| Identification | More | [Name]
N-(3-BROMOPROPYL)PHTHALIMIDE | [CAS]
5460-29-7 | [Synonyms]
2-(3-BROMOPROPYL)-1H-ISOINDOLE-1,3(2H)-DIONE
2-(3-BROMO-PROPYL)-ISOINDOLE-1,3-DIONE
AKOS 226-47
AURORA KA-570
GAMMA-BROMOPROPYLPHTHALIMIDE
LABOTEST-BB LT00455358
N-(3-BROMOPROPYL)PHTHALIMIDE
TIMTEC-BB SBB003049
N-(3-Bromopropyl)phthahmide
BROMOPROPYLPHTHALIMIDEN3()--
N-(3-Bromopropyl)-Phthalimide~97%
N-(3-Bromopropyl)phthalimide,98%
1H-Isoindole-1,3(2H)-dione, 2-(3-bromopropyl)-
(3-bromopropyl)phthalimide
N-(3-bromopropyl)pthalimide | [EINECS(EC#)]
226-738-5 | [Molecular Formula]
C11H10BrNO2 | [MDL Number]
MFCD00005904 | [Molecular Weight]
268.11 | [MOL File]
5460-29-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
72-74 °C(lit.)
| [Boiling point ]
361℃ | [density ]
1.578 | [refractive index ]
1.6320 (estimate) | [Fp ]
172℃ | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
<1g/l | [form ]
Crystalline Powder or Crystals | [pka]
-2.21±0.20(Predicted) | [color ]
White to light beige | [BRN ]
157547 | [InChI]
InChI=1S/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 | [InChIKey]
VKJCJJYNVIYVQR-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C=CC=C2)C(=O)N1CCCBr | [CAS DataBase Reference]
5460-29-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29251900 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
N-(3-Hydroxypropyl)phthalimide-->1H-Isoindol-1-one, 3-hydroxy--->SODIUM PHTHALIMIDE-->Potassium phthalimide-->1,3-Dibromopropane-->N,N-Dimethylformamide-->Tetrabutylammomium bromide | [Preparation Products]
N,N-Dibutyl-1,3-propanediamine-->N-(3-Aminopropyl)morpholine-->N,N-dipropylpropane-1,3-diamine-->1-(3-Aminopropyl)piperidine-->2-[3-(pyridin-2-ylsulfanyl)propyl]-2,3-dihydro-1H-isoindole-1,3-dione-->2-(3-(3,5-Dimethoxyphenoxy)Propyl)Isoindoline-1,3-Dione-->{[3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propyl]sulfanyl}methanimidamide hydrobromide-->4-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propoxy]benzaldehyde-->Ethyl 2-(3-N-phthalimidopropyl)acetoacetate-->Diethyl [3-(N-phthalimido)propyl]phosphonate, 97%-->2-(3-(Methylthio)propyl)isoindoline-1,3-dione |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
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. | [reaction suitability]
reagent type: cross-linking reagent | [Synthesis]
In 50 mL of DMF, 0.025 mol of phthalimide potassium salt, 0.10 mol of 1,3-dibromopropane and 0.5 g of TBAB were added and the reaction was carried out at 70°C for 2.0 hours. After completion of the reaction, the mixture was cooled to room temperature, poured into ice water and extracted with ethyl acetate. The organic phase was sequentially washed with water, dried, concentrated and allowed to stand overnight to give 5.91 g of N-(3-bromopropyl)phthalimide as a white solid with a melting point of 70-73°C and a yield of 88.3%. | [Purification Methods]
Place it in a Soxhlet and extract it with Et2O, whereby the bis-phthalimido impurity is not extracted. Evaporate the Et2O and recrystallise the residue from EtOH, aqueous EtOH or pet ether. [Gabriel & Weiner Chem Ber 21 2669 1888, Gaudry Can J Chem 31 1060 1953, Beilstein 21/10 V 1277.] | [References]
[1] Patent: CN107382980, 2017, A. Location in patent: Paragraph 0035; 0036; 0037; 0038
[2] Patent: CN107540647, 2018, A. Location in patent: Paragraph 0049-0051
[3] European Journal of Medicinal Chemistry, 2018, vol. 149, p. 69 - 78
[4] Chemistry - A European Journal, 2014, vol. 20, # 6, p. 1530 - 1538
[5] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 7, p. 1223 - 1227 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|