CAS 19171-18-7

2-(2,6-Dioxo-3-piperidinyl)-4-nitro-1H-isoindole-1,3(2H)-dione

Description:

2-(2,6-Dioxo-3-piperidinyl)-4-nitro-1H-isoindole-1,3(2H)-dione, with the CAS number 19171-18-7, is a synthetic organic compound that belongs to the class of isoindole derivatives. This compound features a complex structure characterized by a piperidine ring and a nitro group, contributing to its unique chemical properties. It typically exhibits a solid state at room temperature and is soluble in organic solvents, though its solubility in water may be limited. The presence of the dioxo and nitro functional groups suggests potential reactivity, making it of interest in various chemical reactions, including those involving nucleophiles or electrophiles. Its molecular structure may confer biological activity, which could be explored for pharmaceutical applications. However, specific toxicity and safety data should be reviewed before handling, as with any chemical substance. Overall, this compound represents a fascinating area of study within organic chemistry, particularly in the context of drug design and development.

Formula: C₁₃H₉N₃O₆

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)

InChI key: InChIKey=KVRCAGKHAZRSQX-UHFFFAOYSA-N

SMILES: O=C1C=2C(C(=O)N1C3C(=O)NC(=O)CC3)=CC=CC2N(=O)=O

Synonyms:

• 1H-isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-4-nitro-
• 2-(2,6-Dioxo-3-piperidinyl)-4-nitro-1H-isoindole-1,3(2H)-dione
• 2-(2,6-Dioxopiperidin-3-Yl)-4-Nitroisoindoline-1,3-Dione
• 2-(2,6-Dioxopiperidin-3-yl)-4-nitro-isoindole-1,3-dione
• 4-Nitro-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione
• 4-Nitrothalidomide
• Ec1-078
• Phthalimide, N-(2,6-dioxo-3-piperidyl)-3-nitro-

1H-​Isoindole-​1,​3(2H)​-​dione, 2-​(2,​6-​dioxo-​3-​piperidinyl)​-​4-​nitro-

CAS: 19171-18-7

Formula: C₁₃H₉N₃O₆

Purity: 97%

Color and Shape: Solid

Molecular weight: 303.2271

Ref: IN-DA002FFU

4-Nitrothalidomide

CAS: 19171-18-7

4-Nitrothalidomide is a modified form of thalidomide that inhibits the growth and proliferation of HUVEC cells and is commonly used in the synthesis of pomalidomide, which has anticancer potential.

Formula: C₁₃H₉N₃O₆

Purity: 99.94%

Color and Shape: Solid

Molecular weight: 303.23

Ref: TM-T206043

Pomalidomide Impurity 5

CAS: 19171-18-7

Formula: C₁₃H₉N₃O₆

Color and Shape: Gray Solid

Molecular weight: 303.23

Ref: 4Z-P-178006

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

CAS: 19171-18-7

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

Purity: 99%

Molecular weight: 303.23g/mol

Ref: 54-OR95510

Pomalidomide Impurity D

CAS: 19171-18-7

Formula: C₁₃H₉N₃O₆

Molecular weight: 303.23

Ref: ST-EA-CP-P25001

4-Nitrothalidomide-d2

Controlled Product

CAS: 19171-18-7

Formula: C₁₃D₂H₇N₃O₆

Color and Shape: Neat

Molecular weight: 305.24

Ref: TR-N565527

4-Nitrothalidomide

CAS: 19171-18-7

Formula: C₁₃H₉N₃O₆

Purity: 97%

Color and Shape: Solid

Molecular weight: 303.049

Ref: 10-F335464

4-Nitrothalidomide

CAS: 19171-18-7

Applications 4-Nitrothalidomide is a compound involved in the preparation of Pomalidomide (P688200), a thalidomide derivative and potent inhibitor of TNF-α production.
References Huang, D., et al.: Syn. Comm., 46, 1343-1348 (2016); Ruchelman, A. et al.: Bioorg. Med. Chem. Lett., 23, 360 (2013); Latif, T. et al.: Exp. Hematol. Oncol., 1, 27 (2012); Man, H. et al.: Bioorg. Med. Chem. Lett., 13, 3415 (2003); Muller, G. et al.: Bioorg. Med. Chem. Lett., 9, 1625 (1999)

Formula: C₁₃H₉N₃O₆

Color and Shape: Neat

Molecular weight: 303.23

Ref: TR-N565525

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

CAS: 19171-18-7

2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione is an anti-inflammatory drug that has been shown to inhibit the production of prostaglandins. It inhibits the synthesis of prostaglandins by inhibiting cyclooxygenase enzymes. 2-(2,6Dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione also has angiogenic activity and can be used as a potential treatment for inflammatory diseases such as rheumatoid arthritis. The drug is not active against cancer cells and has no toxic effects on healthy cells unlike other drugs in this class.

Formula: C₁₃H₉N₃O₆

Purity: Min. 95%

Molecular weight: 303.23 g/mol

Ref: 3D-FD165191