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6-Bromopyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione
[CAS# 1201784-90-8]

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CAS: 1201784-90-8
Product: 6-Bromopyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione
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Identification
ClassificationOrganic raw materials >> Heterocyclic compound >> Triazines
Name6-Bromopyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione
Molecular StructureCAS # 1201784-90-8, 6-Bromopyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione
Molecular FormulaC6H4BrN3O2
Molecular Weight230.02
CAS Registry Number1201784-90-8
EC Number967-954-6
SMILESC1=C2C(=O)NC(=O)NN2C=C1Br
Properties
Density2.3±0.1 g/cm3, Calc.*
Index of Refraction1.850, Calc.*
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol   GHS07 Warning  Details
Risk StatementsH302-H315-H319-H335  Details
Safety StatementsP261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Eye irritationEye Irrit.2AH319
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H335
Acute toxicityAcute Tox.4H302
SDSAvailable
up Discovery and Applications
6-Bromopyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione, also known as BPTD, was discovered through organic synthesis research aimed at developing novel heterocyclic compounds with potential applications in pharmaceuticals and materials science. Its synthesis involves the reaction of appropriate precursors to form the pyrrolo-triazine ring system, followed by bromination to introduce the bromine substituent. The discovery of BPTD represents a significant advancement in heterocyclic chemistry, offering a unique scaffold for the design and synthesis of functional molecules with diverse properties.

BPTD and its derivatives have shown potential as pharmaceutical agents due to their diverse biological activities. Researchers are exploring their use as anti-cancer, anti-inflammatory, and anti-microbial agents. The pyrrolo-triazine scaffold can be modified to enhance target specificity, bioavailability, and therapeutic efficacy.

BPTD-based compounds exhibit interesting electronic and optical properties, making them promising candidates for applications in materials science. They can be incorporated into organic semiconductors for use in electronic devices such as organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and organic field-effect transistors (OFETs). Additionally, BPTD derivatives are being investigated for their potential as fluorescent dyes, sensors, and catalysts in various material systems.

The unique molecular structure of BPTD lends itself to the synthesis of dyes and pigments with specific color and light-absorption properties. BPTD-based dyes find applications in textile dyeing, ink formulations, and colorimetric assays.

BPTD derivatives have shown promise as photosensitizers for photodynamic therapy (PDT), a medical treatment that uses light-activated compounds to selectively destroy cancer cells. By conjugating BPTD with targeting molecules that recognize cancer cells, researchers can deliver the photosensitizer directly to tumor sites. Upon exposure to light of a specific wavelength, BPTD generates reactive oxygen species (ROS) that induce cell death, offering a non-invasive and targeted approach for cancer treatment.

BPTD and its derivatives serve as valuable building blocks in organic synthesis, enabling the construction of complex molecules with diverse functionalities. Chemists utilize BPTD as a starting material or intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its versatility and reactivity make it a valuable tool for accessing novel chemical structures and exploring new reaction pathways.

References

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