4-옥소아제티딘-2-카르복실산

4-Oxoazetidine-2-carboxylic acid

HCID 3488064CAS 98019-65-9

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: O=C1CC(C(=O)O)N1
InChIKey: YSPMLLKKKHCTBN-UHFFFAOYSA-N
분자식: C4H5NO3
평균 분자량: 115.09 g/mol
단동위원소 질량: 115.02694302

이름 및 식별자

우선 이름: 4-Oxoazetidine-2-carboxylic acid
IUPAC: 4-oxoazetidine-2-carboxylic acid
현지명: 4-옥소아제티딘-2-카르복실산
영어명: 4-Oxoazetidine-2-carboxylic acid
분자식: C4H5NO3
분자량: 115.09

이름 및 동의어

4-oxoazetidine-2-carboxylic AcidRefChem:526202869-806-54-oxo-2-azetidinecarboxylic acid98019-65-94-Oxo-azetidine-2-carboxylic acidMFCD007981602-Azetidinecarboxylic acid, 4-oxo-4-carboxy-2-azetidinone4-Carboxyazetidin-2-one4-carboxyazetidine-2-oneSCHEMBL690090

이름 더 보기

4-옥소아제티딘-2-카르복실산(2R)-2-azetidinone-4-carboxylic acid

4-oxo-2-azetidinecarboxylicacid4-hydroxycarbonylazetidine-2-oneDTXSID80392950YSPMLLKKKHCTBN-UHFFFAOYSA-NAKOS006227845CS-W019929PB21715PB27000

데이터베이스 식별자

CAS: 98019-65-9
PubChem CID: 3488064
DTXSID: DTXSID80392950
EC Number: 869-806-5

물성

구조 계산 물성

XLogP: -1.1
극성 표면적: 66.4 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 3
회전 가능 결합 수: 1
무거운 원자 수: 8
형식 전하: 0
복잡도: 142

물리화학적 성질

끓는 점: 489.4 · 489.4±38.0 °C(Predicted)
밀도: 1.519 · 1.519±0.06 g/cm3(Predicted)
저장 조건: 2 · under inert gas (nitrogen or Argon) at 2-8°C
산도 계수 (pKa): 3.19 · 3.19±0.20(Predicted)
InChI: InChI=1S/C4H5NO3/c6-3-1-2(5-3)4(7)8/h2H,1H2,(H,5,6)(H,7,8)
InChIKey: YSPMLLKKKHCTBN-UHFFFAOYSA-N
SMILES: N1C(=O)CC1C(O)=O

안전 및 규제

GHS 분류

GHS Classification · 5건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

안전 데이터

위험 등급: IRRITANT

화학 및 산업

응용 분야 · 1건

개요4-Oxoazetidine-2-carboxylic acid may be interpreted as a cyclic mimetic of the amino acid Asp. Due to the high reactivity of the four-membered ring, this molecule can serve as an “electrophilic trap” in reactions with nucleophiles. 4-oxoazetidine-2-carboxylic acid can be used as a building block for developing enzyme inhibitors, particularly protease inhibitors. It undergoes coupling reactions with amino acids and oligopeptide esters. Following desilylation of the amino acid residue and deprotection, free β-lactam peptides are obtained[1].