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
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
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
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.
N-Bromosuccinimide Price
- Product number
- A612180
- Product name
- 4-Aminoisoindolin-1-one
- Packaging
- 10mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- FA142715
- Product name
- 4-Aminoisoindolin-1-one
- Packaging
- 250mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- FA142715
- Product name
- 4-Aminoisoindolin-1-one
- Packaging
- 500mg
- Price
- $135
- Updated
- 2021/12/16
- Product number
- 046931
- Product name
- 4-Amino-1-isoindolinone
- Purity
- >95%
- Packaging
- 500mg
- Price
- $142
- Updated
- 2021/12/16
- Product number
- 046931
- Product name
- 4-Amino-1-isoindolinone
- Purity
- >95%
- Packaging
- 1g
- Price
- $219
- Updated
- 2021/12/16
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
- 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
- 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