An inhibitor of microtubule assembly
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Colcemid

Item No. 15364

Technical Information
Formal Name
(7S)-6,7-dihydro-1,2,3,10-tetramethoxy-7-(methylamino)-benzo[a]heptalen-9(5H)-one
CAS Number
477-30-5
Synonyms
  • Demecolcine
  • NSC 3096
Molecular Formula
C21H25NO5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
242, 348, 352 nm
SMILES
COC1=CC=C2C([C@@H](NC)CCC3=C2C(OC)=C(OC)C(OC)=C3)=CC1=O
InChi Code
InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1
InChi Key
NNJPGOLRFBJNIW-HNNXBMFYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Colcemid is a colchicine (Item No. 9000760) derivative that inhibits tubulin polymerization as potently as colchicine (IC50 = 2.1 and 2.4 μM, respectively) but is less toxic.1,2,3 At very low (nanomolar) concentrations, colcemid suppresses microtubule dynamicity and inhibits cell migration, while at micromolar levels it blocks microtubule assembly, arresting cells in metaphase.3,4,5 Mitotic block by colcemid is used to synchronize cells and for karyotyping in cytogenetic studies.4,6 Prolonged exposure to colcemid can activate p53, leading to apoptosis.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Muzaffar, A., Brossi, A., Lin, C.M., et alAntitubulin effects of derivatives of 3-demethylthiocolchicine, methylthio ethers of natural colchicinoids, and thioketones derived from thiocolchicine. Comparison with colchicinoids. J. Med. Chem. 33(2), 567-571 (1990).

    2. Rieder, C.L., and Palazzo, R.E. Colcemid and the mitotic cycle. J. Cell Sci. 102(3), 387-392 (1992).

    3. Jordan, M.A., and Wilson, L. Microtubules as a target for anticancer drugs. Nat. Rev. Cancer 4(4), 253-265 (2004).

    4. Curlej, J., Bulla, J., and Chrenek, P. Occurrence of chromosomal aneuploidy in rabbit oocytes and embryos at different developmental stages. Zygote 18(3), 203-207 (2010).

    5. Yang, H., Ganguly, A., and Cabral, F. Inhibition of cell migration and cell division correlates with distinct effects of microtubule inhibiting drugs. The Journal of Biological Chemisty 285(42), 32242-32250 (2010).

    6. Bayani, J., and Squire, J.A. Preparation of cytogenetic specimens from tissue samples. Curr. Protoc. Cell Biol. 22(22.2), 1-15 (2004).

    7. Sablina, A.A., Chumakov, P.M., Levine, A.J., et alp53 activation in response to microtubule disruption is mediated by integrin-Erk signaling. Oncogene 20(8), 899-909 (2001).