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Details

Stereochemistry ACHIRAL
Molecular Formula C13H19NO4
Molecular Weight 253.2943
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHIDINE

SMILES

CCOC(=O)C1=C(C)NC(C)=C(C1)C(=O)OCC

InChI

InChIKey=LJXTYJXBORAIHX-UHFFFAOYSA-N
InChI=1S/C13H19NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h14H,5-7H2,1-4H3

HIDE SMILES / InChI
Molecular Formula C13H19NO4
Molecular Weight 253.2943
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Ethidine (Diludine, Diethone) is used to produce 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester. It is an antioxidant. Diethone--a new pharmaceutical to prevent and treat radiogenic skin injuries. Diethone is a synthetic antioxidant of the dihydropyridine-line. In experiment on animals the preparation was used in form of an ointment.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Antagonist
2778
 45.32 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Study of the mutagenic and embryotoxic action of etidin].
1978 Jul-Aug
Multiple intramuscular injections: a major source of variability in analgesic response to meperidine.
1980 Feb
Chronic hypoxia increases endothelial nitric oxide synthase generation of nitric oxide by increasing heat shock protein 90 association and serine phosphorylation.
2002 Aug 23
Delayed cardioprotection with isoflurane: role of reactive oxygen and nitrogen.
2005 Jan
Dihydropyridine Derivatives as Cell Growth Modulators In Vitro.
2017
Patents

Patents

EP0237695
1
EP0362012
1
EP0500337
1
EP0761656
1
WO2008141077A1
1

Sample Use Guides

In Vivo Use Guide
Curator's Comment: LD50 mg/kg: >2000 (>7.9 mmol/kg) (32,000 mg/kg, mice, ip) https://www.ncbi.nlm.nih.gov/pubmed/28473879
The possibility of the mutagenic action of ethidine (in doses of 2500 and 1000 mg/kg of the body mass) was verified on mongrel albino mice through investigation of chromosomal aberration in the bone marrow cells. The embryotoxicity was studied on mongrel albino rats with introduction of the compound (in doses of 100 and 500 mg/kg to pregnant female rats at the time of implantation or organogenesis.
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: Ethidine inhibited specific ligand-receptor (glucocorticoid receptor from the rat liver cytosol) binding by 70-80% at at concentration of 10(-4) M with IC(50) value of 45.32 ± 2.27 uM. https://www.ncbi.nlm.nih.gov/pubmed/16963802
L929 or HMEC cells were incubated with 0-100 ug/mL of Ethidine (Diludine).
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:05:13 GMT 2023
Edited
by admin
on Sat Dec 16 07:05:13 GMT 2023
Record UNII
GWN6123BUG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHIDINE
Common Name English
DIETHYL 2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE
Systematic Name English
HANTZSCH'S DIHYDROPYRIDINE
Common Name English
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-, 3,5-DIETHYL ESTER
Systematic Name English
3,5-DICARBOETHOXY-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE
Systematic Name English
3,5-DICARBETHOXY-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE
Systematic Name English
3,5-DIETHOXYCARBONYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE
Systematic Name English
DIETHONE
Common Name English
1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER
Systematic Name English
2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLIC ACID DIETHYL ESTER
Systematic Name English
RR-116
Code English
3,5-BIS(ETHOXYCARBONYL)-1,4-DIHYDRO-2,6-DIMETHYLPYRIDINE
Systematic Name English
3,5-DIETHOXYCARBONYL-1,4-DIHYDRO-2,6-DIMETHYLPYRIDINE
Systematic Name English
NSC-3344
Code English
2,6-DIMETHYL-3,5-DICARBETHOXY-1,4-DIHYDROPYRIDINE
Systematic Name English
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-, DIETHYL ESTER
Systematic Name English
NSC-120573
Code English
DILUDINE
Common Name English
2,6-DIMETHYL-3,5-DIETHOXYCARBONYL-1,4-DIHYDROPYRIDINE
Systematic Name English
DIETHYL 1,4-DIHYDRO-2,6-DIMETHYL-3,5-PYRIDINEDICARBOXYLATE
Systematic Name English
2,6-DIMETHYL-3,5-DI(CARBOETHOXY)-1,4-DIHYDROPYRIDINE
Systematic Name English
DILUDIN
Common Name English
3,5-BIS(ETHOXYCARBONYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE
Systematic Name English
1,4-DIHYDRO-3,5-DICARBOXYLIC ACID DIETHYL ESTER-2,6-DIMETHYLPYRIDINE
Common Name English
Code System Code Type Description
NSC
3344
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
SMS_ID
100000164660
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-561-6
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
NSC
120573
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID80150895
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
EVMPD
SUB179205
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
WIKIPEDIA
Hantzsch ester
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
PUBCHEM
70849
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
CAS
1149-23-1
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
FDA UNII
GWN6123BUG
Created by admin on Sat Dec 16 07:05:13 GMT 2023 , Edited by admin on Sat Dec 16 07:05:13 GMT 2023
PRIMARY
NIH
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