15351-13-0 , Nicofuranose, CAS:15351-13-0

15351-13-0 , Nicofuranose,
CAS:15351-13-0
C30H24N4O10 / 600.532

尼可呋糖, Nicofuranose

Nicofuranose is a sample that is used in biological studies. It is a colony-stimulating factor that stimulates the growth of macrophages and neutrophils. Nicofuranose has been shown to have toxic effects on primary sclerosing cholangitis, as well as other inflammatory bowel diseases. This drug also has pharmacological properties that are effective against congestive heart failure and inflammatory bowel disease. Nicofuranose has been shown to inhibit atherosclerosis in animal models. This drug also inhibits autoimmune diseases by inhibiting the production of antibodies and blocking the activity of T cells.

Title: Nicofuranose

CAS Registry Number: 15351-13-0

CAS Name: b-D-Fructofuranose 1,3,4,6-tetra-3-pyridinecarboxylate

Additional Names: fructose 1,3,4,6-tetranicotinate; 1,3,4,6-tetranicotinoylfructofuranose; 1,3,4,6-tetranicotinoyl-D-fructose

Trademarks: Vasperdil; Bradilan (Mundipharma)

Molecular Formula: C30H24N4O10

Molecular Weight: 600.53

Percent Composition: C 60.00%, H 4.03%, N 9.33%, O 26.64%

Literature References: Prepn: Suter, Kuendig, CH 366523 (1963 to Eprova).

Properties: Crystals from ethyl acetate, mp 140-142°. [a]D18 -8.5° (after 4-6 hours in CHCl3).

Melting point: mp 140-142°

Optical Rotation: [a]D18 -8.5° (after 4-6 hours in CHCl3)

Therap-Cat: Vasodilator (peripheral).

Keywords: Vasodilator (Peripheral).

Status: This monograph has been retired and is no longer subject to revision or update.

CAS Number	15351-13-0
Product Name	Nicofuranose
IUPAC Name	[(2R,3R,4S,5R)-5-hydroxy-3,4-bis(pyridine-3-carbonyloxy)-5-(pyridine-3-carbonyloxymethyl)oxolan-2-yl]methyl pyridine-3-carboxylate
Molecular Formula	C30H24N4O10
Molecular Weight	600.53 g/mol
InChI	InChI=1S/C30H24N4O10/c35-26(19-5-1-9-31-13-19)40-17-23-24(42-28(37)21-7-3-11-33-15-21)25(43-29(38)22-8-4-12-34-16-22)30(39,44-23)18-41-27(36)20-6-2-10-32-14-20/h1-16,23-25,39H,17-18H2/t23-,24-,25+,30-/m1/s1
InChI Key	FUWFSXZKBMCSKF-ZASNTINBSA-N
SMILES	C1=CC(=CN=C1)C(=O)OCC2C(C(C(O2)(COC(=O)C3=CN=CC=C3)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5
Synonyms	1,3,4,6-tetranicotinoyl fructofuranose, 1,3,4,6-tetranicotinoyl fructose, Bradilan, Cardilan, nicofuranose, nicofurazone, Vasperdil
Canonical SMILES	C1=CC(=CN=C1)C(=O)OCC2C(C(C(O2)(COC(=O)C3=CN=CC=C3)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5
Isomeric SMILES	C1=CC(=CN=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@](O2)(COC(=O)C3=CN=CC=C3)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5