Gemcitabine Hydrochloride A deoxycytidine analog that inhibits ribonucleotide reductase & induces apoptosis

Gemcitabine Hydrochloride (CAS 122111-03-9)

Gemcitabine Hydrochloride | CAS 122111-03-9 is rated 5.0 out of 5 by 1.
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Synonym: 2'-Deoxy-2',2'-difluorocytidine HCL; LY-188011 . HCl
Application: A deoxycytidine analog that inhibits ribonucleotide reductase & induces apoptosis
CAS Number: 122111-03-9
Purity: ≥99%
Molecular Weight: 299.66
Molecular Formula: C9H11F2N3O4•HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Gemcitabine Hydrochloride is a deoxycytidine analog with cytotoxic effects. Gemcitabine Hydrochloride inhibits DNA synthesis and induces apoptosis through inhibition of ribonucleotide reductase (R1 and R2).


References

1. Heinemann, V., et al. 1992. Cancer Res. 52: 533-539. PMID: 1732039
2. Plunkett, W., et al. 1995. Semin. Oncol. 22: 3-10.PMID: 7481842
3. Hui, Y.F., et al. 1997. Am. J. Health Syst. Pharm. 54: 162 -170. PMID: 9117804
4. Mini, E., et al. 2006. Ann. Oncol. 17: 7-12. PMID: 16807468

Physical State :
Solid
Solubility :
Soluble in water (100 mM), methanol (slightly), DMSO (50 mM), and acetone. Insoluble in ethanol.
Storage :
Store at 4° C
Melting Point :
292° C (lit.)
Boiling Point :
482.7° C at 760 mmHg (Predicted)
Refractive Index :
n20D 1.65 (Predicted)
Optical Activity :
α20/D +46.5°±3.5°, c = 1 in deuterated water; α25/D +71.51°, c = 0.96 in methanol
IC50 :
NCI-H460: IC50 = 2.13 nM (human); Growth of C2G prostate cancer cell line : IC50 = 3.7 nM; TRAMP-C2H: IC50 = 4.7 nM (mouse); TRAMP-C1A: IC50 = 9 nM (mouse); Growth of C2D prostate cancer cell line : IC50 = 11.9 nM
pK Values :
pKa: pK1: 5.27 in imine, pK2: 11.24 in alcohol (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
HA3840000
PubChem CID :
60749
Merck Index :
14: 4386
MDL Number :
MFCD01735988
EC Number :
601-823-3
Beilstein Registry :
5386970
SMILES :
C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)(F)F.Cl

Download SDS (MSDS)

Certificate of Analysis

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Gemcitabine Hydrochloride  Product Citations

See how others have used Gemcitabine Hydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 10 total

PMID: # 27814544  Isidori, M. et al. 2016. Environ. Pollut. 219: 275-287.

PMID: # 26971211  Ferre-Aracil, J. et al. 2016. The Science of the total environment. 556: 70-9.

PMID: # 26013168  Ono, H. et al. 2015. Mol. Cancer Res. 13: 1174-84.

PMID: # 25124055  Negreira, N. et al. 2014. Sci. Total Environ. 497-498: 68-77.

PMID: # 24583265  Kondratska, K. et al. 2014. Biochim. Biophys. Acta. 1843: 2263-9.

PMID: # 24667756  Negreira, N. et al. 2014. The Science of the total environment. 482-483: 389-98.

PMID: # 24148406  2013. Talanta. 116: 290-9.

PMID: # 23357749  Negreira, N. et al. 2013. J Chromatogr A. 1280: 64-74.

PMID: # 23055553  Zhu, J. et al. 2012. J. Virol. 86: 13689-96.

PMID: # 19157636  Hsu, IL. et al. 2009. Lung Cancer. 65: 371-376.

Citations 1 to 10 of 10 total

After solubilized in DMSO and stored in 4℃, Gemcitabine Hydrochloride (sc-204763) solution becomes solid. How stable is it if I thaw the solution and put it back to 4℃ to let it become solid and then thaw, which results in multiple cycles?

Asked by: BailuXie
Thank you for your question. It is recommended to store stock solutions at -20 or below and use within 1 month. We do not have any data on stability after multiple freeze-thaw cycles. It is recommended wherever possible solutions should be made and used on the same day.
Answered by: Tech Service
Date published: 2019-03-08

After solubilization in DMSO, at what temperature should the solution be stored?

Asked by: two2igm05
Thank you for your question. Gemcitabine Hydrochloride, sc-204763, can be stored for 6 months at -80℃ in solvent.
Answered by: TechService7
Date published: 2016-12-28

What is the solubility of this product in water?

Asked by: hawkeye11
It's clear water solution. Gemcitabine Hydrochloride, sc-204763, is solubility in water at around 19 mg/mL at room temperature.
Answered by: TechService7
Date published: 2016-12-20
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Rated 5 out of 5 by from Takeuchi Takeuchi, H. et al. (PubMed 26323344) found that sequential treatment with gemcitabine and tamoxifen led to increased apoptosis in bladder cancer cell lines. -SCBT Publication Review
Date published: 2015-04-21
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