Synonym
BAY 85-8501; BAY85-8501; BAY-85-8501; BAY 858501; BAY858501; BAY-858501.
IUPAC/Chemical Name
(S)-4-(4-cyano-2-(methylsulfonyl)phenyl)-3,6-dimethyl-2-oxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydropyrimidine-5-carbonitrile
InChi Key
YAJWYFPMASPAMM-HXUWFJFHSA-N
InChi Code
InChI=1S/C22H17F3N4O3S/c1-13-18(12-27)20(17-8-7-14(11-26)9-19(17)33(3,31)32)28(2)21(30)29(13)16-6-4-5-15(10-16)22(23,24)25/h4-10,20H,1-3H3/t20-/m1/s1
SMILES Code
N#CC1=C(C)N(C2=CC=CC(C(F)(F)F)=C2)C(N(C)[C@@H]1C3=CC=C(C#N)C=C3S(=O)(C)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Human neutrophil elastase (HNE) is a key protease for matrix degradation. High HNE activity is observed in inflammatory diseases. Accordingly, HNE is a potential target for the treatment of pulmonary diseases such as chronic obstructive pulmonary disease (COPD), acute lung injury (ALI), acute respiratory distress syndrome (ARDS), bronchiectasis (BE), and pulmonary hypertension (PH).
Preparing Stock Solutions
The following data is based on the
product
molecular weight
474.46
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: von Nussbaum F, Li VM, Meibom D, Anlauf S, Bechem M, Delbeck M, Gerisch M,
Harrenga A, Karthaus D, Lang D, Lustig K, Mittendorf J, Schäfer M, Schäfer S,
Schamberger J. Potent and Selective Human Neutrophil Elastase Inhibitors with
Novel Equatorial Ring Topology: in vivo Efficacy of the Polar Pyrimidopyridazine
BAY-8040 in a Pulmonary Arterial Hypertension Rat Model. ChemMedChem. 2016
Jan;11(2):199-206. doi: 10.1002/cmdc.201500269. Epub 2015 Sep 3. PubMed PMID:
26333652.
2: von Nussbaum F, Li VM, Allerheiligen S, Anlauf S, Bärfacker L, Bechem M,
Delbeck M, Fitzgerald MF, Gerisch M, Gielen-Haertwig H, Haning H, Karthaus D,
Lang D, Lustig K, Meibom D, Mittendorf J, Rosentreter U, Schäfer M, Schäfer S,
Schamberger J, Telan LA, Tersteegen A. Freezing the Bioactive Conformation to
Boost Potency: The Identification of BAY 85-8501, a Selective and Potent
Inhibitor of Human Neutrophil Elastase for Pulmonary Diseases. ChemMedChem. 2015
Jul;10(7):1163-73. doi: 10.1002/cmdc.201500131. Epub 2015 Jun 17. PubMed PMID:
26083237; PubMed Central PMCID: PMC4515084.
