N-(5-BROMOPENTYL)PHTHALIMIDE
- Product Name
- N-(5-BROMOPENTYL)PHTHALIMIDE
- CAS No.
- 954-81-4
- Chemical Name
- N-(5-BROMOPENTYL)PHTHALIMIDE
- Synonyms
- 2-(5-Bromopentyl)isoindoline-1,3-dione;N-(5-BROMOPENTYL)PHTHALIMIDE;N-(5-Bromopentyl)phthalimide 95%;N-(5-Bromopentyl)phthalimide,96%;N-(5-Bromopentyl)phthalimide;2-(5-BROMO-PENTYL)-ISOINDOLE-1,3-DIONE;2-(5-Bromopentyl)-1H-isoindole-1,3(2H)-dione;1H-Isoindole-1,3(2H)-dione, 2-(5-bromopentyl)-;2-(5-bromopentyl)-2,3-dihydro-1H-isoindole-1,3-di one
- CBNumber
- CB1428878
- Molecular Formula
- C13H14BrNO2
- Formula Weight
- 296.16
- MOL File
- 954-81-4.mol
N-(5-BROMOPENTYL)PHTHALIMIDE Property
- Melting point:
- 58 °C
- Boiling point:
- 393.1±25.0 °C(Predicted)
- Density
- 1.459±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- -2.13±0.20(Predicted)
- color
- White to Light yellow
- Water Solubility
- Insoluble in water.
- λmax
- 295nm(EtOH)(lit.)
- BRN
- 177015
- InChI
- 1S/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
- InChIKey
- QKVHAKICMNABGB-UHFFFAOYSA-N
- SMILES
- BrCCCCCN1C(=O)c2ccccc2C1=O
- CAS DataBase Reference
- 954-81-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,N,Xn
- Risk 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
- HS Code
- 2933998090
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Aquatic Acute 1
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H317May cause an allergic skin reaction
H319Causes serious eye irritation
H335May cause respiratory irritation
H400Very toxic to aquatic life
- Precautionary statements
-
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 722499
- Product name
- N-(5-Bromopentyl)phthalimide
- Purity
- 95%
- Packaging
- 25g
- Price
- $203
- Updated
- 2025/07/31
- Product number
- 722499
- Product name
- N-(5-Bromopentyl)phthalimide
- Purity
- 95%
- Packaging
- 5g
- Price
- $66.3
- Updated
- 2023/06/20
- Product number
- B4986
- Product name
- N-(5-Bromopentyl)phthalimide
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $114
- Updated
- 2025/07/31
- Product number
- B4986
- Product name
- N-(5-Bromopentyl)phthalimide
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $454
- Updated
- 2025/07/31
- Product number
- B698576
- Product name
- N-(5-Bromopentyl)phthalimide
- Packaging
- 2.5g
- Price
- $70
- Updated
- 2021/12/16
N-(5-BROMOPENTYL)PHTHALIMIDE Chemical Properties,Usage,Production
Uses
It is a pharmaceutical intermediate and is used in medicine.
Uses
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.
Synthesis
111-24-0
1074-82-4
954-81-4
General method: 1,5-dibromopentane (11.9 mmol) was slowly added to a mixture of phthalimide potassium salt (1 g, 5.4 mmol) and anhydrous K2CO3 (0.82 g, 5.94 mmol) in acetone (15 mL). The reaction mixture was heated to 60-65 °C under argon protection and stirred for 6-10 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water (50 mL) was added to the residue and extracted with dichloromethane (30 mL x 3). The organic phases were combined, washed with saturated aqueous NaCl, dried over anhydrous Na2SO4 and filtered. The solvent was removed by concentration under reduced pressure. The crude product was purified by silica gel column chromatography with dichloromethane/acetone (50:1) as eluent to give N-(5-bromopentyl)phthalimide.
References
[1] Archiv der Pharmazie, 2012, vol. 345, # 7, p. 509 - 516
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 22, p. 9071 - 9088
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 22, p. 5053 - 5059
[4] European Journal of Medicinal Chemistry, 2018, vol. 149, p. 69 - 78
[5] European Journal of Medicinal Chemistry, 2013, vol. 64, p. 529 - 539
N-(5-BROMOPENTYL)PHTHALIMIDE Preparation Products And Raw materials
Raw materials
Preparation Products
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