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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

Quality Level

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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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
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
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)
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

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