2-[(4-{[(4-amino-2-imino-2,3-dihydropteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid

• ChemBase ID: 105838
• Molecular Formular: C20H22N8O5
• Molecular Mass: 454.43928
• Monoisotopic Mass: 454.17131584
• SMILES: CN(Cc1nc2c(N)[nH]c(=N)nc2nc1)c1ccc(cc1)C(=O)NC(CCC(=O)O)C(=O)O
• Canonical SMILES: CN(c1ccc(cc1)C(=O)NC(C(=O)O)CCC(=O)O)Cc1cnc2c(n1)c(N)[nH]c(=N)n2
• InChI: InChI=1S/C20H22N8O5/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)
• InChIKey: FBOZXECLQNJBKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-{[(4-amino-2-imino-2,3-dihydropteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
• IUPAC Traditional name: 2-[(4-{[(4-amino-2-imino-3H-pteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid
• Synonyms: METHOTREXATE USP AND EP GRADE; MTX; Amethopterin; METHOTREXATE

Database IDs

• CAS Number: 59-05-2
• EC Number: 200-413-8
• PubChem SID: 162092840
• PubChem CID: 4112

CALCULATED PROPERTIES

• Acid pKa: 3.2475746
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -3.5500257
• LogD (pH = 7.4): -6.132151
• Log P: -2.3817444
• Molar Refractivity: 137.574 cm^3
• Polarizability: 42.9526 Å^3
• Polar Surface Area: 205.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 185-204°C
• Boiling Point: Monohydrate decomposes at 184-204 °C

Safety Information

• Storage Condition: 2-8°C
• RTECS: MA1225000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:25
• Safety Statements: S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

Product Information

• Grade: EP; USP

DETAILS

MP Biomedicals - 02194708

Cell Culture Reagent
Crystalline