1,5-diethyl (2S)-2-[(4-aminophenyl)formamido]pentanedioate

• ChemBase ID: 103195
• Molecular Formular: C16H22N2O5
• Molecular Mass: 322.35628
• Monoisotopic Mass: 322.15287181
• SMILES: CCOC(=O)CC[C@H](NC(=O)c1ccc(N)cc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H](NC(=O)c1ccc(cc1)N)CCC(=O)OCC
• InChI: InChI=1S/C16H22N2O5/c1-3-22-14(19)10-9-13(16(21)23-4-2)18-15(20)11-5-7-12(17)8-6-11/h5-8,13H,3-4,9-10,17H2,1-2H3,(H,18,20)/t13-/m0/s1
• InChIKey: RJXFBLRRPYBPTM-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-diethyl (2S)-2-[(4-aminophenyl)formamido]pentanedioate
• IUPAC Traditional name: 1,5-diethyl (2S)-2-[(4-aminophenyl)formamido]pentanedioate
• Synonyms: N-(4-Aminobenzoyl)-L-glutamic acid diethyl ester; N-(4-Aminobenzoyl)-L-glutamic acid diethyl ester; DIETHYL N-(p-AMINO-BENZOYL)-L-GLUTAMATE; Diethyl N-(4-aminobenzoyl)-L-glutamate; N-(4-氨基苯甲酰基)-L-谷氨酸二乙酯; N-(4-氨基苯(甲)酰)-L-谷氨酸二乙酯

Database IDs

• CAS Number: 13726-52-8
• EC Number: 237-293-1
• MDL Number: MFCD00009617
• PubChem SID: 162091252; 24853215
• PubChem CID: 73002

CALCULATED PROPERTIES

• Acid pKa: 15.782937
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.915183
• LogD (pH = 7.4): 0.9176061
• Log P: 0.9176371
• Molar Refractivity: 85.1378 cm^3
• Polarizability: 32.47149 Å^3
• Polar Surface Area: 107.72 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-142 °C(lit.); 139-142°C
• Optical Rotation: [α]21/D +17.9°, c = 5 in chloroform; 19 (c=1 chloroform)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 99%
• Linear Formula: C2H5O2CCH2CH2CH(NHCOC6H4NH2)CO2C2H5

DETAILS

MP Biomedicals - 02150885

Precursor to folate antimetabolites and also a possible cancer chemotherapy agent.

Sigma Aldrich - 221120

Packaging
5 g in glass bottle