BMPH HCl salt

 CAS No.: 293298-33-6  Cat No.: BP-502152 4.5  

BMPH HCl salt is a bifunctional, protonatable linker building block commonly used in targeted protein degradation (TPD) and PROTAC synthesis to connect an E3 ligase–binding ligand to a target-binding ligand through a chemically stable spacer. Structurally, it contains a maleimide group that reacts selectively with thiols and a hydrazide group that reacts with aldehydes or ketones to form hydrazones, supplied as the hydrochloride salt. In PROTAC design, such linkers are critical for positioning the two binding moieties at an optimal geometry for productive recruitment of the E3 ligase and for enabling ubiquitin transfer to the target protein. As a readily handled hydrochloride salt, BMPH HCl salt can improve practical formulation and coupling efficiency in standard organic synthesis workflows, supporting reproducible assembly of PROTAC analog series for structure–activity relationship studies and mechanistic evaluation of degradation pathways.

BMPH HCl salt

Structure of 293298-33-6

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PROTAC Linker
Molecular Formula
C7H10ClN3O3
Molecular Weight
219.63

* For research and manufacturing use only. Not for human or clinical use.

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IUPACName
3-(2,5-dioxopyrrol-1-yl)propanehydrazide;hydrochloride
Synonyms
N-(beta-maleimidopropionic acid) hydrazide HCl; Maleimidopropionic acid hydrazide hydrochloride
InChI Key
DWTYLPPEWBCKDA-UHFFFAOYSA-N
InChI
InChI=1S/C7H9N3O3.ClH/c8-9-5(11)3-4-10-6(12)1-2-7(10)13;/h1-2H,3-4,8H2,(H,9,11);1H
SMILES
C1=CC(=O)N(C1=O)CCC(=O)NN.Cl

BMPH HCl salt is a PROTAC linker building block designed to enable efficient conjugation between targeting ligands and E3 ligase recruiters through robust, chemoselective bond formation. Its salt form supports handling and consistent reactivity during synthesis workflows, facilitating reproducible linker installation in targeted protein degradation constructs. The detailed structural and reactivity considerations for using this linker in PROTAC assembly are provided below.

Structure: BMPH HCl salt comprises a protonatable amine-containing scaffold paired with chloride as a counterion. The structure features ionic salt formation alongside covalent bonds that support stable linker attachment chemistry. Such salt-state behavior typically improves aqueous compatibility and operational consistency during coupling steps.

Reactivity: This linker is commonly used under standard organic synthesis conditions for PROTAC assembly, where the amine functionality is converted into a reactive intermediate or directly participates in nucleophilic substitution/condensation. Practical coupling often employs base-mediated activation, with polar aprotic solvents frequently used to promote solubility and reaction kinetics. Reaction design should account for salt-to-free-base equilibration and minimize side reactions by controlling pH and stoichiometry.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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