CAS 58066-85-6

Miltefosine

Description:

Miltefosine is an organic compound primarily recognized for its use as an antiprotozoal medication, particularly in the treatment of leishmaniasis. It is classified as a phospholipid derivative and is characterized by its amphiphilic nature, which allows it to interact with both hydrophilic and hydrophobic environments. Miltefosine has a molecular formula that includes carbon, hydrogen, nitrogen, oxygen, and phosphorus, contributing to its complex structure. The substance is typically administered orally and is notable for its ability to disrupt cellular membranes and inhibit the growth of parasites. Its mechanism of action involves interference with lipid metabolism and apoptosis in the target organisms. Miltefosine is also associated with a range of side effects, including gastrointestinal disturbances and potential teratogenic effects, necessitating caution in its use, particularly in pregnant individuals. Additionally, it has been studied for potential applications beyond leishmaniasis, including its antiviral properties. Overall, Miltefosine represents a significant advancement in the pharmacological management of certain parasitic infections.

Formula: C₂₁H₄₆NO₄P

InChI: InChI=1/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

InChI key: InChIKey=PQLXHQMOHUQAKB-UHFFFAOYSA-N

SMILES: O(P(OCC[N+](C)(C)C)(=O)[O-])CCCCCCCCCCCCCCCC

Synonyms:

• 1-n-Hexadecylphosphorylcholine
• 2-(((Hexadecyloxy)Hydroxyphosphinyl)Oxy)-N,N,N-Trimethyl-Ethanaminiuhydrox
• 2-(((Hexadecyloxy)Hydroxyphosphinyl)Oxy)-N,N,N-Trimethylethanaminiumhydroxid
• Choline Hexadecyl Phosphate
• Choline phosphate, hexadecyl ester, hydroxide, inner salt
• Cholinephosphate,Hexadecylester,Hydroxide,Innersalt
• D 18506
• Ethanaminium, 2-[[(hexadecyloxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, inner salt
• Fos-choline 16
• Hexadecyl 2-(Trimethylammonio)Ethyl Phosphate
• Hexadecylphosphorylcholine
• Impavido
• Miltefos
• Miltefosine
• Miltex
• NSC 605583
• n-Hexadecylphosphocholine
• n-Hexadecylphosphorylcholine
• Hexadecylphosphocholine
• HPC
• C16 : O
• HEXADECYL PHOSPHORYLCHOLINE
• Miltefosin
• 1-HEXADECYLPHOSPHOCHOLINE
• mil
• d18506
• HEPC
• 1-HEXADECYLPHOSPHORYLCHOLINE
• C16:0
• Hexadecyl 2-(trimethylamino)ethyl phosphate
• N-HEXADECYL-PHOSPHOCHOLINE

Miltefosine

CAS: 58066-85-6

Formula: C₂₁H₄₆NO₄P

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 407.58

Ref: 3B-M2445

Miltefosine

CAS: 58066-85-6

Miltefosine (HePC), effective oral drug for both visceral and cutaneous leishmaniasis, in clinical trials worldwide.

Formula: C₂₁H₄₆NO₄P

Purity: 98% - 99.94%

Color and Shape: White Solid

Molecular weight: 407.57

Ref: TM-T0033

Miltefosine

CAS: 58066-85-6

Formula: C₂₁H₄₆NO₄P

Color and Shape: White To Off-White Solid

Molecular weight: 407.58

Ref: 4Z-M-791

Miltefosine

CAS: 58066-85-6

Miltefosine

Formula: C₂₁H₄₆NO₄P

Purity: ≥98%

Molecular weight: 407.57

Ref: 54-BUP15995

Hexadecylphosphocholine

CAS: 58066-85-6

Hexadecylphosphocholine

Formula: C₂₁H₄₆NO₄P

Color and Shape: Solid

Molecular weight: 407.568

Ref: 54-BIB6120

Miltefosine-d9

CAS: 58066-85-6

Formula: C₂₁H₃₇D₉NO₄P

Molecular weight: 416.63

Ref: 4Z-M-792

Miltefosine

CAS: 58066-85-6

Hexadecyl (2-(trimethylammonio)ethyl) phosphate

Formula: C₂₁H₄₆NO₄P

Purity: 98%

Molecular weight: 407.57

Ref: IN-DG41820

Miltefosine

CAS: 58066-85-6

Formula: C₂₁H₄₆NO₄P

Purity: ≥ 98.0% (anhydrous basis)

Color and Shape: White or almost white powder

Molecular weight: 407.57

Ref: 7W-GL2721

Miltefosine-d9

Controlled Product

CAS: 58066-85-6

Formula: C₂₁H₃₇D₉NO₄P

Color and Shape: Neat

Molecular weight: 662.796

Ref: TR-M344463

Miltefosine

Controlled Product

CAS: 58066-85-6

Applications 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.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Chugh, P., et al al.: Retrovirology, 5, 11 (2008), Dorio, T., et al.: Antimicrob. Agents Chemother., 52, 2855 (2008),

Formula: C₂₁H₄₆NO₄P

Color and Shape: Neat

Molecular weight: 407.57

Ref: TR-M344460

1-Hexadecylphosphorylcholine

CAS: 58066-85-6

Treatment for leishmaniasis

Formula: C₂₁H₄₆NO₄P

Purity: Min 98%

Color and Shape: White Powder

Molecular weight: 407.57 g/mol

Ref: 3D-FH10347

Hexadecylphosphocholine

CAS: 58066-85-6

Hexadecylphosphocholine, better known as miltefosine, belongs to the group of phospholipids. The long alkyl chain and a polar group of a molecule proved to be essential for antitumor activity, especially to cure breast cancer cells. The apoptotic process takes place in the plasma membrane, where molecules are inserted and then influence signaling pathways. Moreover, during preclinical studies hexadecylphosphocholine (He-PC) found to be highly effective in inhibiting the growth of chemically induced rat mammary carcinomas, and even a high percentage of the tumors regressed completely. The He-PC has many more applications such as antifungal agent, antiprotozoal drug, protein kinase inhibitor or immunomodulator. Even though miltefosine was originally developed in the 1980s as an anti-cancer agent, new studies have demonstrated activity against Leishmania parasites and neoplastic cells, and due to broad spectrum of antimicrobial effects, it is recommended as a first line treatment for free-living amebae infections.

Formula: C₂₁H₄₆NO₄P

Molecular weight: 407.57 g/mol

Ref: 3D-M-7200

1-Hexadecylphosphocholine

CAS: 58066-85-6

M01856 - 1-Hexadecylphosphocholine

Formula: C₂₁H₄₆NO₄P

Purity: >99%

Color and Shape: Solid

Molecular weight: 407.576

Ref: 10-M01856

Miltefosine

CAS: 58066-85-6

Formula: C₂₁H₄₆NO₄P

Molecular weight: 407.58

Ref: ST-EA-CP-M151000