1573-91-7

Basic information

• Product Name: 2-Naphthalenecarboxylic acid, 4-hydroxy-
• Synonyms: 2-Naphthalenecarboxylic acid, 4-hydroxy-;4-Hydroxy-naphthalene-2-carboxylic acid;4-Hydroxy-2-naphthalenecarboxylic acid
• CAS NO: 1573-91-7
• Molecular Formula: C11H8O3
• Molecular Weight: 188.17942
• Mol File: 1573-91-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 182-183 °C
• Boiling Point: 411.632°C at 760 mmHg
• Flash Point: 216.901°C
• Appearance: /
• Density: 1.399g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.716
• PKA: 4.08±0.30(Predicted)
• CAS DataBase Reference: 2-Naphthalenecarboxylic acid, 4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthalenecarboxylic acid, 4-hydroxy-(1573-91-7)
• EPA Substance Registry System: 2-Naphthalenecarboxylic acid, 4-hydroxy-(1573-91-7)

Safety Data

• Hazardous Substances Data: 1573-91-7(Hazardous Substances Data)

Usage

General Description

4-hydroxy-2-naphthalenecarboxylic acid is a chemical compound that belongs to the family of naphthalene carboxylic acids. It is a derivative of naphthalene with a hydroxyl group attached to the fourth position of the carboxylic acid group. 2-Naphthalenecarboxylic acid, 4-hydroxy- has potential biological and pharmaceutical applications, including as a building block in synthesis of various pharmaceuticals and as an inhibitor of enzymes. It may also be used as a precursor in the synthesis of other organic compounds. Its chemical properties make it useful in research and development of new drugs and materials.

InChI:InChI=1/C11H8O3/c12-10-6-8(11(13)14)5-7-3-1-2-4-9(7)10/h1-6,12H,(H,13,14)

Upstream product

• 6566-40-1 4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid 
• 91135-42-1 4-amino-[2]naphthonitrile 
• 5773-98-8 4-Amino-[2]naphthoesaeure 
• 5653-88-3 2-benzylidenesuccinic acid 
• 5653-88-3 trans-phenylitaconic acid 
• 93-09-4 naphthalene-2-carboxylate 
• 91-66-7 N,N-diethylaniline 
• 68376-15-8 diethyl 1-hydroxy-2,3-naphthalene dicarboxylate 
• 33295-46-4 ethyl 4-acetoxynaphthalene-2-carboxylate 

Downstream Products

• 91307-39-0 ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate 
• 6566-42-3 4-acetoxy-2-naphthoic acid 
• 5773-93-3 4-methoxy-2-naphthoic acid 
• 33295-47-5 methyl 4-methoxynaphthalene-2-carboxylate 
• 123239-64-5 4-methoxynaphthalene-2-carbaldehyde 
• 34205-71-5 methyl 4-hydroxy-2-naphthalenecarboxylate 

Relevant articles and documents

Evaluation of a series of 2-napthamide derivatives as inhibitors of the drug efflux pump AcrB for the reversal of antimicrobial resistance

Drug efflux pumps confer multidrug resistance to dangerous pathogens which makes these pumps important drug targets. We have synthesised a novel series of compounds based on a 2-naphthamide pharmacore aimed at inhibiting the efflux pumps from Gram-negativ

Disubstituted bicyclic derivative and application thereof as efflux pump inhibitor to anti-microbial

The invention discloses a disubstituted bicyclic derivative and application thereof as an efflux pump inhibitor to anti-microbial. It is proved by experiments that the disubstituted bicyclic derivative has a good inhibition function on multidrug-resistant bacteria carrying an AcrB efflux pump and can effectively recover or enhance antibacterial efficiency of existing antibiotics. The chemical structural formula of the disubstituted bicyclic derivative is as shown in a formula (I) (the formula can be seen in specification), and R1, R2, X, Y, Z and W are as defined in the specification.

Substituent-induced regioselective hydroxylation of the aromatic C-H bond on naphthalene with metachloroperbenzoic acid catalyzed by F20TPPMnCl

The regioselective hydroxylation of the aromatic C-H bond on a series of naphthalenes with different β-substituent R (R = H, Me, Et, i-Pr, OMe, COOH, Br, etc.) was studied, and the substituent effect on the regioselectivity was investigated. The electron-donating substituent afforded the aromatic C-H bond hydroxylation at the 1α position with more than 80% selectivity, while the electron-withdrawing substituent afforded the aromatic C-H bond hydroxylation at the 4α position with more than 60% selectivity of β-substituted naphthalene hydroxylated with metachloroperbenzoic acid catalyzed by tetrakis(pentafluorophenyl)porphyrin manganese(III) chloride. The research showed that the steric and electronic effects of the substituent appeared to play a significant role in determining the regioselectivity, and the electronic effect was of more importance than the steric effect of the substituent in the current situation. The studies may provide additional proofs for the stepwise mechanism of the aromatic C-H bond hydroxylation through a cationic intermediate. Copyright