Mifamurtide
- CAS No.
- 83461-56-7
- Chemical Name:
- Mifamurtide
- Synonyms
- MIFAMURTIDE;MTP-PE;muramyl tripeptide phosphatidylethanolamine;CGP 19835;MLV 19835;MTP-cephalin;L-MTP-PE. MTP-PE;CGP 19835A Lipid;Medchemexpress(MTP-PE);Mifamurtide (CGP-19835)
- CBNumber:
- CB11249151
- Molecular Formula:
- C59H109N6O19P
- Molecular Weight:
- 1237.52
- MDL Number:
- MFCD09954133
- MOL File:
- 83461-56-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Density | 1.152 |
|---|---|
| storage temp. | -20°C |
| solubility | water: soluble2mg/mL, clear (warmed) |
| form | powder |
| pka | 1.39±0.50(Predicted) |
| color | white to beige |
| Water Solubility | water: 2mg/mL, clear (warmed) |
| InChIKey | ZVLWUMPAHCEZAW-HYGHKABSNA-N |
| CAS DataBase Reference | 83461-56-7 |
| FDA UNII | EQD2NNX741 |
| NCI Dictionary of Cancer Terms | mifamurtide; muramyl tripeptide phosphatidylethanolamine |
| NCI Drug Dictionary | mifamurtide |
| ATC code | L03AX15 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
Mifamurtide price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | FM36618 | Mifamurtide | 83461-56-7 | 1mg | $2998.38 | 2026-06-04 | Buy |
| Biosynth | FM36618 | Mifamurtide | 83461-56-7 | 2mg | $4497.58 | 2026-06-04 | Buy |
| Biosynth | FM36618 | Mifamurtide | 83461-56-7 | 5mg | $5247.15 | 2026-06-04 | Buy |
| Biosynth | FM36618 | Mifamurtide | 83461-56-7 | 10mg | $6746.4 | 2026-06-04 | Buy |
| Biosynth | FM36618 | Mifamurtide | 83461-56-7 | 100mg | $25487 | 2026-06-04 | Buy |
Mifamurtide Chemical Properties, Uses, Production
Uses
Osteosarcoma.
Uses
Mifamurtide may be used in immunological and cancer-related cell signaling studies.
Biochem/physiol Actions
Mifamurtide is an immunomodulator and regulates the activation of monocytes and macrophages. Mifamurtide upregulates the secretion of pro-inflammatory cytokines such as TNF-α, IL-1, IL-8, nitric oxide and prostaglandins E2 and D2. It has anti-tumor effects in children and young adults with high-grade osteosarcoma.
Mechanism of action
Being a phospholipid, mifamurtide accumulates in the lipid bilayer of the liposomes upon infusion. After application of the liposomal infusion, the drug is cleared from the plasma within minutes. However, it is concentrated in lung, liver, spleen, nasopharynx and thyroid, and the terminal half-life is 18 hours, which is longer than the natural substance.
Clinical Use
Mifamurtide is an anticancer agent for the treatment of osteosarcoma, the most common primary malignancy of bone tissue mainly affecting children and adolescents. The drug was invented by Ciba-Geigy (now Novartis) in the early 1980s and the agent was subsequently licensed to Jenner Biotherapies in the 1990s. IDM Pharma bought the rights to the drug from Jenner in April 2003.In March 2009, mifamurtide was approved in the 27 European Union member states plus Iceland, Liechtenstein and Norway via a centralized marketing authorization. After the approval, IDM Pharma was acquired by Takeda, which began launching mifamurtide, as Mepact ®, in February 2010. Mifamurtide, a fully synthetic lipophilic derivative of muramyl dipeptide (MDP), is muramyl tripeptide phosphatidylethanolamine (MTP-PE), which is formulated as a liposomal infusion.
Side effects
Mifamurtide is generally well tolerated; adverse events attributed to its administration include chills, fever, headache, nausea, and myalgias[1].
Synthesis
Two synthetic routes have been reported, and the scheme describes the more process-amenable route. Commercially available 1,2-dipalmitoyl-snglycero- 3-phosphoethanolamine (110) was coupled with N-Boc-L-alanine (111) by means of Nhydroxysuccinimide (112), DCC in DMF to give amide 113, which was followed by hydrogenolysis of the CBZ group to give the corresponding L-alanyl-phosphoric acid 114. Next, commercially available N-acetylmuramoyl-L-alanyl-D-isoglutamine (115) was subjected to hydroxybenzotriazole (HOBT) and DIC in DMF to provide the corresponding succinimide ester 116 which was condensed with compound 114 to provide mifamurtide (IX). No yields were provided for these transformations.
Drug interactions
Potentially hazardous interactions with other drugs
Analgesics: avoid with high dose NSAIDs.
Ciclosporin: avoid concomitant use.
Corticosteroids: avoid concomitant use.
Tacrolimus: avoid concomitant use.
Metabolism
The cells of the reticuloendothelial system clear mifamurtide liposomes by phagocytosis.
References
[1] Frampton, James E. “Mifamurtide: a review of its use in the treatment of osteosarcoma.” Paediatric drugs vol. 12,3 (2010): 141-53. doi:10.2165/11204910-000000000-00000
Mifamurtide Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| LGM Pharma | 1-(800)-881-8210 | inquiries@lgmpharma.com | United States | 2110 | 70 |
| NCE Biomedical Co.,Ltd. | 4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988 | China | 1490 | 55 | |
| China Kouting Group Limited | +86 (21) 5811-6473 5811-6475 | sales@koutingchina.com | China | 494 | 60 |
| MedChemexpress LLC | 021-58955995 | sales@medchemexpress.cn | United States | 4853 | 58 |
| Wuxi Zhongkun Biochemical Technology Co., Ltd. | 0510-85629785 18013409632; | sales@reading-chemicals.com | China | 15165 | 58 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| AdooQ Bioscience CHINA | 025-58849295 | info@adooq.cn | China | 2981 | 60 |
| Credit Asia Chemical Co., Ltd. | +86 (21) 61124340 | China | 9739 | 58 | |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Creative Peptides | info@creative-peptides.com | United States | 6083 | 56 |
View Latest Price from Mifamurtide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-02-02 | Mifamurtide
83461-56-7
|
98%HPLC | 200tons | Shaanxi Dideu Medichem Co. Ltd | |||
 |
2023-05-27 | N-Acetylmuramyl-alanyl-isoglutaminyl-alanyl-sn-glycero-3-phosphoethano lamine
83461-56-7
|
$45.00 | 1kg | 99% | 20tons | Henan Bao Enluo International TradeCo.，LTD | |
 |
2023-05-27 | mifamurtide
83461-56-7
|
$45.00 | 1kg | 99% | 20tons | Henan Bao Enluo International TradeCo.，LTD |
-
- Mifamurtide
83461-56-7
- $0.10
- 98%HPLC
- Shaanxi Dideu Medichem Co. Ltd
-
- N-Acetylmuramyl-alanyl-isoglutaminyl-alanyl-sn-glycero-3-phosphoethano lamine
83461-56-7
- $45.00
- 99%
- Henan Bao Enluo International TradeCo.，LTD
-
- mifamurtide
83461-56-7
- $45.00
- 99%
- Henan Bao Enluo International TradeCo.，LTD
