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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
Pricing and availability is not currently available.

Quality Level

200

Assay

95%

form

powder

mp

258 °C (dec.) (lit.)

functional group

amine

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

Related Categories

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.[1]
  • An electrochemical electrode of reduced graphene oxide bound with pyrene functionalized folic acid derivative.[2]

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).[3]
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.[4]
1-Pyrenemethylamine hydrochloride has been used in the preparation of 1-pyrenemethylamine.[5] 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.[6] 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[7]
  • 2(pyren-1-ylmethyl-{2-[6-(2-{[(pyren-1-ylmethyl)-amino]-methyl}- phenoxymethyl)-pyridin-2-ylmethoxy])-benzyl}-amine[7]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS3461
MKCR1534
MKCQ5955
MKCP5650
MKCP0851

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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)
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
Reactively formed block and graft copolymers as compatibilizers for polyamide 66/PS blends.
Jeon HK, et al.
Polymer, 45(1), 197-206 (2004)
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)
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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