Synonym
Lodelaben; declabenL; Declaben; Lodelabenum; SC 39026; SC-39026; UNII-547O0VDK3Z.
IUPAC/Chemical Name
Benzoic acid, 2-chloro-4-(1-hydroxyoctadecyl)-
InChi Key
SYCYJNHKNPPDAT-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H41ClO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(27)21-18-19-22(25(28)29)23(26)20-21/h18-20,24,27H,2-17H2,1H3,(H,28,29)
SMILES Code
O=C(O)C1=CC=C(C(O)CCCCCCCCCCCCCCCCC)C=C1Cl
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
>3 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
Biological target:
Lodelaben is a human neutrophil elastase inhibitor with an IC50 and Ki of 0.5 and 1.5 μM, respectively.
In vitro activity:
SC-39026 is inactive against hog pancreatic elastase, bovine alpha-chymotrypsin and Pseudomonas aeruginosa elastase, but does inhibit human neutrophil cathepsin G with an IC50 of approximately 2.5 microM. Neutrophil elastases isolated from rat, hamster, rabbit and hog are also inhibited by SC-39026.
Reference: Biochem Biophys Res Commun. 1987 Sep 15;147(2):666-74. https://pubmed.ncbi.nlm.nih.gov/3115265/
In vivo activity:
To test this hypothesis, male Sprague-Dawley rats (250-300 g) were given 40 mg/kg of the elastase inhibitor SC-39026 in a carboxymethylcellulose vehicle or vehicle only by gavage, 12 hours before and twice daily for 8 days after a single subcutaneous injection of either monocrotaline (60 mg/kg) or saline. Saline-injected rats given either SC-39026 or vehicle were similar in all features assessed. In contrast, monocrotaline-injected rats given SC-39026 had significantly lower mean pulmonary artery pressure than those given vehicle (21.0 +/- 1.6 vs. 27.5 +/- 0.8 mm Hg, p less than 0.05), and this correlated with a significant reduction in the number of abnormally muscularized arteries at alveolar wall level (r2 = 0.89, p less than 0.001).
Reference: Circ Res. 1989 Apr;64(4):814-25. https://pubmed.ncbi.nlm.nih.gov/2495195/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
425.05
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 |
Formulation protocol:
1. Nakao A, Partis RA, Jung GP, Mueller RA. SC-39026, a specific human neutrophil elastase inhibitor. Biochem Biophys Res Commun. 1987 Sep 15;147(2):666-74. doi: 10.1016/0006-291x(87)90982-x. PMID: 3115265.
2. Ilkiw R, Todorovich-Hunter L, Maruyama K, Shin J, Rabinovitch M. SC-39026, a serine elastase inhibitor, prevents muscularization of peripheral arteries, suggesting a mechanism of monocrotaline-induced pulmonary hypertension in rats. Circ Res. 1989 Apr;64(4):814-25. doi: 10.1161/01.res.64.4.814. PMID: 2495195.
In vitro protocol:
1. Nakao A, Partis RA, Jung GP, Mueller RA. SC-39026, a specific human neutrophil elastase inhibitor. Biochem Biophys Res Commun. 1987 Sep 15;147(2):666-74. doi: 10.1016/0006-291x(87)90982-x. PMID: 3115265.
In vivo protocol:
1. Ilkiw R, Todorovich-Hunter L, Maruyama K, Shin J, Rabinovitch M. SC-39026, a serine elastase inhibitor, prevents muscularization of peripheral arteries, suggesting a mechanism of monocrotaline-induced pulmonary hypertension in rats. Circ Res. 1989 Apr;64(4):814-25. doi: 10.1161/01.res.64.4.814. PMID: 2495195.
1: Pacholok SG, Davies P, Dorn C, Finke P, Hanlon WA, Mumford RA, Humes JL. Formation of polymorphonuclear leukocyte elastase: alpha 1 proteinase inhibitor complex and A alpha (1-21) fibrinopeptide in human blood stimulated with the calcium ionophore A23187. A model to characterize inhibitors of polymorphonuclear leukocyte elastase. Biochem Pharmacol. 1995 May 17;49(10):1513-20. PubMed PMID: 7763294.
2: Gossage JR, Kuratomi Y, Davidson JM, Lefferts PL, Snapper JR. Neutrophil elastase inhibitors, SC-37698 and SC-39026, reduce endotoxin-induced lung dysfunction in awake sheep. Am Rev Respir Dis. 1993 Jun;147(6 Pt 1):1371-9. PubMed PMID: 8503548.
3: Maruyama K, Ye CL, Woo M, Venkatacharya H, Lines LD, Silver MM, Rabinovitch M. Chronic hypoxic pulmonary hypertension in rats and increased elastolytic activity. Am J Physiol. 1991 Dec;261(6 Pt 2):H1716-26. PubMed PMID: 1836309.
4: Molteni A, Ward WF, Ts'ao CH, Hinz JM. Monocrotaline-induced cardiopulmonary injury in rats. Modification by the neutrophil elastase inhibitor SC39026. Biochem Pharmacol. 1989 Aug 1;38(15):2411-9. PubMed PMID: 2547380.
5: Ilkiw R, Todorovich-Hunter L, Maruyama K, Shin J, Rabinovitch M. SC-39026, a serine elastase inhibitor, prevents muscularization of peripheral arteries, suggesting a mechanism of monocrotaline-induced pulmonary hypertension in rats. Circ Res. 1989 Apr;64(4):814-25. PubMed PMID: 2495195.
6: Nakao A, Partis RA, Jung GP, Mueller RA. SC-39026, a specific human neutrophil elastase inhibitor. Biochem Biophys Res Commun. 1987 Sep 15;147(2):666-74. PubMed PMID: 3115265.
