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ChemicalBook >> CAS DataBase List >>2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione Structure
2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione structure
CAS No.
19171-18-7
Chemical Name:
2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione
Synonyms
4-Nitrothalidomide;Pomadomide impurity 9;Pomalidomide Impurity E;Pomalidomide Intermediates;Thalidomide 4-Nitro Impurity;2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindole-1,3-dione;2-(2,6-Dioxo-3-piperidyl)-4-nitroisoindoline-1,3-dione;4-nitro-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione;(R)-2-(2,6-Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione
CBNumber:
CB42623812
Molecular Formula:
C13H9N3O6
Molecular Weight:
303.23
MDL Number:
MFCD01748356
MOL File:
19171-18-7.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:42
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2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione Properties

Melting point >200°C (dec.)
Boiling point 603.4±50.0 °C(Predicted)
Density 1.651±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Acetonitrile (Slightly, Heated, Sonicated), DMSO (Slightly)
pka 10.55±0.40(Predicted)
form Solid
color Pale Yellow to Pale Beige
InChI InChI=1S/C13H9N3O6/c17-9-5-4-8(11(18)14-9)15-12(19)6-2-1-3-7(16(21)22)10(6)13(15)20/h1-3,8H,4-5H2,(H,14,17,18)
InChIKey KVRCAGKHAZRSQX-UHFFFAOYSA-N
SMILES C1(=O)C2=C(C([N+]([O-])=O)=CC=C2)C(=O)N1C1CCC(=O)NC1=O
FDA UNII OH13HKS17A

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC N565525 4-Nitrothalidomide 19171-18-7 5mg $65 2021-12-16 Buy
Biosynth Carbosynth FD165191 2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 19171-18-7 25mg $125 2021-12-16 Buy
AK Scientific J52997 2-(2,6-Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 19171-18-7 250mg $248 2021-12-16 Buy
Biosynth Carbosynth FD165191 2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 19171-18-7 100mg $310 2021-12-16 Buy
Biosynth Carbosynth FD165191 2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 19171-18-7 250mg $450 2021-12-16 Buy
Product number Packaging Price Buy
N565525 5mg $65 Buy
FD165191 25mg $125 Buy
J52997 250mg $248 Buy
FD165191 100mg $310 Buy
FD165191 250mg $450 Buy

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione Chemical Properties,Uses,Production

Uses

4-Nitrothalidomide is a compound involved in the preparation of Pomalidomide (P688200), a thalidomide derivative and potent inhibitor of TNF-α production.

Synthesis

3-Nitrophthalic anhydride

641-70-3

2,6-Dioxopiperidine-3-ammonium chloride

24666-56-6

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione

19171-18-7

A solution of glacial acetic acid (75 mL) and 3-aminopiperidine-2,6-dione hydrochloride (8.5 g) was added to a round bottom flask. Anhydrous sodium acetate (4.5 g) was added to the solution in batches at 25 °C to 30 °C, followed by 3-nitrophthalic anhydride (10 g) at the same temperature. The reaction mixture was stirred at 118 °C for 18 hours. After completion of the reaction, the reaction material was cooled to 60 °C and the solvent was removed by distillation under vacuum to obtain a residue. Water (100 mL) was added to the residue and the mixture was stirred at 25 °C to 30 °C for 1 hour, followed by filtration. The wet filter cake was slurried with water (100 mL x 2), filtered and dried in an air pan drier to less than 0.5% water to give 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione (14 g). Yield: 89.7%, purity: 98%.

