25542-64-7

Basic information

• Product Name: 8-Ketopelargonic acid
• Synonyms: 8-Ketopelargonic acid;8-Oxononanoic acid
• CAS NO: 25542-64-7
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22
• Mol File: 25542-64-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Ketopelargonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Ketopelargonic acid(25542-64-7)
• EPA Substance Registry System: 8-Ketopelargonic acid(25542-64-7)

Safety Data

• Hazardous Substances Data: 25542-64-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
8-Ketopelargonic acid is used as a key intermediate for the preparation of a cancer vaccine that comprises a synergistic combination of a Toll-like receptor 9 (TLR-9) agonist and a glycolipid-peptide conjugate. This application aims to enhance the immune response against cancer cells and improve the effectiveness of cancer treatment.
8-Ketopelargonic acid is also used as a synthetic precursor for the production of 10-hydroxycamptothecine derivatives, which are useful in the treatment of cancer. These derivatives have shown potential in targeting and inhibiting cancer cell growth, providing a valuable contribution to cancer therapy.
Furthermore, 8-Ketopelargonic acid is utilized in the synthesis of glycolipid peptide conjugates for use as antimalarial vaccines. This application leverages the compound's ability to enhance the immune response against the malaria parasite, offering a potential solution to combat the global health issue of malaria.

Upstream product

• 75544-92-2 8-Hydroxy-pelargonsaeure 
• 4224-70-8 6-bromohexanoic acid 
• 14273-90-6 methyl 6-bromohexanoate 
• 502-49-8 cycloactanone 
• 10363-27-6 2-methylcyclooctanone 
• 30964-01-3 non-8-ynoic acid 
• 27304-77-4 17-hydroxyoleic acid 
• 19480-04-7 6-oxoheptanal 
• 87224-34-8 7-[5-(3-Methyl-but-2-enoyl)-4,5-dihydro-isoxazol-3-yl]-heptanoic acid methyl ester 
• 59080-48-7 methyl 8-nitrooctanoate 
• 87224-36-0 methyl-8,11-dioxo-10-hydroxy-13-methyl-12-tetradecenoate 
• 20637-00-7 2-Acetyl-octanedioic acid dimethyl ester 
• 25542-62-5 6-bromo-hexanoic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 1291090-29-3 6-[8-(4-dimethylamino-phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl]-hexanoic acid 4-(2-amino-9H-purin-6-yloxymethyl)-benzylamide 
• 1291090-48-6 2-(8-(4-(dimethylamino)phenyl)-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl)hexanoic acid 
• 53623-10-2 3,11-dimethylnonacosan-2-one 
• 35376-00-2 methyl 7-oxoheptanoate 

Relevant articles and documents

Selective C-C Bond Cleavage of Cycloalkanones by NaNO2/HCl

A novel selective fragmentation of cycloalkanones by NaNO2/HCl has been established. The C-C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.

The gold-catalyzed formal hydration, decarboxylation, and [4+2] cycloaddition of alkyne derivatives featuring L2/Z-type diphosphinoborane ligands

The catalytic formal hydration of alkynes and decarbox-ylation of alkynoic acid were developed using a Au catalyst featuring a Z-ligand. Furthermore, the intramolecular [4+2] cycloaddition of the alkynoic acid-alkene derivative for the formation of the oxabicyclo[4.4.0] skeleton also proceeded.

SILYL NITRONATES IN ORGANIC SYNTHESIS. SYNTHESYS OF PROSTAGLANDIN INTERMEDIATES

The target molecule 1b has been prepared by a new methodology via silyl nitronates and 2-isoxazolines.Since 1a was converted earlier into PGE1 our approach constitutes a novel entrance to prostaglandins.