ChemicalBook > CAS DataBase List > 4-AMINOISOINDOLIN-1-ONE

4-AMINOISOINDOLIN-1-ONE

Product Name
4-AMINOISOINDOLIN-1-ONE
CAS No.
366452-98-4
Chemical Name
4-AMINOISOINDOLIN-1-ONE
Synonyms
4-AMINOISOINDOLIN-1-ONE;4-Amino-2,3-dihydro-isoindol-1-one;4-amino-2,3-dihydro-1H-isoindol-1-one;1H-Isoindol-1-one, 4-aMino-2,3-dihydro-;1H-Isoindol-1-one, 4-amino-2,3-dihydro- (9CI)
CBNumber
CB8435839
Molecular Formula
C8H8N2O
Formula Weight
148.16
MOL File
366452-98-4.mol
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4-AMINOISOINDOLIN-1-ONE Property

Melting point:
225-230°
Boiling point:
489.8±45.0 °C(Predicted)
Density 
1.307±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
14.24±0.20(Predicted)
Appearance
Light yellow to yellow Solid
InChI
InChI=1S/C8H8N2O/c9-7-3-1-2-5-6(7)4-10-8(5)11/h1-3H,4,9H2,(H,10,11)
InChIKey
GZRGLZWHIFBBLS-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C(N)=CC=C2)CN1
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
A612180
Product name
4-Aminoisoindolin-1-one
Packaging
10mg
Price
$85
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA142715
Product name
4-Aminoisoindolin-1-one
Packaging
250mg
Price
$80
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA142715
Product name
4-Aminoisoindolin-1-one
Packaging
500mg
Price
$135
Updated
2021/12/16
Matrix Scientific
Product number
046931
Product name
4-Amino-1-isoindolinone
Purity
>95%
Packaging
500mg
Price
$142
Updated
2021/12/16
Matrix Scientific
Product number
046931
Product name
4-Amino-1-isoindolinone
Purity
>95%
Packaging
1g
Price
$219
Updated
2021/12/16
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4-AMINOISOINDOLIN-1-ONE Chemical Properties,Usage,Production

Uses

4-Aminoisoindolin-1-one is s a reactant that has been used in the synthesis of 4-(N-acyl)-2,3-dihydro-1H-isoindol-1-ones as potent inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1).

Synthesis

366452-97-3

366452-98-4

General procedure for the synthesis of 4-aminoisoindolin-1-one from 4-nitro-isoindolin-1-one: A mixture of 4-nitro-2,3-dihydro-1H-isoindolin-1-one (20 g), ammonium formate (35 g), and 7.5% Pd/C (0.6 g) in methanol (60 ml) was stirred for 2 hr at 35° C. The reaction was completed by filtration to remove the catalyst. After completion of the reaction, the Pd/C catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was recrystallized by water to give 15.3 g of light yellow solid product in 92% yield. Melting point: 195.6-197°C. 1H-NMR (300 MHz, DMSO-d6) δ: 4.31 (s, 2H), 6.76 (d, 1H), 7.14 (t, 1H), 6.86 (d, 1H), 5.30 (s, 2H), 8.26 (s, 1H). 1H-NMR (300 MHz, DMSO-d6/D2O 1H-NMR (300MHz, DMSO-d6/D2O) δ: 4.14 (s, 2H), 6.79 (d, 1H), 6.93 (d, 1H), 7.16 (t, 1H) FAB (M + 1): 149 Elemental analysis: theoretical value (%): C 64.85, H 5.44, N 18.91; measured value (%): C 64.96, H 5.61, N 19.02. HPLC test conditions: Chromatography Column: Phenomenex Luna 5u C18 (250 mm×4.6 mm); Flow rate: 1.0 ml/min; Detection wavelength: 230 nm; Mobile phase: Acetonitrile/0.1% Phosphate=15/85 or Acetonitrile/0.01M Ammonium Acetate=10/90; Retention time of the target product: 3.580 min; 4.790 min. Purity of target product: 99.66%.

References

[1] Angewandte Chemie - International Edition, 2017, vol. 56, # 1, p. 248 - 253
[2] Angew. Chem., 2017, vol. 129, # 1, p. 254 - 259,6
[3] Patent: WO2010/139266, 2010, A1. Location in patent: Page/Page column 38-39
[4] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 81 - 85
[5] Patent: US2002/95044, 2002, A1

4-AMINOISOINDOLIN-1-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-AMINOISOINDOLIN-1-ONE manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
4-AMINOISOINDOLIN-1-ONE 366452-98-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-06-29
Career Henan Chemical Co
Product
4-AMINOISOINDOLIN-1-ONE 366452-98-4
Price
US $2.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
ask
Release date
2019-12-24

366452-98-4, 4-AMINOISOINDOLIN-1-ONERelated Search:

YGC AGAR 3-Aminophthalimide 3-Nitrophthalimide Disperse Blue 60 4,11-diamino-1H-naphth[2,3-f]isoindole-1,3,5,10(2H)-tetrone 4-AMINO-2-NAPHTHALEN-1-YL-ISOINDOLE-1,3-DIONE 2-(4-NITRO-1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)PROPANOIC ACID TIMTEC-BB SBB006364 4-AMINO-2-P-TOLYL-ISOINDOLE-1,3-DIONE 3-(4-NITRO-1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONIC ACID 4-AMINO-2-O-TOLYL-ISOINDOLE-1,3-DIONE (4-AMINO-1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-ACETIC ACID (4-NITRO-1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-ACETIC ACID 4-(4-AMINO-1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-BUTYRIC ACID ASISCHEM W75836 SALOR-INT L112410-1EA 4-(4-NITRO-1,3-DIOXO-1,3-DIHYDRO-2H-ISOINDOL-2-YL)BUTANOIC ACID 4-METHYL-2-(4-NITRO-1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PENTANOIC ACID

  • 4-AMINOISOINDOLIN-1-ONE
  • 1H-Isoindol-1-one, 4-amino-2,3-dihydro- (9CI)
  • 1H-Isoindol-1-one, 4-aMino-2,3-dihydro-
  • 4-amino-2,3-dihydro-1H-isoindol-1-one
  • 4-Amino-2,3-dihydro-isoindol-1-one
  • 366452-98-4
  • ALCOHOL
  • AMINEPRIMARY