Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Immunoregulatory agents

A technology of solvates and compounds, applied in the field of compounds that regulate oxidoreductase indoleamine 2,3-dioxygenase, can solve problems such as different functions

Active Publication Date: 2017-08-01
FLEXUS BIOSCI
View PDF33 Cites 37 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

A homolog of IDO (IDO2) has been identified that shares 44% amino acid sequence identity with IDO, but functions largely differently from IDO

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Immunoregulatory agents
  • Immunoregulatory agents
  • Immunoregulatory agents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0364] cis-4-cyano-N-((4-phenylcyclohexyl)methyl)benzamide

[0365]

[0366] Using general procedure B, use a mixture containing cis-(4-phenylcyclohexyl)methanamine (19 mg, 0.1 mmol), 4-cyanobenzoyl chloride (17 mg, 0.1 mmol) and NEt 3 (51 mg, 0.5 mmol) CH 2 Cl 2 (1 mL) was prepared. Purification using silica gel chromatography (10% to 30% EtOAc / hexanes) gave the desired product as a white solid. 1 H NMR (400MHz; CDCl 3 ):δ7.89-7.86(m,2H),7.74-7.71(m,2H),7.32-7.17(m,5H),6.32-6.30(m,1H),3.58(dd,J=7.7,6.0Hz ,2H),2.66-2.59(m,1H),2.06-2.00(m,1H),1.80-1.69(m,8H). m / z 319.3 (M+H + ).

Embodiment 2

[0368] cis-3-cyano-N-((4-phenylcyclohexyl)methyl)benzamide

[0369]

[0370] Using general procedure B, use a mixture containing cis-(4-phenylcyclohexyl)methanamine (19 mg, 0.1 mmol), 3-cyanobenzoyl chloride (17 mg, 0.1 mmol) and NEt 3 (51 mg, 0.5 mmol) CH 2 Cl 2 (1 mL) was prepared. Purification using silica gel chromatography (10% to 30% EtOAc / hexanes) gave the desired product as a white solid. 1 H NMR (400MHz; CDCl 3 ):δ8.09-8.08(m,1H),8.04(dt,J=7.9,1.5Hz,1H),7.76(dt,J=7.7,1.3Hz,1H),7.56(t,J=7.8Hz, 1H), 7.32-7.17(m, 5H), 6.49-6.46(m, 1H), 3.58(dd, J=7.7, 6.0Hz, 2H), 2.66-2.59(m, 1H), 2.07-2.01(m, 1H), 1.80-1.68 (m, 8H). m / z 319.2 (M+H + ).

Embodiment 3

[0372] cis-4-chloro-N-((4-phenylcyclohexyl)methyl)benzamide

[0373]

[0374] Using general procedure B, use a mixture containing cis-(4-phenylcyclohexyl)methanamine (19 mg, 0.1 mmol), 4-chlorobenzoyl chloride (19 mg, 0.1 mmol) and NEt 3 (51 mg, 0.5 mmol) CH 2 Cl 2(1 mL) was prepared. Purification using silica gel chromatography (0% to 20% EtOAc / Hexanes) gave the desired product as a white solid. 1 H NMR (400MHz; CDCl 3 ):δ7.73-7.69(m,2H),7.41-7.38(m,2H),7.31-7.23(m,4H),7.20-7.16(m,1H),3.55(dd,J=7.7,5.9Hz ,2H), 2.63-2.59(m,1H), 2.04-1.98(m,1H), 1.79-1.67(m,8H). m / z 328.2 (M+H + ).

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

Compounds that modulate the oxidoreductase enzyme indoleamine 2,3- dioxygenase, and compositions containing the compounds, are described herein. The use of such compounds and compositions for the treatment and / or prevention of a diverse array of diseases, disorders and conditions, including cancer- and immune-related disorders, that are mediated by indoleamine 2,3-dioxygenase is also provided.

Description

[0001] Cross References to Related Applications [0002] This application claims priority to US Provisional Application Serial No. 62 / 075,678, filed November 5, 2014, which is hereby incorporated by reference in its entirety. [0003] Background of the invention [0004] Indoleamine 2,3-dioxygenase (IDO; also known as IDO1) is an IFN-γ target gene that plays a role in immune regulation. IDO is an oxidoreductase and is one of two enzymes that catalyze the first and rate-limiting step in the conversion of tryptophan to N-formyl-kynurenine. It exists as a 41 kD monomer found in several cell populations including immune cells, endothelial cells and fibroblasts. IDO is relatively well conserved between species, with mouse and human sharing 63% sequence identity at the amino acid level. Data derived from its crystal structure and site-directed mutagenesis show that both substrate binding and the relationship between substrate and iron-bound dioxygenase are necessary for activity. ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): A61K31/16C07C13/02C07C13/16
CPCC07C255/58C07C275/30C07C217/80C07C233/10C07C233/59C07C233/60C07C233/74C07C2601/14C07D487/04A61K31/277A61K31/166C07D211/08A61K31/445A61K31/136C07D215/04A61K31/47A61K31/4709C07D215/233C07D213/68A61K31/4412A61K31/496A61K31/519A61K31/5377A61K45/06A61K31/497A61K31/506A61P35/00A61K31/381C07D211/16C07D211/46C07D215/12C07D401/04C07D213/40C07D213/81C07D401/12C07D417/12C07D413/06A61K2300/00C07C255/60C07C255/50C07C233/65C07C211/45A61K31/00C07K16/18
Inventor H.P.贝克J.C.贾恩M.奥西波夫J.P.鲍维斯M.K.赖利H.P.舒纳托纳J.R.沃尔克M.齐宾斯基J.A.巴洛格D.K.威廉斯J.A.马克沃尔德S.P.赛茨E.C.切尔尼L.张W.单W.郭A.黄
Owner FLEXUS BIOSCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com