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Miltefosine

CAS No.
58066-85-6
Chemical Name:
Miltefosine
Synonyms
HPC;C16:0;mil;HEPC;IMpavido;Miltefosin;HEXADECYLPHOSPHOCHOLINE;d18506;Miltex;C16 : O
CBNumber:
CB6370752
Molecular Formula:
C21H46NO4P
Molecular Weight:
407.57
MDL Number:
MFCD00133396
MOL File:
58066-85-6.mol
MSDS File:
SDS
Last updated:2023-09-20 16:43:00

Miltefosine Properties

Melting point 232-234° (dec)
storage temp. room temp
solubility H2O: soluble10mg/mL, clear, colorless
form Crystalline solid
color White to Almost white
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)
FDA UNII 53EY29W7EC
NCI Drug Dictionary miltefosine
ATC code P01CX04

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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
Toxicity LD50 in rats (mg/kg): 246 orally (Muschiol)
NFPA 704
0
2 0

Miltefosine price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M5571 Miltefosine zwitterionic 58066-85-6 50mg $112 2024-03-01 Buy
Sigma-Aldrich 475841 Miltefosine 58066-85-6 50mg $101 2022-05-15 Buy
TCI Chemical M2445 Miltefosine >98.0%(HPLC)(T) 58066-85-6 100mg $60 2024-03-01 Buy
TCI Chemical M2445 Miltefosine >98.0%(HPLC)(T) 58066-85-6 1g $238 2024-03-01 Buy
Cayman Chemical 63280 Miltefosine ≥98% 58066-85-6 50mg $32 2024-03-01 Buy
Product number Packaging Price Buy
M5571 50mg $112 Buy
475841 50mg $101 Buy
M2445 100mg $60 Buy
M2445 1g $238 Buy
63280 50mg $32 Buy

Miltefosine Chemical Properties,Uses,Production

Description

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.

Originator

Asta Medica (Germany)

Uses

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.

Definition

ChEBI: A phospholipid that is the hexadecyl monoester of phosphocholine.

brand name

Miltex

Antimicrobial activity

Concentrations of 1–5 μm inhibit the promastigotes and amastigotes of Leishmania spp. and the epimastigotes and amastigotes of T. cruzi. Inhibitory concentrations against T. brucei spp. and E. histolytica are closer to 50 μm. Acanthamoeba spp. are variably susceptible, depending on the experimental conditions.

Acquired resistance

There are no reports of clinical resistance in Leishmania so far. Experimental resistance has been induced in vitro against the promastigote stage of Leishmania and two plasma membrane proteins, LdMT and Ld Ros3, are necessary for miltefosine uptake. There is evidence that reduced sensitivity of promastigotes is passed on to intracellular amastigotes.

Pharmaceutical Applications

An alkylphospholipid, originally investigated as an anticancer compound, formulated for oral administration.

Biochem/physiol Actions

Inhibitor of protein kinase C and of phosphatidylcholine synthesis. Used for the treatment of visceral and cutaneous leishmaniasis. Active against metronidazole-resistant and -susceptible strains of Trichomonas vaginalis

Pharmacokinetics

In rodent models the drug is almost completely absorbed after oral administration. About 90% is bound to plasma proteins. It is widely distributed in the body; studies in rats showed highest uptake in kidney, liver and spleen. In rats and dogs bioavailability was 82% and 94%, with maximum values reached after 4–48 h.
In adult human trials repeated oral dosing with 100 mg per day achieved a peak plasma concentration of 70 mg/L after 8–24 h (day 23). The half-life is 6–8 days.

