Home Cart Sign in  
Chemical Structure| 455-24-3 Chemical Structure| 455-24-3
Chemical Structure| 455-24-3

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Product Citations

Ramirez, Eduardo ; Min, Sehong ; Ganegamage, Susantha K. ; Shimanaka, Kazuma ; Sosa, Magaly Guzman ; Dettmer, Ulf , et al.

Abstract: Alzheimer's disease (AD) is a multifactorial, chronic neurodegenerative disease characterized by the presence of extracellular beta-amyloid (Abeta) plaques, intraneuronal neurofibrillary tangles (NFTs), activated microglial cells, and an inflammatory state (involving reactive oxygen species production) in the brain. NFTs are comprised of misfolded and hyperphosphorylated forms of the microtubule-binding protein tau. Interestingly, the trimeric form of the 2N4R splice isoform of tau has been found to be more toxic than the trimeric 1N4R isoform in neuron precursor cells. Few drug discovery programs have focused on specific tau isoforms. The present drug discovery project is centered on the anti-aggregation effect of a series of seventeen 4- or 5-aminoindole carboxamides on the 2N4R isoform of tau. The selection of the best compounds was performed using alpha-synuclein (alpha-syn). The anti-oligomer and -fibril activities of newly synthesized aminoindole carboxamide derivatives were evaluated with biophys. methods, such as thioflavin T fluorescence assays, photo-induced crosslinking of unmodified proteins, and transmission electron microscopy. To evaluate the reduction of inclusions and cytoprotective effects, M17D neuroblastoma cells expressing inclusion-forming alpha-syn were treated with the best amide representatives. The 4-aminoindole carboxamide derivatives exhibited a better anti-fibrillar activity compared to their 5-aminoindole counterparts. The amide derivatives 2, 8, and 17 exerted anti-oligomer and anti-fibril activities on alpha-syn and the 2N4R isoform of tau. At a concentration of 40 μM, compound 8 reduced inclusion formation in M17D neuroblastoma cells expressing inclusion-prone alphaSynuclein3K::YFP. Our results demonstrate the potential of 4-aminoindole carboxamide derivatives with regard to inhibiting the oligomer formation of alpha-syn and tau (2N4R isoform) for further optimization prior to pre-clin. studies.

Keywords: Alzheimer's disease ; Amide ; Alpha-synuclein ; Fibril ; Oligomer

Purchased from AmBeed: ; ; ; ; ; ; ; ; ;

Alternative Products

Product Details of 4-(Trifluoromethyl)benzoic acid

CAS No. :455-24-3
Formula : C8H5F3O2
M.W : 190.12
SMILES Code : C1=C(C=CC(=C1)C(O)=O)C(F)(F)F
MDL No. :MFCD00002562
InChI Key :SWKPKONEIZGROQ-UHFFFAOYSA-N
Pubchem ID :9966

Safety of 4-(Trifluoromethyl)benzoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-(Trifluoromethyl)benzoic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 455-24-3 ]

[ 455-24-3 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 455-24-3 ]
  • [ 372120-55-3 ]
  • 2
  • [ 2942-58-7 ]
  • [ 455-24-3 ]
  • [ 50607-30-2 ]
  • 3-(4-trifluoromethylbenzoyl)piperidine-2,4-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In N-methyl-acetamide; EXAMPLE 13 Compound 87 Dry triethylamine (3.24 g) was added at 0-5 C. to a stirred solution of diethyl cyanophosphate (1.96 g), 4-trifluoromethylbenzoic acid (2.28 g) and <strong>[50607-30-2]piperidine-2,4-dione</strong> (1.13 g) in dry dimethylformamide (50 ml) and the mixture stirred at ambient temperature for 5 hours. The mixture was diluted with dichloromethane (70 ml) and the solution washed successively with 2N hydrochloric acid (70 ml) and water (5*30 ml). The dichloromethane solution was dried over magnesium sulphate and evaporated under reduced pressure to give a brown solid which was recrystallized from toluene (11 ml) to give 3-(4-trifluoromethylbenzoyl)<strong>[50607-30-2]piperidine-2,4-dione</strong> (0.44 g), mp 197-200 C., as a pale green crystalline solid.
  • 3
  • [ 455-24-3 ]
  • [ 5900-59-4 ]
  • [ 1221128-83-1 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; In tetrahydrofuran; dichloromethane; for 0.333333h;Reflux; Example 14Compound 14 in Table 1To a mixture of trifluoromethylbenzoic acid 1.9 g (10 mmol) in thionyl chloride 15 ml and dichloromethane 30 ml, was added <strong>[5900-59-4]4-chloro-2-aminobenzamide</strong> 1.76 g (10 mmol) in THF 20 ml. The mixture was refluxed for 20 minutes. The reaction solution was filtered and distilled under reduced pressure. The crude was separated by silica gel column chromatography to give the compound 14, IR (KBr cm-1) 3447, 3178, 3088, 683, 1603, 1569, 1447, 1431, 1335, 1321, 1168, 1124, 1066, 943, 913, 859, 782, 694; 1HNMR (CDCl3) delta 12.85 (s, 1H), 8.34 (d, J=8.1 Hz, 2H), 8.14 (d, J=8.4 Hz, 1H), 7.92 (d, J=6.6 Hz, 2H), 7.80 (br, 1H), 7.57 (br, 1H).
  • 4
  • [ 455-24-3 ]
  • [ 5900-59-4 ]
  • [ 1221129-13-0 ]
  • 5
  • [ 455-24-3 ]
  • [ 3537-14-2 ]
  • [ 1186224-38-3 ]
  • 6
  • [ 455-24-3 ]
  • [ 180683-64-1 ]
  • C19H25F3N2O3 [ No CAS ]
  • 7
  • [ 455-24-3 ]
  • [ 369-26-6 ]
  • C16H11F4NO3 [ No CAS ]
  • 8
  • [ 455-24-3 ]
  • [ 36887-98-6 ]
  • C17H15F3N2O [ No CAS ]
 

Historical Records

Technical Information

Categories