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MedKoo Cat#: 534971 | Name: DPA-713 free base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

DPA-713 is a selective ligand for the translocator protein (TSPO). The binding affinity of DPA-713 for TSPO is reported as Ki = 4.7 ± 0.2 nM. DPA-713 has been radiolabelled with carbon-11 as a potential radiotracer for imaging the TSPO using positron emission tomography (PET).

Chemical Structure

DPA-713 free base
DPA-713 free base
CAS#386297-97-8 (non-radio labeled)

Theoretical Analysis

MedKoo Cat#: 534971

Name: DPA-713 free base

CAS#: 386297-97-8 (non-radio labeled)

Chemical Formula: C21H26N4O2

Exact Mass: 366.2056

Molecular Weight: 366.47

Elemental Analysis: C, 68.83; H, 7.15; N, 15.29; O, 8.73

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
868072-18-8 (C-11 labeled) 386297-97-8 (non-radio labeled) DPA-713 HCl
Synonym
DPA-713; DPA 713; DPA713;
IUPAC/Chemical Name
Pyrazolo(1,5-a)pyrimidine-3-acetamide, N,N-diethyl-2-(4-methoxyphenyl)-5,7-dimethyl-
InChi Key
ILZWUAWCTNWSFZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H26N4O2/c1-6-24(7-2)19(26)13-18-20(16-8-10-17(27-5)11-9-16)23-25-15(4)12-14(3)22-21(18)25/h8-12H,6-7,13H2,1-5H3
SMILES Code
O=C(N(CC)CC)CC1=C2N=C(C)C=C(C)N2N=C1C3=CC=C(OC)C=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 366.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Coughlin JM, Yang T, Rebman AW, Bechtold KT, Du Y, Mathews WB, Lesniak WG, Mihm EA, Frey SM, Marshall ES, Rosenthal HB, Reekie TA, Kassiou M, Dannals RF, Soloski MJ, Aucott JN, Pomper MG. Imaging glial activation in patients with post-treatment Lyme disease symptoms: a pilot study using [11C]DPA-713 PET. J Neuroinflammation. 2018 Dec 19;15(1):346. doi: 10.1186/s12974-018-1381-4. PMID: 30567544; PMCID: PMC6299943. 2: Kobayashi M, Jiang T, Telu S, Zoghbi SS, Gunn RN, Rabiner EA, Owen DR, Guo Q, Pike VW, Innis RB, Fujita M. 11C-DPA-713 has much greater specific binding to translocator protein 18 kDa (TSPO) in human brain than 11C-( R)-PK11195. J Cereb Blood Flow Metab. 2018 Mar;38(3):393-403. doi: 10.1177/0271678X17699223. Epub 2017 Mar 21. PMID: 28322082; PMCID: PMC5851139. 3: Foss CA, Plyku D, Ordonez AA, Sanchez-Bautista J, Rosenthal HB, Minn I, Lodge MA, Pomper MG, Sgouros G, Jain SK. Biodistribution and Radiation Dosimetry of 124I-DPA-713, a PET Radiotracer for Macrophage-Associated Inflammation. J Nucl Med. 2018 Nov;59(11):1751-1756. doi: 10.2967/jnumed.117.207431. Epub 2018 Apr 26. PMID: 29700124; PMCID: PMC6225541. 4: Chaney A, Cropper HC, Johnson EM, Lechtenberg KJ, Peterson TC, Stevens MY, Buckwalter MS, James ML. 11C-DPA-713 Versus 18F-GE-180: A Preclinical Comparison of Translocator Protein 18 kDa PET Tracers to Visualize Acute and Chronic Neuroinflammation in a Mouse Model of Ischemic Stroke. J Nucl Med. 2019 Jan;60(1):122-128. doi: 10.2967/jnumed.118.209155. Epub 2018 Jul 5. PMID: 29976695; PMCID: PMC6354224. 5: Sanchez-Bautista J, Foss CA, Ordonez AA, Klunk MH, Jain SK. Imaging Pulmonary Foreign Body Reaction Using [125I]iodo-DPA-713 SPECT/CT in Mice. Mol Imaging Biol. 2019 Apr;21(2):228-231. doi: 10.1007/s11307-018-1249-0. PMID: 29987615; PMCID: PMC6326897. 6: Chaney AM, Johnson EM, Cropper HC, James ML. PET Imaging of Neuroinflammation Using [11C]DPA-713 in a Mouse Model of Ischemic Stroke. J Vis Exp. 2018 Jun 14;(136):57243. doi: 10.3791/57243. PMID: 29985311; PMCID: PMC6101726. 7: Ordonez AA, Pokkali S, DeMarco VP, Klunk M, Mease RC, Foss CA, Pomper MG, Jain SK. Radioiodinated DPA-713 imaging correlates with bactericidal activity of tuberculosis treatments in mice. Antimicrob Agents Chemother. 2015 Jan;59(1):642-9. doi: 10.1128/AAC.04180-14. Epub 2014 Nov 17. PMID: 25403669; PMCID: PMC4291409. 8: Foss CA, Liu L, Mease RC, Wang H, Pasricha P, Pomper MG. Imaging Macrophage Accumulation in a Murine Model of Chronic Pancreatitis with 125I-Iodo-DPA-713 SPECT/CT. J Nucl Med. 2017 Oct;58(10):1685-1690. doi: 10.2967/jnumed.117.189571. Epub 2017 May 18. PMID: 28522739; PMCID: PMC5632737. 