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DOV-216,303

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DOV-216,303
Legal status
Legal status
Identifiers
  • 1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC11H11Cl2N
Molar mass228.12g·mol−1
3D model (JSmol)
  • C1C2C1(CNC2)C3=CC(=C(C=C3)Cl)Cl
  • InChI=1S/C11H11Cl2N/c12-9-2-1-7(3-10(9)13)11-4-8(11)5-14-6-11/h1-3,8,14H,4-6H2☒N
  • Key:BSMNRYCSBFHEMQ-UHFFFAOYSA-N☒N
☒NcheckY(what is this?)(verify)

DOV 216,303is an experimentalantidepressantdrugoriginally developed byDOV Pharmaceuticaland was licensed toMerck & Co.in 2004;[1]Merck and DOV terminated their relationship in December 2006.[2]: 12 [3]

It is atriple reuptake inhibitor(TRI), orserotonin-norepinephrine-dopamine reuptake inhibitor(SNDRI).[4]It is theracemicmixture ofamitifadine(DOV-21,947) and its (–)-enantiomer,DOV-102,677.ItsIC50values forSERT,NET,andDATare Ki14 nM, 20 nM, and 78 nM, respectively.[4]

As of March 2008, DOV had no intention to further develop DOV-216,303 because the patent on the compound had expired.[2]: 6 

In amouse model,DOV-216,303 has shown the ability to promote recovery after spinal cordcontusion.[5]

See also

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References

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  1. ^McCoy M (August 12, 2004)."Merck and DOV Pharmaceutical In Drug Pact".Chemical & Engineering News.
  2. ^ab"10-K For the fiscal year ended December 31, 2007".Dov Pharmaceutical via SEC Edgar. March 31, 2008.DOV 216,303 was originally in development for depression; however as the patented composition of matter claim has expired, there are no ongoing clinical trials of DOV 216,303 and none are planned.
  3. ^"DOV 216303".Adis Insight.Springer Nature Switzerland AG.Retrieved26 February2017.
  4. ^abSkolnick P, Krieter P, Tizzano J, Basile A, Popik P, Czobor P, Lippa A (2006)."Preclinical and clinical pharmacology of DOV 216,303, a" triple "reuptake inhibitor".CNS Drug Reviews.12(2): 123–34.doi:10.1111/j.1527-3458.2006.00123.x.PMC6494125.PMID16958986.
  5. ^Chu TH, Cummins K, Stys PK (May 2018). "The triple monoamine re-uptake inhibitor DOV 216,303 promotes functional recovery after spinal cord contusion injury in mice".Neuroscience Letters.675:1–6.doi:10.1016/j.neulet.2018.03.050.PMID29578004.S2CID5007186.