CAS 2756-87-8 Monomethyl maleate (HCID 5354456)

기본 정보

CAS: 2756-87-8
표준 SMILES: COC(=O)/C=C\C(=O)O
InChIKey: NKHAVTQWNUWKEO-IHWYPQMZSA-N
분자식: C5H6O4
평균 분자량: 130.1 g/mol
단동위원소 질량: 130.02660867

이름 및 식별자

우선 이름: Monomethyl maleate
IUPAC: (Z)-4-methoxy-4-oxobut-2-enoic acid
현지명: 모노메틸푸마르산염
영어명: Monomethyl fumarate
분자식: C5H6O4
분자량: 130.1

이름 및 동의어

Monomethyl maleateMethyl hydrogen maleateHydrogen methyl maleateMaleic acid, monomethyl ester2-Butenedioic acid, monomethyl esterMonomethyl (Z)-2-butenedioate2-Butenedioic acid (Z)-, monomethyl esterU3UT1G2B9NDTXSID1029251UNII-U3UT1G2B9N2-Butenedioic acid (2Z)-, monomethyl esterNSC-11205

이름 더 보기

모노메틸푸마르산염(E)-4-Methoxy-4-oxobut-2-enoic acidFumaric acid monomethyl esterMethyl hydrogen fumarate4-Methoxy-4-oxobut-2-enoic acidMonomethyl fumarateTAK438 Impurity 110MethylhydrogenfumaratMonomethylFumarate>Vonoprazan Impurity 110Mono-Methyl fuMarate 97%

EINECS 221-271-3NSC 11205NSC 525206NSC-5252062-Butenedioic acid (2Z)-, 1-methyl esterDTXCID209251RefChem:1595922-Butenedioic acid (Z)-, monomethyl ester (9CI)

데이터베이스 식별자

CAS: 2756-87-8、3052-50-4、44836-34-2
PubChem CID: 5354456
DTXSID: DTXSID1029251
ChEMBL: CHEMBL3181865
UNII: U3UT1G2B9N
EC Number: 221-271-3
Nikkaji: J45.636E

물성

구조 계산 물성

XLogP: 0.4
극성 표면적: 63.6 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 4
회전 가능 결합 수: 3
무거운 원자 수: 9
형식 전하: 0
복잡도: 147

실험 및 물리화학적 성질

Melting Point144.5 °C

Physical DescriptionSolid

물리화학적 성질

녹는점: 144 · 144-145 °C (lit.)
끓는 점: 250 · 250.0±23.0 °C(Predicted)
밀도: 1.37 g/cm3 · 1.37 g/cm3
저장 조건: 2 · 2-8°C
용해도: 클로로포름(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa): 3.4 · 3.40±0.10(Predicted)
물리적 상태: 고체
색상: 회백색
InChI: InChI=1S/C5H6O4/c1-9-5(8)3-2-4(6)7/h2-3H,1H3,(H,6,7)/b3-2+
InChIKey: NKHAVTQWNUWKEO-NSCUHMNNSA-N
SMILES: C(OC)(=O)/C=C/C(O)=O

화학적 성질

Off-White Solid

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 19.1% (9 of 47) of reports.

Warning

H315 (76.6%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (78.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 9 of 47 reports by companies.；There are 3 notifications provided by 38 of 47 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information · 2건

Chemical: 2-Butenedioic acid, monomethyl ester

Status: Active Update: 08-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32042

Hazard Classes and CategoriesSkin Irrit. 2 (76.6%)；Eye Irrit. 2 (78.7%)

규제 정보

Regulatory Information · 2건

Chemical: 2-Butenedioic acid, monomethyl ester

Status: Active Update: 08-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32042

안전 데이터

wgk: 3

화학 및 산업

약리 정보

Cellular LocationsCytoplasm；Extracellular；Membrane

용도 및 제조

General Manufacturing Information2-Butenedioic acid (2Z)-, 1-methyl ester: ACTIVE

응용 분야 · 2건

개요Monomethyl fumarate (MMF), a bioactive metabolite of fumaric acid ester, is an immunotherapy for psoriasis that causes decreased production of Th1 cytokines and lymphocytopenia. Monomethyl fumarate was shown to decrease DC response to LPS and decreased IL-12p70 and IL-10 production.

용도Monomethyl fumarate is used to treat the relapsing forms of multiple sclerosis (MS), including clinically isolated syndrome, relapsing-remitting disease, and active secondary progressive disease. This medicine will not cure MS, but it may slow some of the disabling effects and decrease the number of relapses of the disease.Fumaric Acid Monomethyl Ester is one of the most bioactive anti-psoriatic fumaric acid ester metabolite. Fumaric Acid Monomethyl Ester is potent nicotinic acid receptor agonist. Fumaric Acid Monomethy l Ester has also been shown to selectively stimulate of T helper 2 cytokine response.

제조 방법

Monomethyl fumarate was synthesized by maleic anhydride and methanol. monomethyl fumarate could inhibit the growth of mold, and the storage time of feed could be prolonged.