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55750-62-4 molecular structure
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2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate

ChemBase ID: 66715
Molecular Formular: C11H10N2O6
Molecular Mass: 266.2069
Monoisotopic Mass: 266.05388605
SMILES and InChIs

SMILES:
C(=O)(CCN1C(=O)C=CC1=O)ON1C(=O)CCC1=O
Canonical SMILES:
O=C(ON1C(=O)CCC1=O)CCN1C(=O)C=CC1=O
InChI:
InChI=1S/C11H10N2O6/c14-7-1-2-8(15)12(7)6-5-11(18)19-13-9(16)3-4-10(13)17/h1-2H,3-6H2
InChIKey:
JKHVDAUOODACDU-UHFFFAOYSA-N

Cite this record

CBID:66715 http://www.chembase.cn/molecule-66715.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate
IUPAC Traditional name
2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxopyrrol-1-yl)propanoate
Synonyms
N-(3-Maleimidopropionyloxy)succinimide
N-Maleoyl-β-alanine N′-hydroxysuccinimide ester
N-Maleoyl-β-alanine N-hydroxysuccinimide ester
N-Succinimidyl 3-maleimidopropionate
BMPS
3-Maleimidopropionic acid N-hydroxysuccinimide ester
3-(Maleimido)propionic acid N-succinimidyl ester
3-(Maleimido)propionic acid N-hydroxysuccinimide ester
2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-propanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester
3-Maleimidopropionic Acid N-Hydroxysuccinimide Ester
N-Succinimidyl 3-(N-Maleimido)propionate
3-Maleimidopropionic Acid N-Succinimidyl Ester
3-(Maleimido)propionic acid N-hydroxysuccinimide ester
3-马来酰亚胺丙酸 N-羟基琥珀酰亚胺酯
CAS Number
55750-62-4
MDL Number
MFCD00043141
Beilstein Number
1492578
PubChem SID
24861980
162032451
24882447
PubChem CID
4620597

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 17.708893  H Acceptors
H Donor LogD (pH = 5.5) -1.3276454 
LogD (pH = 7.4) -1.3276454  Log P -1.3276454 
Molar Refractivity 59.5859 cm3 Polarizability 22.923098 Å3
Polar Surface Area 101.06 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
167-171 °C expand Show data source
168-170 °C(lit.) expand Show data source
168-170°C expand Show data source
171°C expand Show data source
Storage Condition
-20°C Freezer, Under Inert Atmosphere expand Show data source
Storage Warning
IRRITANT expand Show data source
Moisture Sensitive expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
37 expand Show data source
Safety Statements
26-37-60 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
H335 expand Show data source
GHS Precautionary statements
P261 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98.5% (HPLC) expand Show data source
95+% expand Show data source
98% expand Show data source
99% expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C11H10N2O6 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 358657 external link
Packaging
25 mg in glass bottle
Sigma Aldrich - 63179 external link
Other Notes
Aliphatic cross-linking reagent of hetero-bifunctional type. Acylation at pH 8 proceeds most selectively whereas the stability of the maleimido group is much better compared to aromatic derivative 1 Used for the cross-linking of haptens to enzymes prior to enzyme immunoassays or fluorogenic substrates to peptidic antigens for use in fluorescence immunoassays 2
Toronto Research Chemicals - M141000 external link
A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Also used in immunodiagnostics.Spacer Arm: 6.9 Angstroms

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kitagawa, T., el al.: Enz. Immunoassay, 81, (1981)
  • • Sulfhydryl- (SH) and amino-reactive heterobifunctional cross-linking agent: Enzym. Immunoassay, 81 (1981); J. Immunol. Meth., 62, 123 (1983). Applications in immunodiagnostics: Biopolymers, 22, 481 (1983).
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PATENTS

PATENTS

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INTERNET

INTERNET

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