n-hexadecylphosphocholine , >98% , 58066-85-6

Synonym(s):
Choline hexadecyl phosphate;HePC;HePC, 1-Hexadecylphosphorylcholine;Hexadecyl phosphocholine;Miltefosine - CAS 58066-85-6 - Calbiochem

CAS NO.：58066-85-6

Empirical Formula: C21H46NO4P

Molecular Weight: 407.57

MDL number: MFCD00133396

EINECS: 622-572-6

PRODUCT Properties

• Melting point: 232-234° (dec)
• storage temp.: room temp
• solubility: H2O: soluble10mg/mL, clear, colorless
• form: Crystalline solid
• color: White to Almost white
• biological source: synthetic (organic)
• Water Solubility: H2O: 10mg/mL, clear, colorless
• InChI: InChI=1S/C21H46NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-25-27(23,24)26-21-19-22(2,3)4/h5-21H2,1-4H3
• InChIKey: PQLXHQMOHUQAKB-UHFFFAOYSA-N
• SMILES: O(CCCCCCCCCCCCCCCC)P([O-])(=O)OCC[N+](C)(C)C
• CAS DataBase Reference: 58066-85-6(CAS DataBase Reference)

Description and Uses

Miltefosin, representing the prototype of a new phospholipid structure, was introduced for the palliative treatment of skin metastases in patients with breast cancer. It is highly active against the human leukemia tumor cells xenograft in nude mice, leading to growth inhibition and regression of large established tumors. Its mode of antitumor activity is not mediated by the host immune system but by its pharmacological effects at the level of the cancer cell membrane, distinctly different from that of the classical cytostatic drugs which interact with cell proliferation at the level of DNA replication. Protein kinase C inhibition has been suggested as a possible mechanism.

A phospholipid drug with antineoplastic and antiprotozoal/antifungal properties, also acts as an Akt inhibitor, and under investigation as a potential therapy against HIV infection.

Safety

• Symbol(GHS): GHS06
• Signal word: Danger
• Hazard statements: H301
• Precautionary statements: P264-P270-P301+P310-P405-P501
• Hazard Codes: Xn
• Risk Statements: 22-43
• Safety Statements: 36/37
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• RTECS: KH2890000
• HS Code: 29239000
• Storage Class: 6.1C - Combustible acute toxic Cat.3; toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 3 Oral
• Toxicity: LD50 in rats (mg/kg): 246 orally (Muschiol)