Phthaloyl-glycine
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Phthaloyl-glycine

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Category
Cyclic Amino Acids
Catalog number
BAT-003452
CAS number
4702-13-0
Molecular Formula
C10H7NO4
Molecular Weight
205.16
Phthaloyl-glycine
IUPAC Name
2-(1,3-dioxoisoindol-2-yl)acetic acid
Synonyms
Pht-Gly-OH; Phthalimidoacetic acid
Appearance
White crystal
Purity
≥ 99% (GC)
Density
1.3849 g/cm3(rough estimate)
Melting Point
40-45 °C
Boiling Point
412.6°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H7NO4/c12-8(13)5-11-9(14)6-3-1-2-4-7(6)10(11)15/h1-4H,5H2,(H,12,13)
InChI Key
WQINSVOOIJDOLJ-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(=O)N(C2=O)CC(=O)O
1.The synthesis and anticonvulsant activity of some omega-phthalimido-N-phenylacetamide and propionamide derivatives.
Soyer Z1, Kilic FS, Erol K, Pabuccuoglu V. Arch Pharm (Weinheim). 2004 Feb;337(2):105-11.
In this study, by combining anilide and N', N'-phthaloylglycinamide pharmacophores which are known to produce potent anticonvulsant compounds, sixteen omega-phthalimido-N-phenylacetamide and propionamide derivatives bearing substituents at positions 2 or 2, 6 on N-phenyl ring have been synthesized. The structural confirmation of the title compounds was achieved by interpretation of spectral and analytical data. The anticonvulsant activity of the title compounds was determined against maximal electroshock seizure at 100 mg/kg dose level in mice. The preliminary screening results indicated that omega-phthalimido-N-phenylacetamide and propionamide nuclei have pronounced anticonvulsant activity against maximal electroshock seizure.
2.Synthesis of phthalimido-desmuramylpeptide analogues as potential immunomodulating agents.
Urleb U1, Krbavcic A, Sollner M, Kikelj D, Pecar S. Arch Pharm (Weinheim). 1995 Feb;328(2):113-7.
The preparation of immunologically active phthalimido desmuramylpeptide analogues 2e-h, 4c-d, and 7b is described. The N-acetylmuramic acid in the muramyl dipeptide has been replaced by a phthaloylated acyclic moiety such as N-phthaloylated amino acids 1a-c, 2-(2-phthalimidoethoxy)acetic acid 3, or by the carbocyclic rac. trans-2-(2'-phthalimidocyclohexyloxy)acetic acid 6.
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