompTox Dashboard (EPA)	DTXSID30863261 ;
Chemical and physical data
Formula	C15H21NO2
Molar mass	247.338 g·mol−1
3D model (JSmol)	Interactive image;
	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)

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]

References

^ 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.
^ 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.
^ 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.
^ Weikel JH, Labudde JA (December 1962). "Absorption, excretion and fate of prodilidine". The Journal of Pharmacology and Experimental Therapeutics. 138: 392–8. PMID 13999550.
^ 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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[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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Clinical data

ATC code	none
Identifiers
IUPAC name 1,2-dimethyl-3-phenylpyrrolidin-3-yl propionate
CAS Number	3734-17-6^Y
PubChem CID	19514
ChemSpider	18388
UNII	P67JPY18WD
CompTox Dashboard (EPA)	DTXSID30863261
Chemical and physical data
Formula	C₁₅H₂₁NO₂
Molar mass	247.338 g·mol⁻¹
3D model (JSmol)	Interactive image
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)

Prodilidine

See also

References