78133-84-3

Basic information

• Product Name: (2-AMINOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE
• Synonyms: (2-AMINOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE;(2-Aminobenzyl)triphenylphosphonium bromide 97%
• CAS NO: 78133-84-3
• Molecular Formula: Br*C₂₅H₂₃NP
• Molecular Weight: 448.33
• Product Categories: C-C Bond Formation;Olefination;Wittig Reagents
• Mol File: 78133-84-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 245 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: (2-AMINOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-AMINOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(78133-84-3)
• EPA Substance Registry System: (2-AMINOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE(78133-84-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 78133-84-3(Hazardous Substances Data)

Usage

Description

(2-Aminobenzyl)triphenylphosphonium bromide is a phosphonium salt compound that serves as a versatile reagent in organic synthesis. It is characterized by its ability to participate in various chemical reactions, making it a valuable tool in the synthesis of complex organic molecules.

Uses

Used in Organic Synthesis:
(2-Aminobenzyl)triphenylphosphonium bromide is used as a reactant for intramolecular Wittig reactions, which are a type of olefination reaction used to form carbon-carbon double bonds in organic molecules.
Used in Pharmaceutical Industry:
(2-Aminobenzyl)triphenylphosphonium bromide is used as a reactant for the preparation of 2,3-disubstituted indoles, which are important structural motifs found in various bioactive compounds and pharmaceuticals.
Used in Medicinal Chemistry:
(2-Aminobenzyl)triphenylphosphonium bromide is used as a reactant for the preparation of pyrrolocarbazoles, which are a class of compounds that act as poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors. These inhibitors have potential applications in the treatment of various cancers by targeting DNA repair mechanisms in cancer cells.

InChI:InChI=1/C25H23NP.BrH/c26-25-19-11-10-12-21(25)20-27(22-13-4-1-5-14-22,23-15-6-2-7-16-23)24-17-8-3-9-18-24;/h1-19H,20,26H2;1H/q+1;/p-1

Upstream product

• 88-72-2 1-methyl-2-nitrobenzene 
• 23308-83-0 (2-nitrobenzyl)triphenylphosphonium bromide 
• 5344-90-1 2-Aminobenzyl alcohol 
• 6399-81-1 triphenylphosphine hydrobromide 

Downstream Products

• 80556-69-0 bromure d'o-acetylaminobenzyltriphenyl-phosphonium 
• 78133-77-4 (2-Acetylamino-benzyl)-triphenyl-phosphonium 
• 101315-53-1 2-(Ethoxycarbonylformamido)benzyltriphenylphosphoniumbromid 
• 80556-72-5 bromure d'o-(nitro-4 benzoylamino)benzyltriphenylphosphonium 
• 78133-80-9 [2-(4-Nitro-benzoylamino)-benzyl]-triphenyl-phosphonium 
• 80556-73-6 bromure d'o-(methoxy-4 benzoylamino)benzyltriphenylphosphonium 
• 80556-71-4 bromure d'o-benzoylaminobenzyltriphenylphosphonium 
• 137795-02-9 (2-Pent-4-enoylamino-benzyl)-triphenyl-phosphonium; bromide 
• 123217-81-2 [2-((E)-2-Methyl-but-2-enoylamino)-benzyl]-triphenyl-phosphonium; bromide 
• 123217-79-8 [2-((E)-But-2-enoylamino)-benzyl]-triphenyl-phosphonium; bromide 
• 123217-80-1 [2-(3-Methyl-but-2-enoylamino)-benzyl]-triphenyl-phosphonium; bromide 
• 101315-50-8 2-(Phenylglyoxyloylamino)benzyltriphenylphosphoniumbromid 
• 1465031-27-9 (E)-1-(tert-butoxycarbonyl)-2-(1-(4-((tert-butoxycarbonyl)oxy)phenyl)-3-methoxy-3-oxoprop-1-en-2-yl)-1H-indole-3-carboxylic acid 
• 1465030-33-4 (E)-methyl α-(3-formyl-1H-indol-2-yl)-β-(4-benzyloxy-3-methoxyphenyl)acrylate 

Relevant articles and documents

A formal approach to the cyanobacterial sunscreen indole, prenostodione

The synthesis of the indole sunscreen pigment prenostodione was attempted via an LDA-initiated condensation of N-carbamate indole-2-methyl ester 22 with 4-[(t-butyldimethylsilyl)oxy]benzaldehyde (14) and a late-stage Vilsmeier-Haack formylation. Difficulties with the ensuing oxidation required installation of a C-3 carboxylic acid necessitating the use of a recently reported protocol and thus a formal synthesis of the natural product was realized from 2-aminobenzyl alcohol (17) in nine steps.

Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases

The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

Modulators of ATP-binding cassette transporters

Compounds of the present invention and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.