U-47700

U-47700, also known as pink heroin, pinky, and pink, is an opioid analgesic drug developed by a team at Upjohn in the 1970s[1] which has around 7.5 times the potency of morphine in animal models.[2][3][4]

Physical Sample of U-47700[5]
U-47700
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC16H22Cl2N2O
Molar mass329.27 g·mol−1
3D model (JSmol)
 NY (what is this?)  (verify)

U-47700 is a structural isomer of the earlier opioid AH-7921[6] and the result of a great deal of work elucidating the quantitative structure–activity relationship of the scaffold. Upjohn looked for the key moieties which gave the greatest activity[7] and posted over a dozen patents on related compounds, each optimizing one moiety[8][9][10][11][12][13][14][15] until they discovered that U-47700 was the most active.[16]

U-47700 became the lead compound of selective kappa-opioid receptor ligands such as U-50488, U-51754 (containing a single methylene spacer difference) and U-69,593, which share very similar structures.[17][18] Although not used medically, the selective kappa ligands are used in research.[19][20]

Side effects

U-47700 has never been studied on humans, but would be expected to produce effects similar to those of other potent opioid agonists, including strong analgesia, sedation, euphoria, constipation, itching and respiratory depression which could be harmful or fatal.[21][22][23][24][25][26][27][28] Tachycardia was another side effect encountered with U-47700 use.[28] Tolerance and dependence would be expected to develop.[29]

Deaths

Combined consumption of U-47700 with fentanyl and flubromazepam caused one fatality in Belgium and Germany, respectively.[30][31][32] One death was reported in Ireland,[33] another one in Italy.[34] 17 opioid overdoses and several deaths in the United States had initially been associated with U-47700 in April 2016,[35] as of September 2016 at least 15 fatalities were confirmed. By December 2017, at least 46 fatalities had been associated with the use of U-47700.[36][37][38][39][40][41][42]

U-47700 was found in combination with fentanyl during the autopsy of the American guitarist Prince in 2016.[43]

Detection in biological fluids

U-47700 may be measured in serum, plasma, blood or urine to monitor for abuse, confirm a diagnosis of poisoning, or assist in a medicolegal death investigation. Serum or blood U-47700 concentrations are expected to be in a range of 10–250 μg/L in intoxicated patients and 100-1500 μg/L in deceased victims of acute overdosage. The detection usually involves analysis by liquid chromatography-mass spectrometry.[44]

Society and culture

Common street names for U-47700 include pinky, pink, and U4.[45]

Following its sale as a designer drug, U-47700 was made illegal in Sweden on January 26, 2016.[46]

U-47700 was emergency scheduled in Ohio on May 3, 2016 by executive order of Governor John Kasich.[47]

U-47700 was emergency scheduled in Florida on September 27, 2016 by an emergency rule of Florida Attorney General Pam Bondi.[48]

Responding to a perceived threat to public health and safety, the U.S. Drug Enforcement Administration has placed U-47700 into Schedule I of the Controlled Substances Act, effective November 14, 2016.[49] In April 2018, U-47700 was placed into Schedule I indefinitely.[50]

U-47700 was placed into Schedule 1 of South Dakota's Controlled Substance Schedule. It was signed by Governor Daugaard on February 9, 2017.[51]

See also

References
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  2. Cheney BV, Szmuszkovicz J, Lahti RA, Zichi DA (December 1985). "Factors affecting binding of trans-N-[2-(methylamino)cyclohexyl]benzamides at the primary morphine receptor". Journal of Medicinal Chemistry. 28 (12): 1853–64. doi:10.1021/jm00150a017. PMID 2999404.
  3. Harper NJ, Veitch GB, Wibberley DG (November 1974). "1-(3,4-Dichlorobenzamidomethyl)cyclohexyldimethylamine and related compounds as potential analgesics". Journal of Medicinal Chemistry. 17 (11): 1188–93. doi:10.1021/jm00257a012. PMID 4416926.
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  11. Jacob Szmuszkovicz (5 May 1970). "Patent US3510492 - 2-anilino and 2-anilinomethyl cycloalkylamines".
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  39. "19 Recent Deaths Associated With Synthetic Opioids; State Officials Urge Awareness". NC Department of Health and Human Services. 24 March 2016.
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  43. "Furanyl Fentanyl Joins U-47,700 As The Second Illicit Opioid Banned By DEA In November".
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  46. "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.
  47. John R. Kasich (May 3, 2016). "Executive Order 2016-01K" (PDF). Governor of Ohio.
  48. "News Release - Attorney General Bondi Outlaws Deadly Synthetic Drug". www.myfloridalegal.com. Retrieved 2016-09-27.
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  50. "Schedules of Controlled Substances: Placement of Butyryl Fentanyl and U-47700 Into Schedule I". Federal Register. 20 April 2018.
  51. South Dakota Legislature. "House Bill No. 1041" (PDF). Governor Dauggard of South Dakota.
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