9: Fujita M, Kobayashi M, Ikawa M, Gunn RN, Rabiner EA, Owen DR, Zoghbi SS, Haskali MB, Telu S, Pike VW, Innis RB. Comparison of four 11C-labeled PET ligands to quantify translocator protein 18 kDa (TSPO) in human brain: (R)-PK11195, PBR28, DPA-713, and ER176-based on recent publications that measured specific-to-non-displaceable ratios. EJNMMI Res. 2017 Oct 16;7(1):84. doi: 10.1186/s13550-017-0334-8. PMID: 29038960; PMCID: PMC5643834. 10: Werry EL, King VA, Barron ML, Banister SD, Sokias R, Kassiou M. Derivatives of the pyrazolo[1,5-a]pyrimidine acetamide DPA-713 as translocator protein (TSPO) ligands and pro-apoptotic agents in human glioblastoma. Eur J Pharm Sci. 2017 Jan 1;96:186-192. doi: 10.1016/j.ejps.2016.09.026. Epub 2016 Sep 19. PMID: 27658888. 11: Doorduin J, Klein HC, Dierckx RA, James M, Kassiou M, de Vries EF. [11C]-DPA-713 and [18F]-DPA-714 as new PET tracers for TSPO: a comparison with [11C]-(R)-PK11195 in a rat model of herpes encephalitis. Mol Imaging Biol. 2009 Nov-Dec;11(6):386-98. doi: 10.1007/s11307-009-0211-6. Epub 2009 Mar 28. PMID: 19330384; PMCID: PMC2763079. 12: Foss CA, Harper JS, Wang H, Pomper MG, Jain SK. Noninvasive molecular imaging of tuberculosis-associated inflammation with radioiodinated DPA-713. J Infect Dis. 2013 Dec 15;208(12):2067-74. doi: 10.1093/infdis/jit331. Epub 2013 Jul 30. PMID: 23901092; PMCID: PMC3836460. 13: Boutin H, Chauveau F, Thominiaux C, Grégoire MC, James ML, Trebossen R, Hantraye P, Dollé F, Tavitian B, Kassiou M. 11C-DPA-713: a novel peripheral benzodiazepine receptor PET ligand for in vivo imaging of neuroinflammation. J Nucl Med. 2007 Apr;48(4):573-81. doi: 10.2967/jnumed.106.036764. PMID: 17401094. 14: Endres CJ, Pomper MG, James M, Uzuner O, Hammoud DA, Watkins CC, Reynolds A, Hilton J, Dannals RF, Kassiou M. Initial evaluation of 11C-DPA-713, a novel TSPO PET ligand, in humans. J Nucl Med. 2009 Aug;50(8):1276-82. doi: 10.2967/jnumed.109.062265. Epub 2009 Jul 17. PMID: 19617321; PMCID: PMC2883612. 15: Bruijnen STG, Verweij NJF, Gent YYJ, Huisman MC, Windhorst AD, Kassiou M, van de Ven PM, Lammertsma AA, Hoekstra OS, Voskuyl AE, van der Laken CJ. Imaging disease activity of rheumatoid arthritis by macrophage targeting using second generation translocator protein positron emission tomography tracers. PLoS One. 2019 Sep 25;14(9):e0222844. doi: 10.1371/journal.pone.0222844. PMID: 31553762; PMCID: PMC6760780. 16: Endres CJ, Coughlin JM, Gage KL, Watkins CC, Kassiou M, Pomper MG. Radiation dosimetry and biodistribution of the TSPO ligand 11C-DPA-713 in humans. J Nucl Med. 2012 Feb;53(2):330-5. doi: 10.2967/jnumed.111.094565. Epub 2012 Jan 12. PMID: 22241913; PMCID: PMC3274766. 17: Chauveau F, Van Camp N, Dollé F, Kuhnast B, Hinnen F, Damont A, Boutin H, James M, Kassiou M, Tavitian B. Comparative evaluation of the translocator protein radioligands 11C-DPA-713, 18F-DPA-714, and 11C-PK11195 in a rat model of acute neuroinflammation. J Nucl Med. 2009 Mar;50(3):468-76. doi: 10.2967/jnumed.108.058669. Epub 2009 Feb 17. PMID: 19223401. 18: Wang Y, Coughlin JM, Ma S, Endres CJ, Kassiou M, Sawa A, Dannals RF, Petri M, Pomper MG. Neuroimaging of translocator protein in patients with systemic lupus erythematosus: a pilot study using [11C]DPA-713 positron emission tomography. Lupus. 2017 Feb;26(2):170-178. doi: 10.1177/0961203316657432. Epub 2016 Jul 11. PMID: 27387599; PMCID: PMC5218990. 19: Coughlin JM, Wang Y, Ambinder EB, Ward RE, Minn I, Vranesic M, Kim PK, Ford CN, Higgs C, Hayes LN, Schretlen DJ, Dannals RF, Kassiou M, Sawa A, Pomper MG. In vivo markers of inflammatory response in recent-onset schizophrenia: a combined study using [(11)C]DPA-713 PET and analysis of CSF and plasma. Transl Psychiatry. 2016 Apr 12;6(4):e777. doi: 10.1038/tp.2016.40. PMID: 27070405; PMCID: PMC4872398. 20: Leung K. N,N-Diethyl-2-(2-(3-[125I]iodo-4-methyoxyp henyl)-5,7-dimethyl-pyrazolo(1,5-a)pyrimidin-3-yl)-acetamide. 2010 Apr 16 [updated 2010 Jun 3]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004–2013. PMID: 20642007.

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