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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:
93324-65-3
Molecular Weight:
267.75
MDL number:
MFCD00192425
UNSPSC Code:
12352100
PubChem Substance ID:
24865033
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

401633-BULK:
401633-1G:
401633-VAR:
401633-5G:

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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Fabien Giroud et al.
Biosensors & bioelectronics, 87, 957-963 (2016-09-26)
We report the functionalization of multi-walled carbon nanotubes (MWCNTs) electrodes by a bifunctional nitroaromatic molecule accomplished via π-π interactions of a pyrene derivative. DTNB (5,5'-dithiobis(2-nitrobenzoic acid)) has the particularity to possess both electroactivable nitro groups and negatively charged carboxylic groups.
Sudarat Yenjai et al.
Journal of photochemistry and photobiology. B, Biology, 173, 35-42 (2017-05-30)
A new photochemical reagent, succinic acid-1(1-pyrene)methylamide (PMA-SUC), was developed to recognize the specific binding sites on model proteins, egg-white lysozyme and avidin. The interaction of the photochemical reagent with the proteins was studied by UV-Vis, fluorescence spectroscopic methods and docking
Synthesis and fluorescence properties of carbazole based asymmetric functionalized star shaped polymer.
Guzel M, et al.
Journal of the Electrochemical Society, 164(2), H49-H55 (2017)
Reactively formed block and graft copolymers as compatibilizers for polyamide 66/PS blends.
Jeon HK, et al.
Polymer, 45(1), 197-206 (2004)
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)
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