Synonym
L 659286; L-659286; L659286; L-659,286; L 659,286; L659,286;
IUPAC/Chemical Name
3-((((6R,7S)-7-methoxy-5,5-dioxido-8-oxo-2-(pyrrolidine-1-carbonyl)-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)thio)-2-methyl-1,2-dihydro-1,2,4-triazine-5,6-dione
InChi Key
CSHLZLLBIGKRRN-MEDUHNTESA-N
InChi Code
InChI=1S/C17H21N5O7S2/c1-20-17(18-12(23)13(24)19-20)30-7-9-8-31(27,28)16-11(29-2)15(26)22(16)10(9)14(25)21-5-3-4-6-21/h11,16H,3-8H2,1-2H3,(H,19,24)/t11-,16+/m0/s1
SMILES Code
O=C(N1CCCC1)C(N2C3=O)=C(CSC(N(C)NC4=O)=NC4=O)CS([C@]2([H])[C@H]3OC)(=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
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
471.50
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: Knight WB, Maycock AL, Green BG, Ashe BM, Gale P, Weston H, Finke PE, Hagmann WK, Shah SK, Doherty JB. Mechanism of inhibition of human leukocyte elastase by two cephalosporin derivatives. Biochemistry. 1992 Jun 2;31(21):4980-6. PubMed PMID: 1599924.
2: Green BG, Weston H, Ashe BM, Doherty J, Finke P, Hagmann W, Lark M, Mao J, Maycock A, Moore V, et al. PMN elastases: a comparison of the specificity of human isozymes and the enzyme from other species toward substrates and inhibitors. Arch Biochem Biophys. 1991 Apr;286(1):284-92. PubMed PMID: 1897955.
3: Davies P, Ashe BM, Bonney RJ, Dorn C, Finke P, Fletcher D, Hanlon WA, Humes JL, Maycock A, Mumford RA, et al. The discovery and biologic properties of cephalosporin-based inhibitors of PMN elastase. Ann N Y Acad Sci. 1991;624:219-29. Review. PubMed PMID: 2064223.
4: Bonney RJ, Ashe B, Maycock A, Dellea P, Hand K, Osinga D, Fletcher D, Mumford R, Davies P, Frankenfield D, et al. Pharmacological profile of the substituted beta-lactam L-659,286: a member of a new class of human PMN elastase inhibitors. J Cell Biochem. 1989 Jan;39(1):47-53. PubMed PMID: 2497109.