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142253-56-3

142253-56-3 structure
142253-56-3 structure
  • Name: 1-Boc-azetidine-3-yl-methanol
  • Chemical Name: 1-Boc-3-azetidinemethanol
  • CAS Number: 142253-56-3
  • Molecular Formula: C9H17NO3
  • Molecular Weight: 187.236
  • Catalog: Chemical reagent Organic reagent Imine, hydrazine
  • Create Date: 2018-12-13 15:59:18
  • Modify Date: 2024-01-02 07:17:52
  • 1-Boc-azetidine-3-yl-methanol is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Boc-azetidine-3-yl-methanol is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]

Name 1-Boc-3-azetidinemethanol
Synonyms 1-Boc-Azetidine-3-yl-methanol
tert-butyl 3-(hydroxymethyl)azetidine-1-carboxylate
3-(Hydroxymethyl)azetidine-1-carboxylate
1-(tert-Butoxycarbonyl)-3-azetidinemethanol
1-Boc-3-(hydroxymethyl)azetidine
Description 1-Boc-azetidine-3-yl-methanol is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Boc-azetidine-3-yl-methanol is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1]
Related Catalog
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.

Density 1.1±0.1 g/cm3
Boiling Point 270.3±13.0 °C at 760 mmHg
Melting Point 55 °C
Molecular Formula C9H17NO3
Molecular Weight 187.236
Flash Point 117.3±19.8 °C
Exact Mass 187.120850
PSA 49.77000
LogP 0.01
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.489
Water Solubility Soluble in Dimethyl sulfoxide (DMSO).
Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 23-26-37-60
HS Code 2933990090

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Literature: WO2013/83991 A1, ; Page/Page column 69-70 ;

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Literature: US2010/261701 A1, ; Page/Page column 145 ;

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Literature: Journal of Medicinal Chemistry, , vol. 51, # 4 p. 948 - 956

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Literature: WO2005/28474 A2, ; Page/Page column 219 ; WO 2005/028474 A2

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Literature: European Journal of Medicinal Chemistry, , vol. 34, # 5 p. 363 - 380

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Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 20 p. 5581 - 5585
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%