Name | Pranlukast |
Synonyms | PLST emihydrate ONO-RS-411 PRANLUKAST Pranlukast ONO-RS-411-01 Pranlukast hemihydrate crude N-[4-keto-2-(2H-tetrazol-5-yl)chromen-7-yl]-4-(4-phenylbutoxy)benzamide N-[4-oxo-2-(2H-tetrazol-5-yl)-4H-chromen-8-yl]-4-(4-phenylbutoxy)benzamide N-(4-oxo-2-(1H-tetrazol-5-yl)-4H-chromen-8-yl)-4-(4-phenylbutoxy)benzamide 4-Oxo-8-(4-(4-phenylbutoxy)benzoylamino)-2-(tetrazol-5-yl)-4H-1-benzopyran 4-oxo-8-(4-(4-phenylbutoxy)benzoylamino)-2-(tetrazol-5-yl)-4h-1-benzopyranh N-[4-oxo-2-(2H-1,2,3,4-tetrazol-5-yl)chromen-7-yl]-4-(4-phenylbutoxy)benzamide benzamide,n-(4-oxo-2-(1h-tetrazol-5-yl)-4h-1-benzopyran-8-yl)-4-(4-phenylbutox N-[4-Oxo-2-(1H-tetrazol-5-yl)-4H-1-benzopyran-8-yl]-4-(4-phenylbutoxy)benzamide |
CAS | 103177-37-3 |
EINECS | 808-178-9 |
InChI | InChI=1/C27H23N5O4/c33-23-17-24(26-29-31-32-30-26)36-25-21(23)10-6-11-22(25)28-27(34)19-12-14-20(15-13-19)35-16-5-4-9-18-7-2-1-3-8-18/h1-3,6-8,10-15,17H,4-5,9,16H2,(H,28,34)(H,29,30,31,32) |
Molecular Formula | C27H23N5O4 |
Molar Mass | 481.5 |
Density | 1.374±0.06 g/cm3(Predicted) |
Melting Point | 236-238°C |
Solubility | DMSO 11 mg/mL Water <1 mg/mL Ethanol <1 mg/mL |
Appearance | grayish white solid |
Color | White |
Merck | 14,7710 |
pKa | 4.96±0.10(Predicted) |
Storage Condition | Sealed in dry,Store in freezer, under -20°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
Refractive Index | 1.68 |
In vitro study | Pranlukast inhibited NF-κB activation by 1.3% and 40% in 30% DMSO-differentiated U-937 and Jurkat cells, respectively. Pranlukast and U-937 inhibited NF-κB activation in 1.3% DMSO-differentiated MK-571 and Jurkat cells in a dose-related manner. Pranlukas and MK-571 inhibited LPS-induced IL-6 production in PBMC by approximately 65% and 15%, respectively. Significantly inhibited the 35SO4 output induced by 10 mM LTD4 in a concentration-dependent manner with a maximum inhibition of 83% for 10 mM Pranlukast and 78% for 10 mM Zafirlukast, the IC50 values for Pranlukast and Zafirlukast were 0.3 mM and 0.6 mM, respectively. Pranlukast(0.5 mM) resulted in a parallel right shift of the LTD4 concentration-response pKb. In sensitized guinea pig trachea, Pranlukast or Zafirlukast(5 mM) significantly inhibited ovalbumin-induced secretion by 70% and 65%, respectively. Pranlukast inhibits the NF-κB activation induced by phorbol 12-myristate 13-acetate (PMA)). Pranlukast significantly inhibited LPS-induced MUC2 mRNA expression by reverse transcription-polymerase chain reaction (NCI-H292) in RT-PCR cells. Pranlukast also inhibited the expression of the MUC2 gene induced by LPS in HM3-MUC2 of cells. |
In vivo study | Pranlukast significantly reduced lesion volume and increased neuronal density in the cortex and hippocampal CA1 region of the ischemic hemisphere of the mouse. In the ischemic hemisphere of mice, Pranlukast also significantly reduced the thickness of the scar wall. |
Risk Codes | R11 - Highly Flammable R34 - Causes burns |
Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
RTECS | CV5647500 |
Toxicity | LD50 in male mice (mg/kg): >1000 i.v. (Toda) |