ChemicalBook--->CAS DataBase List--->89520-11-6

89520-11-6

89520-11-6 Structure

89520-11-6 Structure
IdentificationBack Directory
[Name]

N-Bromoacetyl--alanine
[CAS]

89520-11-6
[Synonyms]

N-Bromoacetyl--alanine
[Molecular Formula]

C5H8BrNO3
[MDL Number]

MFCD07369176
[MOL File]

89520-11-6.mol
[Molecular Weight]

210.026
Chemical PropertiesBack Directory
[Appearance]

Pale Yellow Semi-Solid
[Melting point ]

71-77°C
[Boiling point ]

433.4±30.0 °C(Predicted)
[density ]

1.682±0.06 g/cm3(Predicted)
[solubility ]

Dichloromethane
[form ]

Pale Yellow Semi-Solid
[pka]

4.27±0.10(Predicted)
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Semi-Solid
[Description]

3-(2-bromoacetamido)propanoic acid is a compound containing a bromide group and a terminal carboxylic acid. The bromide (Br) is a very good leaving group for nucleophilic substitution reactions. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.
[Uses]

N-Bromoacetyl-β-alanine is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]. N-Bromoacetyl-β-alanine is also a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[2].
[IC 50]

Alkyl-Chain; Cleavable Linker
[References]

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562. DOI:10.1016/j.ebiom.2018.09.005
[2] Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337. DOI:10.1038/nrd.2016.268
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