Synonym
BN-52211; BN52211; BN 52211
IUPAC/Chemical Name
3,5-Dioxa-9-aza-4-phosphaheptacosan-1-aminium, 4-hydroxy-7-methoxy-N,N,N,9-tetramethyl-, hydroxide, inner salt, 4-oxide
InChi Key
IMBDJLSSCGCJMU-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H61N2O5P/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-29(2)26-28(33-6)27-35-36(31,32)34-25-24-30(3,4)5/h28H,7-27H2,1-6H3
SMILES Code
CCCCCCCCCCCCCCCCCCN(C)CC(OC)COP(OCC[N+](C)(C)C)([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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
536.78
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: Gan XH, Bonavida B. Preferential induction of TNF-alpha and IL-1beta and inhibition of IL-10 secretion by human peripheral blood monocytes by synthetic aza-alkyl lysophospholipids. Cell Immunol. 1999 May 1;193(2):125-33. doi: 10.1006/cimm.1999.1457. PMID: 10222054.
2: Diomede L, Piovani B, Re F, Principe P, Colotta F, Modest EJ, Salmona M. The induction of apoptosis is a common feature of the cytotoxic action of ether- linked glycerophospholipids in human leukemic cells. Int J Cancer. 1994 Jun 1;57(5):645-9. doi: 10.1002/ijc.2910570506. PMID: 8194871.
3: Principe P, Broquet C, Paull K, Grever M, Coulomb H, Huchet M, Menciahuerta J, Braquet P. New antineoplastic aza-phospholipids - synthesis, in-vitro cytotoxicity and differential cellular-sensitivity against 70 human tumor-cell lines. Int J Oncol. 1994 Jan;4(1):29-36. PMID: 21566885.
4: Principe P, Sidoti C, Coulomb H, Broquet C, Braquet P. Tumor cell kinetics following long-term treatment with antineoplastic ether phospholipids. Cancer Detect Prev. 1994;18(5):393-400. PMID: 7812986.
5: Diomede L, Principe P, Domingo M, Broquet C, Chabrier P, Braquet P, Salmona M. Effect of paf antagonists on the cytotoxic activity of antineoplastic ether phospholipids. Int J Oncol. 1993 May;2(5):777-80. doi: 10.3892/ijo.2.5.777. PMID: 21573625.
6: Pignol B, Chaumeron S, Coulomb H, Maisonnet T, Vandamme B, Broquet C, Mencia- Huerta JM, Braquet P. Immunomodulatory activity of two new aza alkyl phospholipid antineoplastic drugs. Anticancer Drugs. 1992 Dec;3(6):599-608. doi: 10.1097/00001813-199212000-00007. PMID: 1288731.
7: Principe P, Coulomb H, Broquet C, Braquet P. Evaluation of combinations of antineoplastic ether phospholipids and chemotherapeutic drugs. Anticancer Drugs. 1992 Dec;3(6):577-87. doi: 10.1097/00001813-199212000-00004. PMID: 1288728.
8: Sidoti C, Principe P, Vandamme B, Broquet C, Braquet P. Cytostatic activity of new synthetic anti-tumor aza-alkyllysophospholipids. Int J Cancer. 1992 Jul 9;51(5):712-7. doi: 10.1002/ijc.2910510509. PMID: 1612779.
9: Morimoto H, Broquet C, Principe P, Mencia-Huerta JM, Braquet P, Bonavida B. Cytotoxic activity of synthetic aza alkyl lysophospholipids against drug sensitive and drug resistant human tumor cell lines. Anticancer Res. 1991 Nov- Dec;11(6):2223-9. PMID: 1776863.
