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Merck

M8407

Methotrexate hydrate

powder, suitable for cell culture, BioReagent

Synonym(s):

4-Amino-10-methylfolic acid hydrate, L-4-Amino-N10-methylpteroylglutamic acid hydrate, L-Amethopterin hydrate, Antifolan hydrate, MTX hydrate, Methylaminopterin hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H22N8O5 · xH2O
CAS Number:
133073-73-1
Molecular Weight:
454.44 (anhydrous basis)
UNSPSC Code:
12352207
PubChem Substance ID:
24897252
NACRES:
NA.75
MDL number:
MFCD00150847

Key Documents

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Product Name

Methotrexate hydrate, powder, BioReagent, suitable for cell culture, ≥98% (HPLC)

SMILES string

[H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C20H22N8O5.H2O/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);1H2/t13-;/m0./s1

InChI key

FPJYMUQSRFJSEW-ZOWNYOTGSA-N

product line

BioReagent

assay

≥98% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: insoluble

antibiotic activity spectrum

neoplastics, parasites

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

Gene Information

human ... DHFR(1719)

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Application

Methotrexate hydrate has been used:
  • as a dihydrofolate (DHFR) inhibitor in sphere forming assay culture
  • as a component of dulbecco′ modified Eagle′s medium (DMEM) for selection of transfected cells
  • in viability and co-culture assays

Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems.
Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also effective in treatment of pyrimethamine-resistant Plasmodium vivax malaria parasites.
Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also shows immunosuppressive effects in, e.g., rheumatoid arthritis.

Biochem/physiol Actions

Methotrexate is a folic acid antagonist.
Methotrexate used to inhibit dihyrofolate reductase and select for DHFR overexpresssion.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

M8407-25MG: + M8407-100MG: + M8407-500MG: + M8407-10MG: + M8407-VAR: + M8407-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2425
BCCF4867
BCCD4775
BCCD4776
BCCC6729

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Localizations of Na+-d-glucose cotransporters SGLT1 and SGLT2 in human kidney and of SGLT1 in human small intestine, liver, lung, and heart
Vrhovac I, et al.
Pflugers Archiv : European Journal of Physiology, 467(9), 1881-1898 (2015)
Methylthioadenosine (MTA) Rescues Methylthioadenosine Phosphorylase (MTAP)-deficient tumors from purine synthesis inhibition in vivo via non-autonomous adenine supply
Ruefli-Brasse A, et al.
Journal of Cancer Therapy, 2(4), 523-523 (2011)
Folate supplementation during methotrexate therapy for patients with psoriasis
Strober BE and Menon K
Journal of the American Academy of Dermatology, 53(4), 652-659 (2005)
Cross talk between one-carbon metabolism, Eph signaling, and histone methylation promotes neural stem cell differentiation
Fawal MA, et al.
Testing, 23(10), 2864-2873 (2018)
Comparative metabolic analysis of CHO cell clones obtained through cell engineering, for IgG productivity, growth and cell longevity
Wilkens CA and Gerdtzen ZP
Testing, 10(3), e0119053-e0119053 (2015)
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