Methotrexate hydrate

SIGMA/06563 - ≥99.0% (sum of enantiomers, HPLC)

Synonym: 4-Amino-10-methylfolic acid hydrate; L-4-Amino-N¹⁰-methylpteroylglutamic acid hydrate; L-Amethopterin hydrate; Antifolan hydrate; MTX hydrate; Methylaminopterin hydrate

CAS Number: 133073-73-1
Empirical Formula (Hill Notation): C₂₀H₂₂N₈O₅ · xH₂O
Molecular Weight: 454.44 (anhydrous basis)
EC Number: 200-413-8
MDL Number: MFCD00150847
Linear Formula: C₂₀H₂₂N₈O₅ · xH₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-06563-5MG	5 mg	$28.70 1/EAAdd To Favorites	Add To Favorites
45-06563-25MG	25 mg	$79.80 1/EAAdd To Favorites	Add To Favorites
45-06563-100MG	100 mg	$213.00 1/EAAdd To Favorites	Add To Favorites

assay	≥99.0% (sum of enantiomers, HPLC)
biological source	synthetic
form	powder or crystals
impurities	≤0.1% sulfated ash
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
mp	185-204 °C
optical activity	[α]/D +21.0±2.0°
Quality Level	200
SMILES string	[H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
solubility	water: insoluble
storage temp.	−20°C

Application:	Methotrexatehydrate has been used as a disease modifyinganti-rheumatic drug (DMARD) to study its effects on Ross River virus disease (RRVD) in mice models.
Application:	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.
Application:	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.
General description:	Methotrexateis an analog of folate. It shows anti-inflammatory effects throughseveral cellular mechanisms. The inhibition of dihydrofolate reductase reducesthe de novo synthesis of pyrimidines and purines, transmetylation ofphospholipids and proteins, and formation of polyamines.
Other Notes:	Folic acid antagonist. Potent inhibitor of dihydrofolate reductase.

Symbol	GHS06,GHS08
Signal word	Danger
Hazard statements	H301 - H315 - H319 - H341 - H360D
Precautionary statements	P201 - P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
Hazard Codes	T
Risk Statements	46-61-25-36/38
Safety Statements	53-26-36-45
RIDADR	UN 1544PSN1 6.1 / PGIII
WGK Germany	WGK 3

Purity	≥99.0% (sum of enantiomers, HPLC)
mp	185-204 °C
Storage Temp.	−20°C
UNSPSC	12352202