Paquinimod

Modify Date: 2024-01-14 17:35:18

Paquinimod Structure
Paquinimod structure
Common Name Paquinimod
CAS Number 248282-01-1 Molecular Weight 350.41100
Density 1.267g/cm3 Boiling Point 487.259ºC at 760 mmHg
Molecular Formula C21H22N2O3 Melting Point N/A
MSDS N/A Flash Point 248.486ºC

 Use of Paquinimod


Paquinimod is a S100A9 inhibitor, which prevents S100A9 binding to TLR-4.

 Names

Name N,5-diethyl-4-hydroxy-1-methyl-2-oxo-N-phenylquinoline-3-carboxamide
Synonym More Synonyms

 Paquinimod Biological Activity

Description Paquinimod is a S100A9 inhibitor, which prevents S100A9 binding to TLR-4.
Related Catalog
Target

S100A9[1]

In Vivo S100A9 is a calcium-binding protein of the S100 family. Paquinimod is an immunomodulatory compound preventing S100A9 binding to TLR-4. Prophylactic treatment with S100A9 inhibitor Paquinimod reduces pathology in experimental collagenase-induced osteoarthritis[1]. Paquinimod is a potent inhibitor of insulitis and diabetes development in the NOD mouse. To assess the preventive efficacy of Paquinimod on diabetes development in female NOD mice, groups of mice are treated with daily doses of 0.04, 0.2, 1, and 5 mg/kg/day of Paquinimod from week 10 of age until week 20 of age. Glycosuria is analyzed on a weekly basis from 10 weeks of age until the endpoint of the experiment at 40 weeks of age. There is a clear dose-dependent reduction in diabetes development in the Paquinimod-treated mice[2].
Animal Admin Mice[2] Female NOD/MrkTac mice are exposed to increasing concentration of CO2 and upon loss of consciousness euthanized by cervical dislocation. To investigate the effect of the Q-compound Paquinimod on development of glycosuria and insulitis, mice are treated with Paquinimod dissolved in drinking water at different concentrations corresponding to daily doses of about 0.04, 0.2, 1, and 5 mg/kg body weight/day). The mice are treated with Paquinimod starting from either 10 or 15 weeks of age. The duration of treatment varies from 5 to 23 weeks in the different experiments performed[2].
References

[1]. Schelbergen RF, et al. Prophylactic treatment with S100A9 inhibitor paquinimod reduces pathology in experimental collagenase-induced osteoarthritis. Ann Rheum Dis. 2015 Dec;74(12):2254-8.

[2]. Tahvili S, et al. Paquinimod prevents development of diabetes in the non-obese diabetic (NOD) mouse. PLoS One. 2018 May 9;13(5):e0196598.

 Chemical & Physical Properties

Density 1.267g/cm3
Boiling Point 487.259ºC at 760 mmHg
Molecular Formula C21H22N2O3
Molecular Weight 350.41100
Flash Point 248.486ºC
Exact Mass 350.16300
PSA 62.54000
LogP 3.47320
Vapour Pressure 0mmHg at 25°C
Index of Refraction 1.648
Storage condition 2-8℃

 Synthetic Route

~90%

Paquinimod Structure

Paquinimod

CAS#:248282-01-1

Literature: ACTIVE BIOTECH AB; BOCK, Lillemor Maria; HOLMBERG, Paer Henning; JANSSON, Karl-Erik Patent: WO2012/4338 A1, 2012 ; Location in patent: Page/Page column 13; 15 ;

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Paquinimod Structure

Paquinimod

CAS#:248282-01-1

Literature: ACTIVE BIOTECH AB; BOCK, Lillemor Maria; HOLMBERG, Paer Henning; JANSSON, Karl-Erik Patent: WO2012/4338 A1, 2012 ;

~%

Paquinimod Structure

Paquinimod

CAS#:248282-01-1

Literature: ACTIVE BIOTECH AB; BOCK, Lillemor Maria; HOLMBERG, Paer Henning; JANSSON, Karl-Erik Patent: WO2012/4338 A1, 2012 ;

 Synonyms

N-ethyl-N-phenyl-5-ethyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxamide
Paquinimod
N-ethyl-N-phenyl-1,2-dihydro-4-hydroxy-5-ethyl-1-methyl-2-oxo-quinoline-3-carboxamide
Paquinimod [INN]
N-ethyl-N-phenyl-5-ethyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxoquinoline-3-carboxamide
N-ethyl-N-phenyl-1,2-dihydro-5-ethyl-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide
UNII-HB76GLG27V
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Price: ¥3850/10 mM * 1 mL in DMSO

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