DAA1106
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 531120

CAS#: 220551-92-8

Description: DAA1106 is a potent and selective ligand for peripheral benzodiazepine receptor (PBR), as a potent and selective agonist at the peripheral benzodiazepine receptor.


Price and Availability

Size
Price

100mg
USD 350
1g
USD 1950
Size
Price

200mg
USD 650
2g
USD 2850
Size
Price

500mg
USD 1050
5g
USD 3950

DAA1106, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide). Shipping fee: from $30.00 (USA); from $45.00 (Canada); from $70.00 (international).


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 531120
Name: DAA1106
CAS#: 220551-92-8
Chemical Formula: C23H22FNO4
Exact Mass: 395.1533
Molecular Weight: 395.4304
Elemental Analysis: C, 69.86; H, 5.61; F, 4.80; N, 3.54; O, 16.18


Synonym: DAA1106; DAA-1106; DAA 1106.

IUPAC/Chemical Name: N-[(2,5-dimethoxyphenyl)methyl]-N-(5-fluoro-2-phenoxyphenyl)acetamide

InChi Key: DCRZYADKQRHHSF-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H22FNO4/c1-16(26)25(15-17-13-20(27-2)10-12-22(17)28-3)21-14-18(24)9-11-23(21)29-19-7-5-4-6-8-19/h4-14H,15H2,1-3H3

SMILES Code: CC(N(CC1=CC(OC)=CC=C1OC)C2=CC(F)=CC=C2OC3=CC=CC=C3)=O


Technical Data

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).

Harmonized System Code:
293490


References

1: Kim T, Pae AN. Translocator protein (TSPO) ligands for the diagnosis or treatment of neurodegenerative diseases: a patent review (2010-2015; part 1). Expert Opin Ther Pat. 2016 Nov;26(11):1325-1351. PubMed PMID: 27607364.

2: Shi H, Braun A, Wang L, Liang SH, Vasdev N, Ritter T. Synthesis of (18) F-Difluoromethylarenes from Aryl (Pseudo) Halides. Angew Chem Int Ed Engl. 2016 Aug 26;55(36):10786-90. doi: 10.1002/anie.201604106. PubMed PMID: 27491349.

3: Zischler J, Krapf P, Richarz R, Zlatopolskiy BD, Neumaier B. Automated synthesis of 4-[(18)F]fluoroanisole, [(18)F]DAA1106 and 4-[(18)F]FPhe using Cu-mediated radiofluorination under "minimalist" conditions. Appl Radiat Isot. 2016 Sep;115:133-7. doi: 10.1016/j.apradiso.2016.04.030. PubMed PMID: 27372807.

4: Preshlock S, Calderwood S, Verhoog S, Tredwell M, Huiban M, Hienzsch A, Gruber S, Wilson TC, Taylor NJ, Cailly T, Schedler M, Collier TL, Passchier J, Smits R, Mollitor J, Hoepping A, Mueller M, Genicot C, Mercier J, Gouverneur V. Enhanced copper-mediated (18)F-fluorination of aryl boronic esters provides eight radiotracers for PET applications. Chem Commun (Camb). 2016 Jun 28;52(54):8361-4. doi: 10.1039/c6cc03295h. PubMed PMID: 27241832.

5: Zlatopolskiy BD, Zischler J, Krapf P, Zarrad F, Urusova EA, Kordys E, Endepols H, Neumaier B. Copper-mediated aromatic radiofluorination revisited: efficient production of PET tracers on a preparative scale. Chemistry. 2015 Apr 7;21(15):5972-9. doi: 10.1002/chem.201405586. PubMed PMID: 25708748.

6: Brody AL, Okita K, Shieh J, Liang L, Hubert R, Mamoun M, Farahi J, Mandelkern MA. Radiation dosimetry and biodistribution of the translocator protein radiotracer [(11)C]DAA1106 determined with PET/CT in healthy human volunteers. Nucl Med Biol. 2014 Nov-Dec;41(10):871-5. doi: 10.1016/j.nucmedbio.2014.07.004. PubMed PMID: 25156039; PubMed Central PMCID: PMC4192057.

7: Tredwell M, Preshlock SM, Taylor NJ, Gruber S, Huiban M, Passchier J, Mercier J, Génicot C, Gouverneur V. A general copper-mediated nucleophilic 18F fluorination of arenes. Angew Chem Int Ed Engl. 2014 Jul 21;53(30):7751-5. doi: 10.1002/anie.201404436. PubMed PMID: 24916101.

