954-81-4

Basic information

• Product Name: N-(5-BROMOPENTYL)PHTHALIMIDE
• Synonyms: 2-(5-BROMO-PENTYL)-ISOINDOLE-1,3-DIONE;2-(5-Bromopentyl)-1H-isoindole-1,3(2H)-dione;N-(5-Bromopentyl)phthalimide,96%;N-(5-Bromopentyl)phthalimide 95%;2-(5-Bromopentyl)isoindoline-1,3-dione;N-(5-BROMOPENTYL)PHTHALIMIDE
• CAS NO: 954-81-4
• Molecular Formula: C₁₃H₁₄BrNO₂
• Molecular Weight: 296.16
• EINECS: -0
• Product Categories: Heterocycles
• Mol File: 954-81-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 58 °C
• Boiling Point: 393.1 °C at 760 mmHg
• Flash Point: 191.5 °C
• Appearance: /
• Density: 1.459±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.18E-06mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.13±0.20(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 177015
• CAS DataBase Reference: N-(5-BROMOPENTYL)PHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(5-BROMOPENTYL)PHTHALIMIDE(954-81-4)
• EPA Substance Registry System: N-(5-BROMOPENTYL)PHTHALIMIDE(954-81-4)

Safety Data

• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50/53-43-22
• Safety Statements: 26-36/37/39-61-60-36/37
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 954-81-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 954-81-4 differently. You can refer to the following data:
1. It is a pharmaceutical intermediate and is used in medicine.
2. N-(5-Bromopentyl)phthalimide acts as a reagent in the synthesis of organofluorine isoselenocyanate analogs of sulforaphane with anticancer activity against two breast cancer cell lines. It also functions as a reagent in the preparation of N-[[[[(benzothiazolyl)methyl]thio]pyrimidinyl]hexyl]biotinamide (biotin-BMMP) and determination of its activity toward HIV-1 virus.

InChI:InChI=1/C13H14BrNO2/c14-8-4-1-5-9-15-12(16)10-6-2-3-7-11(10)13(15)17/h2-3,6-7H,1,4-5,8-9H2

Upstream product

• 7736-25-6 2-(pent-4-enyl)-isoindoline-1,3-dione 
• 71510-39-9 2-pentyl-1H-isoindole-1,3(2H)-dione 
• 628-17-1 amyl iodide 
• 1074-82-4 potassium phtalimide 
• 85-44-9 phthalic anhydride 
• 2508-29-4 5-hydroxypentylamine 
• 7789-60-8 phosphorus tribromide 
• 63273-48-3 5-phthalimido-1-pentanol 

Downstream Products

• 25557-46-4 2-(5-(4-phenylpiperazin-1-yl)pentyl)isoindoline-1,3-dione 
• 120991-50-6 1-(2-methoxyphenyl)-4-<5-(2-phthalimido)pentyl>piperazine 
• 120314-07-0 2-[5-(4-Benzhydryl-piperazin-1-yl)-pentyl]-isoindole-1,3-dione 
• 161079-59-0 2-[5-(Benzyl-ethyl-amino)-pentyl]-isoindole-1,3-dione 
• 153506-39-9 2-<5-(phthalimido)pentoxy>benzaldehyde 
• 92487-41-7 2-(5-bromopentyl)-2,3-dihydro-3-hydroxy-3-phenylethynyl-1H-isoindol-1-one 
• 59501-74-5 2-<5-<(phenylmethyl)thio>pentyl>-1H-isoindol-1,3(2H)-dione 
• 65325-35-1 2-[5-(Methyl-phenyl-amino)-pentyl]-isoindole-1,3-dione 
• 173340-05-1 4-amino-5-chloro-N-(1-(5-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-pentyl)piperidin-4-ylmethyl)-2-methoxybenzamide 
• 763907-77-3 5-(4-benzylpiperidin-1-yl)pentan-1-amine 
• 65325-43-1 2-phenyl-13b-hydroxy-1,2,3,4,5,6,7,13b-octahydro-[1,4]diazonino[2,1-a]isoindol-9-one 
• 82583-93-5 (Z)-6-Phenyl-6,7,8,9,10,11-hexahydro-6,11a-diaza-cyclonona[a]inden-12-one 
• 93668-52-1 N-(5-Imidazol-1-yl-pentyl)-4-trifluoromethyl-benzamide 
• 100468-10-8 4-Bromo-N-[5-(1H-1,2,4-triazol-1-yl)pentyl]benzamide 

Relevant articles and documents

Regiodivergent Conversion of Alkenes to Branched or Linear Alkylpyridines

Herein we report a practical protocol for the visible-light-induced regiodivergent radical hydropyridylation of unactivated alkenes using pyridinium salts. This approach provides a unified synthetic platform to control the regioselectivity of the synthesis of linear or branched C4-alkylated pyridines. A remarkable selectivity switch from the anti-Markovnikov to the Markovnikov product can be achieved by the addition of tetrabutylammonium bromide. The versatility of this protocol is further demonstrated based on the late-stage functionalization in pharmaceuticals.

5-ALKOXY TRYPTAMINE DERIVATIVES

Novel 5-alkoxy tryptamine derivatives are provided, corresponding to the general formula: STR1 in which R may be alkaline, X may be amino, and Y is various N-heterocyclic or N-branched chain moieties. The compounds show selective binding to 5-HT 1D receptor subtypes, and have potential pharmaceutical utility in manufacture of migraine-treating drugs.

THE REACTIONS OF LITHIUM ESTER ENOLATES WITH N-(ω-BROMOALKYL)PHTHALIMIDES

In the title reactions, N-(ω-bromoalkyl)phthalimides were ambident electrophiles.The carbanion of straight chain ester enolates (I, R1=H) attacked the carbonyl carbon atom of phthalimide moiety to give several types of compounds.