Aminodihydroindenedicarboxylic acid

Structural formula
	( R ) shape (left) and ( S ) shape (right)
General
Surname	Aminodihydroindenedicarboxylic acid (AIDA)
other names	UPF 523; 1-Amino-2,3-dihydro-1 H -inden-1,5-dicarboxylic acid; 1-aminoindane-1,5-dicarboxylic acid;
Molecular formula	C 11 H 11 NO 4
Brief description	white solid
External identifiers / databases
PubChem	2071
ChemSpider	1987
Wikidata	Q471666
properties
Molar mass	221.21 g · mol -1
Physical state	firmly
solubility	bad in DMSO (2 g l −1 )
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1-amino-2,3-dihydro-1 H -indene-1,5-dicarboxylic acid or AIDA is a fixed, usually gross powdery solid with a characteristic odor of the substance group of indane derivatives .

Extraction and presentation

AIDA can be made of indane - carbaldehydes with ( R ) -proline as a catalyst can be obtained.

use

AIDA is used in pharmacological research. The area of application is limited when used as a selective inhibitor for subtype 1 metabotropic glutamate receptors .

Individual evidence

↑ ^a ^b ^c ^d AIDA data sheet at Sigma-Aldrich , accessed on June 15, 2011 ( PDF ).

↑ Jeff T. Suri, Derek D. Steiner, and Carlos F. Barbas, III: Organocatalytic Enantioselective Synthesis of Metabotropic Glutamate Receptor Ligands , Org. Lett. , 2005, 7 (18), pp 3885-3888; doi : 10.1021 / ol0512942 .

↑ Dawei Ma, Hongqi Tian, and Guixiang Zou: 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 ; J. Org. Chem. , 1999, 64 (1), pp 120-125; doi : 10.1021 / jo981297a .

↑ Siniscalco D, Giordano C, Fuccio C, et al. : Involvement of subtype 1 metabotropic glutamate receptors in apoptosis and caspase-7 over-expression in spinal cord of neuropathic rats . In: Pharmacological Research . 57, No. 3, March 2008, pp. 223-233. doi : 10.1016 / j.phrs.2008.01.007 . PMID 18325779 . PMC 2424141 (free full text).

↑ Lee K, Boden PR: Characterization of the inward current induced by metabotropic glutamate receptor stimulation in rat ventromedial hypothalamic neurones . In: The Journal of Physiology . 504 (Pt 3), Nov. 1997, pp. 649-663. PMID 9401972 . PMC 1159968 (free full text).

[sigma-1] AIDA data sheet at Sigma-Aldrich , accessed on June 15, 2011 ( PDF ).

[2] Jeff T. Suri, Derek D. Steiner, and Carlos F. Barbas, III: Organocatalytic Enantioselective Synthesis of Metabotropic Glutamate Receptor Ligands , Org. Lett. , 2005, 7 (18), pp 3885-3888; doi : 10.1021 / ol0512942 .

[3] Dawei Ma, Hongqi Tian, and Guixiang Zou: 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 ; J. Org. Chem. , 1999, 64 (1), pp 120-125; doi : 10.1021 / jo981297a .

[pmid18325779-4] Siniscalco D, Giordano C, Fuccio C, et al. : Involvement of subtype 1 metabotropic glutamate receptors in apoptosis and caspase-7 over-expression in spinal cord of neuropathic rats . In: Pharmacological Research . 57, No. 3, March 2008, pp. 223-233. doi : 10.1016 / j.phrs.2008.01.007 . PMID 18325779 . PMC 2424141 (free full text).

[pmid9401972-5] Lee K, Boden PR: Characterization of the inward current induced by metabotropic glutamate receptor stimulation in rat ventromedial hypothalamic neurones . In: The Journal of Physiology . 504 (Pt 3), Nov. 1997, pp. 649-663. PMID 9401972 . PMC 1159968 (free full text).