2-VALERYLOXYBENZOIC ACID

Product Name: 2-VALERYLOXYBENZOIC ACID
CAS No.: 64206-54-8
Chemical Name: 2-VALERYLOXYBENZOIC ACID
Synonyms: VSA;VALERYL SALICYLATE;VALEROYL SALICYLATE;VALERYLSALICYLIC ACID;salicylicacid,valerate;2-VALERYLOXYBENZOIC ACID;WJHZBTMHUNVIKC-UHFFFAOYSA-N;2-[(1-OXOPENTYL)OXY]-BENZOIC ACID;Benzoic acid, 2-[(1-oxopentyl)oxy]-;2-Valeryloxybenzoic acid, Valerylsalicylic acid, vsa
CBNumber: CB8270272
Molecular Formula: C12H14O4
Formula Weight: 222.24
MOL File: 64206-54-8.mol

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2-VALERYLOXYBENZOIC ACID Property

Melting point:: 86-87 °C(lit.)
Boiling point:: 357.6±25.0 °C(Predicted)
Density: 1.175±0.06 g/cm3(Predicted)
storage temp.: Room temperature
solubility: DMSO: 24 mL/mL
pka: 3.01±0.36(Predicted)
form: A crystalline solid
color: white
InChI: 1S/C12H14O4/c1-2-3-8-11(13)16-10-7-5-4-6-9(10)12(14)15/h4-7H,2-3,8H2,1H3,(H,14,15)
InChIKey: WJHZBTMHUNVIKC-UHFFFAOYSA-N
SMILES: CCCCC(=O)Oc1ccccc1C(O)=O

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
Storage Class: 11 - Combustible Solids

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: V2889
Product name: Valeryl Salicylate
Purity: ≥98% (HPLC)
Packaging: 100mg
Price: $125
Updated: 2026/03/19

Cayman Chemical

Product number: 70670
Product name: Valeroyl Salicylate
Purity: ≥99%
Packaging: 50mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 70670
Product name: Valeroyl Salicylate
Purity: ≥99%
Packaging: 100mg
Price: $61
Updated: 2024/03/01

Cayman Chemical

Product number: 70670
Product name: Valeroyl Salicylate
Purity: ≥99%
Packaging: 500mg
Price: $243
Updated: 2024/03/01

Cayman Chemical

Product number: 70670
Product name: Valeroyl Salicylate
Packaging: 1000mg
Price: $426
Updated: 2024/03/01

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2-VALERYLOXYBENZOIC ACID Chemical Properties,Usage,Production

Uses

Valeryl salicylate is a selective inhibitor of Cox-1.

Definition

ChEBI: A valerate ester that is salicylic acid in which the phenolic hydrogen is replaced by a valeryl (pentanoyl) group.

Biological Activity

valeroyl salicylate is an irreversible and selective inhibitor of cyclooxygenase-1 (cox-1) with ic50 values of 0.8 and 15 mm for ovine cox-1 and -2, respectively [1].cyclooxygenase (cox), also known as prostaglandin-endoperoxide synthase (ptgs, pghs), is an enzyme responsible for formation of prostanoids, including thromboxane and prostaglandins such as prostacyclin. cox-1 is the constitutive isoform and is mainly responsible for the synthesis of cytoprotective prostaglandins in the gastrointestinal tract (gi) and of the proaggregatory thromboxane in blood platelets. cox-2 is inducible and short-lived that is stimulated by endotoxin, cytokines, and mitogens. cox-2 plays important roles in prostaglandin biosynthesis in inflammatory cells the central nervous system [1][2].valeroyl salicylate is an irreversible and selective inhibitor of cyclooxygenase-1 (cox-1) with ic50 values of 0.8 and 15 mm for ovine cox-1 and -2, respectively. in cos-1 cells expressing either cox-1 or -2, 500 μm of valeroyl salicylate inhibited human cox-1 and -2 by 85% and 15%, respectively. the half-lives for inactivation of human recombinant cox-1 in the presence of 500 μm valeroyl salicylate was 12 minutes [2].

in vivo

Valeryl salicylate (3, 10, 30 mg/kg; i.p.) shows anti-inflammatory effect in arachidonic acid (HY-109590)-induced ear oedema and Carrageenan (HY-125474)-induced paw oedema^[1].

Animal Model:	25-30g, Swiss male mice (arachidonic acid induces Ear oedema)^[1]
Dosage:	1.5, 4.5, 15, 45 μg per ear
Administration:
Result:	Showed the anti-inflammatory effect of topical administration and resulted in significant inhibition of the ear oedema of28, 36, 40, and 58% at 1.5, 4.5, 15, 45 μg per ear.

Animal Model:	25-30g, Swiss male mice (Carrageenan-induced paw oedema)^[1]
Dosage:	3, 10, 30 mg/kg
Administration:	I.p.
Result:	Promoted a significant inhibition of 43.3, 53.3 and 66.6% at 3, 10, 30 mg/kg, respectively.

IC 50

COX-1

References

[1]. johnson jl, wimsatt j, buckel sd, et al. purification and characterization of prostaglandin h synthase-2 from sheep placental cotyledons. arch biochem biophys. 1995 dec 1;324(1):26-34.
[2]. bhattacharyya dk, lecomte m, dunn j, et al. selective inhibition of prostaglandin endoperoxide synthase-1 (cyclooxygenase-1) by valerylsalicylic acid. arch biochem biophys. 1995 feb 20;317(1):19-24.

2-VALERYLOXYBENZOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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2-VALERYLOXYBENZOIC ACID Suppliers

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64206-54-8, 2-VALERYLOXYBENZOIC ACIDRelated Search:

2-VALERYLOXYBENZOIC ACID BENEXATE HYDROCHLORIDE BENEXATE METHYL 6-[METHYL-2,3,4-TRI-O-ACETYL-B-D-GLUCURONATO]MYCOPHENOLATE Benzoic acid, 2-((1-oxononyl)oxy)-

VSA

VALERYL SALICYLATE

VALERYLSALICYLIC ACID

VALEROYL SALICYLATE

salicylicacid,valerate

2-[(1-OXOPENTYL)OXY]-BENZOIC ACID

2-VALERYLOXYBENZOIC ACID

WJHZBTMHUNVIKC-UHFFFAOYSA-N

2-Valeryloxybenzoic acid, Valerylsalicylic acid, vsa

Benzoic acid, 2-[(1-oxopentyl)oxy]-

64206-54-8

Biochemicals and Reagents

BioChemical

A to C

Cyclooxygenase

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors

Enzyme Inhibitors by Enzyme