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3-Carboxypropyl triphenylphosphonium bromide
PRICE INQUIRYCatalog Number
ACM17857146
Product Name
3-Carboxypropyl triphenylphosphonium bromide
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/17857-14-6.gif)
CAS
17857-14-6
Synonyms
(4-Hydroxy-4-oxobutyl)triphenylphosphonium bromide
IUPAC Name
3-carboxypropyl(triphenyl)phosphanium;bromide
Molecular Weight
429.29
Molecular Formula
C22H22O2PBr
Canonical SMILES
C1=CC=C(C=C1)[P+](CCCC(=O)O)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-];
InChI
NKVJKVMGJABKHV-UHFFFAOYSA-N
InChI Key
InChI=1S/C22H21O2P.BrH/c23-22(24)17-10-18-25(19-11-4-1-5-12-19,20-13-6-2-7-14-20)21-15-8-3-9-16-21;/h1-9,11-16H,10,17-18H2;1H
Melting Point
244-247 °C(lit.)
Purity
98%
Appearance
Solid
Complexity
359
Covalently-Bonded Unit Count
2
Exact Mass
428.054g/mol
H-Bond Acceptor
3
H-Bond Donor
1
Heavy Atom Count
26
Isomeric SMILES
C1=CC=C(C=C1)[P+](CCCC(=O)O)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
Monoisotopic Mass
428.054g/mol
Rotatable Bond Count
7
Topological Polar Surface Area
37.3A^2
Application
3-Carboxypropyl triphenylphosphonium bromide serves multiple purposes, primarily as a versatile reagent in various chemical and biological applications. It is utilized in the synthesis of sphingosine 1-phosphate-1 receptor antagonists, which are significant in studying numerous cellular processes. Furthermore, this compound plays a crucial role in the preparation of mitochondrial vitamin E metabolites, aiding in the exploration of mitochondrial functions. Its utility extends to the development of benzosuberene analogs, known for inhibiting tubulin assembly and exhibiting cytotoxic properties. Additionally, its efficacy as an antimalarial, antimycobacterial, and antifungal agent, as well as an inhibitor of protein tyrosine phosphatase, highlights its value in pharmaceutical research and development.
April 10, 2025
Highly Effective Reagent for Mitochondrial Function Study
I've used 3-Carboxypropyl triphenylphosphonium bromide from Alfa Chemistry in synthesizing mitochondrial vitamin E metabolites. The white powder was easy to handle and vital for our research on mitochondrial targets.
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