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Merck
CN

79850

Sigma-Aldrich

N-Phthaloylglycine

puriss., ≥99.0% (T)

Synonym(s):

1,3-Dioxo-2-isoindolineacetic acid, Phthalimidoacetic acid

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About This Item

Empirical Formula (Hill Notation):
C10H7NO4
CAS Number:
4702-13-0
Molecular Weight:
205.17
Beilstein:
184174
EC Number:
225-177-3
MDL number:
MFCD00005900
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
329768654

Key Documents

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grade

puriss.

Assay

≥99.0% (T)

ign. residue

≤0.05%

mp

193-196 °C (lit.)
193-196 °C

application(s)

peptide synthesis

SMILES string

OC(=O)CN1C(=O)c2ccccc2C1=O

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

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Other Notes

Protected glycine. The acid chloride is employed in (2+2) ketene-imine-cycloadditions

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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C. Hubschwerlen et al.
Organic Syntheses, 72, 14-14 (1995)
O abu Salach et al.
Pharmaceutical research, 11(10), 1429-1434 (1994-10-01)
Glycine, in addition to GABA, is one of the most important neurotransmitter amino acids. The described structure pharmacokinetic pharmacodynamic relationships (SPPR) study explored the possibility of utilizing phthaloyl derivatives of glycine as new antiepileptics. This was carried out by investigating
Nasima Arshad et al.
Journal of photochemistry and photobiology. B, Biology, 117, 228-239 (2012-11-20)
Ni(II), Cu(II) and Zn(II) metal complexes of N-phthaloylglycine were synthesized, characterized, reported for single crystal X-ray diffraction analysis for Ni(II) complex, and investigated for their binding with DNA under physiological conditions, using spectroscopic (UV-visible and fluorescence) and hydrodynamic techniques. Experimental
Julija Matijević-Sosa et al.
Acta pharmaceutica (Zagreb, Croatia), 58(2), 231-236 (2008-06-03)
The aim of this study was to investigate the activity of N-phthaloyl-glycine-hydroxamic acid (Phth-Gly-HA) as a new iron chelator in vivo to be used in iron overload diseases. After intraperitoneal application of Phth-Gly-HA to male rats (1 mg kg(-1) body

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