AMINOQUINOL

Investigational

Details

Stereochemistry	RACEMIC
Molecular Formula	C26H31Cl2N3
Molecular Weight	456.45
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

SMILES

CCN(CC)CCCC(C)NC1=CC(\C=C\C2=CC=CC=C2Cl)=NC3=C1C=CC(Cl)=C3

InChI

InChIKey=CMLVHSVFSYNMGM-WYMLVPIESA-N

InChI=1S/C26H31Cl2N3/c1-4-31(5-2)16-8-9-19(3)29-26-18-22(14-12-20-10-6-7-11-24(20)28)30-25-17-21(27)13-15-23(25)26/h6-7,10-15,17-19H,4-5,8-9,16H2,1-3H3,(H,29,30)/b14-12+

HIDE SMILES / InChI

Molecular Formula	C26H31Cl2N3
Molecular Weight	456.45
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	1
Optical Activity	( + / - )

Description

Aminoquinol (XIB4035) is a nonpeptidyl small molecule agonist for GFRalpha-1. XIB4035 concentration-dependently inhibited [(125)I]GDNF binding in Neuro-2A cells with an IC(50) of 10.4 uM. GDNF induced autophosphorylation of Ret protein, and promoted neurite outgrowth in Neuro-2A cells. XIB4035, like GDNF, induced Ret autophosphorylation in the Neuro-2A cells. Moreover, XIB4035 promoted neurite outgrowth in a concentration-dependent manner. These results show that XIB4035 may act as an agonist at GFRalpha-1 receptor complex, and mimic neurotrophic effects of GDNF in Neuro-2A cells. It has been shown that topical application of XIB4035 is an effective treatment for small-fiber neuropathy (SFN). Topical application of GFRα/RET receptor signaling modulators may be a unique therapy for SFN, and XIB4035 is a candidate therapeutic agent. Aminoquinol has been also used in the therapy of cutaneous leishmaniasis and lambliasis.

Approval Year

PubMed

Title	Date	PubMed
No data available in table

Patents

Sample Use Guides

In Vivo Use Guide

A cream containing XIB4035 (1.2 mM) was generated and applied directly to the hind paws of GFAP-DN-erbB4 and wild type mice twice daily for a period of 4 weeks starting at the time of weaning (P21).

Route of Administration: Topical

In Vitro Use Guide

The binding of [125I]GDNF to the Neuro-2A cells was concentration-dependently inhibited by Aminoquinol (XIB4035). IC50 value of XIB4035 in displacing [125I]GDNF binding was 10.4 uM.