4196-95-6

Basic information

• Product Name: AZELAICANHYDRIDE
• Synonyms: AZELAICANHYDRIDE;AZELAICACIDANHYDRIDE;2,10-OXECANEDIONE
• CAS NO: 4196-95-6
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.21
• Mol File: 4196-95-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 306.8±11.0 °C(Predicted)
• Appearance: /
• Density: 1.054±0.06 g/cm3(Predicted)
• CAS DataBase Reference: AZELAICANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: AZELAICANHYDRIDE(4196-95-6)
• EPA Substance Registry System: AZELAICANHYDRIDE(4196-95-6)

Safety Data

• Hazardous Substances Data: 4196-95-6(Hazardous Substances Data)

Usage

General Description

Azelaic anhydride is a crystalline white solid compound with the chemical formula C18H32O3. It is a derivative of azelaic acid and is used in the synthesis of various pharmaceuticals and agrochemicals. Azelaic anhydride is also used as an intermediate in the production of fragrances and plasticizers. It is a versatile compound with a wide range of applications in the chemical industry. However, it should be handled with caution as it can cause irritation to the skin and eyes and can have harmful effects if ingested or inhaled.

Upstream product

• 123-99-9 azelaic acid 

Downstream Products

• 53702-23-1 9-oxo-9-phenyl-nonanoic acid 
• 123-99-9 azelaic acid 
• 73148-09-1 8-phenylcarbamoyl-octanoic acid 
• 15570-42-0 9-(benzyloxy)-9-oxononanoic acid 
• 1632125-15-5 C₁₈H₃₀O₃ 
• 54232-58-5 9-oxo-(10E,12E)-octadeca-10,12-dienoic acid 
• 1333494-54-4 (2'S)-1-O-(9-oxo-10(E),12(E)-octadecadienoyl) glycerol 
• 1632125-17-7 C₂₄H₄₀O₅ 
• 1632125-16-6 C₂₄H₄₀O₅ 
• 89725-96-2 9-Oxo-9-phenyl-nonanoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 

Relevant articles and documents

Bacteria-triggered release of antimicrobial agents

Medical devices employed in healthcare practice are often susceptible to microbial contamination. Pathogenic bacteria may attach themselves to device surfaces of catheters or implants by formation of chemically complex biofilms, which may be the direct cause of device failure. Extracellular bacterial lipases are particularly abundant at sites of infection. Herein it is shown how active or proactive compounds attached to polymeric surfaces using lipase-sensitive linkages, such as fatty acid esters or anhydrides, may be released in response to infection. Proof-of-concept of the responsive material is demonstrated by the bacteria-triggered release of antibiotics to control bacterial populations and signaling molecules to modulate quorum sensing. The self-regulating system provides the basis for the development of device-relevant polymeric materials, which only release antibiotics in dependency of the titer of bacteria surrounding the medical device. Bacteria-responsive materials: A new approach for the construction of antimicrobial polymeric materials is presented. Optimized solid-phase synthesis protocols provide access to drug hybrid constructs with lipase-labile chemical bonds. Upon cleavage of this labile bond by a cognate bacterial lipase, the release of antimicrobial compounds is triggered (see picture).

Synthesis of the anti-melanogenic glycerol fatty acid ester isolated from the tuber-barks of colocasia antiquorum var esculenta

(2′S)-1-O-9-Oxo-(10E,12E)-octadecadienoyl glycerol, a natural anti-melanogenic monoglyceride, is synthesized for the first time. The chiral pool based route employed not only confirms the absolute configuration, but also illustrates the first synthetic entry to the (E,E)-diene keto acid, which is another molecule of biological importance. The confusion caused by the misinterpreted 1H NMR spectroscopic data for the (E,E)-diene motif in the literature is discussed. The first unequivocal piece of evidence for the assigned (12E) configuration is also presented. Georg Thieme Verlag Stuttgart, New York.