Pharmacological Study
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Triflusal

Pharmacological Study
Product Name
Triflusal
CAS No.
322-79-2
Chemical Name
Triflusal
Synonyms
ur1501;Drisgen;Disgren;TRIFLUSAL;Triflusal-d3;Triflusal CRS;Triflusal (UR1501);TRIFLUOROTRIMESICACID;4-trifluoromethylsalicylicacidacetate;acetyl-4-trifluoromethylsalicylic acid
CBNumber
CB9446472
Molecular Formula
C10H7F3O4
Formula Weight
248.16
MOL File
322-79-2.mol
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Triflusal Property

Melting point:
120-122° (upon slow heating); 110-112° (upon quick heating)
Boiling point:
316.0±42.0 °C(Predicted)
Density 
1.433±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO: >30mg/mL
pka
2.97±0.10(Predicted)
form 
powder
color 
white to off-white
λmax
297nm(H2O)(lit.)
Merck 
14,9688
CAS DataBase Reference
322-79-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38-43
Safety Statements 
26-36/37
WGK Germany 
3
RTECS 
GP4250000
HS Code 
2918.29.7500
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T6580
Product name
Triflusal
Purity
≥98% (HPLC)
Packaging
5mg
Price
$129
Updated
2024/03/01
Sigma-Aldrich
Product number
T6580
Product name
Triflusal
Purity
≥98% (HPLC)
Packaging
25mg
Price
$444
Updated
2022/05/15
TCI Chemical
Product number
T3601
Product name
Triflusal
Purity
>98.0%(T)
Packaging
250mg
Price
$274
Updated
2024/03/01
TCI Chemical
Product number
T3601
Product name
Triflusal
Purity
>98.0%(T)
Packaging
1g
Price
$703
Updated
2024/03/01
Sigma-Aldrich
Product number
T2005000
Product name
Triflusal
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
t2005000
Price
$223
Updated
2024/03/01
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Triflusal Chemical Properties,Usage,Production

Pharmacological Study

Triflusal is an antiplatelet agent structurally related to the salicylates, but it is not derived from ASA. Triflusal and its metabolite (3-hydroxy-4-triuoro-methylbenzoic acid or HTB) produce specific inhibition of platelet arachidonic acid metabolism (McNeely and Goa, 1998). A single 12-month open-label trial of tritriflusal in 73 VaD patients (López-Pousa et al., 1997) showed fewer declines in MMSE scores in the active group compared with untreated subjects. More recently, triusal was used in patients with amnesic MCI; 257 patients were randomized to receive 900 mg of triflusal or placebo for 18 months. Triflusal therapy was associated with a signicantly lower rate of conversion to dementia (Gómez-Isla et al., 2008).

Description

Triflusal is an antiplatelet agent structurally related to the salicylates, but it is not derived from ASA. Triflusal and its metabolite (3-hydroxy-4-triuoro-methylbenzoic acid or HTB) produce specic inhibition of platelet arachidonic acid metabolism (McNeely and Goa, 1998). A single 12-month open-label trial of Triflusal in 73 VaD patients (López-Pousa et al., 1997) showed fewer declines in MMSE scores in the active group compared with untreated subjects. More recently, Triflusal was used in patients with amnesic MCI; 257 patients were randomized to receive 900 mg of Triflusal or placebo for 18 months. Triflusal therapy was associated with a signicantly lower rate of conversion to dementia (Gómez-Isla et al., 2008).

Chemical Properties

White to Off-White Solid

Uses

An analog of Aspirin; inhibits platelet aggregation. Antithrombotic.

Uses

Antithrombotic;Cyclooxygenase inhibitor

Definition

ChEBI: 2-acetyloxy-4-(trifluoromethyl)benzoic acid is a member of salicylates, a carboxylic ester and a member of benzoic acids.

Mechanism of action

2-hydroxy-4-trifluoromethylbenzoic acid (HTB), the deacetylated metabolite of triflusal, retains significant antiplatelet activity. Triflusal is rapidly absorbed and metabolized. The area under the concentration–time curve for triflusal is 20.26 mg/L/hour after a 900-mg dose, whereas that for HTB is 42.27 mg/L/hour. Much of the pharmacokinetic data for triflusal activity is associated with HTB. The inhibition of COX, as measured by reduced production of thromboxane B2, is 25% after 2 hours and 85% after 7 days with triflusal, whereas the effects of aspirin on thromboxane B2 is more than 90% reduction after 2 hours and is maintained at this level after 7 days. It would appear that the presence of a 4-trifluoromethyl group also greatly enhances triflusal's ability to inhibit the activation of nuclear factor κB, which in turn regulates the expression of the mRNA of vascular cell adhesion molecule-1 needed for platelet aggregation. In addition, triflusal increases nitric oxide synthesis in neutrophils, which results in an increased vasodilatory potential. Finally, an additional site of action for triflusal/HTB is the inhibition of cAMP phosphodiesterase, leading to increased levels of cAMP. Elevated cAMP levels decrease platelet aggregation through decreased mobilization of calcium. Aspirin and salicylic acid do not significantly increase cAMP levels.

Clinical Use

Triflusal (2-acetoxy-4-trifluoromethyl benzoic acid) is an antiplatelet drug that despite its structural similarity to aspirin exhibits quite different pharmacological and pharmacokinetic properties.

Triflusal Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Triflusal manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
2-Acetoxy-4-trifluoromethylbenzoic acid 322-79-2
Price
US $0.00-0.00/KG
Min. Order
1mg
Purity
99% HPLC
Supply Ability
2000tons
Release date
2019-12-26
Career Henan Chemical Co
Product
2-Acetoxy-4-trifluoromethylbenzoic acid 322-79-2
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
150kg
Release date
2019-07-03

322-79-2, TriflusalRelated Search:


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  • 4-cresoticacid,alpha,alpha,alpha-trifluoro-acetate
  • 4-trifluoromethylsalicylicacidacetate
  • alpha,alpha,alpha-trifluoro-2,4-creosoticacidacetate
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  • Triflusal (UR1501)
  • 322-79-2
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