22247-66-1

Basic information

• Product Name: 4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID
• Synonyms: 4,4’-[1,2-pentanediylbis(oxy)]bis(benzoicacid);benzoicacid,4,4’-[1,2-pentanediylbis(oxy)]bis-;4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID;4,4-pentanediyldioxydibenzoic acid
• CAS NO: 22247-66-1
• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.36
• Mol File: 22247-66-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 573.2 °C at 760 mmHg
• Flash Point: 206.1 °C
• Appearance: /
• Density: 1.261 g/cm³
• CAS DataBase Reference: 4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID(22247-66-1)
• EPA Substance Registry System: 4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID(22247-66-1)

Safety Data

• Hazardous Substances Data: 22247-66-1(Hazardous Substances Data)

Usage

General Description

4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID is a chemical compound that belongs to the family of benzoic acids. It is composed of two benzoic acid molecules linked together by a 1,5-pentanediylbis(oxy) group, resulting in a long, flexible molecular structure. 4,4'-[1,5-PENTANEDIYLBIS(OXY)] BISBENZOIC ACID is often used as a building block in the synthesis of polymers and as a key ingredient in various industrial applications, including adhesives, coatings, and plastics. It is also used in the production of liquid crystal materials and photoluminescent polymers. Additionally, it has been studied for its potential use in drug delivery systems and as a component in sunscreen formulations due to its UV-absorbing properties.

Upstream product

• 69703-28-2 1,5-bis(4-carbethoxyphenoxy)pentane 
• 628-76-2 1,5-dichloropentane 
• 99-96-7 4-hydroxy-benzoic acid 
• 24124-37-6 methyl 4-{5-[4-(methoxycarbonyl)phenoxy]pentyloxy}benzoate 
• 111-24-0 1,5-dibromo-pentane 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 120-47-8 Ethyl 4-hydroxybenzoate 

Downstream Products

• 102101-70-2 C₄₃H₅₂O₈ 
• 102101-71-3 C₄₁H₄₈O₈ 
• 87450-17-7 C₃₉H₄₄O₈ 
• 102101-72-4 C₃₇H₄₀O₈ 
• 102101-73-5 C₃₅H₃₆O₈ 
• 102101-74-6 C₃₃H₃₂O₈ 
• 102101-69-9 C₄₅H₅₆O₈ 

Relevant articles and documents

Fragment-based design of symmetrical bis-benzimidazoles as selective inhibitors of the trimethoprim-resistant, type II R67 dihydrofolate reductase

The continuously increasing use of trimethoprim as a common antibiotic for medical use and for prophylactic application in terrestrial and aquatic animal farming has increased its prevalence in the environment. This has been accompanied by increased drug

Biological evaluation of bisbenzaldehydes against four Mycobacterium species

A series of bisbenzaldehydes and structurally related analogs, conveniently synthesized via microwave-assisted reactions, were evaluated in vitro against drug susceptible and multi-drug resistant Mycobacterium tuberculosis, against virulent Mycobacterium bovis, against Mycobacterium ulcerans and against two Mycobacterium avium subspecies. Among the 33 substances that were tested, compound 12, i.e. 4,4′-[1,12-dodecanediyl(oxy)]bisbenzaldehyde, emerged as the most promising hit. Its activity was further confirmed in an intracellular growth inhibition assay of M. tb in murine J774 A.1 macrophages. None of the compounds showed significant cytotoxicity on human C3A hepatocytes in a neutral red dye uptake assay and no genotoxicity or mutagenicity was observed as demonstrated by a VITOTOX test and confirmed with a comet assay.

Antiprotozoal activities of symmetrical bishydroxamic acids

Symmetrical bishydroxamic acids along with their sodium salts containing an alkyl spacer between two aromatic rings were synthesized, and their antiparasitic activities were evaluated. Bishydroxamic acids were conveniently prepared from the alkylation of methyl 4-hydroxybenzoate with various dihalo-alkane, -alkene, and -ether followed by reaction with hydroxylamine. Surprisingly, the bishydroxamic acids and their sodium salts possess strong inhibitory activities against Plasmodium falciparum parasites with IC 50 values in the range of 0.26-3.2 μM. Bishydroxamic acid 3 and its sodium salt 12 also inhibit the growth of Leishmania donovani, albeit at higher concentrations. The corresponding biscarboxylic acids and bismethyl esters are inactive. Presumably, the ability of bishydroxamic acids to complex with metallic iron in hemoglobin may be responsible for antimalarial activity of these compounds.