Pyrrolidinylthiambutene

Pyrrolidinylthiambutene is an opioid analgesic drug from the thiambutene family with around 3/4 of the potency of morphine.[1][2][3] It would be considered an illegal controlled substance analogue in some countries such as the US, Australia and New Zealand, but is legal in countries not possessing a controlled-substances-analog-act equivalent.

Pyrrolidinylthiambutene
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 1-(1-methyl-3,3-di-2-thienylprop-2-en-1-yl)pyrrolidine
CAS Number
PubChem CID
UNII
Chemical and physical data
FormulaC16H19NS2
Molar mass289.46 g·mol−1
3D model (JSmol)
Melting point167 to 169 °C (333 to 336 °F)
SMILES
  • C2CCCN2C(C)C=C(c1sccc1)c3sccc3
InChI
  • InChI=1S/C16H19NS2/c1-13(17-8-2-3-9-17)12-14(15-6-4-10-18-15)16-7-5-11-19-16/h4-7,10-13H,2-3,8-9H2,1H3 Y
  • Key:PIJLUNXAEWABFK-UHFFFAOYSA-N Y
  (verify)

References
  1. Adamson DW, Green AF (January 1950). "A new series of analgesics". Nature. 165 (4186): 122. Bibcode:1950Natur.165..122A. doi:10.1038/165122a0. PMID 15409854. S2CID 4190157.
  2. Adamson DW, Duffin WM, Green AF (January 1951). "Dithienylbutylamines as analgesics". Nature. 167 (4239): 153–4. Bibcode:1951Natur.167..153A. doi:10.1038/167153b0. PMID 14806409. S2CID 4280042.
  3. Green AF (March 1953). "Analgesic and other properties of 3: 3-dithienylalkenylamines". British Journal of Pharmacology and Chemotherapy. 8 (1): 2–9. doi:10.1111/j.1476-5381.1953.tb00739.x. PMC 1509239. PMID 13066683.
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