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

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;2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione;4-nitro-2-(2,6-dioxopiperidin-3-yl)isoindoline-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:2026-05-28 03:39:50
Product description Number Pack Size Price
4-Nitrothalidomide TRC-N565525-5MG 5mg $89
4-Nitrothalidomide TRC-N565525-50MG 50mg $119
4-Nitrothalidomide TRC-N565525-250MG 250mg $137
2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione FD165191 100g $900
Nitrothalidomide bp-40451 5G $110
More product size

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)  Exclamation Mark (GHS07)
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 TRC-N565525-5MG 4-Nitrothalidomide 19171-18-7 5mg $89 2026-06-03 Buy
TRC TRC-N565525-50MG 4-Nitrothalidomide 19171-18-7 50mg $119 2026-06-03 Buy
TRC TRC-N565525-250MG 4-Nitrothalidomide 19171-18-7 250mg $137 2026-06-03 Buy
Biosynth FD165191 2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione 19171-18-7 100g $900 2026-06-04 Buy
BroadPharm bp-40451 Nitrothalidomide 19171-18-7 5G $110 2026-05-24 Buy
Product number Packaging Price Buy
TRC-N565525-5MG 5mg $89 Buy
TRC-N565525-50MG 50mg $119 Buy
TRC-N565525-250MG 250mg $137 Buy
FD165191 100g $900 Buy
bp-40451 5G $110 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

Global( 120)Suppliers
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ShenZhen H&D Pharmaceutical Technology Co., LTD
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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 2026-03-12 Pomalidomide Impurity 9
19171-18-7
10mg 98% 500mg ShenZhen H&D Pharmaceutical Technology Co., LTD
Pomalidomide Impurity 10 pictures 2026-03-12 Pomalidomide Impurity 10
19171-18-7
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
$1.00 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 4-Nitrothalidomide Pomalidomide Intermediates Pomalidomide Impurity E 4-nitro-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione 2-(2,6-dioxopiperidin-3-yl)-4-nitroisoindole-1,3-dione Thalidomide 4-Nitro Impurity 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-nitro- (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 2-(2,6-Dioxo-3-piperidinyl)-4-nitro-1H-isoindole-1,3(2H)-dione 19171-18-7