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401633

Sigma-Aldrich

1-Pyrenemethylamine hydrochloride

95%

Synonym(s):

PMA

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About This Item

Empirical Formula (Hill Notation):
C17H13N · HCl
CAS Number:
Molecular Weight:
267.75
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

powder

mp

258 °C (dec.) (lit.)

SMILES string

Cl[H].NCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C17H13N.ClH/c18-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12;/h1-9H,10,18H2;1H

InChI key

RGNMXKKNDSHTFD-UHFFFAOYSA-N

General description

1-Pyrenemethylamine hydrochloride is an organic building block.

Application

1-Pyrenemethylamine (PyNH2) has also been used for the synthesis of:
  • Pyrenyl hyaluronan (Py-HA), a pyrenyl-based polymer that can be used for the development of pH-triggered drug carriers.
  • An electrochemical electrode of reduced graphene oxide bound with pyrene functionalized folic acid derivative.

It can also be used for the synthesis of 4,6-dichloro-2-pyrenemethylamine-1,3,5-triazine, a precursor to synthesize a star shaped polymer 4,6-bis(9H-carbazol-2-yloxy)-2-(pyrenemethylamine)-1,3,5 triazine (TPC).
1-Pyrenemethylamine hydrochloride (PyNH2) has been used for the loading of human telomerase reverse transcriptase (hTERT) small interfering RNA (siRNA) to the functionalized graphene oxide (GO) for the tumor targeting delivery of siRNA.
1-Pyrenemethylamine hydrochloride has been used in the preparation of 1-pyrenemethylamine. It may be used for the noncovalent functionalization of SWNTs with cationic moieties which binds strongly to the negatively charged phosphate backbone of the DNA. It may be used in the preparation of the following Schiff-base ligand:
  • pyren-1-ylmethyl-[2-(6-{2-[(pyren-1-ylmethylimino)-methyl]-phenoxymethyl}-pyridin-2-ylmethoxy)-benzylidene]-amine
  • 2(pyren-1-ylmethyl-{2-[6-(2-{[(pyren-1-ylmethyl)-amino]-methyl}- phenoxymethyl)-pyridin-2-ylmethoxy])-benzyl}-amine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Liwei Hui et al.
ACS nano, 14(10), 13047-13055 (2020-10-14)
We demonstrate area-selective atomic layer deposition (ALD) of oxides on DNA nanostructures. Area-selective ALD of Al2O3, TiO2, and HfO2 was successfully achieved on both 2D and 3D DNA nanostructures deposited on a polystyrene (PS) substrate. The resulting DNA-inorganic hybrid structure
Assembly of chemically reduced graphene oxide with folic acid functionalized with pyrene moieties and electrochemical sensing of folate receptors.
Kwon B, et al.
Carbon Letters, 27(2), 26-34 (2018)
The preparation of functionalized graphene oxide for targeted intracellular delivery of siRNA.
Yang X, et al.
Journal of Materials Chemistry, 22(14), 6649-6654 (2012)
Intramolecular excimer formation and sensing behavior of new fluorimetric probes and their interactions with metal cations and barbituric acids.
Lodeiro C, et al.
Sensors and Actuators B, Chemical, 115(1), 276-286 (2006)
Reactively formed block and graft copolymers as compatibilizers for polyamide 66/PS blends.
Jeon HK, et al.
Polymer, 45(1), 197-206 (2004)

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