References

[1] Patent: US2017/260157, 2017, A1. Location in patent: Page/Page column 5
[2] Patent: CN104926786, 2017, B. Location in patent: Paragraph 0044; 0045
[3] Synthetic Communications, 2016, vol. 46, # 16, p. 1343 - 1348
[4] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 11, p. 1625 - 1630
[5] Patent: CN104402863, 2016, B. Location in patent: Paragraph 0035

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione Preparation Products And Raw materials

Raw materials

3-Nitrophthalic acid 2-(2,6-Dioxotetrahydro-2H-pyran-3-yl)-4-nitroisoindoline-1,3-dione 3-Nitrophthalimide 3-Nitrophthalic anhydride 2,6-Dioxopiperidine-3-ammonium chloride

Preparation Products

Pomalidomide

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione Suppliers

Global( 122)Suppliers
Supplier Tel Email Country ProdList Advantage
ShenZhen H&D Pharmaceutical Technology Co., LTD 		+8618627948422 sale@hdimpurity.com China 3681 58
Capot Chemical Co.,Ltd. 		+8613336195806 sales@capot.com China 29731 60
Lianyungang happen teng technology co., LTD 		15950718863 wang666xt@163.com CHINA 295 58
Accela ChemBio Inc. 		+1-858-6993322 info@accelachem.com United States 21193 58
Standardpharm Co. Ltd. 		86-714-3992388 overseasales1@yongstandards.com United States 14332 58
career henan chemical co 		+86-0371-86658258 +8613203830695 factory@coreychem.com China 29804 58
Richest Group Ltd 		18017061086 oled@richest-group.com CHINA 5600 58
NINGBOBENKANGJS PHARMTECHCO., LTD 		+8615990591583 15990591583 CHINA 2029 58
Hefei TNJ Chemical Industry Co.,Ltd. 		+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
AFINE CHEMICALS LIMITED 		+86-0571-85134551 sales@afinechem.com China 15222 58
Supplier Advantage
ShenZhen H&D Pharmaceutical Technology Co., LTD 		58
Capot Chemical Co.,Ltd. 		60
Lianyungang happen teng technology co., LTD 		58
Accela ChemBio Inc. 		58
Standardpharm Co. Ltd. 		58
career henan chemical co 		58
Richest Group Ltd 		58
NINGBOBENKANGJS PHARMTECHCO., LTD 		58
Hefei TNJ Chemical Industry Co.,Ltd. 		58
AFINE CHEMICALS LIMITED 		58

View Lastest Price from 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pomalidomide Impurity 9 pictures 2025-03-04 Pomalidomide Impurity 9
19171-18-7
 US $0.00-0.00 / mg 10mg 98% 500mg ShenZhen H&D Pharmaceutical Technology Co., LTD
Pomalidomide Impurity 10 pictures 2025-03-04 Pomalidomide Impurity 10
19171-18-7
 US $0.00-0.00 / mg 10mg 98% 500mg ShenZhen H&D Pharmaceutical Technology Co., LTD
2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione pictures 2020-01-03 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione
19171-18-7
 US $1.00 / KG 1KG 95-99% 1ton Career Henan Chemical Co

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione Spectrum

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione(19171-18-7)1HNMR

19171-18-7(2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione)Related Search:

Pomalidomide Impurity 4 3-AMINOPHTHALIC ACID (R)-Pomalidomide 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione Pomalidomide Impurity 10
3,4-Diamino-4-oxobutyric acid DL-Glutamine (S)-Pomalidomide 2-(2,6-dioxopiperidin-3-yl)-4-(hydroxyamino)isoindoline-1,3-dione 3-Nitrophthalic acid
Pomalidomide Impurity 2 Pomalidomide Impurity 6 Thalidomide 4-Hydroxy ThalidoMide Pomalidomide
Pomalidomide Impurity 3 3-AMINOPHTHALIC ACID HYDROCHLORIDE 4-Aminophthalic acid

1of4

2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 4-Nitrothalidomide 4-nitro-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione Pomalidomide Intermediates Pomalidomide Impurity E 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindole-1,3-dione 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-nitro- Thalidomide 4-Nitro Impurity (R)-2-(2,6-Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 2-(2,6-dioxopiperidin-3-yl)-4-nitro-1H-isoindole-1,3(2H)-dione 2-(2,6-dioxopiperidin-3-yl)-4-nitro-1H-isoindole-1,3(2H)-dio... 2-(2,6-Dioxo-3-piperidyl)-4-nitroisoindoline-1,3-dione Pomadomide impurity 9 19171-18-7