DPA-714 | CAS# 958233-07-3 |

MedKoo Cat#: 596042 | Name: DPA-714

Description:

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

DPA-714 is a selective ligand for the translocator protein (TSPO) currently under evaluation for several clinical applications.It is also a PET tracer binding the TSPO receptor and highly expressed in myeloid cells.

Chemical Structure

DPA-714

CAS# 958233-07-3

Theoretical Analysis

MedKoo Cat#: 596042

Name: DPA-714

CAS#: 958233-07-3

Chemical Formula: C22H27FN4O2

Exact Mass: 398.2118

Molecular Weight: 398.48

Elemental Analysis: C, 66.31; H, 6.83; F, 4.77; N, 14.06; O, 8.03

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 #

No Data

Synonym

DPA-714; J2.865.885K; DPA714; DPA 714;

IUPAC/Chemical Name

N,N-diethyl-2-(2-(4-(2-fluoroethoxy)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

InChi Key

FLZZFWBNYJNHMY-UHFFFAOYSA-N

InChi Code

InChI=1S/C22H27FN4O2/c1-5-26(6-2)20(28)14-19-21(17-7-9-18(10-8-17)29-12-11-23)25-27-16(4)13-15(3)24-22(19)27/h7-10,13H,5-6,11-12,14H2,1-4H3

SMILES Code

O=C(N(CC)CC)CC1=C2N=C(C)C=C(C)N2N=C1C3=CC=C(OCCF)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

>2 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 398.48 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.

