Description

1,1-Dioxobenzo[B]Thiophen-2-Ylmethyl n-Succimidyl Carbonate is a highly reactive, heterobifunctional crosslinking reagent belonging to the class of active esters. This compound matters for its ability to efficiently introduce amine-reactive N-hydroxysuccinimide (NHS) ester groups onto target molecules, facilitating stable amide bond formation under mild aqueous conditions. It is primarily needed by researchers and manufacturers in the pharmaceutical and bioconjugation industries for the synthesis of antibody-drug conjugates (ADCs), protein labeling, and the development of advanced polymer materials.

Application

• Antibody-Drug Conjugate (ADC) Linker Synthesis: A key intermediate for constructing cleavable or non-cleavable linkers that connect cytotoxic payloads to monoclonal antibodies.
• Protein and Peptide Modification: Used for site-specific labeling of proteins, peptides, and enzymes with fluorescent dyes, biotin, or other functional probes.
• Polymer Functionalization: Enables the introduction of amine-reactive groups onto polymer backbones for creating smart biomaterials, hydrogels, and drug delivery systems.
• Surface Immobilization: Facilitates the covalent attachment of biomolecules (e.g., antibodies, antigens) to solid supports for biosensor and diagnostic assay development.
• Small Molecule Prodrug Development: Employed to create hydrolytically stable amide linkages in prodrug strategies to improve pharmacokinetic properties.

Basic Information

Product Name	1,1-Dioxobenzo[B]Thiophen-2-Ylmethyl n-Succimidyl Carbonate
CAS No.	197244-91-0
Molecular Formula	C14H11NO7S
Molecular Weight	337.30 g/mol
Synonyms	2-((1,1-Dioxido-3-oxobenzo[b]thiophen-2(3H)-ylidene)methyl)-1-(2,5-dioxopyrrolidin-1-yl) 2-methylpropane-1,2-dioate; Benzo[b]thiophene-2-methyl, 1,1-dioxide, 2-N-succinimidyl carbonate derivative; SBD-NHS; NHS-Sulfobenzoic Acid Cyclic Anhydride Ester; 1,1-Dioxo-1λ6-benzo[b]thiophen-2-ylmethyl N-succinimidyl carbonate; 2-(N-Succinimidyloxycarbonyl)benzothiophene-1,1-dioxide; Sulfobenzoic Acid NHS Ester; Contact for details on additional trade names.
EINECS	Contact for details

Quality Control

Our 1,1-Dioxobenzo[B]Thiophen-2-Ylmethyl n-Succimidyl Carbonate is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and identity confirmation by NMR and IR spectroscopy, to ensure it meets the high standards required for research and pharmaceutical intermediate applications. Certificates of Analysis (COA) with detailed specifications are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C or below under desiccant. This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent hydrolysis of the active ester moiety. Allow the sealed container to reach room temperature before opening to minimize moisture condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 1.0%
Solubility	Soluble in DMF, DMSO, acetonitrile

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.