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A4725512

Homoharringtonine , Analysis of standard products, ≥98% , 26833-87-4

Synonym(s):
Omacetaxine mepesuccinate;HHT;Ceflatonin;Cephalotaxine 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate;Myelostat

CAS NO.:26833-87-4

Empirical Formula: C29H39NO9

Molecular Weight: 545.63

MDL number: MFCD05618221

Pack Size Price Stock Quantity
20MG RMB421.60 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 144-146 C
Boiling point: 619.03°C (rough estimate)
Density  1.2395 (rough estimate)
refractive index  1.6290 (estimate)
storage temp.  2-8°C
solubility  DMSO: soluble20mg/mL, clear
pka 11.60±0.29(Predicted)
form  powder
color  white to beige
optical activity [α]/D -120 to -140°, c = 1 in chloroform-d
InChIKey DJIVDDPFKDEQIR-XSEHADPMSA-N

Description and Uses

Omacetaxine mepesuccinate (also known as homoharringtonine) was approved by the US FDA in October 2012 for the treatment of patients with chronic or accelerated phase chronic myeloid leukemia (CML) with resistance or intolerance to at least two tyrosine kinase inhibitors (TKIs). Omacetaxine is a protein synthesis inhibitor that was studied in the 1970s for the treatment of acute myeloid leukemia (AML) and in the 1990s for CML. Emergence of resistance to first- and second-generation TKIs has lead to renewed interest in omacetaxine due to its differentiated mode of action. Omacetaxine acts on the initial step of protein translation andresults in the rapid loss of a number of short-lived proteins that regulate proliferation and cell survival. Omacetaxine induces apoptosis and shows in vitro activity in anumberof leukemia cell lines andinmurine leukemiamodels. Omacetaxineis a naturally occurring alkaloid isolated from Cephalotaxus coniferous shrubs that are indigenous to Asia. Extracts of the bark have been used by practitioners of traditional Chinese medicine for the treatment of cancer. Although omacetaxine could be isolated directly from bark and roots, a more efficient approach is semi-synthesis by esterification of the abundant biosynthetic precursor cephalotaxine, which can be extracted from leaves rather than nonrenewable sources. Esterification is carried out with an activated ester in which the diol side-chain is protected as a tetrahydropyran; after ester formation, the diol is released in two steps under mild conditions.

Homoharringtonine has been used to check the cytotoxic activity against carfilzomib-resistant derivative of the LP-1 multiple myeloma (MM) cell line (LP-1/Cfz) and is used as a translation-inhibiting drug.

Safety

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H300+H310+H330
Precautionary statements  P262-P280-P301+P310+P330-P302+P352+P310-P304+P340+P310
Hazard Codes  T+,Xi
Risk Statements  26/27/28-36/37/38-28
Safety Statements  36/37/39-45-27-26-36/37-28
RIDADR  UN 1544 6.1/PG 2
WGK Germany  3
RTECS  FK0260000
HazardClass  6.1(a)
PackingGroup  II

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