1793 N-Bromosuccinimide n-Bromosuccinimide (NBS) is a organobromide compound used in a variety of bromination reactions for chemical synthesis. It can be used to donate bromine to alkenes, to allylic or benzyl compounds, to carbonyl-containing compounds as well as aromatic compounds such as phenols, anilines, and various aromatic heterocycles. NBS will decompose over time giving off bromine. Pure NBS is white, but it is often found to be off-white or brown colored by bromine. NBS can be used as a protein modification agent that targets tryptophan and histidine residues. 128-08-5 67184 C4H4BrNO2 176.942540 White powder. 174°C 14.7 mg/mL at 25°C [MERCK INDEX (1996)] Oral (L626) ; inhalation (L626) ; dermal (L626) Organobromide compounds such as n-Bromosuccinimide are strong alkylating agents. Consequently they can readily modify free thiols (cysteines), methionines as well as tryptophan and histidine residues on the surfaces of proteins leading to the disruption of enzyme, transporter or membrane functions. One of the most probable protein targets is the TRPA1 ion channel that is expressed in sensory nerves (trigeminal nerve) of the eyes, nose, mouth and lungs Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626) No indication of carcinogenicity to humans (not listed by IARC). Used as a laboratory and industrial chemical. Occupational exposure to N-bromosuccinimide may occur through inhalation and dermal contact with this compound at workplaces where N-bromosuccinimide is produced or used. Strong lachrymator. Strong irritant to eyes, skin and soft tissues. Toxic if inhaled, swallowed or absorbed through skin. It is extremely destructive to the tissue of the mucous membranes and upper respiratory tract. Causes severe eye and skin burns. Irritating to eyes, skin, and respiratory system. Acute exposure (ingestion or inhalation) can lead to nausea, vomiting and coma. EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration. 2009-06-22T16:08:36Z 2026-03-26T22:52:58Z 53174 N-Bromosuccinimide true BrN1C(=O)CCC1=O C4H4BrNO2 InChI=1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2 PCLIMKBDDGJMGD-UHFFFAOYSA-N 177.984 176.942541024 Exogenous Solid 60528 CHEM001539 DTXSID2038738 1-bromopyrrolidine-2,5-dione