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[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide

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CAS:27710-82-3
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CAS:27710-82-3
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CAS:27710-82-3
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CAS:27710-82-3
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CAS:27710-82-3
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[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide manufacturers

[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide Basic information
Product Name:[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide
Synonyms:(3-DIMETHYLAMINOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE HYDROBROMIDE 98%;(3-DIMETHYLAMINOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE HBR;(3-DIMETHYLAMINOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE HYDROBROMIDE;[3-(Dimethylamino)pr;[3-(DiMethylaMino)propyl]triphenylphosphoniuM broM;triphenylphosphoniuM broMide hydrobroMide;(3-(DiMethylaMino)propyl)triphenylphosphoniuM broMide hydrobroMide puruM;(3-diMethylaMinopropyl)triphenylphospho-niuM broMo hydrobroMide
CAS:27710-82-3
MF:C23H28Br2NP
MW:509.27
EINECS:608-135-2
Product Categories:APIs Intermediate;K00001
Mol File:27710-82-3.mol
[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide Structure
[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide Chemical Properties
Melting point 283-285 °C
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color Off-White
Stability:Hygroscopic
InChIInChI=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
InChIKeyNEQVFHFOWYYPBS-UHFFFAOYSA-M
SMILES[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CCCN(C)C.[Br-].Br
CAS DataBase Reference27710-82-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
3-10
MSDS Information
ProviderLanguage
SigmaAldrich English
[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide Usage And Synthesis
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
(3-BROMOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE

3607-17-8

Dimethylamine

124-40-3

[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide

27710-82-3

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
[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide Preparation Products And Raw materials
Raw materials(3-BROMOPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE-->Dimethylamine
Preparation ProductsOlopatadine-->Olopatadine hydrochloride-->(E)-Olopatadine Hydrochloride
Tag:[3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide(27710-82-3) Related Product Information
Scopolamine hydrobromide Sodium bromate Clidinium bromide Hydrogen bromide Propyl gallate (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE Propyl butyrate HYOSCINE N BUTYL BROMIDE BP Ethidium bromide DEXTROMETHORPHAN HYDROBROMIDE Methyl bromide Olopatadine 3-((Dimethylamino)propyl)triphenylphosphonium bromide (3-AMINOPROPYL)DIPHENYLPHOSPHINE [3-(Dimethylamino)propyl]triphenylphosphonium bromide hydrobromide Bromide