PF-219,061

PF-219,061
Clinical data
Routes of; administration	Nasal
Legal status
Legal status	Investigational (discontinued);
Identifiers
	IUPAC name (R)-3-(4-propylmorpholin-2-yl)phenol;
CAS Number	710654-74-3 ;
PubChem CID	9794475;
ChemSpider	7970242 ;
UNII	ZK5ZP8L5S2;
CompTox Dashboard (EPA)	DTXSID90430791 ;
Chemical and physical data
Formula	C13H19NO2
Molar mass	221.300 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCN1CCO(C1)C2=CC(=CC=C2)O;
	InChI InChI=1S/C13H19NO2/c1-2-6-14-7-8-16-13(10-14)11-4-3-5-12(15)9-11/h3-5,9,13,15H,2,6-8,10H2,1H3/t13-/m0/s1 ; Key:WYEGTIGJSHGEID-ZDUSSCGKSA-N ;
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PF-219,061 is a drug that was under development by Pfizer which acts as a potent and highly selective agonist for the dopamine D₃ receptor.^[1]^[2] It was under development as a potential medication for the treatment of female sexual dysfunction.^[3]^[4] It did not advance into clinical trials.^[5]

References

^ Blagg J, Allerton CM, Batchelor DV, Baxter AD, Burring DJ, Carr CL, et al. (December 2007). "Design and synthesis of a functionally selective D3 agonist and its in vivo delivery via the intranasal route". Bioorganic & Medicinal Chemistry Letters. 17 (24): 6691–6. doi:10.1016/j.bmcl.2007.10.059. PMID 17976986.
^ Brioni JD, Moreland RB (2006). "Dopamine D4 receptors and the regulation of penile erection". Drug Discovery Today: Therapeutic Strategies. 3 (4): 599–604. doi:10.1016/j.ddstr.2006.10.006.
^ Van Der Graaf et al. Selective Dopamine D3 Receptor Agonists for the Treatment of Sexual Dysfunction, WIPO Patent WO/2003/051370, granted to Pfizer^{[permanent dead link]}
^ Attkins NJ, Heatherington AC, Phipps J, Verrier H, Huyghe I (July 2009). "Predictability of intranasal pharmacokinetics in man using pre-clinical pharmacokinetic data with a dopamine 3 receptor agonist, PF-219061". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 39 (7): 523–33. doi:10.1080/00498250902893775. PMID 19480558. S2CID 26474660.
^ Cortés A, Moreno E, Rodríguez-Ruiz M, Canela EI, Casadó V (July 2016). "Targeting the dopamine D3 receptor: an overview of drug design strategies". Expert Opinion on Drug Discovery. 11 (7): 641–64. doi:10.1080/17460441.2016.1185413. PMID 27135354. S2CID 205917989.

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[1] Blagg J, Allerton CM, Batchelor DV, Baxter AD, Burring DJ, Carr CL, et al. (December 2007). "Design and synthesis of a functionally selective D3 agonist and its in vivo delivery via the intranasal route". Bioorganic & Medicinal Chemistry Letters. 17 (24): 6691–6. doi:10.1016/j.bmcl.2007.10.059. PMID 17976986.

[2] Brioni JD, Moreland RB (2006). "Dopamine D4 receptors and the regulation of penile erection". Drug Discovery Today: Therapeutic Strategies. 3 (4): 599–604. doi:10.1016/j.ddstr.2006.10.006.

[3] Van Der Graaf et al. Selective Dopamine D3 Receptor Agonists for the Treatment of Sexual Dysfunction, WIPO Patent WO/2003/051370, granted to Pfizer^{[permanent dead link]}

[4] Attkins NJ, Heatherington AC, Phipps J, Verrier H, Huyghe I (July 2009). "Predictability of intranasal pharmacokinetics in man using pre-clinical pharmacokinetic data with a dopamine 3 receptor agonist, PF-219061". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 39 (7): 523–33. doi:10.1080/00498250902893775. PMID 19480558. S2CID 26474660.

[5] Cortés A, Moreno E, Rodríguez-Ruiz M, Canela EI, Casadó V (July 2016). "Targeting the dopamine D3 receptor: an overview of drug design strategies". Expert Opinion on Drug Discovery. 11 (7): 641–64. doi:10.1080/17460441.2016.1185413. PMID 27135354. S2CID 205917989.

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Clinical data

Routes of administration	Nasal
Legal status
Legal status	Investigational (discontinued)
Identifiers
IUPAC name (R)-3-(4-propylmorpholin-2-yl)phenol
CAS Number	710654-74-3^Y
PubChem CID	9794475
ChemSpider	7970242^N
UNII	ZK5ZP8L5S2
CompTox Dashboard (EPA)	DTXSID90430791
Chemical and physical data
Formula	C₁₃H₁₉NO₂
Molar mass	221.300 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCN1CCO(C1)C2=CC(=CC=C2)O
InChI InChI=1S/C13H19NO2/c1-2-6-14-7-8-16-13(10-14)11-4-3-5-12(15)9-11/h3-5,9,13,15H,2,6-8,10H2,1H3/t13-/m0/s1^N Key:WYEGTIGJSHGEID-ZDUSSCGKSA-N^N
^NY (what is this?) (verify)

See also

References