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Home > Encyclopedia > Homoharringtonine

Homoharringtonine

pharmaceutical raw materials
Homoharringtonine structure

Homoharringtonine 

structure
  • CAS No:

    26833-87-4

  • Formula:

    C29H39NO9

  • Chemical Name:

    Homoharringtonine

  • Synonyms:

    Cephalotaxine,3-[4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate];Homoharringtonine;Cephalotaxine,4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester);NSC 141633;Ceflatonin;Myelostat;Omacetaxine mepesuccinate;CGX 635;Synribo;(-)-Homoharringtonine

  • Categories:

    Active Pharmaceutical Ingredients  >  Antineoplastic Agents

Description

Homoharringtonine (Omacetaxine mepesuccinate;HHT) is a cytotoxic alkaloid with antitumor properties which acts by inhibiting translation elongation.


Omacetaxine is a semisynthetic cephataxine that acts as a protein translation inhibitor and is used to treated chronic myeloid leukemia that is resistant to tyrosine kinase receptor antagonists. Omacetaxine is associated with a low rate of serum enzyme elevation during therapy, but has not been linked to cases of clinically apparent liver injury with jaundice.

Homoharringtonine Basic Attributes

545.62

545.62

DTXSID0045678

Characteristics

134.99000

2.70

white to beige

1.3±0.1 g/cm3

144-146 C

713.1±60.0 °C at 760 mmHg

385.1±32.9 °C

1.605

DMSO: soluble20mg/mL, clear

2-8°C

2.41E-21mmHg at 25°C

Safety Information

II

6.1(a)

UN 1544 6.1/PG 2

3

26/27/28-36/37/38-28

36/37/39-45-27-26-36/37-28

FK0260000

T+,Xi

P264-P301 + P310

H300

|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory.

Toxicity

In controlled trials, serum aminotransferase elevations occurred in 2% to 6% patients treated with omacetaxine, but most elevations were mild and transient with only rare patients requiring dose modification or discontinuation for liver test abnormalities. Clinically apparent liver injury with jaundice was not reported in the preregistration trials of omacetaxine and is not mentioned in the product label. Since the approval and more wide scale use of omacetaxine, there have been no publications or descriptions of the hepatotoxicity with jaundice associated with its use. Thus, clinically apparent liver injury due to omacetaxine must be rare, if it occurs at all.

Drug Information

Omacetaxine is a semisynthetic cephataxine that acts as a protein translation inhibitor and is used to treated chronic myeloid leukemia that is resistant to tyrosine kinase receptor antagonists. Omacetaxine is associated with a low rate of serum enzyme elevation during therapy, but has not been linked to cases of clinically apparent liver injury with jaundice.

Antineoplastic Agents

Homoharringtonine Use and Manufacturing

Homoharringtonine (HHT) combined with some botanical drugs could induce cancer cells to resemble normal cells. HHT was prepared by a semi-synthetic method from Cephalotaxine, a major alkaloid of Cepahlotaxus species through the formation of a-ketoes

Computed Properties

Molecular Weight:545.6
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:11
Exact Mass:545.26248182
Monoisotopic Mass:545.26248182
Topological Polar Surface Area:124
Heavy Atom Count:39
Complexity:968
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It can inhibit the synthesis of eukaryotic cell proteins, disaggregate polyribosomes, and interfere with the function of protein ribosomes. It also has an inhibitory effect on the synthesis of intracellular DNA. It has the strongest killing effect on G1 and G2 phase cells, but has a smaller effect on S phase cells. It has no cross-resistance with cytarabine, mercaptopurine, etc.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • MINSHENG GROUP SHAOXING PHARMACEUTICAL CO LTD

    United States United States
    Active
  • Minsheng Group Shaoxing Pharmaceutical Co., Ltd.

    China China
    Active
  • Beijing Xiehe Pharmaceutical Co., Ltd.

    China China
    Active

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