Gemcitabine hydrochloride

Pricing Availability Delivery Time Qty
Cat.No. 3259 - Gemcitabine hydrochloride | C9H11F2N3O4.HCl | CAS No. 122111-03-9
Description: DNA synthesis inhibitor
Chemical Name: (+)-2'-Deoxy-2',2'-difluorocytidine hydrochloride
Purity: ≥99% (HPLC)
Datasheet
Citations (8)
Literature

Biological Activity

Deoxycytidine analog that inhibits DNA synthesis. Metabolized to form gemcitabine triphosphate (dFdCTP) and gemcitabine diphosphate (dFdCDP). dFdCTD inhibits ribonucleotide reductase causing a reduction in cellular nucleotides. dFdCTP is incorporated in DNA resulting in DNA strand termination. Displays antitumor activity in vitro and in vivo.

Compound Libraries

Gemcitabine hydrochloride is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 299.66
Formula C9H11F2N3O4.HCl
Storage Desiccate at +4°C
Purity ≥99% (HPLC)
CAS Number 122111-03-9
PubChem ID 69101485
InChI Key OKKDEIYWILRZIA-OSZBKLCCSA-N
Smiles OC[C@@H]1[C@@H](O)C(F)(F)[C@H](N2C(N=C(N)C=C2)=O)O1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 5.99 20
water 29.97 100

Preparing Stock Solutions

The following data is based on the product molecular weight 299.66. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.34 mL 16.69 mL 33.37 mL
5 mM 0.67 mL 3.34 mL 6.67 mL
10 mM 0.33 mL 1.67 mL 3.34 mL
50 mM 0.07 mL 0.33 mL 0.67 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Hertel et al (1990) Evaluation of the antitumor activity of Gemcitabine (2',2'-Difluoro-2'-deoxycytidine). Cancer Res. 50 4417 PMID: 2364394

Heinemann et al (1995) Gemcitabine: a modulator of intracellular nucleotide and deoxynucleotide metabolism. Semin.Oncol. 22 11 PMID: 7481839

Plunkett et al (1995) Preclinical characteristics of gemcitabine. Anticancer Drugs 6 7 PMID: 8718419


If you know of a relevant reference for Gemcitabine hydrochloride, please let us know.

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View all DNA, RNA and Protein Synthesis Inhibitors

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8 Citations for Gemcitabine hydrochloride

Citations are publications that use Tocris products. Selected citations for Gemcitabine hydrochloride include:

Jones et al (2014) BRCA2 and RAD51 promote double-strand break formation and cell death in response to gemcitabine. PLoS One 13 2412 PMID: 25053826

Song et al (2013) Plk1 phosphorylation of orc2 and hbo1 contributes to gemcitabine resistance in pancreatic cancer. Mol Cancer Ther 12 58 PMID: 23188630

Clouser et al (2013) Characterization of permeability, stability and anti-HIV-1 activity of decitabine and gemcitabine divalerate prodrugs. Antivir Chem Chemother 23 223 PMID: 23994876

Okita et al (2015) Contrasting Effects of the Cytotoxic Anticancer Drug Gemcitabine and the EGFR Tyrosine Kinase Inhibitor Gefitinib on NK Cell-Mediated Cytotoxicity via Regulation of NKG2D Ligand in Non-Small-Cell Lung Cancer Cells. PLoS One 10 e0139809 PMID: 26439264

Dolman et al (2015) DNA-Dependent Protein Kinase As Molecular Target for Radiosensitization of Neuroblastoma Cells. PLoS One 10 e0145744 PMID: 26716839

Veroli et al (2015) An automated fitting procedure and software for dose-response curves with multiphasic features. Mol Cancer Ther 5 14701 PMID: 26424192

Bapiro et al (2014) Gemcitabine diphosphate choline is a major metabolite linked to the Kennedy pathway in pancreatic cancer models in vivo. Br J Cancer 111 318 PMID: 24874484

Slee et al (2014) Selective inhibition of pancreatic ductal adenocarcinoma cell growth by the mitotic MPS1 kinase inhibitor NMS-P715. Mol Cancer Ther 13 307 PMID: 24282275


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A collection of over 750 products for cancer research, the guide includes research tools for the study of:

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