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U-47700

Structure via PubChem · Public domain (PubChem)

EntityQ83129025· pop 5· linked from 706 articles

Also known as U4, pinky

U-47700, also known as U4, pink heroin, pinky, and pink, is an opioid analgesic drug developed by a team at Upjohn in the 1970s which has around 7.5 times the potency of morphine in animal models. thumb|Physical Sample of U-47700 U-47700 is a structural isomer of the earlier opioid AH-7921 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 and posted over a dozen patents on related compounds, each optimizing one moiety until they discovered that U-47700 was the

Chemical data

Formula
C16H22Cl2N2O
Molecular weight
329.3 g/mol
IUPAC name
3,4-dichloro-N-[(1R,2R)-2-(dimethylamino)cyclohexyl]-N-methylbenzamide
SMILES
CN(C)[C@@H]1CCCC[C@H]1N(C)C(=O)C2=CC(=C(C=C2)Cl)Cl
InChIKey
JGPNMZWFVRQNGU-HUUCEWRRSA-N
XLogP
4
Polar surface area
23.6 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
328.110918684
Image
Sample of U-47700.png
Show 4 more facts
isomeric SMILES
CN(C)[C@@H]1CCCC[C@H]1N(C)C(=O)C2=CC(=C(C=C2)Cl)Cl
chemical formula
C₁₆H₂₂Cl₂N₂O
canonical SMILES
CN(C)C1CCCCC1N(C)C(=O)C2=CC(=C(C=C2)Cl)Cl
Commons category
U-47700
Sources (1)

via Wikidata · CC0

~4 min read

Encyclopedic overview

9 sections
Contents
  • Pharmacology
  • Side effects
  • Deaths
  • Detection in biological fluids
  • Society and culture
  • Legal status
  • In popular culture
  • See also
  • References

U-47700, also known as U4, pink heroin, pinky, and pink, is an opioid analgesic drug developed by a team at Upjohn in the 1970s which has around 7.5 times the potency of morphine in animal models. thumb|Physical Sample of U-47700 U-47700 is a structural isomer of the earlier opioid AH-7921 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 and posted over a dozen patents on related compounds, each optimizing one moiety until they discovered that U-47700 was the most active.

U-47700 became the lead compound of selective kappa-opioid receptor ligands such as U-50488, U-51754 (containing a pyrrolidine rather than a dimethylamine substituent) and U-69,593, which share very similar structures. Although not used medically, the selective kappa ligands are used in research.

Excerpted from Wikipedia’s “U-47700” article, available under the CC BY-SA 4.0 licence.

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