140910-71-0

Basic information

• Product Name: 8-CHLORO-3-PHENYL[1,2,4]TRIAZOLO[4,3-A]PYRAZINE
• Synonyms: 8-CHLORO-3-PHENYL[1,2,4]TRIAZOLO[4,3-A]PYRAZINE
• CAS NO: 140910-71-0
• Molecular Formula: C₁₁H₇ClN₄
• Molecular Weight: 0
• Mol File: 140910-71-0.mol

Chemical Properties

• Appearance: /
• Solubility: DMSO; Methanol
• CAS DataBase Reference: 8-CHLORO-3-PHENYL[1,2,4]TRIAZOLO[4,3-A]PYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-CHLORO-3-PHENYL[1,2,4]TRIAZOLO[4,3-A]PYRAZINE(140910-71-0)
• EPA Substance Registry System: 8-CHLORO-3-PHENYL[1,2,4]TRIAZOLO[4,3-A]PYRAZINE(140910-71-0)

Safety Data

• Hazardous Substances Data: 140910-71-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
8-Chloro-3-phenyl[1,2,4]triazolo[4,3-a]pyrazine is used as a key intermediate in the synthesis of 5,6,7,8-tetrahydro-3-phenyl-1,2,4-triazolo[4,3-a]pyrazine (T294215). 8-CHLORO-3-PHENYL[1,2,4]TRIAZOLO[4,3-A]PYRAZINE is further utilized in the synthesis of poly(ADP-ribose) polymerase (PARP) inhibitors, which are important in the development of targeted cancer therapies. PARP inhibitors have shown promise in treating various types of cancer by exploiting the DNA repair deficiencies in cancer cells, leading to their selective destruction.

Upstream product

• 100-52-7 benzaldehyde 
• 63286-28-2 2-chloro-3-hydrazinopyrazine 
• 707-07-3 orthobenzoic acid trimethyl ester 

Downstream Products

• 944906-91-6 3-phenyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine 

Relevant articles and documents

tele-Substitution Reactions in the Synthesis of a Promising Class of 1,2,4-Triazolo[4,3- a]pyrazine-Based Antimalarials

We have discovered and studied a tele-substitution reaction in a biologically important heterocyclic ring system. Conditions that favor the tele-substitution pathway were identified: the use of increased equivalents of the nucleophile or decreased equivalents of base or the use of softer nucleophiles, less polar solvents, and larger halogens on the electrophile. Using results from X-ray crystallographic and isotope labeling experiments, a mechanism for this unusual transformation is proposed. We focused on this triazolopyrazine as it is the core structure of the in vivo active antiplasmodium compounds of Series 4 of the Open Source Malaria consortium.

One-pot synthesis of N-fused 1,2,4-triazoles and related heterocycles via I2/TBHP-mediated oxidative C–N bond formation

A metal-free iodine/TBHP-mediated oxidative C–N bond formation for the one-pot synthesis of N-fused 1,2,4-triazoles and related heterocycles via cyclization has been developed. This reaction which is amenable to scale-up affords the corresponding products with good to excellent yields and tolerates a wide range of functional groups.

Methods for Treating Cognitive Disorders Using Inhibitors of Histone Deacetylase

This disclosure relates to compounds for the inhibition of histone deacetylase and treatment of a cognitive disorder or deficit. More particularly, the disclosure provides for compounds of formula (I) wherein Q, J, L and Z are as defined in the specification.

FUSED TRIAZOLE DERIVATIVES AS DIPEPTIDYL PEPTIDASE-IV INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES

The present invention is directed to novel fused triazole derivatives which are inhibitors of the dipeptidyl peptidase-IV enzyme ("DPP-IV inhibitors") and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.