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: Verweij SL, Stiekema LCA, Delewi R, Zheng KH, Bernelot Moens SJ, Kroon J, Stroes CI, Versloot M, Piek JJ, Verberne HJ, Stroes ESG. Prolonged hematopoietic and myeloid cellular response in patients after an acute coronary syndrome measured with (18)F-DPA-714 PET/CT. Eur J Nucl Med Mol Imaging. 2018 May 4. doi: 10.1007/s00259-018-4038-8. [Epub ahead of print] PubMed PMID: 29728748. 2: Tan C, Zhao S, Higashikawa K, Wang Z, Kawabori M, Abumiya T, Nakayama N, Kazumata K, Ukon N, Yasui H, Tamaki N, Kuge Y, Shichinohe H, Houkin K. [(18)F]DPA-714 PET imaging shows immunomodulatory effect of intravenous administration of bone marrow stromal cells after transient focal ischemia. EJNMMI Res. 2018 May 2;8(1):35. doi: 10.1186/s13550-018-0392-6. PubMed PMID: 29717383; PubMed Central PMCID: PMC5930298. 3: Saba W, Goutal S, Auvity S, Kuhnast B, Coulon C, Kouyoumdjian V, Buvat I, Leroy C, Tournier N. Imaging the neuroimmune response to alcohol exposure in adolescent baboons: a TSPO PET study using (18) F-DPA-714. Addict Biol. 2017 Sep 25. doi: 10.1111/adb.12548. [Epub ahead of print] PubMed PMID: 28944558. 4: Kuszpit K, Hollidge BS, Zeng X, Stafford RG, Daye S, Zhang X, Basuli F, Golden JW, Swenson RE, Smith DR, Bocan TM. [(18)F]DPA-714 PET Imaging Reveals Global Neuroinflammation in Zika Virus-Infected Mice. Mol Imaging Biol. 2018 Apr;20(2):275-283. doi: 10.1007/s11307-017-1118-2. PubMed PMID: 28900831; PubMed Central PMCID: PMC5862915. 5: Wimberley C, Lavisse S, Brulon V, Peyronneau MA, Leroy C, Bodini B, Remy P, Stankoff B, Buvat I, Bottlaender M. Impact of Endothelial 18-kDa Translocator Protein on the Quantification of (18)F-DPA-714. J Nucl Med. 2018 Feb;59(2):307-314. doi: 10.2967/jnumed.117.195396. Epub 2017 Aug 3. PubMed PMID: 28775204. 6: García-Lorenzo D, Lavisse S, Leroy C, Wimberley C, Bodini B, Remy P, Veronese M, Turkheimer F, Stankoff B, Bottlaender M. Validation of an automatic reference region extraction for the quantification of [(18)F]DPA-714 in dynamic brain PET studies. J Cereb Blood Flow Metab. 2018 Feb;38(2):333-346. doi: 10.1177/0271678X17692599. Epub 2017 Feb 9. PubMed PMID: 28178885. 7: Takkinen JS, López-Picón FR, Al Majidi R, Eskola O, Krzyczmonik A, Keller T, Löyttyniemi E, Solin O, Rinne JO, Haaparanta-Solin M. Brain energy metabolism and neuroinflammation in ageing APP/PS1-21 mice using longitudinal (18)F-FDG and (18)F-DPA-714 PET imaging. J Cereb Blood Flow Metab. 2017 Aug;37(8):2870-2882. doi: 10.1177/0271678X16677990. Epub 2016 Jan 1. PubMed PMID: 27834284; PubMed Central PMCID: PMC5536795. 8: Auvity S, Saba W, Goutal S, Leroy C, Buvat I, Cayla J, Caillé F, Bottlaender M, Cisternino S, Tournier N. Acute Morphine Exposure Increases the Brain Distribution of [18F]DPA-714, a PET Biomarker of Glial Activation in Nonhuman Primates. Int J Neuropsychopharmacol. 2017 Jan 1;20(1):67-71. doi: 10.1093/ijnp/pyw077. PubMed PMID: 27581167; PubMed Central PMCID: PMC5737475. 9: Cacheux F, Médran-Navarrete V, Dollé F, Marguet F, Puech F, Damont A. Synthesis and in vitro characterization of novel fluorinated derivatives of the translocator protein 18 kDa ligand CfO-DPA-714. Eur J Med Chem. 2017 Jan 5;125:346-359. doi: 10.1016/j.ejmech.2016.09.025. Epub 2016 Sep 9. PubMed PMID: 27688189. 10: Kong X, Luo S, Wu JR, Wu S, De Cecco CN, Schoepf UJ, Spandorfer AJ, Wang CY, Tian Y, Chen HJ, Lu GM, Yang GF, Zhang LJ. (18)F-DPA-714 PET Imaging for Detecting Neuroinflammation in Rats with Chronic Hepatic Encephalopathy. Theranostics. 2016 May 24;6(8):1220-31. doi: 10.7150/thno.15362. eCollection 2016. PubMed PMID: 27279913; PubMed Central PMCID: PMC4893647. 