Monomethyl maleate (HCID 5354456)

名称と識別子

優先名称: Monomethyl maleate
IUPAC: (Z)-4-methoxy-4-oxobut-2-enoic acid
現地名: フマル酸1-メチル
英語名: Monomethyl fumarate
分子式: C5H6O4
分子量: 130.1

名称と別名

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

名称をさらに表示

(E)-2-ブテン二酸1-メチルtrans-エチレン-1,2-ジカルボン酸モノメチルフマル酸モノメチルフマル酸水素1-メチルフマル酸1-メチル(E)-2-ブテン二酸水素1-メチルフマル酸水素メチルMONO-フマル酸メチル(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)

データベース識別子

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

物性

構造計算による物性

XLogP: 0.4
極性表面積: 63.6 Å²
水素結合供与体数: 1
水素結合受容体数: 4
回転可能結合数: 3
重原子数: 9
形式電荷: 0
複雑度: 147

実験および物理化学的性質

Melting Point144.5 °C

Physical DescriptionSolid

物理化学的性質

融点: 144 · 144-145 °C (lit.)
沸点: 250 · 250.0±23.0 °C(Predicted)
比重(密度): 1.37 g/cm3 · 1.37 g/cm3
貯蔵温度: 2 · 2-8°C
溶解性: クロロホルム（微量）、DMSO（微量）、メタノール（微量）
酸解離定数(Pka): 3.4 · 3.40±0.10(Predicted)
外見: 個体
色: オフホワイト
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
CAS データベース: 2756 · 2756-87-8(CAS DataBase Reference)

化学的性質

化学的特性Off-White Solid

安全と法規制

GHS分類

GHS Classification · 6 件

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.

危険有害性情報

Regulatory Information · 2 件

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%)

法規制情報

Regulatory Information · 2 件

Chemical: 2-Butenedioic acid, monomethyl ester

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

安全データ

wgk: 3
hs_code: 29171900
risk_code: 41
化審法: (2)-1142
hazard_code: Xi
safety_code: 26-39
Hazard Classifications: Eye Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Cellular LocationsCytoplasm；Extracellular；Membrane

用途と製造

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

応用分野 · 2 件

説明Monomethyl 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.

使用Monomethyl 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.

調製方法

製造方法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.

サプライヤー50 社

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

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

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

北京福源坊科技有限公司010-57903446 15869909019 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

補足説明 · 1 件

定義ChEBI: Monomethyl fumarate is a dicarboxylic acid monoester resulting from the formal condensation of one of the carboxy groups of fumaric acid with methanol. Is is a metabolite of dimethyl fumarate and used for the the treatment of patients with relapsing multiple sclerosis (MS). It also induces the NFE2L2 (Nrf2) transcription factor by binding to KEAP1. It has a role as an immunomodulator, an antioxidant and a drug metabolite. It is an enoate ester, a methyl ester and a dicarboxylic acid monoester. It derives from a fumaric acid.