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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
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

Preparation Products

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Miltefosine Suppliers

CHEMOS GmbH & Co. KG
Tel
--
Fax
--
Email
chemos@chemos.de
Country
Germany
ProdList
6727
Advantage
58
Glycon Biochemicals Gmbh
Tel
--
Fax
--
Email
info@glycon.de
Country
Germany
ProdList
36
Advantage
58
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
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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
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
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

58066-85-6, MiltefosineRelated Search:


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