11: Israel I, Ohsiek A, Al-Momani E, Albert-Weissenberger C, Stetter C, Mencl S, Buck AK, Kleinschnitz C, Samnick S, Sirén AL. Combined [(18)F]DPA-714 micro-positron emission tomography and autoradiography imaging of microglia activation after closed head injury in mice. J Neuroinflammation. 2016 Jun 7;13(1):140. doi: 10.1186/s12974-016-0604-9. PubMed PMID: 27266706; PubMed Central PMCID: PMC4897946. 12: Golla SS, Boellaard R, Oikonen V, Hoffmann A, van Berckel BN, Windhorst AD, Virta J, Te Beek ET, Groeneveld GJ, Haaparanta-Solin M, Luoto P, Savisto N, Solin O, Valencia R, Thiele A, Eriksson J, Schuit RC, Lammertsma AA, Rinne JO. Parametric Binding Images of the TSPO Ligand 18F-DPA-714. J Nucl Med. 2016 Oct;57(10):1543-1547. Epub 2016 Jun 3. PubMed PMID: 27261521. 13: Thomas C, Vercouillie J, Doméné A, Tauber C, Kassiou M, Guilloteau D, Destrieux C, Sérrière S, Chalon S. Detection of Neuroinflammation in a Rat Model of Subarachnoid Hemorrhage Using [18F]DPA-714 PET Imaging. Mol Imaging. 2016 Apr 26;15. pii: 1536012116639189. doi: 10.1177/1536012116639189. Print 2016. PubMed PMID: 27118758; PubMed Central PMCID: PMC5470081. 14: Hamelin L, Lagarde J, Dorothée G, Leroy C, Labit M, Comley RA, de Souza LC, Corne H, Dauphinot L, Bertoux M, Dubois B, Gervais P, Colliot O, Potier MC, Bottlaender M, Sarazin M; Clinical IMABio3 team. Early and protective microglial activation in Alzheimer's disease: a prospective study using 18F-DPA-714 PET imaging. Brain. 2016 Apr;139(Pt 4):1252-64. doi: 10.1093/brain/aww017. Epub 2016 Mar 15. PubMed PMID: 26984188. 15: Gargiulo S, Anzilotti S, Coda AR, Gramanzini M, Greco A, Panico M, Vinciguerra A, Zannetti A, Vicidomini C, Dollé F, Pignataro G, Quarantelli M, Annunziato L, Brunetti A, Salvatore M, Pappatà S. Imaging of brain TSPO expression in a mouse model of amyotrophic lateral sclerosis with (18)F-DPA-714 and micro-PET/CT. Eur J Nucl Med Mol Imaging. 2016 Jul;43(7):1348-59. doi: 10.1007/s00259-016-3311-y. Epub 2016 Jan 27. PubMed PMID: 26816193. 16: Ory D, Postnov A, Koole M, Celen S, de Laat B, Verbruggen A, Van Laere K, Bormans G, Casteels C. Quantification of TSPO overexpression in a rat model of local neuroinflammation induced by intracerebral injection of LPS by the use of [(18)F]DPA-714 PET. Eur J Nucl Med Mol Imaging. 2016 Jan;43(1):163-72. doi: 10.1007/s00259-015-3172-9. Epub 2015 Sep 1. PubMed PMID: 26323575. 17: Zheng J, Winkeler A, Peyronneau MA, Dollé F, Boisgard R. Evaluation of PET Imaging Performance of the TSPO Radioligand [18F]DPA-714 in Mouse and Rat Models of Cancer and Inflammation. Mol Imaging Biol. 2016 Feb;18(1):127-34. doi: 10.1007/s11307-015-0877-x. PubMed PMID: 26194010; PubMed Central PMCID: PMC4722075. 18: Lavisse S, García-Lorenzo D, Peyronneau MA, Bodini B, Thiriez C, Kuhnast B, Comtat C, Remy P, Stankoff B, Bottlaender M. Optimized Quantification of Translocator Protein Radioligand ¹⁸F-DPA-714 Uptake in the Brain of Genotyped Healthy Volunteers. J Nucl Med. 2015 Jul;56(7):1048-54. doi: 10.2967/jnumed.115.156083. Epub 2015 May 29. PubMed PMID: 26025960. 19: Saba W, Goutal S, Kuhnast B, Dollé F, Auvity S, Fontyn Y, Cayla J, Peyronneau MA, Valette H, Tournier N. Differential influence of propofol and isoflurane anesthesia in a non-human primate on the brain kinetics and binding of [(18)F]DPA-714, a positron emission tomography imaging marker of glial activation. Eur J Neurosci. 2015 Jul;42(1):1738-45. doi: 10.1111/ejn.12946. Epub 2015 Jun 22. PubMed PMID: 25962575. 20: Banister SD, Beinat C, Wilkinson SM, Shen B, Bartoli C, Selleri S, Da Pozzo E, Martini C, Chin FT, Kassiou M. Ether analogues of DPA-714 with subnanomolar affinity for the translocator protein (TSPO). Eur J Med Chem. 2015 Mar 26;93:392-400. doi: 10.1016/j.ejmech.2015.02.004. Epub 2015 Feb 7. PubMed PMID: 25725375.