SML0040

Lometrexol hydrate

≥95% (HPLC), powder, GARFTase inhibitor

• Synonym(s): LY 264618 hydrate, N-[4-[2-[(6R)-2-amino-3,4,5,6,7,8-hexahydro-4-oxopyrido[2,3-d]pyrimidin-6-yl]ethyl]benzoyl]-L-glutamic acid hydrate
• Empirical Formula (Hill Notation): C₂₁H₂₅N₅O₆ · xH₂O
• CAS Number: 106400-81-1
• Molecular Weight: 443.45 (anhydrous basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825110
• NACRES: NA.77
• Assay: ≥95% (HPLC)
• Form: powder
• Quality level: 100

Properties

• Product Name: Lometrexol hydrate, ≥95% (HPLC)
• SMILES string: O.NC1=NC(=O)C2=C(NC[C@H](CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C2)N1
• InChI: 1S/C21H25N5O6.H2O/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28;/h3-6,12,15H,1-2,7-10H2,(H,24,29)(H,27,28)(H,31,32)(H4,22,23,25,26,30);1H2/t12-,15+;/m1./s1
• InChI key: AEFQSKJUVDZANQ-YLCXCWDSSA-N
• assay: ≥95% (HPLC)
• form: powder
• color: white to light yellow
• solubility: DMSO: ≥5 mg/mL
• storage temp.: 2-8°C
• Quality Level: 100

Description

Application

Lometrexol hydrate was used to compare the biological activity of potent inhibitor of human GARFTase.[1]

Biochem/physiol Actions

Glycinamide Ribonucleotide Formyltransferase (GARFTase) is a folate-dependent enzyme required for de novo purine synthesis. Lometrexate is a potent inhibitor of GARFTase, but does not interfere with enzymes involved in the synthesis of folate. Lometrexerol has been tested clinically for the treatment of various cancers as an anti-folate like agent, similar to methotrexate. Treatment with lometrexol rapidly decreases ATP and GTP levels, cell cycle arrest and induces apoptosis. Although depletion of nucleotide pools induces p53 expression, lometrexol is cytotoxic in both wild-type and mutant p53 expressing tumor cells. Lometrexol is cytotoxic in CCRF-CEm leukemia cells with an IC50 of 2.9 nM.

Glycinamide ribonucleotide formyltransferase inhibitor

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• 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