Synonym
L 680833; L-680833; L680833; L-680,833; L 680,833; L680,833;
IUPAC/Chemical Name
2-(4-(((S)-3,3-diethyl-4-oxo-1-(((R)-1-(p-tolyl)butyl)carbamoyl)azetidin-2-yl)oxy)phenyl)acetic acid
InChi Key
KGAREWFAONZBOP-RDGATRHJSA-N
InChi Code
InChI=1S/C27H34N2O5/c1-5-8-22(20-13-9-18(4)10-14-20)28-26(33)29-24(32)27(6-2,7-3)25(29)34-21-15-11-19(12-16-21)17-23(30)31/h9-16,22,25H,5-8,17H2,1-4H3,(H,28,33)(H,30,31)/t22-,25+/m1/s1
SMILES Code
O=C(O)CC1=CC=C(O[C@@H](C2(CC)CC)N(C(N[C@@H](C3=CC=C(C)C=C3)CCC)=O)C2=O)C=C1
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
466.57
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: Dwyer TM, Farley JM. Human neutrophil elastase releases two pools of mucinlike glycoconjugate from tracheal submucosal gland cells. Am J Physiol Lung Cell Mol Physiol. 2000 Apr;278(4):L675-82. PubMed PMID: 10749744.
2: Macchia B, Gentili D, Macchia M, Mamone F, Martinelli A, Orlandini E, Rossello A, Cercignani G, Pierotti R, Allegretti M, Asti C, Caselli G. Synthesis, inhibitory activity towards human leukocyte elastase and molecular modelling studies of 1-carbamoyl-4-methyleneaminoxyazetidinones. Eur J Med Chem. 2000 Jan;35(1):53-67. PubMed PMID: 10733603.
3: Sköld CM, Liu X, Umino T, Zhu Y, Ohkuni Y, Romberger DJ, Spurzem JR, Heires AJ, Rennard SI. Human neutrophil elastase augments fibroblast-mediated contraction of released collagen gels. Am J Respir Crit Care Med. 1999 Apr;159(4 Pt 1):1138-46. PubMed PMID: 10194158.
4: Rees DD, Brain JD. Effects of cystic fibrosis airway secretions on rat lung: role of neutrophil elastase. Am J Physiol. 1995 Aug;269(2 Pt 1):L195-202. PubMed PMID: 7653580.
5: Doherty JB, Shah SK, Finke PE, Dorn CP Jr, Hagmann WK, Hale JJ, Kissinger AL, Thompson KR, Brause K, Chandler GO, et al. Chemical, biochemical, pharmacokinetic, and biological properties of L-680,833: a potent, orally active monocyclic beta-lactam inhibitor of human polymorphonuclear leukocyte elastase. Proc Natl Acad Sci U S A. 1993 Sep 15;90(18):8727-31. PubMed PMID: 8378355; PubMed Central PMCID: PMC47431.
