ChemicalBook > CAS DataBase List > N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide

N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide

Product Name
N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide
CAS No.
1011244-68-0
Chemical Name
N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide
Synonyms
TFAP;CS-2896;COX-1 Inhibitor IV;TFAP, 10 mM in DMSO;COX-1 Inhibitor IV(TFAP);N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide;N-(5-Aminopyridin-2-yl)-4-(trifluoromethyl)benzamide;Benzamide, N-(5-amino-2-pyridinyl)-4-(trifluoromethyl)-;Cyclooxygenase,COX,inhibit,Endogenous Metabolite,TFAP,Inhibitor
CBNumber
CB04663492
Molecular Formula
C13H10F3N3O
Formula Weight
281.23
MOL File
1011244-68-0.mol
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N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide Property

Boiling point:
360.8±42.0 °C(Predicted)
Density 
1.425±0.06 g/cm3(Predicted)
storage temp. 
+2C to +8C
solubility 
DMF: 5mg/mL; DMSO: 10mg/mL; Ethanol: 10mg/mL; Ethanol:PBS (pH 7.2) (1:4): 0.2mg/mL
form 
Off-white solid
pka
11.02±0.70(Predicted)
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
26745
Product name
TFAP
Packaging
5mg
Price
$116
Updated
2024/03/01
Cayman Chemical
Product number
26745
Product name
TFAP
Packaging
25mg
Price
$456
Updated
2024/03/01
Cayman Chemical
Product number
26745
Product name
TFAP
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
26745
Product name
TFAP
Packaging
10mg
Price
$199
Updated
2024/03/01
ChemScene
Product number
CS-0063093
Product name
TFAP
Purity
99.97%
Packaging
5mg
Price
$90
Updated
2021/12/16
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N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide Chemical Properties,Usage,Production

Uses

TFAP is a selective cyclooxygenase-1 (COX-1) inhibitor, with an IC50 of 0.8 μM.

Biological Activity

TFAP (N-(5-Aminopyridin-2-yl)-4-(trifluoromethyl)benzamide) is a cell-permeable and selective cyclooxygenase-1 (COX-1) inhibitor with IC50 of 0.8 μM.

Synthesis

1011244-91-9

1011244-68-0

Synthesis of N-(5-aminopyridin-2-yl)-4-(trifluoromethyl)benzamide: Compound C' (500 mg, 1.6 mmol) was dissolved in ethyl acetate (4 mL) and palladium carbon (catalytic amount) was added. The mixture was stirred overnight at room temperature in a hydrogen balloon atmosphere. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent: ethyl acetate/hexane = 1:2). After completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated by decompression to give the crude product (413 mg, 1.5 mmol). The crude product was recrystallized from a solvent mixture of ethyl acetate/hexane to give N-(5-aminopyridin-2-yl)-4-(trifluoromethyl)benzamide 1 (white plate-like crystals, 314 mg, 70% yield). The melting point of the product was 140.5-141.5 °C. 1H NMR (300 MHz, DMSO-d6) δ: 10.62 (s, 1H, NH), 8.16 (d, 2H, J = 8.0 Hz, Ar-H), 7.84 (d, 2H, J = 9.0 Hz, Ar-H), 7.75 (dd, 2H, J = 3.0, 1.0 Hz, Ar- H), 7.03 (dd, 1H, J = 9.0, 3.0 Hz, Ar-H), 5.22 (s, 2H, NH2).

in vitro

TFAP is a selective cyclooxygenase-1 (COX-1) inhibitor, with an IC 50 of 0.8 μM, while that against COX-2 is over 200 μM.

target

TargetValue
COX-1
(Cell-free assay)		 0.8 μM

IC 50

COX-1: 0.8 μM (IC50)

References

[1] Kakuta H, et al. Identification of urine metabolites of TFAP, a cyclooxygenase-1 inhibitor. Bioorg Med Chem Lett. 2010 Mar 15;20(6):1840-3. DOI:10.1016/j.bmcl.2010.01.161

N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide Suppliers

China 69 India 1 United States 8 Global 78
Shanghai Lollane Biological Technology Co.,Ltd.
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021-52996696，15000506266 15000506266
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+86-21-52996696
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BOC Sciences
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Shanghai EFE Biological Technology Co., Ltd.
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Shanghai YuanYe Biotechnology Co., Ltd.
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Shanghai Chaolan Chemical Technology Center
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Aikon International Limited
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Fan De(Beijing) Biotechnology Co., Ltd.
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1011244-68-0, N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamideRelated Search:


  • N-(5-Amino-2-pyridinyl)-4-trifluoromethylbenzamide
  • TFAP
  • CS-2896
  • COX-1 Inhibitor IV(TFAP)
  • COX-1 Inhibitor IV
  • N-(5-Aminopyridin-2-yl)-4-(trifluoromethyl)benzamide
  • Benzamide, N-(5-amino-2-pyridinyl)-4-(trifluoromethyl)-
  • Cyclooxygenase,COX,inhibit,Endogenous Metabolite,TFAP,Inhibitor
  • TFAP, 10 mM in DMSO
  • 1011244-68-0