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520-03-6,MFCD00023044
Catalog No.:AA003HSU
520-03-6 | 2-Phenylisoindole-1,3-dione
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Technical Information
Catalog Number:
AA003HSU
Chemical Name:
2-Phenylisoindole-1,3-dione
CAS Number:
520-03-6
Molecular Formula:
C14H9NO2
Molecular Weight:
223.2268
MDL Number:
MFCD00023044
IUPAC Name:
2-phenylisoindole-1,3-dione
InChI:
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
SMILES:
O=C1N(c2ccccc2)C(=O)c2c1cccc2
EC Number:
208-282-9
UNII:
LA29QA196M
NSC Number:
2769
Properties
Computed Properties
 
Complexity:
309  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
223.063g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
223.231g/mol
Monoisotopic Mass:
223.063g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
37.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.4  

Synonyms
 
N-phenylphthalimide 
N-Phenylphthalimide 
2-phenylisoindoline-1,3-dione 
N-Phenylphtalimide 
2-Phenyl-1H-isoindole-1,3(2H)-dione 
NSC 2769 
EINECS 208-282-9 
BRN 0010683 
CHEMBL9020 
UNII-LA29QA196M 
AI3-03744 
MLS002637643 
520-03-6 
LA29QA196M 
2-phenyl-2,3-dihydro-1H-isoindole-1,3-dione 
MFUPLJQNEXUUDW-UHFFFAOYSA-N 
N-phenyl phthalimide 
2-phenyl-1h-isoindol-1,3(2h)-dion 
N-(phenyl) phthalimide 
AC1Q6JZA 
ACMC-1AVL8 
N-Phenylphthalic acid imide 
N-Phenylphthalimide, 98% 
2-phenylisoindole-1,3-dione 
Oprea1_380408 
Oprea1_603933 
5-21-10-00292 (Beilstein Handbook Reference) 
SCHEMBL123618 
1H-Isoindole-1, 2-phenyl- 
2-Phenyl isoindole-1,3-dione 
AC1L29A7 
AC1Q6F61 
DTXSID3060166 
NSC2769 
Phthalanil 
HMS1578O16 
ZINC133969 
BCP14277 
NSC-2769 
ANW-59825 
BDBM50088679 
STK174445 
2-phenylbenzo[c]azolidine-1,3-dione 
AKOS001268564 
MCULE-8546738195 
2-Phenyl-isoindole-1,3-Dione 
NE32034 
NCGC00246780-01 
AC-26721 
AJ-12204 
AN-45514 
BC214055 
SC-90667 
SMR001547169 
ZB004699 
2-Phenyl-1H-isoindole-1,3(2H)-dione # 
1H-Isoindole-1,3(2H)-dione, 2-phenyl- 
DB-026841 
LS-109512 
ST2417160 
TC-148570 
TL8003441 
FT-0632274 
ST50171260 
EN300-56140 
SR-01000197336 
SR-01000197336-1 
Phthalimide, N-phenyl- 
C14H9NO2 
C14-H9-N-O2 
CID68215 
AR-1E4824 
R153 
A7652 
96-19-5 
Phthalimidobenzene 
N-Phenyl-4-nitrophthalimide 
Literature

Title: Inhibition of monoamine oxidase by C5-substituted phthalimide analogues.

Journal: Bioorganic & medicinal chemistry 20110815

Title: Identification of the binding modes of N-phenylphthalimides inhibiting bacterial thymidylate synthase through X-ray crystallography screening.

Journal: Journal of medicinal chemistry 20110811

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Development of tryptase inhibitors derived from thalidomide.

Journal: Bioorganic & medicinal chemistry 20100715

Title: Synthesis and in vitro evaluation of N-substituted maleimide derivatives as selective monoglyceride lipase inhibitors.

Journal: Journal of medicinal chemistry 20091210

Title: Glycogen phosphorylase a inhibitors with a phenethylphenylphthalimide skeleton derived from thalidomide-related alpha-glucosidase inhibitors and liver X receptor antagonists.

Journal: Biological & pharmaceutical bulletin 20090901

Title: A new polymorph of N-phenyl-phthalimide.

Journal: Acta crystallographica. Section E, Structure reports online 20090301

Title: Synthesis of N-phenylphthalimide derivatives as alpha-glucosidase inhibitors.

Journal: Archives of pharmacal research 20071201

Title: Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.

Journal: Journal of medicinal chemistry 20070419

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Angiogenesis inhibitors derived from thalidomide.

Journal: Bioorganic & medicinal chemistry letters 20051215

Title: Design, synthesis and antiinflammatory activity of novel phthalimide derivatives, structurally related to thalidomide.

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: Tubulin-polymerization inhibitors derived from thalidomide.

Journal: Bioorganic & medicinal chemistry letters 20050117

Title: N-phenylphthalimide-type cyclooxygenase (COX) inhibitors derived from thalidomide: substituent effects on subtype selectivity.

Journal: Chemical & pharmaceutical bulletin 20040801

Title: Synthesis and anti-inflammatory activity of phthalimide derivatives, designed as new thalidomide analogues.

Journal: Bioorganic & medicinal chemistry 20020901

Title: Thalidomide and its analogues as cyclooxygenase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20020408

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