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Monoethanolamine Oleate

HCID 5282489
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
2272-11-9
Standard SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)O.NCCO
InChIKey
KGWDUNBJIMUFAP-KVVVOXFISA-N
Molecular formula
C18H34O2.C2H7NO
Average molar mass
343.5 g/mol
Monoisotopic mass
343.30864417

Overview

Ethanolamine Oleate is a long-chain fatty acid.

Names & identifiers

Preferred name
Monoethanolamine Oleate
IUPAC
2-aminoethanol;(Z)-octadec-9-enoic acid
English name
monoethanolamine oleate
Molecular formula
C20H41NO3
Molecular weight
343.54444

Names & synonyms

ETHANOLAMINE OLEATEMonoethanolamine oleate2272-11-9OldaminMonolateMoraminNeosclerolVaricetinVarexEsclerosinaAntivarizPhlebocid
Show more names
FO611D02276SKL640FO 611FO-611EthamolinOldamin (tn)
ThanominTindanolU4RY8MRX7CMonoethanolamini oleasMonoaethanolamini oleasMonoetanolammina oleatoOleate de monoethanolamineOleato de monoetanolaminio

Database identifiers

CAS
2272-11-9
PubChem CID
5282489
DTXSID
DTXSID8023008
ChEMBL
CHEMBL3989529
ChEBI
CHEBI:178699
UNII
U4RY8MRX7C
EC Number
218-878-0

Properties

Computed structural properties

Topological polar surface area
83.6 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
16
Heavy atoms
24
Formal charge
0
Complexity
244

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Ethanolamines
Human Drugs · 2 items

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Physical DescriptionLiquid; [ECHA REACH Registrations]

Physicochemical properties

Boiling point
184 ℃[at · 184℃[at 101 325 Pa]
Density
0.933 · 0.933[at 20℃]
vapor pressure
25.5 Pa · 25.5Pa at 25℃
Water Solubility
280 mg/L · 280mg/L at 20℃
LogP
6.02 · 6.02
FDA UNII
4 RY8MRX7C · U4RY8MRX7C
ATC code
5 BB01 · C05BB01
EPA Substance Registry System
Monoethanolamine oleate (2272-11-9)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H319
Precautionary statements
264 · P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
TSCA
TSCA listed
REACH Registrations
Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 13.6% (42 of 309) of reports.

Warning

H319 (79%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 309 reports by companies from 9 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: 9-Octadecenoic acid, (Z)-, compound with 2-aminoethanol (1:1)

REACH registered substance: Monoethanolamine oleate (EC: 218-878-0)

9-Octadecenoic acid (9Z)-, compd. with 2-aminoethanol (1:1): Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryCauses ptosis, convulsions, and ataxia in intravenous lethal-dose studies of rats (LD50 = 156 mg/kg); [RTECS] An eye irritant; [ECHA REACH Registrations] See Ethanolamine. See Elaidic acid.
Hazard Classes and CategoriesEye Irrit. 2 (79%)

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Ethanolamine oleate

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Safety data

tsca
TSCA listed
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H319
REACH Registrations
Active
Precautionary statements
P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Pharmacology

ATC CodeC - Cardiovascular system
Pharmacodynamics · 1 item

When injected intravenously, ethanolamine oleate acts primarily by irritation of the intimal endothelium of the vein and produces a sterile dose-related inflammatory response. This results in fibrosis and possible occlusion of the vein. Ethanolamine oleate also rapidly diffuses through the venous wall and produces a dose-related extravascular inflammatory reaction.

Mechanism of Action · 1 item

The oleic acid component of ethanolamine oleate is responsible for the inflammatory response, and may also activate coagulation in vivo by release of tissue factor and activation of Hageman factor. The ethanolamine component, however, may inhibit fibrin clot formation by chelating calcium, so that a procoagulant action of ethanolamine oleate has not been demonstrated.

FDA Pharmacological Classification · 2 items

ETHANOLAMINE OLEATE

Vascular Sclerosing Activity [PE]; Sclerosing Agent [EPC]; Sclerosing Activity [MoA]

MeSH Pharmacological Classification · 1 item

Chemical agents injected into blood vessels and lymphatic sinuses to shrink or cause localized THROMBOSIS; FIBROSIS, and obliteration of the vessels. This treatment is applied in a number of conditions such as VARICOSE VEINS; HEMORRHOIDS; GASTRIC VARICES; ESOPHAGEAL VARICES; PEPTIC ULCER HEMORRHAGE.

Absorption, Distribution and Excretion · 1 item

After injection into an esophageal varix, ethanolamine oleate is cleared from the injection site within five minutes via the portal vein. Some of the medication also flows into the azygos vein through the periesophageal vein if more than 20 mL is injected.

Uses & manufacturing

Uses · 2 items

Used as a sclerosing agent; [Merck Index] Used for treatment of pyogenic granuloma. [ChemIDplus] Used to make textiles, leather, and fur articles, and fabricated metal products; [ECHA REACH Registrations]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

Household ProductsInformation on 7 consumer products that contain MEA-Oleate in the following categories is provided:
General Manufacturing Information9-Octadecenoic acid (9Z)-, compd. with 2-aminoethanol (1:1): ACTIVE
Applications · 1 item

UsesTo remove CO2 and H2S from natural gas and other gases; in the synthesis of surface active agents; in polishes, hair waving solutions, in emulsifiers; as softening agent for hides; dispersing agent for agricultural chemicals. Is reacted with other substances to form an accelerator in the manufacture of antibiotics. Pharmaceutic aid (surfactant).

Suppliers9 total

上海杰又杰新材料科技有限公司021-64837106 13564410395 · [email protected]
烟台盛凯伦生物制品有限公司13356901049 · [email protected]
TargetMol 中国(陶术生物)400-821-0310 15002144251 · [email protected]
烟台盛凯伦化学科技有限公司13356901049 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]

Additional notes

DefinitionChEBI: Ethanolamine Oleate is a long-chain fatty acid.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes