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142253-55-2

142253-55-2 structure
142253-55-2 structure
  • Name: 1-Boc-azetidine-3-carboxylic acid
  • Chemical Name: 1-Boc-3-Azetidine-3-carboxylic acid
  • CAS Number: 142253-55-2
  • Molecular Formula: C9H15NO4
  • Molecular Weight: 201.220
  • Catalog: Biochemical Amino acids and their derivatives BOC-amino acid
  • Create Date: 2018-10-07 16:45:24
  • Modify Date: 2024-01-02 20:16:02
  • 1-Boc-azetidine-3-carboxylic acid is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Boc-azetidine-3-carboxylic acid is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2]

Name 1-Boc-3-Azetidine-3-carboxylic acid
Synonyms 1-{[(2-Methyl-2-propanyl)oxy]carbonyl}-3-azetidinecarboxylic acid
1-N-Boc-3-Azetidinecarboxylic Acid
1-[(2-methylpropan-2-yl)oxycarbonyl]azetidine-3-carboxylic acid
MFCD01860897
1-(tert-Butoxycarbonyl)azetidine-3-carboxylic Acid
N-Boc-Azetidine-3-carboxylic acid
1-BOC-Azetidine-3-carboxylic acid
1-Boc-azetidine-3-carboxylicacid
Description 1-Boc-azetidine-3-carboxylic acid is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-Boc-azetidine-3-carboxylic acid is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2]
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 1.2±0.1 g/cm3
Boiling Point 321.0±35.0 °C at 760 mmHg
Melting Point 100.1-101.9°C
Molecular Formula C9H15NO4
Molecular Weight 201.220
Flash Point 147.9±25.9 °C
Exact Mass 201.100113
PSA 66.84000
LogP 0.27
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.510
Storage condition Store at -15°C
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi: Irritant;
Risk Phrases 36/37/38
Safety Phrases S22-S24/25-S37-S26
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2933990090

~97%

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Literature: AstraZeneca AB Patent: US2008/171732 A1, 2008 ; Location in patent: Page/Page column 36 ; US 20080171732 A1

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142253-55-2 structure

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Literature: BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COGAN, Derek; MOSS, Neil; SARKO, Christopher Ronald; BAMFORD, Samantha Jayne; LOKE, Pui Leng; NAPIER, Spencer Charles, R.; TYE, Heather; WHITTAKER, Mark Patent: WO2010/80357 A1, 2010 ; Location in patent: Page/Page column 45 ; WO 2010/080357 A1

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142253-55-2 structure

142253-55-2

Literature: PFIZER LIMITED; ACIRO, Caroline; BAGAL, Sharanjeet Kaur; HARVEY, John Wilson; JONES, Lyn Howard; MOWBRAY, Charles Eric; OWEN, Robert McKenzie; SABNIS, Yogesh Anil; STORER, Robert Ian; YEAP, Siew Kuen Patent: WO2010/131145 A1, 2010 ; Location in patent: Page/Page column 86 ;

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142253-55-2 structure

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Literature: US5977178 A1, ;

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142253-55-2 structure

142253-55-2

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 12, # 5 p. 757 - 761
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%