CAS 5460-29-7

N-(3-Bromopropyl)phthalimide

Description:

N-(3-Bromopropyl)phthalimide is an organic compound characterized by its phthalimide structure, which is a cyclic imide derived from phthalic acid. It features a bromopropyl group attached to the nitrogen atom of the phthalimide moiety. This compound is typically a white to off-white solid and is known for its reactivity due to the presence of the bromine atom, which can participate in nucleophilic substitution reactions. The phthalimide group contributes to its stability and can also serve as a protective group in organic synthesis. N-(3-Bromopropyl)phthalimide is often utilized in the synthesis of various pharmaceuticals and agrochemicals, as well as in polymer chemistry. Its solubility is generally moderate in organic solvents, and it may exhibit moderate toxicity, necessitating appropriate safety precautions during handling. As with many brominated compounds, it is important to consider environmental and health impacts, particularly regarding its persistence and potential bioaccumulation.

Formula: C₁₁H₁₀BrNO₂

InChI: InChI=1/C11H10BrNO2/c12-6-3-7-13-10(14)8-4-1-2-5-9(8)11(13)15/h1-2,4-5H,3,6-7H2

InChI key: InChIKey=VKJCJJYNVIYVQR-UHFFFAOYSA-N

SMILES: c1ccc2c(c1)C(=O)N(CCCBr)C2=O

Synonyms:

• (3-Bromopropyl)phthalimide
• (γ-Bromopropyl)phthalimide
• 1-Phthalimido-3-bromopropane
• 1H-Isoindole-1,3(2H)-dione, 2-(3-bromopropyl)-
• 2-(3-Bromopropyl)-1H-isoindol-1,3(2H)-dione
• 2-(3-Bromopropyl)-2,3-dihydro-1H-isoindol-1,3-dione
• 2-(3-Bromopropyl)-2,3-dihydro-1H-isoindole-1,3-dione
• 2-(3-Bromopropyl)Isoindoline-1,3-Dione
• 2-(3-Bromopropyl)isoindole-1,3-dione
• 2-(3-bromopropyl)-1H-isoindole-1,3(2H)-dione
• 3-(Phthalimido)propyl bromide
• 3-Bromo-N-phthaloylpropylamine
• NSC 24937
• NSC 25170
• Phthalimide, N-(3-bromopropyl)-

N-(3-Bromopropyl)phthalimide

CAS: 5460-29-7

Formula: C₁₁H₁₀BrNO₂

Purity: >98.0%(HPLC)(N)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 268.11

Ref: 3B-B1328

N-(3-Bromopropyl)phthalimide, 98%

CAS: 5460-29-7

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₁H₁₀BrNO₂

Purity: 98%

Color and Shape: Crystalline powder or powder, White to cream or pale yellow

Molecular weight: 268.11

Ref: 02-A15587

N-(3-Bromopropyl)phthalimide

CAS: 5460-29-7

Formula: C₁₁H₁₀BrNO₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 268.1066

Ref: IN-DA0035AF

N-(3-Bromopropyl)phthalimide

CAS: 5460-29-7

Formula: C₁₁H₁₀BrNO₂

Purity: ≥ 95.0%

Color and Shape: White solid

Molecular weight: 268.12

Ref: 7W-GM7800

N-(3-Bromoprop-1-yl)phthalimide

CAS: 5460-29-7

N-(3-Bromoprop-1-yl)phthalimide

Purity: 98%

Molecular weight: 268.11g/mol

Ref: 54-OR46012

N-(3-Bromopropyl)phthalimide

CAS: 5460-29-7

Formula: C₁₁H₁₀BrNO₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 268.11

Ref: 10-F002710

N-(3-Bromopropyl)phthalimide-d6

Controlled Product

CAS: 5460-29-7

Formula: C₁₁H₄D₆BrNO₂

Color and Shape: Neat

Molecular weight: 274.15

Ref: TR-B688637

N-(3-Bromopropyl)phthalimide

Controlled Product

CAS: 5460-29-7

Applications N-(3-Bromopropyl)phthalimide is used in synthesis of several organic compounds including that of flavonoid derivatives which act as selective ABCC1 modulators with potential use as pharmacological tools for investigation of the role of ABCC1. It is also used in the synthesis of Hederagenin which is a triterpene template for the development of new antitumor compounds.
References Obreque, B., et al.: Eur. J. Med. Chem., 109, 124 (2016); Rodriguez-Hernandez, D., et al.: Eur. J. Med. Chem., 105, 57 (2015);

Formula: C₁₁H₁₀BrNO₂

Color and Shape: Neat

Molecular weight: 268.11

Ref: TR-B688636

N-(3-Bromopropyl)phthalimide

CAS: 5460-29-7

Formula: C₁₁H₁₀BrNO₂

Molecular weight: 268.11

Ref: ST-EA-CP-C23078

N-(3-Bromopropyl)phthalimide

CAS: 5460-29-7

N-(3-Bromopropyl)phthalimide is a chiral compound that can be used as a linker in the synthesis of ornithine. It is also an antibacterial agent. N-(3-Bromopropyl)phthalimide binds to the N-terminal amino group of ornithine and reacts with nucleophilic attack on the carbonyl carbon, forming the corresponding amide. The second-order rate constant for this reaction was measured to be 0.037 M-1s-1 at 25°C and pH 7. Photosensitizers such as silver nitrate are added to react with N-(3-bromopropyl)phthalimide and generate reactive oxygen species (ROS), which leads to surface-enhanced Raman scattering (SERS). SERS has been shown to be a useful technique for detecting N-(3-bromopropyl)phthalimide in food products.

Formula: C₁₁H₁₀BrNO₂

Color and Shape: Powder

Molecular weight: 268.11 g/mol

Ref: 3D-FB53575