2305-85-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Quinazolinamine, 5,6,7,8-tetrahydro(9CI) is used as a precursor in the synthesis of pharmaceutical drugs for its diverse pharmacological properties. It serves as a key intermediate in the development of new drug candidates with potential applications in treating various diseases and conditions.
Used in Antiviral Applications:
In the field of antiviral research, 2-Quinazolinamine, 5,6,7,8-tetrahydro(9CI) is utilized for its antiviral properties, contributing to the development of drugs that can combat viral infections effectively.
Used in Antifungal Applications:
2-Quinazolinamine, 5,6,7,8-tetrahydro(9CI) is also employed in antifungal applications, where it is used to develop drugs that target and eliminate fungal infections, providing a therapeutic solution for various fungal-related conditions.
Used in Anticancer Applications:
2-Quinazolinamine, 5,6,7,8-tetrahydro(9CI) is used in the development of anticancer drugs, leveraging its potential to inhibit the growth and proliferation of cancer cells, thus offering a promising avenue for cancer treatment.
Used in Neurological and Psychiatric Disorders Treatment:
2-Quinazolinamine, 5,6,7,8-tetrahydro(9CI) has been studied for its potential use in the treatment of neurological and psychiatric disorders, where it may help modulate the activity of certain enzymes and receptors, contributing to the development of therapeutic agents for these conditions.
Used in Enzyme and Receptor Modulation:
2-Quinazolinamine, 5,6,7,8-tetrahydro(9CI) is utilized in research for its ability to modulate the activity of enzymes and receptors in the body, which can be instrumental in the development of drugs targeting specific biological pathways and mechanisms.

InChI:InChI=1/C8H11N3/c9-8-10-5-6-3-1-2-4-7(6)11-8/h5H,1-4H2,(H2,9,10,11)

Upstream product

• 6135-19-9 2-((dimethylamino)methylene)cyclohexanone 
• 50-01-1 guanidine hydrochloride 
• 108-94-1 cyclohexanone 
• 1680-73-5 2-chlorocyclohexene-1-carboxaldehyde 
• 506-93-4 guanidine nitrate 
• 86029-83-6 2-(2-phenyl-1-ethenyl)cyclohexanone 
• 766-97-2 4-n-methylphenylacetylene 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 536-74-3 phenylacetylene 
• 593-85-1 diguanidine carbonate 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 64-17-5 ethanol 
• 4418-61-5 5-aminotetrazole 
• 5396-14-5 ethyl 2-oxo-2-(2-oxocyclohexyl)acetate 

Downstream Products

• 71119-34-1 4-amino-N-(5,6,7,8-tetrahydro-quinazolin-2-yl)-benzenesulfonamide 
• 651756-28-4 4-acetylamino-N-(5,6,7,8-tetrahydro-quinazolin-2-yl)-benzenesulfonamide 

Relevant academic research and scientific papers

Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines

A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.

A One-Pot Synthesis of 2-Aminopyrimidines from Ketones, Arylacetylenes, and Guanidine

The three-component reaction of ketones, arylacetylenes, and guanidine catalyzed by the KOBut/DMSO system leads to 2-aminopyrimidines in up to 80% yield. Depending on structure of the starting ketones, the aromatization of intermediate dihydropyrimidines occurs either with loss of hydrogen molecules or methylbenzenes. The latter process takes place in the ketones, in which one of the substituents is not a methyl group. The reaction conditions are tolerable for dialkyl-, aryl(hetaryl) alkyl-, and cycloalkyl ketones.

2-Aminopyrimidines in just two steps from ketones, acetylenes and guanidine via β,γ enones

Available β,γ-enones, the products of nucleophilic addition of ketones to phenylacetylene, react with guanidine in the KOH / DMSO system at 70?°C to give 2-aminopyrimidines in up to 72% yield.

New polycyclic pyrimidine derivatives with antiplatelet in vitro activity: Synthesis and pharmacological screening

The preparation and the pharmacological screening of novel anti-aggregatory/antiphlogistic polycyclic pyrimidine derivatives are described. The compounds were developed starting from bioactive 2-aminobenzopyranopyrimidine derivatives in order to assess the importance of the benzopyrano[4,3-d]pyrimidine structure and the role of an amino basic moiety in position 2. Antiplatelet activity was assessed in vitro against ADP and arachidonic acid-induced aggregation in guinea-pig plasma. Anti-inflammatory/analgesic/antipyretic activities were studied in rat paw oedema, mouse writhing test and E coli-induced rat fever. Ulcerogenic and gastroprotective effects were also investigated in vivo on rat gastric mucosa. Among the tested compounds, the 5-substituted benzopyranopyrimidine derivatives 3d and 4d proved to be the most active antiplatelet agents as potent as acetylsalicylic acid against arachidonic acid-stimulated aggregation. Furthermore the 2-methylthio derivative 4d was endowed with greater efficacy against ADP aggregation suggesting that additional non-TXA2 dependent mechanisms are involved in its biological activity. Orally administered at 100mgkg-1 in rats this latter compound displayed antiphlogistic acitivity comparable to indomethacin (10 mg kg -1) coupled with an unusual gastroprotective effect on ethanol-induced ulcers. In conclusion, these findings indicate that the 5-pyrrolidino-2-methylthiobenzopyrano[4,3-d]pyrimidine 4d fulfils the chemical requirements to exhibit antiplatelet activity associated with gastroprotective effect. Copyright