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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:
Molecular Weight:
96.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
J Kolls et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 205(3), 220-229 (1994-03-01)
Nitric oxide is believed to participate in nonspecific cellular immunity. Gram negative bacterial endotoxins increase the production of reactive nitrogen intermediates (RNI) in phagocytic cells by inducing the enzyme nitric oxide synthase II (NOS II). Anti-inflammatory glucocorticoids attenuate endotoxin-induced increases
Crystal structure of 3-amino-1,2,4-triazin-5(2H)-one.
Long-Chih Hwang et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 18(6), 723-724 (2002-06-27)
S S Greenberg et al.
Life sciences, 57(21), 1949-1961 (1995-01-01)
We evaluated the effect of in vivo and in vitro administration of nitro-containing and nitro-deficient L-arginine-derived nitric oxide (NO) synthase inhibitors on the measurement of NO in plasma, urine and HEPES buffered physiologic salt solution (PSS) by ozone chemiluminescence and

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