11C-UCB-J

11C-UCB-J
Names
	Preferred IUPAC name (4R)-1-{[3-(11C)Methylpyridin-4-yl]methyl}-4-(3,4,5-trifluorophenyl)pyrrolidin-2-one
	Other names [11C]UCB-J; 11C-UCB-J; [11C]UCB-J
Identifiers
CAS Number	2098041-11-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	103882818;
PubChem CID	74539761;
UNII	99PJR3QL3Y ;
CompTox Dashboard (EPA)	DTXSID801127334 ;
	InChI InChI=1S/C17H15F3N2O/c1-10-7-21-3-2-11(10)8-22-9-13(6-16(22)23)12-4-14(18)17(20)15(19)5-12/h2-5,7,13H,6,8-9H2,1H3/t13-/m0/s1/i1-1 Key: RFSDYRVOGWHOFT-XOTOJZTHSA-N;
	SMILES [11CH3]C1=CN=CC=C1CN1C[C@H](CC1=O)C1=CC(F)=C(F)C(F)=C1;
Properties
Chemical formula	C17H15F3N2O
Molar mass	320.315 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

11C-UCB-J is a PET tracer for imaging the synaptic vesicle glycoprotein 2A in the human brain.^[1]

It is used to study the brain changes associated with several diseases including Alzheimer's disease,^[2]^[3] schizophrenia,^[4]^[5] and depression.^[6]

References

^ Nabulsi, NB; Mercier, J; Holden, D; Carré, S; Najafzadeh, S; Vandergeten, MC; Lin, SF; Deo, A; Price, N; Wood, M; Lara-Jaime, T; Montel, F; Laruelle, M; Carson, RE; Hannestad, J; Huang, Y (2016). "Synthesis and Preclinical Evaluation of 11C-UCB-J as a PET Tracer for Imaging the Synaptic Vesicle Glycoprotein 2A in the Brain". J Nucl Med. 57 (5): 777–84. doi:10.2967/jnumed.115.168179. PMID 26848175.
^ Toyonaga, Takuya; Smith, Levi M.; Finnema, Sjoerd J.; Gallezot, Jean-Dominique; Naganawa, Mika; Bini, Jason; Mulnix, Tim; Cai, Zhengxin; Ropchan, Jim; Huang, Yiyun; Strittmatter, Stephen M.; Carson, Richard E. (2019). "In vivo synaptic density imaging with 11C-UCB-J detects treatment effects of saracatinib (AZD0530) in a mouse model of Alzheimer's disease". Journal of Nuclear Medicine. 60 (12): 1780–1786. doi:10.2967/jnumed.118.223867. PMC 6894376. PMID 31101744.
^ Márquez, Freddie; Yassa, Michael A. (2019). "Neuroimaging Biomarkers for Alzheimer's Disease". Molecular Neurodegeneration. 14 (1): 21. doi:10.1186/s13024-019-0325-5. PMC 6555939. PMID 31174557.
^ Onwordi, Ellis Chika; Halff, Els F.; Whitehurst, Thomas; Mansur, Ayla; Cotel, Marie-Caroline; Wells, Lisa; Creeney, Hannah; Bonsall, David; Rogdaki, Maria; Shatalina, Ekaterina; Reis Marques, Tiago; Rabiner, Eugenii A.; Gunn, Roger N.; Natesan, Sridhar; Vernon, Anthony C.; Howes, Oliver D. (14 January 2020). "Synaptic density marker SV2A is reduced in schizophrenia patients and unaffected by antipsychotics in rats". Nature Communications. 11 (1): 246. Bibcode:2020NatCo..11..246O. doi:10.1038/s41467-019-14122-0. ISSN 2041-1723. PMC 6959348. PMID 31937764.
^ Radhakrishnan, Rajiv; Skosnik, Patrick; Finnema, Sjoerd; Rotolo, Renee; Forselius-Bielen, Kimberlee; Creatura, Gina; Nabulsi, Nabeel; Carson, Richard; d׳Souza, Deepak (2017). "962. In-vivo Evidence of Decreased Synaptic Density in Schizophrenia: A [11C]UCB-J PET Imaging Study". Biological Psychiatry. 81 (10): S389. doi:10.1016/j.biopsych.2017.02.688. S2CID 54259458.
^ Holmes, Sophie E.; Scheinost, Dustin; Finnema, Sjoerd J.; Naganawa, Mika; Davis, Margaret T.; Dellagioia, Nicole; Nabulsi, Nabeel; Matuskey, David; Angarita, Gustavo A.; Pietrzak, Robert H.; Duman, Ronald S.; Sanacora, Gerard; Krystal, John H.; Carson, Richard E.; Esterlis, Irina (2019). "Lower synaptic density is associated with depression severity and network alterations". Nature Communications. 10 (1): 1529. Bibcode:2019NatCo..10.1529H. doi:10.1038/s41467-019-09562-7. PMC 6449365. PMID 30948709.

