(2R)-2-Azetidinecarboxylic acid

Modify Date: 2024-01-04 16:53:30

(2R)-2-Azetidinecarboxylic acid structure	Common Name	(2R)-2-Azetidinecarboxylic acid
	CAS Number	7729-30-8	Molecular Weight	101.104
	Density	1.3±0.1 g/cm3	Boiling Point	242.0±33.0 °C at 760 mmHg
	Molecular Formula	C₄H₇NO₂	Melting Point	209-211ºC
	MSDS	N/A	Flash Point	100.1±25.4 °C

Use of (2R)-2-Azetidinecarboxylic acid

(R)-Azetidine-2-carboxylic acid is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). (R)-Azetidine-2-carboxylic acid is also a alkyl chain-based PROTAC linker that can be

Name	(R)-Azetidine-2-carboxylic acid
Synonym	More Synonyms

Description	(R)-Azetidine-2-carboxylic acid is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). (R)-Azetidine-2-carboxylic acid is also a alkyl chain-based PROTAC linker that can be
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.

Density	1.3±0.1 g/cm3
Boiling Point	242.0±33.0 °C at 760 mmHg
Melting Point	209-211ºC
Molecular Formula	C₄H₇NO₂
Molecular Weight	101.104
Flash Point	100.1±25.4 °C
Exact Mass	101.047676
PSA	49.33000
LogP	-0.83
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.499
Storage condition	-20°C Freezer
Stability	Temperature Sensitive - Do Not Heat Above 55°C

Material Safety Data Sheet

Section1. Identiﬁcation of the substance
Product Name: D-Azetidine-2-carboxylic acid
Synonyms:

Section2. Hazards identiﬁcation
Harmful by inhalation, in contact with skin, and if swallowed.

Section3. Composition/information on ingredients.
Ingredient name:D-Azetidine-2-carboxylic acid
CAS number:7729-30-8

Section4. First aid measures
Skin contact:Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact:Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
ﬂushing of the eyes by separating the eyelids with ﬁngers. If irritation persists, seek medical
attention.
Inhalation:Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion:Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

Section5. Fire ﬁghting measures
In the event of a ﬁre involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

Section6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution:Wear approved mask/respirator
Hand precaution:Wear suitable gloves/gauntlets
Skin protection:Wear suitable protective clothing
Eye protection:Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

Section7. Handling and storage
Handling:This product should be handled only by, or under the close supervision of, those properly qualiﬁed
in the handling and use of potentially hazardous chemicals, who should take into account the ﬁre,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

Section8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section9. Physical and chemical properties
Appearance:Not speciﬁed
Boiling point:No data
No data
Melting point:
Flash point:No data
Density:No data
Molecular formula:C4H7NO2
Molecular weight:101.1

Section10. Stability and reactivity
Conditions to avoid: Heat, ﬂames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

Section11. Toxicological information
No data.

Section12. Ecological information
No data.

Section13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

Section14. Transportation information
Non-harzardous for air and ground transportation.

Section15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

SECTION 16 - ADDITIONAL INFORMATION
N/A

Hazard Codes	Xn
Risk Phrases	22
HS Code	2933990090

BENZYL [1(1S),2...

CAS#:249734-37-0

~98%

(2R)-2-Azetidin...

CAS#:7729-30-8

Literature: Couty, Francois; Evano, Gwilherm; Vargas-Sanchez, Monica; Bouzas, Gloria Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 9028 - 9031

(R)-1-((BENZYLO...

CAS#:25654-51-7

(2R)-2-Azetidin...

CAS#:7729-30-8

Literature: Journal of Medicinal Chemistry, , vol. 41, # 4 p. 407 - 412

H-Dab.HBr

CAS#:1758-80-1

(2R)-2-Azetidin...

CAS#:7729-30-8

Literature: Biochemical Journal, , vol. 64, p. 323,330

Precursor 2
CAS#:249734-37-0 BENZYL [1(1S),2... CAS#:1758-80-1 H-Dab.HBr
DownStream 1
CAS#:228857-58-7 (R)-1-(tert-But...

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%