Synonym
CL-184005; CL 184005; CL184005
IUPAC/Chemical Name
2-(methoxycarbonyl)-3-(tetradecyloxy)phenyl (3-((5-methylthiazol-3-ium-3-yl)methyl)phenyl) phosphate
InChi Key
VGVUQNMRGKNUJA-UHFFFAOYSA-N
InChi Code
InChI=1S/C33H46NO7PS/c1-4-5-6-7-8-9-10-11-12-13-14-15-22-39-30-20-17-21-31(32(30)33(35)38-3)41-42(36,37)40-29-19-16-18-28(23-29)25-34-24-27(2)43-26-34/h16-21,23-24,26H,4-15,22,25H2,1-3H3
SMILES Code
CC1=C[N+](CC2=CC=CC(OP(OC3=CC=CC(OCCCCCCCCCCCCCC)=C3C(OC)=O)([O-])=O)=C2)=CS1
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
631.76
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: Negro Alvarez JM, Miralles López JC, Ortiz Martínez JL, Abellán Alemán A, Rubio del Barrio R. Platelet-activating factor antagonists. Allergol Immunopathol (Madr). 1997 Sep-Oct;25(5):249-58. Review. PubMed PMID: 9395010.
2: Chen J, Giris N. Species differences in PAF receptor binding in the lungs between hamster and guinea pig. J Lipid Mediat Cell Signal. 1997 Jun;16(2):63-74. PubMed PMID: 9172049.
3: Dirkes K, Harris BH, Connolly RJ, Schwaitzberg SD, Dinarello CA, Gelfand JA. Platelet activating factor-antagonist improves survival in experimental staphylococcal septicemia. J Pediatr Surg. 1994 Aug;29(8):1055-7; discussion 1057-8. PubMed PMID: 7965505.
4: DeJoy SQ, Jeyaseelan R Sr, Torley LW, Pickett WC, Wissner A, Wick MM, Oronsky AL, Kerwar SS. Effect of CL 184,005, a platelet-activating factor antagonist in a murine model of Staphylococcus aureus-induced gram-positive sepsis. J Infect Dis. 1994 Jan;169(1):150-6. PubMed PMID: 8277176.
5: Tao W, Dougherty R, Johnston P, Pickett W. Recombinant bovine GM-CSF primes superoxide production but not degranulation induced by recombinant bovine interleukin-1 beta in bovine neutrophils. J Leukoc Biol. 1993 Jun;53(6):679-84. PubMed PMID: 8391055.
6: Torley LW, Pickett WC, Carroll ML, Kohler CA, Schaub RE, Wissner A, DeJoy SQ, Oronsky AL, Kerwar SS. Studies of the effect of a platelet-activating factor antagonist, CL 184,005, in animal models of gram-negative bacterial sepsis. Antimicrob Agents Chemother. 1992 Sep;36(9):1971-7. PubMed PMID: 1416889; PubMed Central PMCID: PMC192217.
7: Wissner A, Carroll ML, Green KE, Kerwar SS, Pickett WC, Schaub RE, Torley LW, Wrenn S, Kohler CA. Analogues of platelet activating factor. 6. Mono- and bis-aryl phosphate antagonists of platelet activating factor. J Med Chem. 1992 May 1;35(9):1650-62. PubMed PMID: 1578493.
