220029-96-9

Basic information

• Product Name: (S)-APIC
• Synonyms: (S)-APIC;1H-INDENE-1-CARBOXYLIC ACID,1-AMINO-2,3-DIHYDRO-5-PHOSPHONO-, (1S)-;1(S)-AMINO-5-PHOSPHONOINDAN-1-CARBOXYLIC ACID;(S)-APIC (1(S)-AMINO-5-PHOSPHONOINDAN-1-CARBOXYLIC ACID)
• CAS NO: 220029-96-9
• Molecular Formula: C10H12NO5P
• Molecular Weight: 257.18
• Mol File: 220029-96-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-APIC(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-APIC(220029-96-9)
• EPA Substance Registry System: (S)-APIC(220029-96-9)

Safety Data

• Hazardous Substances Data: 220029-96-9(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Applications:
(S)-APIC is used as a biocontrol agent for enhancing crop protection against diseases caused by pathogenic fungi. Its antimicrobial activity helps in reducing the need for chemical fungicides, promoting sustainable and eco-friendly agricultural practices.
Used in Medical Applications:
(S)-APIC is used as a potential antimicrobial agent for combating infections caused by pathogenic fungi. Its ability to interfere with fungal growth and development could contribute to the development of new therapeutic strategies for treating fungal infections.
Further research is required to fully understand the mechanism of action of (S)-APIC and to explore its potential applications in various industries, including agriculture and medicine.

Upstream product

• 220024-58-8 C₁₈H₁₆BrNO₂ 
• 220024-61-3 C₂₂H₂₆NO₅P 
• 34598-49-7 5-Bromo-1-indanone 
• 865172-72-1 C₂₇H₂₅BrN₂O₆ 
• 865172-71-0 (S)-methyl 1-formyl-1-[1,2-hydrazinedicarboxylic acid-bis(phenylmethyl)ester]-2,3-dihydro-1H-indene-5-carboxylate 
• 701232-87-3 (5-bromo-2,3-dihydro-1H-inden-1-ylidene)methyl methyl ether 
• 865172-73-2 C₃₁H₃₅N₂O₉P 
• 220024-62-4 (S)-5-(Diethoxy-phosphoryl)-1-((S)-2-hydroxy-1-phenyl-ethylamino)-indan-1-carboxylic acid methyl ester 
• 154122-32-4 1-oxo-2,3-dihydro-1H-inden-5-yl trifluoromethanesulfonate 
• 191611-54-8 5-diethoxyphosphinoylindan-1-one 
• 5111-70-6 5-methoxy-1-indanone 
• 3470-49-3 5-hydroxy-2,3-dihydro-1H-indene-1-one 
• 191611-55-9 C₁₅H₁₉N₂O₅P 

Relevant articles and documents

Organocatalytic enantioselective synthesis of metabotropic glutamate receptor ligands

(Chemical Equation Presented) (R)-Proline catalyzes the amination reaction of functionalized indane carboxaldehydes and allows for the efficient enantioselective synthesis (>99% ee) of the metabotropic glutamate receptor ligands (S)-AIDA and (S)-APICA.

Asymmetric strecker-type reaction of α-aryl ketones. Synthesis of (S)- αM4CPG, (S)-MPPG, (S)-AIDA, and (S)-APICA, the antagonists of metabotropic glutamate receptors

Heating a mixture of α-aryl ketone with (R)-phenylglycinol produces a mixture of imine and 1,3-dioxazolidine. Treatment of this mixture with trimethylsilyl cyanide followed by transformation of nitrile to ester gives Strecker-type reaction products. The diastereoselectivity of the generated α-amino esters is from 2/1 to 7/1, and the (R,S)isomer is found as the major product. The (R,S) and (R,R)isomers can be separated by conversion to their N-Cbz or cyclization derivatives. Using this methodology, four antagonists of metabotropic glutamate receptors, (S)-αM4CPG, (S)-MPPG, (S)AIDA, and (S)- APICA, are synthesized.

Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists

The synthesis of two rigidified phenylglycine analogues is disclosed. The cyclic analogue 1 of (R,S)-α-methyl-4-phosphonophenylglycine (MPPG) is shown to be a particularly interesting pharmacological tool, for it is a group II selective mGluR antagonist that possesses an inverse agonist-like action.