1-benzyloxycarbonylazetidine-3-carboxylic acid

Names

[ Name ]:
1-benzyloxycarbonylazetidine-3-carboxylic acid

[Synonym ]:
1-[(Benzyloxy)carbonyl]-3-azetidinecarboxylic acid
1,3-Azetidinedicarboxylic acid, 1-(phenylmethyl) ester
1-phenylmethoxycarbonylazetidine-3-carboxylic acid

Biological Activity

[Description]:

1-Cbz-azetidine-3-carboxylic acid is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Cbz-azetidine-3-carboxylic acid is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Antibody-drug Conjugate >> ADC Linker

Signaling Pathways >> PROTAC >> PROTAC Linker

[Target]

Non-cleavable

[In Vitro]

ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].

[References]

[1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.

[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
421.2±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₃NO₄

[ Molecular Weight ]:
235.236

[ Flash Point ]:
208.5±28.7 °C

[ Exact Mass ]:
235.084457

[ PSA ]:
66.84000

[ LogP ]:
0.88

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.599

[ Storage condition ]:
2-8°C

MSDS

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Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%