8: Tegler G, Estrada S, Hall H, Wanhainen A, Björck M, Sörensen J, Antoni G. Autoradiography screening of potential positron emission tomography tracers for asymptomatic abdominal aortic aneurysms. Ups J Med Sci. 2014 Aug;119(3):229-35. doi: 10.3109/03009734.2014.894157. PubMed PMID: 24555564; PubMed Central PMCID: PMC4116762.

9: Chopra A. N-(6-[(18)F]Fluoro-4-phenoxypyridin-3-yl)-N-(2-methoxybenzyl)acetamide. 2013 Mar 26 [updated 2013 Apr 25]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK133225/ PubMed PMID: 23638491.

10: Yasuno F, Kosaka J, Ota M, Higuchi M, Ito H, Fujimura Y, Nozaki S, Takahashi S, Mizukami K, Asada T, Suhara T. Increased binding of peripheral benzodiazepine receptor in mild cognitive impairment-dementia converters measured by positron emission tomography with [¹¹C]DAA1106. Psychiatry Res. 2012 Jul 30;203(1):67-74. doi: 10.1016/j.pscychresns.2011.08.013. PubMed PMID: 22892349.

11: Wang M, Gao M, Zheng QH. Fully automated synthesis of PET TSPO radioligands [11C]DAA1106 and [18F]FEDAA1106. Appl Radiat Isot. 2012 Jun;70(6):965-73. doi: 10.1016/j.apradiso.2012.03.011. PubMed PMID: 22469868.

12: Leung K. N-Acetyl-N-(2-[(11)C]methoxybenzyl)-2-phenoxy-5-pyridinamine. 2007 Jun 12 [updated 2011 Aug 25]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23547/ PubMed PMID: 20641745.

13: Maeda J, Zhang MR, Okauchi T, Ji B, Ono M, Hattori S, Kumata K, Iwata N, Saido TC, Trojanowski JQ, Lee VM, Staufenbiel M, Tomiyama T, Mori H, Fukumura T, Suhara T, Higuchi M. In vivo positron emission tomographic imaging of glial responses to amyloid-beta and tau pathologies in mouse models of Alzheimer's disease and related disorders. J Neurosci. 2011 Mar 23;31(12):4720-30. doi: 10.1523/JNEUROSCI.3076-10.2011. PubMed PMID: 21430171; PubMed Central PMCID: PMC3251921.

14: Owen DR, Gunn RN, Rabiner EA, Bennacef I, Fujita M, Kreisl WC, Innis RB, Pike VW, Reynolds R, Matthews PM, Parker CA. Mixed-affinity binding in humans with 18-kDa translocator protein ligands. J Nucl Med. 2011 Jan;52(1):24-32. doi: 10.2967/jnumed.110.079459. PubMed PMID: 21149489; PubMed Central PMCID: PMC3161826.

15: Leung K. N-Benzyl-N-methyl-2-[7,8-dihydro-7-(2-[(18)F]fluoroethyl)-8-oxo-2-phenyl-9H-purin -9-yl]acetamide. 2010 May 6 [updated 2010 Aug 19]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK45545/ PubMed PMID: 20734501.

16: Leung K. N-Benzyl-N-ethyl-2-[7,8-dihydro-7-(2-[(18)F]fluoroethyl)-8-oxo-2-phenyl-9H-purin- 9-yl]acetamide. 2010 May 6 [updated 2010 Aug 19]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK45546/ PubMed PMID: 20734500.

17: Leung K. N-Acetyl-N-(2-[(18)F]fluoroethoxybenzyl)-2-phenoxy-5-pyridinamine . 2008 Aug 12 [updated 2008 Aug 22]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23694/ PubMed PMID: 20641889.

18: Leung K. [(11)C]N-Methyl-N-phenyl-[2-(4-chlorophenyl)-6,8-dichloroimidazo[1,2-a]pyridin-3- yl]acetamide. 2008 Oct 8 [updated 2008 Dec 2]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23620/ PubMed PMID: 20641816.

19: Yanamoto K, Zhang MR. N-Benzyl-N-ethyl -2-(7-[(11)C]-methyl-8-oxo-2-phenyl-7,8-dihydro-9H-purin-9-yl)acetamide. 2007 Dec 4 [updated 2007 Dec 31]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23484/ PubMed PMID: 20641683.

20: Leung K. 3-Fluoromethyl-N-[(11)C]methyl-4-phenyl-N-(phenylmethyl)quinoline-2-carboxamide . 2007 Aug 9 [updated 2007 Sep 17]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK23422/ PubMed PMID: 20641622.