Clinical Use

Visceral leishmaniasis
Cutaneous leishmaniasis

Side effects

Mild to moderate gastrointestinal side effects are reported in 40–60% of patients. Moderate to severe nephrotoxicity was seen in 2% and 1% of patients, respectively; increases in creatinine levels were reversible. Miltefosine is contraindicated in pregnancy, based on findings of teratogenicity in rats. It causes hemolysis and cannot be given intravenously.

storage

-20°C

72358-41-9
75-50-3
58066-85-6
Synthesis of Miltefosine from Phosphoric acid, mono(2-bromoethyl) monohexadecyl ester and Trimethylamine

Miltefosine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 289)Suppliers
Supplier Tel Email Country ProdList Advantage
Beijing Mesochem Technology Co.,Ltd
+8613651027935 rachel@mesochem.com China 191 58
Xi’an Sengmei Biotech Co.,Ltd.
+8615398038360 lionel@accenturebio.com China 288 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907 qinhe02@xaltbio.com China 1000 58
Anhui Ruihan Technology Co., Ltd
+8617756083858 daisy@anhuiruihan.com China 994 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58

View Lastest Price from Miltefosine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Miltefosine pictures 2024-04-15 Miltefosine
58066-85-6
US $1.00-100.00 / mg 100mg 0.99 5ton/month ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
Miltefosine pictures 2024-04-12 Miltefosine
58066-85-6
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
Miltefosine pictures 2024-03-16 Miltefosine
58066-85-6
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Miltefosine pictures
  • Miltefosine
    58066-85-6
  • US $1.00-100.00 / mg
  • 0.99
  • ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
  • Miltefosine pictures
  • Miltefosine
    58066-85-6
  • US $0.00 / kg
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • Miltefosine pictures
  • Miltefosine
    58066-85-6
  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
2-(((hexadecyloxy)hydroxyphosphinyl)oxy)-n,n,n-trimethyl-ethanaminiuhydrox 2-(((hexadecyloxy)hydroxyphosphinyl)oxy)-n,n,n-trimethylethanaminiumhydroxid cholinephosphate,hexadecylester,hydroxide,innersalt d18506 Hexadecyl 2-(trimethylamino)ethyl phosphate Miltex 13-18506 2-[[(Hexadecyloxy)hydroxyphasphinyl]oxy]-N,N,N-trimethylethanaminiminner salt Miltex J N-HEXADECYL-PHOSPHOCHOLINE MILTEFOSINE 4-O-?D-Glucopyranosyl-D-glucitol C16 : O CHOLINE HEXADECYL PHOSPHATE HEXADECYL PHOSPHORYLCHOLINE 1-HEXADECYLPHOSPHOCHOLINE 1-HEXADECYLPHOSPHORYLCHOLINE 2-(Hexadecyloxyoxylatophosphinyloxy)-N,N,N-trimethylethanaminium 2-[Hexadecyloxy(oxylato)(oxo)phosphoranyloxy]-N,N,N-trimethylethanaminium 2-[Hexadecyloxy(oxylato)phosphinyloxy]-N,N,N-trimethylethanaminium O-[Hexadecyloxy(oxylato)phosphinyl]choline 2-[[(Hexadecyloxy)hydroxyphosphinyl]oxy]-N,N,N-triMethylethanaMiniuM n-Hexadecylphosphorylcholine Miltefosine API Miltefos NSC 605583 Miltefosine L-1216 2-(hexadecoxy-oxido-phosphoryl)oxyethyl-trimethyl-azanium FOS-CHOLINE16 FOS-CHOLINE16 - SOL GRADE Ethanaminium, 2-[[(hexadecyloxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, inner salt MAPCHO-16 N-HEXADECYLPHOSPHOCHOLINE;MAPCHO-16 Hexadecyl (2-(trimethylAmmonio)ethyl) phosphate Miltefosine - CAS 58066-85-6 - Calbiochem Miltefosine (HePC Miltefosine (Hexadecylphosphocholine) Phosphoric Acid Hexadecyl 2-(Trimethylammonio)ethyl Ester Miltefosine USP/EP/BP Miltefosine d4 Miltefosine cas58066 85 6 M for FuXin Miltefosin mil C16:0 HPC HEPC HEXADECYLPHOSPHOCHOLINE IMpavido n-Hexadecyl-phosphocholine (C16-PC) Purity > 99% 58066-85-6 C21H46NO4P C21H46NO4PxH2O Inhibitors Anti-cancer&immunity Anti-virals Intermediates & Fine Chemicals Pharmaceuticals