116419-36-4

Basic information

• Product Name: (3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID
• Synonyms: TIMTEC-BB SBB007109;CHEMBRDG-BB 5673389;ART-CHEM-BB B020481;AKOS B020481;(3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID;(3-NITRO-1H-1,2,4-TRIAZOL-1-YL)ACETIC ACID;1-CARBOXYMETHYL-3-NITRO-1,2,4-TRIAZOLE;Albb-006426
• CAS NO: 116419-36-4
• Molecular Formula: C4H4N4O4
• Molecular Weight: 172.1
• Mol File: 116419-36-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 527.5°C at 760 mmHg
• Flash Point: 272.8°C
• Appearance: /
• Density: 1.94g/cm³
• Vapor Pressure: 5.88E-12mmHg at 25°C
• Refractive Index: 1.743
• CAS DataBase Reference: (3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID(116419-36-4)
• EPA Substance Registry System: (3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID(116419-36-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 116419-36-4(Hazardous Substances Data)

Usage

General Description

"(3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID" is a chemical compound that contains a nitro group and a triazolyl ring. It is used in the synthesis of pharmaceuticals and agrochemicals. (3-NITRO-[1,2,4]TRIAZOL-1-YL)-ACETIC ACID is also a versatile building block in organic chemistry and can be used to create a variety of derivatives with different properties and functions. Its unique structure and reactivity make it a valuable tool for researchers and chemists working in drug discovery, material science, and other fields.

InChI:InChI=1/C4H4N4O4/c9-3(10)1-7-2-5-4(6-7)8(11)12/h2H,1H2,(H,9,10)

Upstream product

• 70965-24-1 ethyl 2-(3-nitro-1H-1,2,4-triazol-1-yl)acetate 

Downstream Products

• 1422967-06-3 C₂₈H₂₇N₅O₅S 

Relevant articles and documents

Synthesis and properties of 1-dinitromethyl-3-R-1,2,4-triazoles

Reductive denitration of 1-trinitromethyl-3-R-1,2,4-triazoles by KI or NH2OH followed by the treatment of the formed 1-dinitromethyl-3-R-1, 2,4-triazoles salts with sulfuric acid yielded dinitromethyl compounds (R = H, N3, Cl, NO2), sufficiently strong CH-acids (pKa 1.37-0.12) whose typical reactions are similar to those of gem-dinitrocompounds from the aliphatic series. The spectral data and the analysis of correlation relations between pKa of 1-dinitromethyl-3-R-1,2,4-triazoles and the substituent constants confirm that their structure is analogous to that of the majority of compounds belonging to the mentioned series. Nauka/Interperiodica 2007.

Scaffold Hopping and Optimization of Maleimide Based Porcupine Inhibitors

Porcupine is an O-acyltransferase that regulates Wnt secretion. Inhibiting porcupine may block the Wnt pathway which is often dysregulated in various cancers. Consequently porcupine inhibitors are thought to be promising oncology therapeutics. A high throughput screen against porcupine revealed several potent hits that were confirmed to be Wnt pathway inhibitors in secondary assays. We developed a pharmacophore model and used the putative bioactive conformation of a xanthine inhibitor for scaffold hopping. The resulting maleimide scaffold was optimized to subnanomolar potency while retaining good physical druglike properties. A preclinical development candidate was selected for which extensive in vitro and in vivo profiling is reported.