55290-73-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-3-chloro-2-hydroxypyridine is used as an active pharmaceutical ingredient for the development of certain types of medications. Its unique chemical structure allows it to interact with biological targets, making it a valuable component in drug discovery and formulation.
Used in Dye Industry:
In the dye industry, 4-Amino-3-chloro-2-hydroxypyridine is used as a key intermediate in the synthesis of various dyes. Its ability to form colored compounds makes it an essential component in the production of dyes for textiles, plastics, and other materials.
Used in Chemical Research:
4-Amino-3-chloro-2-hydroxypyridine is used as a research chemical in academic and industrial laboratories. Its versatile chemical properties make it a valuable tool for studying reaction mechanisms, testing hypotheses, and developing new synthetic methods in the field of organic chemistry.

InChI:InChI=1/C5H5ClN2O/c6-4-3(7)1-2-8-5(4)9/h1-2H,(H3,7,8,9)

Upstream product

• 38767-72-5 3-deazaC 
• 20265-39-8 4-amino-2-methoxypyridine 

Downstream Products

• 107842-77-3 4-amino-3-chloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyridinone 

Relevant academic research and scientific papers

DIHYDROOROTATE DEHYDROGENASE INHIBITORS

Disclosed are compounds, compositions and methods for treating diseases, disorders, or medical conditions that are affected by the modulation of DHODH. Such compounds are represented by Formula (I) as follows: wherein R1a, R1b, R2, and R3, are defined herein.

Synthesis, Antitumor Activity, and Antiviral Activity of 3-Substituted 3-Deazacytidines and 3-Substituted 3-Deazauridines

Novel 3-substituted analogues of 4-amino-1-β-D-ribofuranosyl-2(1H)-pyridinone (3-deazacytidine, 3) and 4-hydroxy-1-β-D-ribofuranosyl-2(1H)-pyridinone (3-deazauridine, 4) have been synthesized and tested for antitumor and antiviral activity.Thus the 3-chloro (9a), 3-bromo (9b), and 3-nitro (9c) analogues of 3 and the 3-chloro (9d), 3-bromo (9e), and 3-nitro (9f) analogues of 4 were prepared by standard glycosylating procedures.Novel requisite heterocycles 4-amino-3-chloro-2(1H)-pyridinone (7a) and 4-amino-3-bromo-2(1H)-pyridinone (7b) were prepared by halogenating4-amino-2(1H)-pyridinone (5).Requisite heterocycles 4-amino-3-nitro-2(1H)-pyridinone (7c), 3-chloro-4-hydroxy-2(1H)-pyridinone (7d), 3-bromo-4-hydroxy-2(1H)-pyridinone (7e), and 4-hydroxy-3-nitro-2(1H)-pyridinone (7f) were synthesized by known procedures from 4-hydroxy-2(1H)-pyridinone (6).Structure proof of target nucleosides was provided by independent synthesis, 1H NMR, and UV.Compounds 9a-f were devoid of activity against intraperitoneally implanted L1210 leukemia in mice.Compound 9f displayed significant activity against rhinovirus type 34 grown in WISH cells. 4-Amino-3-fluoro-1-β-D-ribofuranosyl-2(1H)-pyridinone (1) displayed good activity against intraperitoneally implanted P388 leukemia in mice, but it was devoid of activity against M5076 sarcoma, amelanotic (LOX) melanoma xenograft, and subrenal capsule human mammary carcinoma MX-1 xenograft in mice.Compound 1 also displayed significant activity against rhinovirus type 34.

4-amino-3-halo-2-pyridinone nucleoside and nucleotide compounds

4-Amino-3-halo-1-β-D-ribofuranosyl-2-(1H)-pyridinone, 4-amino-3-halo-1-(2-deoxy-β-D-pentofuranosyl)-2(1H)-pyridinone, and nucleosides and 4-amino-3-halo-1-(2-deoxy-2,2-difluoroβ-D-pentofuranosyl)-2(1H)-pyridinone nucleosides and nucleotides are useful as antiviral agents and possess in vivo activity against the L1210 murine leukemia cell line.