Identification | More | [Name]
[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide | [CAS]
27710-82-3 | [Synonyms]
(3-DIMETHYLAMINOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE HYDROBROMIDE PHOSPHONIUM, [3-(DIMETHYLAMINO)PROPYL]TRIPHENYL BROMIDE HYDROBROMIDE (3-dimethylaminopropyl)triphenylphospho-nium brom.hydrobromi PHOSPHONIUM,[3-(DIMETHYLAMINO)PROPYL]TRIPHENYL BROMIDE HBr [3-(Dimethylamino)propyl]triphenyl bromide hydrobromide (3-DIMETHYLAMINOPROPYL)-TRIPHENYL-PHOSPH forOlopatadine PHOSPHONIUM, [3-(DIMETHYLAMINO)PROPYL]TRIPHENYL BROMIDE HYDROBROMIDE (FOR OLOPATADINE) [3-(Dimethylamino)propyl] triphenylphosphonium bromide hydrobromide ( For Olopatadine ) [3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide (Olopatadine) (3-DIMETHYLAMINOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE HYDROBROMIDE 98% (3-DIMETHYLAMINOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE HBR | [EINECS(EC#)]
608-135-2 | [Molecular Formula]
C23H28Br2NP | [MDL Number]
MFCD00077740 | [Molecular Weight]
509.26 | [MOL File]
27710-82-3.mol |
Chemical Properties | Back Directory | [Melting point ]
283-285 °C
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Off-White | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C23H27NP.2BrH/c1-24(2)19-12-20-25(21-13-6-3-7-14-21,22-15-8-4-9-16-22)23-17-10-5-11-18-23;;/h3-11,13-18H,12,19-20H2,1-2H3;2*1H/q+1;;/p-1 | [InChIKey]
NEQVFHFOWYYPBS-UHFFFAOYSA-M | [SMILES]
[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CCCN(C)C.[Br-].Br | [CAS DataBase Reference]
27710-82-3(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
3-10 |
Hazard Information | Back Directory | [Uses]
(3-(Dimethylamino)propyl)triphenylphosphonium bromide is used as a reactant for preparing chlorpheniramine analogs reverse chloroquine resistance in Plasmodium falciparum by inhibiting PfCRT. | [Synthesis]
To a suspension of (3-bromopropyl)triphenylphosphonium bromide (1.0 g, 2.1 mmol) in ethanol (5 mL) was slowly added 40% aqueous dimethylamine (3 mL) at room temperature. The reaction mixture was transferred to a sealed microwave reaction tube and heated at 100 °C with stirring for 30 min. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by recrystallization in acetonitrile to afford [3-(dimethylamino)propyl]triphenylphosphonium bromide hydrobromide (0.90 g, 82% yield) as a white solid, which was used directly in the subsequent reaction.ESI MS m/z 348.3 (corresponding to Ph3PCH2CH2CH2CH2NMe2+ ions). | [References]
[1] Patent: WO2012/79017, 2012, A1. Location in patent: Page/Page column 68 [2] Patent: US2007/232814, 2007, A1. Location in patent: Page/Page column 24 |
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