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词条 DAA-1106
释义

  1. References

{{Drugbox
| verifiedrevid = 438864385
| IUPAC_name = N-(2-phenoxy-5-fluorophenyl)-N-(2,5-dimethoxybenzyl)acetamide
| image = DAA-1106_structure.png
| width = 200
| tradename =
| pregnancy_category =
| routes_of_administration =
| bioavailability =
| metabolism =
| elimination_half-life =
| excretion =
| CAS_number = 220551-92-8
| ATC_prefix =
| PubChem = 10430788
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChemSpiderID = 8606215
| StdInChI = 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
| StdInChIKey = DCRZYADKQRHHSF-UHFFFAOYSA-N
| C=23 | H=22 | F=1 | N=1 | O=4
| molecular_weight = 395.423 g/mol
| smiles = c3ccccc3Oc2ccc(F)cc2N(C(C)=O)Cc1cc(OC)ccc1OC
}}DAA-1106 is a drug which acts as a potent and selective agonist at the peripheral benzodiazepine receptor, also known as the mitochondrial 18 kDa translocator protein or TSPO, but with no affinity at the GABAA receptor. It has anxiolytic effects in animal studies.[1][2][3] DAA-1106 has a sub-nanomolar binding affinity (Ki) of 0.28nM, and has been used extensively in its 3H or 11C radiolabelled form to map TSPO in the body and brain, which has proved especially helpful in monitoring the progress of neurodegenerative diseases such as Alzheimer's disease.[4][5][6][7][8][9]

References

1. ^{{cite journal |vauthors=Okuyama S, Chaki S, Yoshikawa R, Ogawa S, Suzuki Y, Okubo T, Nakazato A, Nagamine M, Tomisawa K |title=Neuropharmacological profile of peripheral benzodiazepine receptor agonists, DAA1097 and DAA1106 |journal=Life Sciences |volume=64 |issue=16 |pages=1455–64 |year=1999 |pmid=10321725 |doi= 10.1016/S0024-3205(99)00079-X|url=}}
2. ^{{cite journal |vauthors=Okubo T, Yoshikawa R, Chaki S, Okuyama S, Nakazato A |title=Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands |journal=Bioorganic & Medicinal Chemistry |volume=12 |issue=2 |pages=423–38 |date=January 2004 |pmid=14723961 |doi= 10.1016/j.bmc.2003.10.050|url=}}
3. ^{{cite journal |vauthors=James ML, Selleri S, Kassiou M |title=Development of ligands for the peripheral benzodiazepine receptor |journal=Current Medicinal Chemistry |volume=13 |issue=17 |pages=1991–2001 |year=2006 |pmid=16842193 |doi= 10.2174/092986706777584979|url=}}
4. ^{{cite journal |vauthors=Venneti S, Lopresti BJ, Wang G, Slagel SL, Mason NS, Mathis CA, Fischer ML, Larsen NJ, Mortimer AD, Hastings TG, Smith AD, Zigmond MJ, Suhara T, Higuchi M, Wiley CA |author-link12=Michael J. Zigmond |title=A comparison of the high-affinity peripheral benzodiazepine receptor ligands DAA1106 and (R)-PK11195 in rat models of neuroinflammation: implications for PET imaging of microglial activation |journal=Journal of Neurochemistry |volume=102 |issue=6 |pages=2118–31 |date=September 2007 |pmid=17555551 |doi=10.1111/j.1471-4159.2007.04690.x |url=}}
5. ^{{cite journal |vauthors=Venneti S, Wang G, Nguyen J, Wiley CA |title=The positron emission tomography ligand DAA1106 binds with high affinity to activated microglia in human neurological disorders |journal=Journal of Neuropathology and Experimental Neurology |volume=67 |issue=10 |pages=1001–10 |date=October 2008 |pmid=18800007 |pmc=2669281 |doi=10.1097/NEN.0b013e318188b204 |url=}}
6. ^{{cite journal |vauthors=Ji B, Maeda J, Sawada M, Ono M, Okauchi T, Inaji M, Zhang MR, Suzuki K, Ando K, Staufenbiel M, Trojanowski JQ, Lee VM, Higuchi M, Suhara T |title=Imaging of peripheral benzodiazepine receptor expression as biomarkers of detrimental versus beneficial glial responses in mouse models of Alzheimer's and other CNS pathologies |journal=Journal of Neuroscience |volume=28 |issue=47 |pages=12255–67 |date=November 2008 |pmid=19020019 |doi=10.1523/JNEUROSCI.2312-08.2008 |url= |pmc=2755188}}
7. ^{{cite journal |vauthors=Doorduin J, de Vries EF, Dierckx RA, Klein HC |title=PET imaging of the peripheral benzodiazepine receptor: monitoring disease progression and therapy response in neurodegenerative disorders |journal=Current Pharmaceutical Design |volume=14 |issue=31 |pages=3297–315 |year=2008 |pmid=19075709 |doi= 10.2174/138161208786549443|url=}}
8. ^{{cite journal |vauthors=Gulyás B, Makkai B, Kása P, Gulya K, Bakota L, Várszegi S, Beliczai Z, Andersson J, Csiba L, Thiele A, Dyrks T, Suhara T, Suzuki K, Higuchi M, Halldin C |title=A comparative autoradiography study in post mortem whole hemisphere human brain slices taken from Alzheimer patients and age-matched controls using two radiolabelled DAA1106 analogues with high affinity to the peripheral benzodiazepine receptor (PBR) system |journal=Neurochemistry International |volume=54 |issue=1 |pages=28–36 |date=January 2009 |pmid=18984021 |doi=10.1016/j.neuint.2008.10.001 |url=}}
9. ^{{cite journal |vauthors=Wang M, Gao M, Hutchins GD, Zheng QH |title=Synthesis of [11C]FEDAA1106 as a new PET imaging probe of peripheral benzodiazepine receptor expression |journal=European Journal of Medicinal Chemistry |volume=44 |issue=6 |pages=2748–53 |date=June 2009 |pmid=18790550 |doi=10.1016/j.ejmech.2008.08.001 |url=}}
{{Anxiolytics}}{{nervous-system-drug-stub}}

5 : Anxiolytics|TSPO ligands|Phenol ethers|Acetanilides|Fluoroarenes

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