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100625

Sigma-Aldrich

3-Amino-1,2,4-triazine

97%

Synonym(s):

3-Amino-as-triazine, [1,2,4]Triazin-3-ylamine

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About This Item

Empirical Formula (Hill Notation):
C3H4N4
CAS Number:
1120-99-6
Molecular Weight:
96.09
EC Number:
214-324-7
MDL number:
MFCD00006459
UNSPSC Code:
12352100
PubChem Substance ID:
24846419
NACRES:
NA.22

Assay

97%

mp

174-177 °C (lit.)

SMILES string

Nc1nccnn1

InChI

1S/C3H4N4/c4-3-5-1-2-6-7-3/h1-2H,(H2,4,5,7)

InChI key

MJIWQHRXSLOUJN-UHFFFAOYSA-N

General description

3-amino-1,2,4-triazine (ATN) acts as a single molecular carbon nitride precursor during the preparation of mesoporous carbon nitride with high nitrogen content via polymerization. Additionally, it is also used in the synthesis of organometal complexes.

Application

  • Antitumor activity in pharmaceutical applications: A study reported the development of a new library of 3-Amino-1,2,4-Triazine derivatives as PDK1 inhibitors, showing significant antitumor activity against pancreatic ductal adenocarcinoma, indicating its potential in cancer therapeutics (Carbone et al., 2023).
  • Structural analysis in crystallography: The crystal structure and Hirshfeld surface analysis of a complex involving 3-Amino-1,2,4-triazine was detailed, providing insights into the molecular interactions and potential applications in materials science and coordination chemistry (Sangeetha et al., 2018).
  • Catalytic applications in NMR technology: 3-Amino-1,2,4-triazine was used in a study to achieve significant NMR polarization in water using the SABRE technique, demonstrating its role as a catalyst in enhancing NMR sensitivity and its utility in magnetic resonance imaging (Zeng et al., 2014).

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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

100625-1KG:
100625-10G:
100625-VAR:
100625-BULK:
100625-50G:

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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Copper (II) complexes of 3-amino-1, 2, 4-triazine and 2-aminopyrazine: Strategies for designing crystalline materials using coordination polymers
Li L, et al.
Inorganica chimica acta, 362, 3845-3852 (2009)
Jirí Hanusek et al.
Organic & biomolecular chemistry, 5(3), 478-484 (2007-01-26)
Contrary to a previous report, the sulfurisation of phosphorus(III) derivatives by 3-amino-1,2,4-dithiazole-5-thione (xanthane hydride) does not yield carbon disulfide and cyanamide as the additional reaction products. The reaction of xanthane hydride with triphenyl phosphine or trimethyl phosphite yields triphenyl phosphine
Grant Abernethy et al.
Journal of chromatography. A, 1285, 165-167 (2013-03-12)
A rapid liquid chromatography-mass spectrometry method to detect 3-amino-1,2,4-triazine (ATZ) in milk was developed as part of a programme to set up methods for detecting the economically motivated adulteration of raw milk with nitrogen-containing compounds. When ATZ was added to
Selective sensing performance of mesoporous carbon nitride with a highly ordered porous structure prepared from 3-amino-1, 2, 4-triazine
Mane GP, et al.
Journal of Materials Chemistry, 8, 2913-2920 (2013)
P A Taheri et al.
The Journal of clinical investigation, 93(1), 147-154 (1994-01-01)
Ultrasonic probes were placed around dog femoral arteries to record blood flow. Hind paw scalding with boiling water (5 s) caused a marked increase in ipsilateral femoral blood flow that persisted for the 2-h observation period. Contralateral femoral blood flow
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