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

Namen und Bezeichner

Bevorzugter Name: Monomethyl maleate
IUPAC: (Z)-4-methoxy-4-oxobut-2-enoic acid
Lokaler Name: Methylhydrogenfumarat
Englischer Name: Monomethyl fumarate
Summenformel: C5H6O4
Molmasse: 130.1

Namen und Synonyme

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

Weitere Namen anzeigen

(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)

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,4
Polarare Oberfläche (TPSA): 63,6 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 3
Schwere Atome: 9
Formalladung: 0
Komplexität: 147

Experimentelle und physikochemische Eigenschaften

Melting Point144.5 °C

Physical DescriptionSolid

Physikochemische Eigenschaften

Schmelzpunkt: 144 · 144-145 °C (lit.)
Siedepunkt: 250 · 250.0±23.0 °C(Predicted)
Dichte: 1.37 g/cm3 · 1.37 g/cm3
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 3.4 · 3.40±0.10(Predicted)
Aggregatzustand: Solid
Farbe: Off-White
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 Datenbank: 2756 · 2756-87-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

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%)

Regulatorische Informationen

Regulatory Information · 2 Einträge

Chemical: 2-Butenedioic acid, monomethyl ester

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

Sicherheitsdaten

wgk: 3
hs_code: 29171900
risk_code: 41
hazard_code: Xi
safety_code: 26-39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2

Chemie und Industrie

Pharmakologische Informationen

Cellular LocationsCytoplasm；Extracellular；Membrane

Verwendung und Herstellung

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

Anwendungen · 2 Einträge

BeschreibungMonomethyl 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.

VerwendenMonomethyl 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.

Darstellung

synthetischeMonomethyl 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.

Anbieter100 Anbieter

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]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.