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Glutaric anhydride

Base Information Edit
  • Chemical Name:Glutaric anhydride
  • CAS No.:108-55-4
  • Molecular Formula:C5H6O3
  • Molecular Weight:114.101
  • Hs Code.:29171990
  • European Community (EC) Number:203-593-6
  • NSC Number:16640
  • UNII:63OFI15S80
  • DSSTox Substance ID:DTXSID5044362
  • Nikkaji Number:J49.215I
  • Wikidata:Q11074437
  • ChEMBL ID:CHEMBL3188341
  • Mol file:108-55-4.mol
Glutaric anhydride

Synonyms:2H-pyran-2,6(3H)-dione, dihydro;glutaric anhydride

Suppliers and Price of Glutaric anhydride
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Glutaric Anhydride
  • 5g
  • $ 312.00
  • TRC
  • Glutaric Anhydride
  • 5g
  • $ 50.00
  • TCI Chemical
  • Glutaric Anhydride >98.0%(T)
  • 25g
  • $ 20.00
  • TCI Chemical
  • Glutaric Anhydride >98.0%(T)
  • 100g
  • $ 54.00
  • TCI Chemical
  • Glutaric Anhydride >98.0%(T)
  • 500g
  • $ 152.00
  • SynQuest Laboratories
  • Glutaric Anhydride 95%
  • 100 g
  • $ 144.00
  • SynQuest Laboratories
  • Glutaric Anhydride 95%
  • 500 g
  • $ 224.00
  • Sigma-Aldrich
  • Glutaric anhydride 95%
  • 500g
  • $ 304.00
  • Sigma-Aldrich
  • Glutaric anhydride for synthesis. CAS 108-55-4, molar mass 114.1 g/mol., for synthesis
  • 8206040250
  • $ 140.00
  • Sigma-Aldrich
  • Glutaric anhydride for synthesis
  • 250 g
  • $ 134.12
Total 175 raw suppliers
Chemical Property of Glutaric anhydride Edit
Chemical Property:
  • Appearance/Colour:Beige to light brown crystalline powder 
  • Vapor Pressure:0.00255mmHg at 25°C 
  • Melting Point:50-55 °C(lit.) 
  • Refractive Index:1.463 
  • Boiling Point:287 °C at 760 mmHg 
  • Flash Point:120.9 °C 
  • PSA:43.37000 
  • Density:1.26 g/cm3 
  • LogP:0.24010 
  • Storage Temp.:2-8°C 
  • Sensitive.:Moisture Sensitive 
  • Solubility.:Chloroform, Ethyl Acetate 
  • Water Solubility.:hydrolysis 
  • XLogP3:-0.1
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:114.031694049
  • Heavy Atom Count:8
  • Complexity:114
Purity/Quality:

99%Min *data from raw suppliers

Glutaric Anhydride *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 21/22-37/38-41-36/37/38-20/21/22 
  • Safety Statements: 26-36/39-36/37/39-36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Plastics & Rubber -> Acid Anhydrides, Cyclic
  • Canonical SMILES:C1CC(=O)OC(=O)C1
  • General Description **Glutaric anhydride** is a cyclic anhydride derived from glutaric acid, commonly used as a reagent in organic synthesis for introducing glutaryl groups or forming esters and amides. It is employed in the preparation of haptens for immunoassays, as seen in the derivatization of steroids like tetrahydro-11-deoxycortisol, and in the synthesis of curcumin derivatives to improve solubility and therapeutic efficacy. Its reactivity with nucleophiles, such as carboxylates or hydroxyl groups, makes it valuable for conjugation strategies in drug development and chemical biology.
Technology Process of Glutaric anhydride

There total 27 articles about Glutaric anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With Isopropenyl acetate; Montmorillonite KSF; for 0.0666667h; Irradiation;
DOI:10.1080/00397919308009796
Guidance literature:
With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at -10 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)81698-7
Refernces Edit

Synthesis of monocrotaline by nucleophilic macrolactonization

10.1021/jo00226a045

The research focuses on the synthesis of monocrotaline, a macrocyclic dilactone pyrrolizidine alkaloid, which is notable for its potent hepatotoxic and antitumor activity, as well as its role as a defensive agent and pheromone precursor in Danaid butterflies. The study addresses the challenges in synthesizing the 11-membered derivative monocrotaline, particularly its tendency for y-lactone formation, which complicates synthetic strategies. The researchers developed a sequence involving the coupling of compounds 10 and 6, followed by nucleophilic ring closure, which includes the displacement of mesylate by a carboxylate ion generated in situ through the desilylation of a β-(trimethylsilyl)ethyl ester 3. Key chemicals used in the process include retronecine derivatives, glutaric anhydride derivative 5, 2-(trimethylsilyl)ethanol, and various reagents for cyclization and deprotection steps. The conclusions of the research confirm the generality of the nucleophilic cyclization method for the synthesis of retronecine-derived dilactones and provide a complete synthesis of monocrotaline, highlighting the effectiveness of the method in the case of pyrrolizidine alkaloids.

Synthesis of monofunctional curcumin derivatives, clicked curcumin dimer, and a PAMAM dendrimer curcumin conjugate for therapeutic applications

10.1021/ol702370m

The research describes the synthesis of monofunctional curcumin derivatives, a "clicked" curcumin dimer, and a PAMAM dendrimer-curcumin conjugate for therapeutic applications. The purpose of this study was to overcome the poor water and plasma solubility of curcumin, a bioactive compound found in turmeric, which possesses antioxidant, anticancer, anti-inflammatory, and anti-Alzheimer's disease properties. The researchers developed a synthetic methodology to produce curcumin conjugates with water-soluble polymers and targeting proteins, potentially enhancing curcumin's therapeutic efficacy. Key chemicals used in the process include curcumin, glutaric anhydride, amino-PEG azide, 1,3-dicyclohexylcarbodiimide (DCC), propargyl bromide, K2CO3, and copper(II) sulfate with sodium ascorbate for the "click" reaction. The study concluded that the monofunctional curcumin derivatives retained biological activity, efficiently labeled and dissolved amyloid fibrils, and the curcumin dimer selectively destroyed human neurotumor cells, making it a promising drug candidate. The conjugates were also expected to exhibit the EPR effect, enhancing their potential therapeutic applications.

Preparation of haptens for use in immunoassays of tetrahydro-11-deoxycortisol and its glucuronides.

10.1248/cpb.31.4001

The research focuses on the development of immunoassays for tetrahydro-11-deoxycortisol (THS) and its glucuronides. Various haptenic derivatives, including the 3-hemisuccinate (15), 21-hemisuccinate (8), 3-hemiglutarate (16), 21-hemiglutarate (9), and glucuronides (19, 23, 25) of THS, were synthesized starting from 11-deoxycortisol 21-acetate (1). These derivatives were used to produce anti-THS 3-glucuronide antisera in rabbits and to prepare enzyme-labeled antigens for immunoassays. The antisera demonstrated binding affinities to the enzyme-labeled antigens, and the binding was inhibited by the glucuronide (19) in the enzyme immunoassay procedure. Key chemicals involved in the research include 11-deoxycortisol 21-acetate, succinic anhydride, glutaric anhydride, tert-butyldimethylsilyl chloride, and various reagents for the Koenigs-Knorr reaction, such as silver carbonate and methyl 1-bromo-1-deoxy-2,3,4-tri-O-acetyl-α-D-glucopyranuronate.

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