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5-Carboxypentyl triphenylphosphonium bromide
PRICE INQUIRYCatalog Number
ACM50889297
Product Name
5-Carboxypentyl triphenylphosphonium bromide
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/50889-29-7.gif)
CAS
50889-29-7
Synonyms
(5-Carboxypentyl)(Triphenyl)Phosphonium Bromide
IUPAC Name
5-carboxypentyl(triphenyl)phosphanium;bromide
Molecular Weight
457.35
Molecular Formula
C24H26BrO2P
Canonical SMILES
C1=CC=C(C=C1)[P+](CCCCCC(=O)O)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-];
InChI
JUWYRPZTZSWLCY-UHFFFAOYSA-N
InChI Key
InChI=1S/C24H25O2P.BrH/c25-24(26)19-11-4-12-20-27(21-13-5-1-6-14-21,22-15-7-2-8-16-22)23-17-9-3-10-18-23;/h1-3,5-10,13-18H,4,11-12,19-20H2;1H
Melting Point
197-201 °C
Purity
98%
Appearance
Solid
Complexity
386
Covalently-Bonded Unit Count
2
Exact Mass
456.085g/mol
H-Bond Acceptor
3
H-Bond Donor
1
Heavy Atom Count
28
Isomeric SMILES
C1=CC=C(C=C1)[P+](CCCCCC(=O)O)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
Monoisotopic Mass
456.085g/mol
Rotatable Bond Count
9
Topological Polar Surface Area
37.3A^2
Application
5-Carboxypentyl triphenylphosphonium bromide serves several important purposes in various fields, particularly in medicine and pharmaceuticals. It functions as a pharmaceutical intermediate and a catalyst, contributing to the synthesis of compounds with significant therapeutic potential. This includes its role in preparing inhibitors for protein tyrosine phosphatase 1B, which hold promise for treating diabetes and obesity. Additionally, it is instrumental in the creation of folate receptor-specific glycinamide ribonucleotide formyltransferase inhibitors, which possess antitumor properties. The compound is also utilized in the synthesis of peptide nucleic acids (PNA), which are noted for their high specific activity, and is involved in the production of roseophilin via the Wittig/aldol methodology.
April 2, 2025
Exceptional Research-Grade [5-Carboxypentyl triphenylphosphonium bromide]
Worked excellently in synthesizing PTP1B inhibitors for diabetes research. The purity and consistency were outstanding, making complex reactions straightforward and reliable. Highly recommend it for pharmaceutical applications and catalyst roles.
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