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(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid

CAS 22204-53-1CH3OC10H6CH(CH3)CO2HChemical Synthesis

(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid (CAS 22204-53-1) is a chiral carboxylic acid with the molecular formula C₁₄H₁₄O₃ and a molecular weight of 230.26 g/mol. This enantiomerically pure compound serves as a valuable building block in asymmetric synthesis. It is recognised for its role in research concerning the arachidonic acid cascade and as an inhibitor of cyclooxygenase enzymes, contributing to cell signaling studies.

IUPAC
(S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid,Naproxen
Synonyms
(S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acidNaproxen
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(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid (CH3OC10H6CH(CH3)CO2H) — chemical structure, CAS 22204-53-1; Chemistry, fine chemical supplied by Tech Serve Solutions
Arachidonic Acid CascadeAsymmetric SynthesisBioactive Small MoleculesCarboxylic AcidsCell BiologyChemical SynthesisChiral Building BlocksCyclooxygenaseEnzyme InhibitorsLipids in Cell Signaling
01 /Applications

Asymmetric Synthesis

Utilised as a chiral building block for the stereoselective synthesis of complex organic molecules. Its defined stereochemistry makes it invaluable for constructing enantiomerically pure target compounds in pharmaceutical and fine chemical research.

Enzyme Inhibition Research

Investigated for its inhibitory effects on cyclooxygenase (COX) enzymes, particularly PTGS1 and PTGS2. This makes it a tool in studying inflammatory pathways and related biological processes.

Cell Signaling Studies

Applied in research exploring lipid signaling pathways and neurochemical processes. Its involvement in the arachidonic acid cascade offers insights into cellular communication mechanisms.

02 /Properties
Molecular weight230.26
Linear formulaCH3OC10H6CH(CH3)CO2H
Assay98%
Optical activity[α]25/D +66°, c = 1 in chloroform
Suitabilitysuitable for 1694 per US EPA
Melting point152-154 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Toxic (GHS06)
Toxic
Danger

Hazard statements

  • H301Toxic if swallowed

Precautionary statements

  • P301IF SWALLOWED
Transport (UN / ADR)UN 2811 6.1 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xn
Risk statements (R)22
Safety statements (S)36/37

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
22204-53-1
MDL number
MFCD00010500
PubChem substance
24857178
Beilstein registry
3591068
05 /Additional specifications
Gene Informationhuman ... MAPK14(1432), PTGS1(5742), PTGS2(5743)rat ... Alox5(25290), Ptgs1(24693)
06 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

07 /Frequently asked questions

What is (S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid used for?

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(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid is used in asymmetric synthesis, enzyme inhibition research (particularly cyclooxygenase), and cell signaling studies.

What are the CAS number and formula for this compound?

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The CAS number is 22204-53-1, and the molecular formula is C₁₄H₁₄O₃.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this compound at a minimum assay of 98%. It is supplied for research purposes and is not represented as USP, BP, EP, or any other pharmacopoeia grade.

How should this chemical be handled safely?

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This compound is classified as toxic if swallowed (H301) and requires careful handling. It is labelled with GHS06 symbol and a 'Danger' signal word. Ensure appropriate personal protective equipment (gloves, lab coat, eye protection) is used and handle only in well-ventilated areas or fume hoods.

Is this chemical suitable for use in the US?

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The product is listed as suitable for 1694 per US EPA.

How can I request a sample or quote?

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To request a sample or a quote, please contact our sales team through the website or by phone, providing the product name and CAS number (22204-53-1).

How is this chemical shipped?

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This chemical is shipped and exported according to relevant dangerous goods regulations, identified under UN 2811, Class 6.1, Packing Group III.

Need (S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid in a specific grade or volume?