Miltefosine

Product Name: 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
Formula Weight: 407.57
MOL File: 58066-85-6.mol

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Miltefosine Property

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)

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Safety

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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M5571
Product name: Miltefosine
Purity: zwitterionic
Packaging: 50mg
Price: $112
Updated: 2024/03/01

Sigma-Aldrich

Product number: 475841
Product name: Miltefosine
Packaging: 50mg
Price: $101
Updated: 2022/05/15

TCI Chemical

Product number: M2445
Product name: Miltefosine
Purity: >98.0%(HPLC)(T)
Packaging: 100mg
Price: $60
Updated: 2024/03/01

TCI Chemical

Product number: M2445
Product name: Miltefosine
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $238
Updated: 2024/03/01

Cayman Chemical

Product number: 63280
Product name: Miltefosine
Purity: ≥98%
Packaging: 50mg
Price: $32
Updated: 2024/03/01

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Miltefosine Chemical Properties,Usage,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

Miltefosine Preparation Products And Raw materials

Raw materials

1-Hexadecanol Trimethylamine SULPHOSUCCINIC ACID ESTER

Preparation Products

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Miltefosine Suppliers

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View Lastest Price from Miltefosine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Miltefosine 58066-85-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-01-10

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Miltefosine 58066-85-6
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-09-12

Hebei Yanxi Chemical Co., Ltd.

Product: miltefosine;hexadecylphosphocholine 58066-85-6
Price: US $9000.00/Kg/Drum
Min. Order: 1KG
Purity: 98.5%
Supply Ability: 1000tons/month
Release date: 2020-07-13

58066-85-6, MiltefosineRelated Search:

N,N-Dimethyl-1,4-phenylenediamine Trisodium phosphate Tributyl phosphate AMPHISOL A Tylosin phosphate Methyl 2-hydroxyethyl cellulose Tris(hydroxymethyl)aminomethane Tris(2-chloroethyl) phosphate Ethyl acetate Triethyl phosphate Sodium Phosphate Monobasic Monohydrate 3-(N,N-Dimethylpalmitylammonio)propanesulfonate CETYL PALMITATE phosphate 2-Butanone 1-Hexadecanaminium, N,N-dimethyl-N-[3-(phosphonooxy)propyl]-, inner salt N-HEXADECANE-D34 CHOLINE OCTADECYL PHOSPHATE

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

Miltefosin

mil

N-HEXADECYL-PHOSPHOCHOLINE

MILTEFOSINE

4-O-?D-Glucopyranosyl-D-glucitol

C16:0

C16 : O

CHOLINE HEXADECYL PHOSPHATE

HPC

HEPC

HEXADECYL PHOSPHORYLCHOLINE

HEXADECYLPHOSPHOCHOLINE

1-HEXADECYLPHOSPHOCHOLINE

1-HEXADECYLPHOSPHORYLCHOLINE

Miltefosine - CAS 58066-85-6 - Calbiochem

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

IMpavido

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

Miltefosine (HePC

Hexadecyl (2-(trimethylAmmonio)ethyl) phosphate

Miltefosine (Hexadecylphosphocholine)

Phosphoric Acid Hexadecyl 2-(Trimethylammonio)ethyl Ester

Miltefosine USP/EP/BP

Miltefosine d4

Miltefosine cas58066 85 6

M for FuXin

n-Hexadecyl-phosphocholine (C16-PC) Purity > 99%

Mitifuxin

Mitifuzin

58066-85-6

C21H46NO4PxH2O

C21H46NO4P

Inhibitors

Anti-cancer&immunity

Anti-virals