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Roquinimex

CAS No.:
84088-42-6
Catalog Number:
AG004SUN
Molecular Formula:
C18H16N2O3
Molecular Weight:
308.3312
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%
1 week
United States
$161
- +
10mg
98%
1 week
United States
$223
- +
50mg
98%
1 week
United States
$710
- +
Product Description
Catalog Number:
AG004SUN
Chemical Name:
Roquinimex
CAS Number:
84088-42-6
Molecular Formula:
C18H16N2O3
Molecular Weight:
308.3312
MDL Number:
MFCD00866331
IUPAC Name:
4-hydroxy-N,1-dimethyl-2-oxo-N-phenylquinoline-3-carboxamide
InChI:
InChI=1S/C18H16N2O3/c1-19(12-8-4-3-5-9-12)17(22)15-16(21)13-10-6-7-11-14(13)20(2)18(15)23/h3-11,21H,1-2H3
InChI Key:
SGOOQMRIPALTEL-UHFFFAOYSA-N
SMILES:
CN(C(=O)c1c(O)c2ccccc2n(c1=O)C)c1ccccc1
UNII:
372T2944C0
Properties
Complexity:
522  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
308.116g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
308.337g/mol
Monoisotopic Mass:
308.116g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
60.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.7  
Literature
Title Journal
H1521, a novel derivative of 4-hydroxyquinoline-3-carboxamide, suppresses the development of lupus in mice by inducing Th1 cytokine profile in T cells. International immunopharmacology 20110401
The long and winding road for the development of tasquinimod as an oral second-generation quinoline-3-carboxamide antiangiogenic drug for the treatment of prostate cancer. Expert opinion on investigational drugs 20101001
Roquinimex-mediated protection effect on the development of chronic graft-versus-host disease in mice is associated with induction of Th1 cytokine production and inhibition of proinflammatory cytokine production. Life sciences 20071027
Identification of ABR-215050 as lead second generation quinoline-3-carboxamide anti-angiogenic agent for the treatment of prostate cancer. The Prostate 20061201
Design, synthesis, and biological evaluation of novel 4-hydro-quinoline-3-carboxamide derivatives as an immunomodulator. Bioorganic & medicinal chemistry letters 20050615
Effect of Linomide on adhesion molecules, TNF-alpha, nitrogen oxide, and cell adhesion. International immunopharmacology 20050201
Interleukin-10 mediates the protective effect of Linomide by reducing CXC chemokine production in endotoxin-induced liver injury. British journal of pharmacology 20041201
Immunomodulation by roquinimex decreases the expression of IL-23 (p19) mRNA in the brains of herpes simplex virus type 1 infected BALB/c mice. Clinical and experimental immunology 20040801
Synthesis and biological evaluation of new 1,2-dihydro-4-hydroxy-2-oxo-3-quinolinecarboxamides for treatment of autoimmune disorders: structure-activity relationship. Journal of medicinal chemistry 20040408
Structure-activity relationships studies of the anti-angiogenic activities of linomide. Bioorganic & medicinal chemistry letters 20030324
Roquinimex inhibits dextran sodium sulfate-induced murine colitis. Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20030201
Semliki Forest virus infection is enhanced in Th1-prone SJL mice but not in Th2-prone BALB/c mice during Linomide-induced immunomodulation. Journal of neuroimmunology 20021101
Quinoline-3-carbothioamides and related compounds as novel immunomodulating agents. Bioorganic & medicinal chemistry letters 20020902
The new orally active immunoregulator laquinimod (ABR-215062) effectively inhibits development and relapses of experimental autoimmune encephalomyelitis. Journal of neuroimmunology 20020901
Suppression of experimental autoimmune neuritis by ABR-215062 is associated with altered Th1/Th2 balance and inhibited migration of inflammatory cells into the peripheral nerve tissue. Neuropharmacology 20020401
Protective effect of Linomide on TNF-alpha-induced hepatic injury. Journal of hepatology 20020201
Effects of Linomide on immune cells and cytokines inhibit autoimmune pathologies of the central and peripheral nervous system. International immunopharmacology 20010601
The immunomodulator Linomide: role in treatment and prevention of autoimmune diabetes mellitus. International immunopharmacology 20010601
Relationship of urinary myelin basic protein-like material with cranial magnetic resonance imaging in advanced multiple sclerosis. Archives of neurology 20010101
Identification of cytochrome P4503A as the major subfamily responsible for the metabolism of roquinimex in man. Xenobiotica; the fate of foreign compounds in biological systems 20000901
Properties