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| | N-(5-Bromopentyl)phthalimide 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%;1H-Isoindole-1,3(2H)-dione, 2-(5-bromopentyl)-;2-(5-bromopentyl)-2,3-dihydro-1H-isoindole-1,3-di
one;N-(5-Bromopentyl)phthalimide;2-(5-Bromopentyl)isoindoline-1,3-dione | | CAS: | 954-81-4 | | MF: | C13H14BrNO2 | | MW: | 296.16 | | EINECS: | 674-061-2 | | Product Categories: | Heterocycles | | Mol File: | 954-81-4.mol |  |
| | N-(5-Bromopentyl)phthalimide Chemical Properties |
| 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 | | pka | -2.13±0.20(Predicted) | | form | powder to crystal | | 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) |
| 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 |
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ALFA
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| | N-(5-Bromopentyl)phthalimide Usage And Synthesis |
| 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 | 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 |
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