Maleimide (HCID 10935)

개요

Maleimide is a cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor. It is a dicarboximide and a member of maleimides. It is functionally related to a maleic acid. It derives from a hydride of a 1H-pyrrole.

이름 및 식별자

우선 이름: Maleimide
IUPAC: pyrrole-2,5-dione
현지명: 말레이미디
영어명: Maleimide
분자식: C4H3NO2
분자량: 97.07

이름 및 동의어

MALEIMIDE541-59-31H-Pyrrole-2,5-dionePyrrole-2,5-dione2,5-PyrroledioneMaleic imideDTXSID30494172519R1UGP8NSC-13684DTXCID2029377CHEBI:16072RefChem:800776

이름 더 보기

말레이미드말레이미디1H-피롤-2,5-다이온2,5-다이옥소-2,5-다이하이드로피롤3-피롤린-2,5-다이온말레산 이미드피롤-2,5-다이온MaleiMide, 98% 10GRNSC 13684maleicimideMaleimide>

208-787-4Maleinimide3-Pyrroline-2,5-dione2,5-dihydro-1H-pyrrole-2,5-dioneMFCD00005494maleic acid imideSMR000857346CCRIS 3408

데이터베이스 식별자

CAS: 541-59-3
PubChem CID: 10935
DTXSID: DTXSID3049417
ChEMBL: CHEMBL201511、CHEMBL387762
ChEBI: CHEBI:16072
UNII: 2519R1UGP8
EC Number: 208-787-4
Nikkaji: J6.395I

물성

구조 계산 물성

XLogP: -0.3
극성 표면적: 46.2 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 2
회전 가능 결합 수: 0
무거운 원자 수: 7
형식 전하: 0
복잡도: 132

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds

SpringerMaterials PropertiesSchoenflies notation

PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Solubility9 [ug/mL] (The mean of the results at pH 7.4)

Vapor Pressure0.00000277 [mmHg]

Physical DescriptionWhite crystalline powder; [Alfa Aesar MSDS]

물리화학적 성질

녹는점: 91 · 91-93 °C (lit.)
끓는 점: 97 · 97-103°C 5mm
밀도: 1 · 1,2493 g/cm3
굴절률: 1.4543 · 1.4543 (estimate)
인화점: 97 · 97-103°C/5mm
저장 조건: Inert atmosphere,Room Temperature
용해도: 메탄올에 용해됨
물리적 상태: 미세 결정성 분말
산도 계수 (pKa): 8.52 · 8.52±0.20(Predicted)
색상: 흰색에서 약간 노란색
수용성: 녹는
BRN: 106910 · 106910
InChI: 1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)
InChIKey: PEEHTFAAVSWFBL-UHFFFAOYSA-N
SMILES: O=C1NC(=O)C=C1
NIST: 1 H-pyrrole-2,5-dione · 1H-pyrrole-2,5-dione(541-59-3)
EPA: 1 H-Pyrrole-2,5-dione · 1H-Pyrrole-2,5-dione (541-59-3)

화학적 성질

slight yellow crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H301 (98%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P264, P270, P272, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationMaleimide: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses burns; May cause skin sensitization; Toxic by ingestion; [Alfa Aesar MSDS] Search for (541-59-3[EC/RN Number]) AND (allergic OR dermatitis OR sensitizer OR sensitization): no reported allergic contact dermatitis; [PubMed]

Hazard Classes and CategoriesAcute Tox. 3 (98%)

독성 정보

Adverse EffectsDermatotoxin - Skin burns.

안전 데이터

wgk: 3
tsca: TSCA listed
rtecs: ON4800000
ridadr: UN 2923 8/PG 2
HS 번호: 29251995
risk_code: 25-34-43-36/37/38-36
hazard_code: T,C
safety_code: 26-36/37/39-45-37/39-28A-7/9
포장분류: III
위험 등급: 8
기존화학 물질: 2008-1-586
Hazard Classifications: Acute Tox. 2 OralEye Dam. 1Skin Corr. 1BSkin Sens. 1
스토리지 클래스: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
함량 및 규제정보: 물질구분: 유독물질; 혼합물(제품)함량정보: 말레이미드 및 이를 1% 이상 함유한 혼합물
유해화학물질 필터링: 2008-1-586

화학 및 산업

용도 및 제조

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

General Manufacturing Information1H-Pyrrole-2,5-dione: ACTIVE

응용 분야 · 2건

용도Reacts quantitatively with sulfhydryl groups.Maleimide is used to immobilize the bovine serum albumin-boronic acid conjugates in association with silica beads. Its nanoparticle surface favors the conjugation with cell penetration peptides. It is involved in Rhodium-catalyzed conjugate arylation with arylboronic acids. It is actively involved in Michael additions and Diels-Alder reactions by the addition across the double bond. It acts as crosslinking reagents in polymer chemistry.

일반 설명Maleimide (2,5-Pyrroledione) is a new nanoparticle surface functional group which favors easy conjugation with cell penetration peptides. The conjugation is enabled via click chemistry to preserve its biofunctions.

상·하류 제품 정보

상류 원료

중크롬산 칼륨 유리솜 4-말레이미도페놀

하류 제품

N-(2-아미노에틸)말레이미드트리플루오로아세타 4-말레이미도부티르 산 N-Methoxycarbonylmaleimide cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione 1,5-Dihydro-pyrrol-2-one N-Methylsuccinimide N-말레이미도메탄올 3-(2-Chloro-phenyl)-pyrrole-2,5-dione 1,2,3,4-사이클로부탄테트라카복스다이미드 3-(4-Bromo-phenyl)-pyrrole-2,5-dione 2-Methyl-3-methylsulfanyl-4-phenyl-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dione 3-(1H-indol-3-yl)pyrrolidine-2,5-dione

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

青岛融合融化学科技有限公司15224422002

추가 설명

정의ChEBI: A cyclic dicarboximide in which the two carboacyl groups on nitrogen together with the nitogen itself form a 1H-pyrrole-2,5-dione structure.

연결된 노트

불러오는 중…

말레이미디

기본 정보

개요