2-Phenyl-isoindole-1,3-dione

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Names

[ CAS No. ]:
520-03-6

[ Name ]:
2-Phenyl-isoindole-1,3-dione

[Synonym ]:
EINECS 208-282-9
2-Phenyl-1H-isoindole-1,3(2H)-dione
1H-Isoindole-1,3(2H)-dione, 2-phenyl-
2-Phenylisoindole-1,3-dione
2-Phenyl-isoindole-1,3-dione
MFCD00023044
N-PHENYLPHTHALIMIDE

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
388.8±25.0 °C at 760 mmHg

[ Melting Point ]:
204-207 °C(lit.)

[ Molecular Formula ]:
C14H9NO2

[ Molecular Weight ]:
223.227

[ Flash Point ]:
182.6±15.5 °C

[ Exact Mass ]:
223.063324

[ PSA ]:
37.38000

[ LogP ]:
2.40

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.667

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TI5635800
CHEMICAL NAME :
Phthalimide, N-phenyl-
CAS REGISTRY NUMBER :
520-03-6
BEILSTEIN REFERENCE NO. :
0010683
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C14-H9-N-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,23,1953

Safety Information

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
TI5635800

[ HS Code ]:
2925190090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 2-Iodobenzoic acid
  • carbon monoxide
  • Methyl 2-iodobenzoate
  • Phenylboronic acid
  • diiodobenzene
  • 1H-Isoindole-1,3(2H)-dione,2-(4-morpholinylmethyl)-
  • 2-phenyl-1,3,2-dioxaborinane
  • Phthalic anhydride

DownStream

  • 1H-Isoindol-1-one,2,3-dihydro-2-phenyl-
  • 4-isocyanobenzophenone
  • 4-Nitroaniline
  • N-(4-benzoylphenyl)benzamide
  • 1H-Isoindol-1-one,2,3-dihydro-3-hydroxy-2-phenyl-
  • aminophthalimide
  • T56 BVNVJ C1
  • Phthalylsulfathiazole
  • N-Hydroxyphthalimide

Customs

[ HS Code ]: 2925190090

[ Summary ]:
2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

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

J. Med. Chem. 54 , 5454, (2011)

To identify specific bacterial thymidylate synthase (TS) inhibitors, we exploited phenolphthalein (PTH), which inhibits both bacterial and human enzymes. The X-ray crystal structure of Lactobacillus c...

Phenylphthalimides with tumor necrosis factor alpha production-enhancing activity.

Chem. Pharm. Bull. 44(1) , 156-62, (1996)

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-tetra...

Nonpeptide small-molecular inhibitors of dipeptidyl peptidase IV: N-phenylphthalimide analogs.

Bioorg. Med. Chem. Lett. 9(4) , 559-62, (1999)

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-dimethyl...


More Articles

Related Compounds

  • 5-Bromo-2-phenyl-isoindole-1,3-dione
  • 4-nitro-2-phenyl-isoindole-1,3-dione
  • 4-chloro-2-phenyl-isoindole-1,3-dione
  • 4-hydroxy-2-phenyl-isoindole-1,3-dione
  • 4-phenoxy-2-phenyl-isoindole-1,3-dione
  • 2-[phenyl(phenylsulfanyl)methyl]isoindole-1,3-dione
  • methyl 2-(1,5-dimethyl-1H-pyrazole-3-carboxamido)thiophene-3-carboxylate
  • 1,5-dimethyl-N-(3-(methylcarbamoyl)thiophen-2-yl)-1H-pyrazole-3-carboxamide
  • N-(5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl)-1,5-dimethyl-1H-pyrazole-3-carboxamide
  • 1,5-dimethyl-N-[5-(thiophen-2-yl)-1,3,4-oxadiazol-2-yl]-1H-pyrazole-3-carboxamide
  • N-(4,5-dichlorobenzo[d]thiazol-2-yl)-1,5-dimethyl-1H-pyrazole-3-carboxamide
  • N-(4,7-dimethoxybenzo[d]thiazol-2-yl)-1,5-dimethyl-1H-pyrazole-3-carboxamide
  • N-(5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1,3,4-oxadiazol-2-yl)-1,5-dimethyl-1H-pyrazole-3-carboxamide
  • 1,5-dimethyl-N-(5-(5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,4-oxadiazol-2-yl)-1H-pyrazole-3-carboxamide
  • N-([1,3]dioxolo[4',5':4,5]benzo[1,2-d]thiazol-6-yl)-1,5-dimethyl-1H-pyrazole-3-carboxamide
  • N-(6,7-dihydro-[1,4]dioxino[2',3':4,5]benzo[1,2-d]thiazol-2-yl)-1,5-dimethyl-1H-pyrazole-3-carboxamide
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