Methotrexate CAS: 59-05-2
MF: C20H22N8O5
MW: 454.45
A cell cycle arresting agent that inhibits DHFR.

Methotrexate (CAS 59-05-2)

Methotrexate | CAS 59-05-2 is rated 4.4 out of 5 by 5.
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Synonym: Amethopterin; Rheumatrex; Trexall
Application: A cell cycle arresting agent that inhibits DHFR
CAS Number: 59-05-2
Purity: ≥98%
Molecular Weight: 454.45
Molecular Formula: C20H22N8O5
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Methotrexate is a cell cycle arresting agent with varying effects. Methotrexate arrests the cell cycle in late G1/S-phase, therefore inhibiting the synthesis of DNA, RNA, thymidylates, and proteins. In the previous cases the inhibition of enzymes involved in purine metabolism, leading to accumulation of adenosine, or the suppression of intercellular adhesion molecule expression by T cells as the main mechanism of action by methotrexate. The compound has been observed to irreversibly inhibit dihydrofolate reductase (DHFR) and thymidylate synthetase (TS). Methotrexate has been shown to modulate inflammation by promoting adenosine release or inhibiting transmethylation reactions. In adherent splenic cells, IL-1 production was decreased by methorexate.
Additionally offered as methotrexate trihydrate (sc-215309).


References

1. Richardson, V.B. 1994. Cytogenet. Cell Genet. 66: 126-128. PMID: 8287684
2. Pittman, S.M. 1994. Exp. Cell Res. 215: 263-272. PMID: 7982469
3. Huschtscha, L.I. 1996. Br. J. Cancer. 73: 54-60. PMID: 8554984
4. Parker, R. 2010. Postgrad Med J. 86: 208-211. PMID: 20354043
5. Fleisher, M. 1993. Ther Drug Monit. 15: 521-526. PMID: 8122287
6. Eckardt, J.R. 1996. Anticancer Drugs. 7: 41-46. PMID: 8862711
7. Cronstein, B.N. 1997. Rheum. Dis. Clin. North Am. 23: 739-755. PMID: 9361153
8. Rajagopalan, P.T., et al. 2002. Proc. Natl. Acad. Sci. U.S.A. 99: 13481-13486. PMID: 12359872
9. DiMartino, M.J., et al. 1987. Agents Actions. 21: 348-350. PMID: 3500597

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (100 mM), and water (<0.1 g/100ml) at 19° C.
Storage :
Store at -20° C
Melting Point :
195° C (dec.)
Density :
1.54 g/cm3 (Predicted)
Refractive Index :
n20D 1.74 (Predicted)
Optical Activity :
α20/D 21°, c = 0.1 in 1mol/L NaOH
IC50 :
Dihydrofolate reductase: IC50 = 6.6 nM (Escherichia coli K-12); Nuclear receptor coactivator 3: IC50 = 210.97 nM (Homo sapiens); CCRF-CEM (T-cell leukemia): EC5050 = 12.5 nM (Homo sapiens)
Ki Data :
Dihydrofolate reductase: Ki= 0.18 nM (Homo sapiens)
pK Values :
pKa: 3.54, pKb: 5.55
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MA1225000
PubChem CID :
126941
Merck Index :
14: 5985
MDL Number :
MFCD00064370
EC Number :
200-413-8
SMILES :
CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)N[[email protected]@H](CCC(=O)O)C(=O)O

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Certificate of Analysis

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Methotrexate  Product Citations

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

Citations 1 to 10 of 23 total

PMID: # 31214760  Rahimi Babasheikhali, S.|Rahgozar, S.|Mohammadi, M.| et al. 2019. J. Cancer Res. Clin. Oncol. 145: 1987-1998.

PMID: # 30190333  Insua-Rodríguez, J.|Pein, M.|Hongu, T.|Meier, J.|Descot, A.|Lowy, CM.|De Braekeleer, E.|Sinn, HP.|Spaich, S.|Sütterlin, M.|Schneeweiss, A.|Oskarsson, T.| et al. 2018. EMBO Mol Med. 10:

PMID: # 28690194  Rudyk, O. et al. 2017. Free radical biology & medicine. 110: 390-398.

PMID: # 28936674  Dissmeyer, N.| et al. 2017. Methods Mol. Biol. 1669: 407-416.

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

PMID: # 27754745  Kim, M. et al. 2016. Autophagy. 1-20.

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

PMID: # 25837271  2015. Phytomedicine. 22: 344-51.

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

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

Citations 1 to 10 of 23 total

What is the shipping temperature for this product?

Asked by: hawkeye11
This chemical, Methotrexate, can be shipped ambient.
Answered by: Chemical Support 1
Date published: 2017-04-07

Can this product be stored in solution?

Asked by: hawkeye11
This chemical, Methotrexate (CAS 59-05-2), can be stored in solution for one month at -20oC.
Answered by: Chemical Support 1
Date published: 2017-04-07
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Rated 3 out of 5 by from Great product This product works very well in mouse tumor treatment.
Date published: 2018-10-15
Rated 4 out of 5 by from Great product Methotrexate | CAS 59-05-2 works as expected in mouse
Date published: 2018-10-03
Rated 5 out of 5 by from PMID 25837271 USED THIS PRODUCT. PMID 25837271 USED THIS PRODUCT. IT IS A VERY GOOD PRODUCT.
Date published: 2017-05-23
Rated 5 out of 5 by from A VERY GOOD PRODUCT I USED IT IN MY MANUSCRIPT. IT IS A VERY GOOD PRODUCT.
Date published: 2017-04-04
Rated 5 out of 5 by from Gil Gil, et. al. (PubMed ID 19155216) used methotrexate as a selection agent for cells that were successfully transfected with the pCDM8 vector containing cDNAs for CD11b and CD18. -SCBT Publication Review
Date published: 2015-04-27
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