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416274

Sigma-Aldrich

N-Phenylphthalimide

98%

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About This Item

Empirical Formula (Hill Notation):
C14H9NO2
CAS Number:
520-03-6
Molecular Weight:
223.23
EC Number:
208-282-9
MDL number:
MFCD00023044
UNSPSC Code:
12352100
PubChem Substance ID:
24866065

Assay

98%

form

powder

mp

204-207 °C (lit.)

SMILES string

O=C1N(c2ccccc2)C(=O)c3ccccc13

InChI

1S/C14H9NO2/c16-13-11-8-4-5-9-12(11)14(17)15(13)10-6-2-1-3-7-10/h1-9H

InChI key

MFUPLJQNEXUUDW-UHFFFAOYSA-N

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

416274-BULK:
416274-25G:
416274-5G:
416274-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
41896DJ
00312TI
05604TI
00116PF

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The oxidative degradation of imide polymers. I: Ozonolysis of a model compound, N-phenylphthalimide.
Barman S, et al.
Polym. Eng. Sci., 34(4), 279-284 (1994)
Y Shibata et al.
Chemical & pharmaceutical bulletin, 44(1), 156-162 (1996-01-01)
Phenylphthalimides (2-phenyl-1H-isoindole-1,3-diones) were prepared and their effects on tumor necrosis factor alpha (TNF-alpha) production by human leukemia cell line HL-60 stimulated with 12-O-tetradecanoylphorbol-13-acetate (TPA) were examined. An analysis of the structure-activity relationships of the phenylphthalimides indicated that potent enhancing activity
Masashi Tetsuhashi et al.
Bioorganic & medicinal chemistry, 18(14), 5323-5338 (2010-06-22)
A novel series of tryptase inhibitors with a N-phenylphthalimide skeleton structurally derived from thalidomide (1) has been developed. Structure-activity relationship studies led to a potent and selective tryptase inhibitor, 2-(4-cyanophenyl)isoindole-1,3-dione-5-yl 3-(2-aminopyridin-5-yl)propanoate (7), with the IC50 value of 78 nM.
Hiroko Sano et al.
Chemical & pharmaceutical bulletin, 52(8), 1021-1022 (2004-08-12)
Several N-substituted phenylphthalimide and phenylhomophthalimide derivatives with cyclooxygenase (COX)-inhibitory activity were prepared during structural development studies based on thalidomide as a lead compound. Substituent effects on the subtype selectivity were investigated.
R Shimazawa et al.
Bioorganic & medicinal chemistry letters, 9(4), 559-562 (1999-03-31)
A novel series of nonpeptide small-molecular dipeptidyl peptidase IV (DPP-IV) inhibitors with an N-phenylphthalimide skeleton has been developed. Some of the compounds, including 4-amino-(2,6-dimethylphenyl)phthalimides (7), 4- and 5-hydroxy-(2,6-diethylphenyl)phthalimide (11 and 14), 4-hydroxy-(2,6-diisopropylphenyl)phthalimide (12), and thiocarbonyl analogs of (2,6-diisopropylphenyl)phthalimide and their
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