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(2-DIMETHYLAMINOETHYL)TRIPHENYLPHOSPHONIUM BROMIDE is an almost white to yellow-brown powder that is a polymerizable cationic surfactant. It is known for its ability to intercalate montmorillonite (MMT) and is used in the synthesis of polystyrene-clay nanocomposite materials. Additionally, it is utilized in the synthesis of some analogs of morphine 6-glucuronide through Wittig reactions.

21331-80-6

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21331-80-6 Usage

Uses

Used in Polymer and Material Science Industry:
(2-DIMETHYLAMINOETHYL)TRIPHENYLPHOSPHONIUM BROMIDE is used as a polymerizable cationic surfactant for the intercalation of montmorillonite (MMT). This application is crucial in the synthesis of polystyrene-clay nanocomposite materials, which have improved properties such as enhanced mechanical strength, thermal stability, and barrier properties compared to their pure polymer counterparts.
Used in Pharmaceutical Chemistry:
(2-DIMETHYLAMINOETHYL)TRIPHENYLPHOSPHONIUM BROMIDE is used as a key intermediate in the synthesis of some analogs of morphine 6-glucuronide. This application is significant in pharmaceutical chemistry, as these analogs have potential therapeutic uses, particularly in the management of pain and addiction. The use of Wittig reactions in their synthesis allows for the creation of a variety of structurally diverse compounds with potential medicinal properties.

Check Digit Verification of cas no

The CAS Registry Mumber 21331-80-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,3,3 and 1 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 21331-80:
(7*2)+(6*1)+(5*3)+(4*3)+(3*1)+(2*8)+(1*0)=66
66 % 10 = 6
So 21331-80-6 is a valid CAS Registry Number.
InChI:InChI=1/C22H25NP.BrH/c1-23(2)18-19-24(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h3-17H,18-19H2,1-2H3;1H/q+1;/p-1

21331-80-6 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • TCI America

  • (D1654)  2-Dimethylaminoethyltriphenylphosphonium Bromide  >98.0%(T)

  • 21331-80-6

  • 5g

  • 380.00CNY

  • Detail
  • TCI America

  • (D1654)  2-Dimethylaminoethyltriphenylphosphonium Bromide  >98.0%(T)

  • 21331-80-6

  • 25g

  • 1,150.00CNY

  • Detail
  • Alfa Aesar

  • (L00917)  (2-Dimethylaminoethyl)triphenylphosphonium bromide, 98%   

  • 21331-80-6

  • 10g

  • 281.0CNY

  • Detail
  • Alfa Aesar

  • (L00917)  (2-Dimethylaminoethyl)triphenylphosphonium bromide, 98%   

  • 21331-80-6

  • 50g

  • 1157.0CNY

  • Detail

21331-80-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(dimethylamino)ethyl-triphenylphosphanium,bromide

1.2 Other means of identification

Product number -
Other names EINECS 244-335-2

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:21331-80-6 SDS

21331-80-6Relevant academic research and scientific papers

Heterocyclic compound serving as SOS1 inhibitor

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Paragraph 0166-0168, (2021/08/06)

The invention provides a compound serving as an SOS1 inhibitor, and particularly provides a compound with a structure as shown in a formula (I), or an optical isomer, a pharmaceutically acceptable salt, a prodrug, a deuterated derivative, a hydrate and a solvate of the compound. The compound can be used for treating or preventing diseases or symptoms related to the activity or expression quantity of SOS1.

Chlorpheniramine Analogues Reverse Chloroquine Resistance in Plasmodium falciparum by Inhibiting PfCRT

Deane, Karen J.,Summers, Robert L.,Lehane, Adele M.,Martin, Rowena E.,Barrow, Russell A.

, p. 576 - 581 (2014/06/09)

The emergence and spread of malaria parasites that are resistant to chloroquine (CQ) has been a disaster for world health. The antihistamine chlorpheniramine (CP) partially resensitizes CQ-resistant (CQR) parasites to CQ but possesses little intrinsic antiplasmodial activity. Mutations in the parasite's CQ resistance transporter (PfCRT) confer resistance to CQ by enabling the protein to transport the drug away from its site of action, and it is thought that resistance-reversers such as CP exert their effect by blocking this CQ transport activity. Here, a series of new structural analogues and homologues of CP have been synthesized. We show that these compounds (along with other in vitro CQ resistance-reversers) inhibit the transport of CQ via a resistance-conferring form of PfCRT expressed in Xenopus laevis oocytes. Furthermore, the level of PfCRT-inhibition was found to correlate well with both the restoration of CQ accumulation and the level of CQ resensitization in CQR parasites.

Synthesis of 2-(N-disubstituted amino)ethyltriphenylphosphonium bromides

Rao, G. Venkateswara,Reddy, G. Chandrasekara

, p. 824 - 826 (2008/04/13)

2-(N-Disubstituted amino)ethyltriphenylphosphonium bromides are prepared in quantitative yields with high purity by reacting secondary amines with 2-methoxyethyltriphenylphosphonium bromide under aqueous conditions. The differential reactivity of this reagent offers advantages for the preparation of aminoethyltriphenylphosphonium bromides possessing nucleophiles such as hydroxy groups.

PREPARATION DE SELS D'AMINOALKYLPHOSPHONIUMS

Dantas, T. N. de Castro,Laval, J. P.,Lattes, A.

, p. 97 - 106 (2007/10/02)

Three synthetic methods have been applied to prepare amino phosphonium salts: (C6H5)3P+-(CH2)n-N-.The best ways have been determined for different n values and different substituents on the nitrogen atom.In all cases, yields are better with n=3, but no intramolecular stabilization has been detected.

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