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Basic information

  • Name:
  • Homoharringtonine

  • CAS No.:
  • 26833-87-4

  • Molecular Structure:
  • Formula:
  • C29H39NO9
  • Molecular Weight:
  • 545.69
  • Synonyms:
  • Cephalotaxine,4-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester), [3(R)]-;Homoharringtonine (8CI);CGX 635;Ceflatonin;Myelostat;NSC 141633;Omacetaxine mepesuccinate;Ephalotaxine, 4-methyl(2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester);
  • Density:
  • 1.33 g/cm3
  • Melting Point:
  • 144-146 °C
  • Boiling Point:
  • 713.1 °C at 760 mmHg
  • Flash Point:
  • 385.1 °C
  • Appearance:
  • Off-white cryst.
  • Hazard Symbols:
  • VeryT+, IrritantXi
  • Risk Codes:
  • 26/27/28-36/37/38
  • Safety Description:
  • 36/37/39-45-27-26 Details
  • Transport Information:
  • UN 1544 6.1/PG 2

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Chemistry


Product Name: Homoharringtonine
Molecular Weight: 545.62126 [g/mol]
Molecular Formula: C29H39NO9
XLogP3: 0.8
H-Bond Donor: 2
H-Bond Acceptor: 10 
storage temp.: 2-8 °C 
Index of Refraction: 1.604
Molar Refractivity: 140.62 cm3
Molar Volume: 408.4 cm3
Surface Tension: 61.3 dyne/cm
Density: 1.33 g/cm3
Flash Point: 385.1 °C
Enthalpy of Vaporization: 109.46 kJ/mol
Boiling Point: 713.1 °C at 760 mmHg
Vapour Pressure: 2.41E-21 mmHg at 25 °C
Appearance: Off-white Cryst
Melting Point: 144-146 °C
Classification Code of Homoharringtonine (CAS NO.26833-87-4): Angiogenesis Inhibitors; Angiogenesis Modulating Agents; Antineoplastic Agents; Antineoplastic agents, phytogenic; Drug / Therapeutic Agent; Growth Substances; Growth inhibitors; Natural Product; Treatment of acute myeloid leukemia; Treatment of chronic myeloid leukemia; Treatment of myelodysplasia
Product Categories: Alkaloids; Chiral Reagents; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Cell Cycle RegulatorsCancer Research; DNA-RNA Transcription Regulators; Antitumor Agents; Apoptosis and Cell Cycle; Cell Cycle; Peptide Synthesis/Antibiotics

Uses

 Homoharringtonine (CAS NO.26833-87-4) combined with some botanical drugs could induce cancer cells to resemble normal cells. It was prepared by a semi-synthetic method from Cephalotaxine, a major alkaloid of Cepahlotaxus species through the formation of a-ketoes.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD10 intravenous 640ug/kg (0.64mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

CARDIAC: CHANGE IN RATE

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
National Cancer Institute Report. Vol. AUG1982,
mouse LD50 intraperitoneal 3170ug/kg (3.17mg/kg)   Chinese Medical Journal Vol. 92, Pg. 175, 1979.
mouse LD50 intravenous 2400ug/kg (2.4mg/kg)   Journal of Ethnopharmacology. Vol. 24, Pg. 1, 1988.
mouse LD50 oral 7456ug/kg (7.456mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 subcutaneous 3948ug/kg (3.948mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx.
Safety information of Homoharringtonine (CAS NO.26833-87-4):
Hazard Codes: T+,Xi
Risk Statements: 26/27/28-36/37/38
R26/27/28: Very Toxic by inhalation, in contact with skin and if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 36/37/39-45-27-26
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
S27: Take off immediately all contaminated clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
RIDADR: UN 1544 6.1/PG 2
WGK Germany: 3
RTECS: FK0260000
HazardClass: 6.1(a)
PackingGroup: II

Specification

  Homoharringtonine (CAS NO.26833-87-4), its Synonyms are 1-((1S,3aR,14bS)-2-Methoxy-1,5,6,8,9,14b-hexahydro-4H-cyclopenta(a)(1,3)dioxolo(4,5-h)pyrrolo(2,1-b)(3)benzazepin-1-yl) 4-methyl (2R)-2- hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate ; Ceflatonin ; Myelostat ; Omacetaxine mepesuccinate ; Omapro ; Cephalotaxine, 4-methyl (2R)-2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester) (9CI) ; Cephalotaxine, 4-methyl 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester), (3(R))- (9CI) ; Cephalotaxine, 4-methyl-, 2-hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (ester) ; Homoharringtonine (8CI) .

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