13052-99-8

Basic information

• Product Name: 5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLACETIC ACID
• Synonyms: Nsc21507;2-(5,6,7,8-Tetrahydronaphthalen-2-yl)acetic acid;5,6,7,8-tetrahydro-2-Naphthaleneacetic acid
• CAS NO: 13052-99-8
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24
• Mol File: 13052-99-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 351.7°Cat760mmHg
• Flash Point: 248.7°C
• Appearance: /
• Density: 1.162g/cm³
• Vapor Pressure: 1.5E-05mmHg at 25°C
• CAS DataBase Reference: 5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLACETIC ACID(13052-99-8)
• EPA Substance Registry System: 5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLACETIC ACID(13052-99-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13052-99-8(Hazardous Substances Data)

Usage

General Description

5,6,7,8-Tetrahydronaphthalen-2-ylacetic acid, also known as tetrahydronaphthalene-2-acetic acid, is a chemical compound with a molecular formula of C14H16O2. It is a carboxylic acid derivative that is often used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is a white to off-white powder with a melting point of around 125-128°C. 5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLACETIC ACID has been found to have anti-inflammatory and analgesic properties, and is often used in the development of non-steroidal anti-inflammatory drugs (NSAIDs) and other medications. It is also used in the production of fragrances and flavoring agents. Overall, 5,6,7,8-Tetrahydronaphthalen-2-ylacetic acid is a versatile chemical with various potential applications in the pharmaceutical, agricultural, and fragrance industries.

InChI:InChI=1/C12H14O2/c13-12(14)8-9-5-6-10-3-1-2-4-11(10)7-9/h5-7H,1-4,8H2,(H,13,14)/p-1

Upstream product

• 774-55-0 6-Acetyl-1,2,3,4-tetrahydronaphthalene 
• 5452-58-4 1-morpholin-4-yl-2-(5,6,7,8-tetrahydronaphthalen-2-yl)-ethanethione 
• 3160-18-7 <6-(1,2,3,4-tetrahydronaphthalenyl)>acetonitrile 
• 17450-63-4 6-chloromethyl-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 13053-00-4 (5,6,7,8-tetrahydro-[2]naphthyl)-acetic acid amide 
• 384823-01-2 N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(5,6,7,8-tetrahydronaphthalen-2-yl)acetamide 

Relevant articles and documents

Selective κ-opioid agonists: Synthesis and structure-activity relationships of piperidines incorporating an oxo-containing acyl group

This study describes the synthesis and the structure-activity relationships (SARs) of the (S)-(-)-enantiomers of a novel class of 2- (aminomethyl)piperidine derivatives, using κ-opioid binding affinity and antinociceptive potency as the indices of biological activity. Compounds incorporating the 1-tetralon-6-ylacetyl residue (30 and 34-45) demonstrated an in vivo antinociceptive activity greater than predicted on the basis of their κ-binding affinities. In particular, (2S)-2-[(dimethylamino)methyl]- 1-[(5,6,7,8-tetrahydro-5-oxo-2-naphthyl)acetyl]piperidine (34) was found to have a potency similar to spiradoline in animal models of antinociception after subcutaneous administration, with ED50s of 0.47 and 0.73 μmol/kg in the mouse and in the rat abdominal constriction tests, respectively. Further in vivo studies in mice and/or rats revealed that compound 34, compared to other selective κ-agonists, has a reduced propensity to cause a number of κ-related side effects, including locomotor impairment/sedation and diuresis, at antinociceptive doses. For example, it has an ED50 of 26.5 μmol/kg sc in the rat rotarod model, exhibiting a ratio of locomotor impairment/sedation vs analgesia of 36. Possible reasons for this differential activity and its clinical consequence are discussed.