ROSIPTOR ACETATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H35NO2.C2H4O2
Molecular Weight	381.5494
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(O)=O.[H][C@@]12CCC(=C)[C@@]1(C)CC[C@@]([H])([C@H]2CN)[C@@]3(C)CC[C@H](O)C[C@@H]3CO

InChI

InChIKey=CQIBMEIJDDUKHP-BAHZVNHDSA-N

InChI=1S/C20H35NO2.C2H4O2/c1-13-4-5-17-16(11-21)18(7-9-19(13,17)2)20(3)8-6-15(23)10-14(20)12-22;1-2(3)4/h14-18,22-23H,1,4-12,21H2,2-3H3;1H3,(H,3,4)/t14-,15+,16+,17+,18+,19-,20+;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C20H35NO2
Molecular Weight	321.4974
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	7 / 7
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C2H4O2
Molecular Weight	60.052
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://adisinsight.springer.com/drugs/800033407 | https://www.pharmacompass.com/product-in-pipeline/aquinox-pharmaceuticals/aqx-1125 | https://www.ncbi.nlm.nih.gov/pubmed/25040039 | http://investor.aqxpharma.com/news-releases/news-release-details/aquinox-announces-topline-results-phase-3-leadership-301 | https://www.ncbi.nlm.nih.gov/pubmed/28658529

Rosiptor (AQX-1125) is a once daily, orally administered small molecule being developed by Aquinox Pharmaceuticals for the treatment of asthma, bladder pain syndrome/interstitial cystitis (IC/BPS) and chronic prostatitis/chronic pelvic pain syndrome. AQX-1125 is the only clinical-stage, orally administered, SHIP1 activator. AQX-1125 significantly reduces the late response to allergen challenge, with a trend to reduce airway inflammation. AQX-1125 was safe and well tolerated and merits further investigation in inflammatory disorders. AQX-1125 has been used in trials studying the treatment of COPD, atopic dermatitis, interstitial cystitis, and bladder pain syndrome. However, the development has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
BioPartnering North America--Spotlight on Canada.	2010 Mar	20191430
Characterization of AQX-1125, a small-molecule SHIP1 activator: Part 1. Effects on inflammatory cell activation and chemotaxis in vitro and pharmacokinetic characterization in vivo.	2013 Mar	23121445

Patents

Sample Use Guides

In Vivo Use Guide

AQX-1125 (450 mg daily) was administered orally for 7 days.

Route of Administration: Oral

In Vitro Use Guide

At 0.1 uM AQX-1125 the inhibition amounted to an average of 34%, while at 10 uM the inhibition amounted to an average of 82% in two independent experiments. Similarly, AQX-1125 exerted a dose-dependent inhibition of Akt phosphorylation in SHIP+/+mouse splenic lymphocytes, with a maximal inhibitory effect at 30 uM amounting to 73% and 82% in T-cells and B cells, respectively as measured by Luminex analysis

Substance Class	Chemical Created by `admin` on `Sat Dec 16 07:52:53 GMT 2023` Edited by `admin` on `Sat Dec 16 07:52:53 GMT 2023`
Record UNII	F6X6NZ9D95
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ROSIPTOR ACETATE

Common Name

English

(1S,3S,4R)-4-((3AS,4R,5S,7AS)-4-(AMINOMETHYL)-7A-METHYL-1- METHYLENEOCTAHYDRO -1H - INDEN-5-YL)-3-(HYDROXYMETHYL)-4-METHYLCYCLOHEXANOL, ACETATE

Common Name

English

ROSIPTOR ACETATE [USAN]

Common Name

English

AQX-1125 ACETATE

Common Name

English

CYCLOHEXANEMETHANOL, 2-((3AS,4R,5S,7AS)-4-(AMINOMETHYL)OCTAHYDRO-7A-METHYL-1-METHYLENE-1H-INDEN-5-YL)-5-HYDROXY-2-METHYL-, (1S,2R,5S)-, ACETATE (1:1)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1404