[MyUser_Ncbi.nlm.nih.gov_July_23_2016c-1] Nabulsi, NB; Mercier, J; Holden, D; Carré, S; Najafzadeh, S; Vandergeten, MC; Lin, SF; Deo, A; Price, N; Wood, M; Lara-Jaime, T; Montel, F; Laruelle, M; Carson, RE; Hannestad, J; Huang, Y (2016). "Synthesis and Preclinical Evaluation of 11C-UCB-J as a PET Tracer for Imaging the Synaptic Vesicle Glycoprotein 2A in the Brain". J Nucl Med. 57 (5): 777–84. doi:10.2967/jnumed.115.168179. PMID 26848175.

[2] Toyonaga, Takuya; Smith, Levi M.; Finnema, Sjoerd J.; Gallezot, Jean-Dominique; Naganawa, Mika; Bini, Jason; Mulnix, Tim; Cai, Zhengxin; Ropchan, Jim; Huang, Yiyun; Strittmatter, Stephen M.; Carson, Richard E. (2019). "In vivo synaptic density imaging with 11C-UCB-J detects treatment effects of saracatinib (AZD0530) in a mouse model of Alzheimer's disease". Journal of Nuclear Medicine. 60 (12): 1780–1786. doi:10.2967/jnumed.118.223867. PMC 6894376. PMID 31101744.

[3] Márquez, Freddie; Yassa, Michael A. (2019). "Neuroimaging Biomarkers for Alzheimer's Disease". Molecular Neurodegeneration. 14 (1): 21. doi:10.1186/s13024-019-0325-5. PMC 6555939. PMID 31174557.

[4] Onwordi, Ellis Chika; Halff, Els F.; Whitehurst, Thomas; Mansur, Ayla; Cotel, Marie-Caroline; Wells, Lisa; Creeney, Hannah; Bonsall, David; Rogdaki, Maria; Shatalina, Ekaterina; Reis Marques, Tiago; Rabiner, Eugenii A.; Gunn, Roger N.; Natesan, Sridhar; Vernon, Anthony C.; Howes, Oliver D. (14 January 2020). "Synaptic density marker SV2A is reduced in schizophrenia patients and unaffected by antipsychotics in rats". Nature Communications. 11 (1): 246. Bibcode:2020NatCo..11..246O. doi:10.1038/s41467-019-14122-0. ISSN 2041-1723. PMC 6959348. PMID 31937764.

[5] Radhakrishnan, Rajiv; Skosnik, Patrick; Finnema, Sjoerd; Rotolo, Renee; Forselius-Bielen, Kimberlee; Creatura, Gina; Nabulsi, Nabeel; Carson, Richard; d׳Souza, Deepak (2017). "962. In-vivo Evidence of Decreased Synaptic Density in Schizophrenia: A [11C]UCB-J PET Imaging Study". Biological Psychiatry. 81 (10): S389. doi:10.1016/j.biopsych.2017.02.688. S2CID 54259458.

[6] Holmes, Sophie E.; Scheinost, Dustin; Finnema, Sjoerd J.; Naganawa, Mika; Davis, Margaret T.; Dellagioia, Nicole; Nabulsi, Nabeel; Matuskey, David; Angarita, Gustavo A.; Pietrzak, Robert H.; Duman, Ronald S.; Sanacora, Gerard; Krystal, John H.; Carson, Richard E.; Esterlis, Irina (2019). "Lower synaptic density is associated with depression severity and network alterations". Nature Communications. 10 (1): 1529. Bibcode:2019NatCo..10.1529H. doi:10.1038/s41467-019-09562-7. PMC 6449365. PMID 30948709.

[1]

[2]

[3]

[4]

[5]

[6]

Names

Preferred IUPAC name (4R)-1-{[3-(¹¹C)Methylpyridin-4-yl]methyl}-4-(3,4,5-trifluorophenyl)pyrrolidin-2-one
Other names [11C]UCB-J; ¹¹C-UCB-J; [¹¹C]UCB-J
Identifiers
CAS Number	2098041-11-1^Y
3D model (JSmol)	Interactive image
ChemSpider	103882818
PubChem CID	74539761
UNII	99PJR3QL3Y^Y
CompTox Dashboard (EPA)	DTXSID801127334
InChI InChI=1S/C17H15F3N2O/c1-10-7-21-3-2-11(10)8-22-9-13(6-16(22)23)12-4-14(18)17(20)15(19)5-12/h2-5,7,13H,6,8-9H2,1H3/t13-/m0/s1/i1-1 Key: RFSDYRVOGWHOFT-XOTOJZTHSA-N
SMILES [11CH3]C1=CN=CC=C1CN1C[C@H](CC1=O)C1=CC(F)=C(F)C(F)=C1
Properties
Chemical formula	C₁₇H₁₅F₃N₂O
Molar mass	320.315 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references