Merck
All Photos(1)

M8407

Sigma-Aldrich

Methotrexate hydrate

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

Synonym(s):
4-Amino-10-methylfolic acid hydrate, L-4-Amino-N10-methylpteroylglutamic acid hydrate, L-Amethopterin hydrate, Antifolan hydrate, MTX hydrate, Methylaminopterin hydrate
Empirical Formula (Hill Notation):
C20H22N8O5 · xH2O
CAS Number:
Molecular Weight:
454.44 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.75

product line

BioReagent

Quality Level

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

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

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. 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.

Packaging

10, 25, 100, 500 mg

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

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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