methyl 3-[10,15-diethyl-20-(3-methoxy-3-oxopropyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1(20),2,4,6(24),7,9,11(23),12,14,16,18-undecaen-4-yl]propanoate

• ChemBase ID: 150847
• Molecular Formular: C36H42N4O4
• Molecular Mass: 594.74308
• Monoisotopic Mass: 594.32060584
• SMILES: CCc1c(/c/2=C/C3=N/C(=C\C4=N/C(=C\c5c(c(c([nH]5)/C=c/1\[nH]2)C)CCC(=O)OC)/C(=C4C)CCC(=O)OC)/C(=C3CC)C)C
• Canonical SMILES: COC(=O)CCC1=C(C)C2=N/C/1=C\c1[nH]c(c(c1CCC(=O)OC)C)/C=c/1\[nH]/c(=C\C3=N/C(=C\2)/C(=C3CC)C)/c(c1CC)C
• InChI: InChI=1S/C36H42N4O4/c1-9-23-19(3)27-15-28-21(5)25(11-13-35(41)43-7)33(39-28)18-34-26(12-14-36(42)44-8)22(6)30(40-34)17-32-24(10-2)20(4)29(38-32)16-31(23)37-27/h15-18,38,40H,9-14H2,1-8H3/b27-15-,28-15-,29-16-,30-17-,31-16-,32-17-,33-18-,34-18-
• InChIKey: SQMOJNBMZGPIKC-MFBGAUBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[10,15-diethyl-20-(3-methoxy-3-oxopropyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1(20),2,4,6(24),7,9,11(23),12,14,16,18-undecaen-4-yl]propanoate
• IUPAC Traditional name: methyl 3-[10,15-diethyl-20-(3-methoxy-3-oxopropyl)-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^3,^6.1^8,^1^1.1^1^3,^1^6]tetracosa-1(20),2,4,6(24),7,9,11(23),12,14,16,18-undecaen-4-yl]propanoate
• Synonyms: NSC 16668; Dimethyl 7,12-diethyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropionate; Mesoporphyrin IX dimethyl ester; 7,12-二乙基-3,8,13,17-四甲基-21H,23H-卟啉-2,18-二丙酸二甲酯; 中卟啉 IX 二甲酯

Database IDs

• CAS Number: 1263-63-4
• EC Number: 215-030-1
• MDL Number: MFCD00010036
• PubChem SID: 162245007; 24855639
• PubChem CID: 79151

CALCULATED PROPERTIES

• Acid pKa: 15.81289
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 8.98029
• LogD (pH = 7.4): 9.057115
• Log P: 9.0581665
• Molar Refractivity: 173.2612 cm^3
• Polarizability: 71.440674 Å^3
• Polar Surface Area: 109.96 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 214-215 °C(lit.)
• Absorption Wavelength: λmax 400 nm

Safety Information

• German water hazard class: 3

Product Information

• Empirical Formula (Hill Notation): C36H42N4O4

DETAILS

Sigma Aldrich - 258350

Packaging
100 mg in glass bottle
Application
Reactant for:
• Metalation reactions1
• H2-hydrogenations2