2,5-dioxopyrrolidin-1-yl 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzoate

• ChemBase ID: 158614
• Molecular Formular: C19H18N4O4
• Molecular Mass: 366.37062
• Monoisotopic Mass: 366.13280508
• SMILES: CN(C)c1ccc(cc1)/N=N/c1ccc(cc1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C1CCC(=O)N1OC(=O)c1ccc(cc1)/N=N/c1ccc(cc1)N(C)C
• InChI: InChI=1S/C19H18N4O4/c1-22(2)16-9-7-15(8-10-16)21-20-14-5-3-13(4-6-14)19(26)27-23-17(24)11-12-18(23)25/h3-10H,11-12H2,1-2H3
• InChIKey: IBOVDNBDQHYNJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}benzoate
• IUPAC Traditional name: dabcyl SE dye
• Synonyms: DABCYL-N-succinimidyl ester; 4-[(Dimethylamino)azo]benzene-4'-carboxylic acid N-succinimidyl ester; 4-[4-(Dimethylamino)phenylazo]benzoic acid N-succinimidyl ester; 4-([4-(Dimethylamino)phenyl]-azo)-benzoic acid succinimidyl ester; DABCYL SE; 4-[4-(二甲基氨基)苯基偶氮]苯甲酸 N-丁二酰亚胺酯

Database IDs

• CAS Number: 146998-31-4
• MDL Number: MFCD00467415
• PubChem SID: 162252750; 24894321
• PubChem CID: 4206604

CALCULATED PROPERTIES

• Acid pKa: 17.697296
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.7091336
• LogD (pH = 7.4): 3.7142856
• Log P: 3.7143517
• Molar Refractivity: 102.6156 cm^3
• Polarizability: 36.92642 Å^3
• Polar Surface Area: 91.64 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• Storage Warning: Moisture Sensitive
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 98+%
• Shipped in: dry ice
• Mol. Weight: apparent mol wt 366.38
• Empirical Formula (Hill Notation): C19H18N4O4

DETAILS

Sigma Aldrich - D9689

Application
Non-fluorescent acceptor in fluorescent resonance energy transfer applications.
This succinimidyl ester is useful for preparation of quenched fluorogenic substrates for proteases.