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Details

Stereochemistry ACHIRAL
Molecular Formula C6H8O2
Molecular Weight 112.1265
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of VINYL CROTONATE

SMILES

C\C=C\C(=O)OC=C

InChI

InChIKey=IYNRVIKPUTZSOR-HWKANZROSA-N
InChI=1S/C6H8O2/c1-3-5-6(7)8-4-2/h3-5H,2H2,1H3/b5-3+

HIDE SMILES / InChI

Molecular Formula C6H8O2
Molecular Weight 112.1265
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/5334792 | https://www.ncbi.nlm.nih.gov/pubmed/13962902 | DOI: 10.1021/j100700a014

Malethamer is the generic name of a new synthetic hydrocarbon copolymer with extraordinary water-binding properties, being able to absorb 200 times its weight of water. It is physically and chemically binds poliovirus 1 and certain bacterial enterotoxins. Ethylene-maleic anhydride copolymers and their derivatives have come to be considered for a number of applications generally involving the formation of insoluble complexes with proteins and viruses. The copolymer is not absorbed from the gastrointestinal tract and is pharmacologically inert. Malethamer, because of its water absorbing quality, is an effective compound for the symptomatic control of diarrhea, both organic and functional.

Originator

Curator's Comment: # Eli Lilly

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
500 mg single, oral
Highest studied dose
Dose: 500 mg
Route: oral
Route: single
Dose: 500 mg
Sources:
unhealthy, CHILD
Health Status: unhealthy
Age Group: CHILD
Sex: M+F
Food Status: UNKNOWN
Sources:
PubMed

PubMed

TitleDatePubMed
The effect of malethamer on the excretion and plasma levels of sodium, potassium, and chloride.
1970-10
Experimental production of diarrhea and its prevention by Malethamer in monkeys.
1967-09
Mechanism study of the action of Malethamer in staphylococcus enterotoxin-induced diarrhea in monkeys.
1967-09
Roentgen study of the comparative effect of malethamer and a placebo on gastrointestinal transit time in diarrheal states.
1967-02
The effect of maleic anhydride ethylene polymer (Malethamer) on intestinal motility.
1966-11
Malethamer in the treatment of children with diarrhea.
1965-12
Patents

Sample Use Guides

500 mg after each bowel movement, but at least four times a day
Route of Administration: Oral
Ammoniated ethylene maleic anhydride copolymers and hydrolysed ethylene maleic anhydride copolymers of molecular weights approximating 120000 completely prevented cytopathogenicity at all Echo 9 virus concentrations (10-2 – 10-5).
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:27:53 GMT 2025
Edited
by admin
on Mon Mar 31 21:27:53 GMT 2025
Record UNII
SMC9A01NVS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINYL CROTONATE
Systematic Name English
NSC-5215
Preferred Name English
CROTONIC ACID VINYL ESTER [MI]
Common Name English
TRANS-VINYL CROTONATE
Systematic Name English
2-BUTENOIC ACID, ETHENYL ESTER
Common Name English
CROTONIC ACID, VINYL ESTER
Common Name English
2-BUTENOIC ACID, ETHENYL ESTER, (2E)-
Common Name English
CROTONIC ACID, VINYL ESTER, (E)-
Common Name English
VINYL 2-BUTENOATE
Systematic Name English
Code System Code Type Description
CAS
3234-54-6
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY
ECHA (EC/EINECS)
238-930-6
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
ALTERNATIVE
PUBCHEM
5365800
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY
ECHA (EC/EINECS)
221-783-7
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY
EPA CompTox
DTXSID80864546
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY
CAS
14861-06-4
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
ALTERNATIVE
NSC
5215
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY
MERCK INDEX
m3858
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY Merck Index
FDA UNII
SMC9A01NVS
Created by admin on Mon Mar 31 21:27:53 GMT 2025 , Edited by admin on Mon Mar 31 21:27:53 GMT 2025
PRIMARY