Synonym
CZ-48; CZ 48; CZ48; Camptothecin-20-O-propionate; SF 6A; Camptothecin-20(S)-O-propionate; Camptothecin-20-O-propionate
IUPAC/Chemical Name
(S)-4-ethyl-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-4-yl propionate
InChi Key
YCNIQYLWIPCLNY-QHCPKHFHSA-N
InChi Code
InChI=1S/C23H20N2O5/c1-3-19(26)30-23(4-2)16-10-18-20-14(9-13-7-5-6-8-17(13)24-20)11-25(18)21(27)15(16)12-29-22(23)28/h5-10H,3-4,11-12H2,1-2H3/t23-/m0/s1
SMILES Code
O=C1[C@](OC(CC)=O)(CC)C2=C(CO1)C(N3CC4=CC5=CC=CC=C5N=C4C3=C2)=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
404.42
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: Liu X, Cao Z, Mendoza J, Vardeman D, Giovanella B. Correlation between the sensitivity of tumors to treatment with CZ48 and local concentrations of the active metabolite CPT within the tumors. Biomed Rep. 2013 Mar;1(2):202-206. PubMed PMID: 24648919; PubMed Central PMCID: PMC3917724.
2: Liu X, Wang Y, Cao Z, Zhan M, Vardeman D, Giovanella B. Enhanced lactone stability of CZ48 in blood correlates to its lack of toxicity in mice. J Pharm Pharm Sci. 2013;16(1):115-24. PubMed PMID: 23683610.
3: Liu X, Dejesus A, Cao Z, Vardeman D, Giovanella B. Metabolic difference of CZ48 in human and mouse liver microsomes. Int J Mol Sci. 2012;13(5):5498-505. doi: 10.3390/ijms13055498. PubMed PMID: 22754310; PubMed Central PMCID: PMC3382816.
4: Liu X, Wang Y, Vardeman D, Cao Z, Giovanella B. Development and validation of a reverse-phase HPLC with fluorescence detector method for simultaneous determination of CZ48 and its active metabolite camptothecin in mouse plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 May 1;867(1):84-9. doi: 10.1016/j.jchromb.2008.03.013. PubMed PMID: 18396471.
5: Liehr JG, Harris NJ, Mendoza J, Ahmed AE, Giovanella BC. Pharmacology of camptothecin esters. Ann N Y Acad Sci. 2000;922:216-23. Review. PubMed PMID: 11193897.
6: Cao Z, Kozielski A, Liu X, Wang Y, Vardeman D, Giovanella B. Crystalline camptothecin-20(S)-O-propionate hydrate: a novel anticancer agent with strong activity against 19 human tumor xenografts. Cancer Res. 2009 Jun 1;69(11):4742-9. doi: 10.1158/0008-5472.CAN-08-4452. PubMed PMID: 19458069.
-O-propionate0903.jpg "Camptothecin-20(S)-O-propionate")
