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Details

Stereochemistry ACHIRAL
Molecular Formula C6H8O4
Molecular Weight 144.1253
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ETHYL MALEATE

SMILES

CCOC(=O)\C=C/C(O)=O

InChI

InChIKey=XLYMOEINVGRTEX-ARJAWSKDSA-N
InChI=1S/C6H8O4/c1-2-10-6(9)4-3-5(7)8/h3-4H,2H2,1H3,(H,7,8)/b4-3-

HIDE SMILES / InChI

Molecular Formula C6H8O4
Molecular Weight 144.1253
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Ethyl maleate is supposed to be a toxic agent. Its administration induced acute aflatoxicosis in goats. Ethyl maleate is also used as a cross-linking agent for the synthesis of polymers.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
FUMADERM

Approved Use

Fumaderm, which contains fumaric acid esters (FAE), is used to treat psoriasis.
PubMed

PubMed

TitleDatePubMed
Treatment of psoriasis with fumaric acid esters: results of a prospective multicentre study. German Multicentre Study.
1998 Mar
In vitro pharmacokinetics of anti-psoriatic fumaric acid esters.
2004 Oct 12
Use of fumaric acid esters in psoriasis.
2007 Mar-Apr
Patents

Patents

Sample Use Guides

Fumaderm tablets containing ethyl fumarate are given orally. The first 3 weeks, the initial tablet is given using the following schedule: 1 tablet on the first week; 2 tablets on the second week; 3 tablets in the third week. After that, full strength tablets are used: 1 tablet on the fourth week; 2 tablets on the fifth week; 3 tablets on the sixth week; 4 tablets on the 7th week; 5 tablets on the 8th weeks and 6 tablets on the week 9.
Route of Administration: Oral
Primary human spinal cord astrocytes were treated for 6 hours with 1, 3, or 6 ug/mL ofa mixture of ethyl fumarate salts (Ca2+, Mg2+, Zn2+). The salts induced the expression of TXNRD1, SRXN1, HMOX1, NQO1 and OSGIN1 genes.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:22:27 GMT 2023
Edited
by admin
on Sat Dec 16 08:22:27 GMT 2023
Record UNII
AK5N1DQX7U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYL MALEATE
Systematic Name English
NSC-11206
Code English
MONOETHYL (2Z)-2-BUTENEDIOATE
Systematic Name English
MALEIC ACID, ETHYL ESTER
Common Name English
NSC-525207
Code English
2-BUTENEDIOIC ACID (2Z)-, 1-ETHYL ESTER
Systematic Name English
ETHYL HYDROGEN MALEATE
Systematic Name English
MONOETHYL MALEATE
Systematic Name English
Code System Code Type Description
PUBCHEM
5354457
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY
ECHA (EC/EINECS)
223-635-7
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY
NSC
525207
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY
FDA UNII
AK5N1DQX7U
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY
CAS
3990-03-2
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY
NSC
11206
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID60892145
Created by admin on Sat Dec 16 08:22:27 GMT 2023 , Edited by admin on Sat Dec 16 08:22:27 GMT 2023
PRIMARY