ETHINAMATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H13NO2
Molecular Weight	167.205
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)OC1(CCCCC1)C#C

InChI

InChIKey=GXRZIMHKGDIBEW-UHFFFAOYSA-N

InChI=1S/C9H13NO2/c1-2-9(12-8(10)11)6-4-3-5-7-9/h1H,3-7H2,(H2,10,11)

HIDE SMILES / InChI

Molecular Formula	C9H13NO2
Molecular Weight	167.205
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1460006 | https://www.ncbi.nlm.nih.gov/pubmed/13278587

Ethinamate was used to treat insomnia (trouble in sleeping) under the brand name VALMID, but then was replaced by other more efficacy medicines. The mechanism of action was not known. However, was studies, which showed that ethinamate inhibits carbonic anhydrases I and did not inhibit II. Nevertheless, even inhibition carbonic anhydrases I is not sufficiently strong to implicate carbonic anhydrases I in the mechanism of action.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Carbonic anhydrase 1 3 Target ID: P00915 Gene ID: 759.0 Gene Symbol: CA1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/1460006	Inhibitor 8297		2.9 mM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Insomnia 108 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13278587	Primary		Approved 8429	valmid Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
5.9 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4604053	1 g single, oral dose: 1 g route of administration: Oral experiment type: SINGLE co-administered:		ETHINAMATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED

T_1/2

Value	Dose	Co-administered	Analyte	Population
2.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4604053	1 g single, oral dose: 1 g route of administration: Oral experiment type: SINGLE co-administered:		ETHINAMATE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FED

Doses

Dose	Population	Adverse events
15 g single, oral Overdose Dose: 15 g Route: oral Route: single Dose: 15 g Sources: https://pubmed.ncbi.nlm.nih.gov/14446369	healthy, 24 years n = 1 Health Status: healthy Age Group: 24 years Sex: M Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/14446369	Other AEs: Breathing slowed... Other AEs: Breathing slowed (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/14446369

AEs

AE	Significance	Dose	Population
Breathing slowed	1 patient	15 g single, oral Overdose Dose: 15 g Route: oral Route: single Dose: 15 g Sources: https://pubmed.ncbi.nlm.nih.gov/14446369	healthy, 24 years n = 1 Health Status: healthy Age Group: 24 years Sex: M Population Size: 1 Sources: https://pubmed.ncbi.nlm.nih.gov/14446369

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:4884	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:4884
ZINC	ZINC000000001385	http://zinc15.docking.org/substances/ZINC000000001385
eMolecules	537984	https://www.emolecules.com/cgi-bin/more?vid=537984

PubMed

Title	Date	PubMed
Reductive metabolism of an alpha,beta-ketoalkyne, 4-phenyl-3-butyn-2-one, by rat liver preparations.	2002 Apr	11901095

Patents

Sample Use Guides

In Vivo Use Guide

single oral dose of 1 gram

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:32:29 GMT 2023` Edited by `admin` on `Fri Dec 15 17:32:29 GMT 2023`
Record UNII	IAN371PP48
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETHINAMATE

Official Name

English

ETHINAMATE [VANDF]

Common Name

English

CYCLOHEXANOL, 1-ETHYNYL-, CARBAMATE

Systematic Name

English

ETHINAMATE [HSDB]

Common Name

English

NSC-11538

Code

English

ethinamate [INN]

Common Name

English

ETHINAMATE [MART.]

Common Name

English

ETHINAMATE [MI]

Common Name

English

VALMID

Brand Name

English

ETHINAMATE [ORANGE BOOK]

Common Name

English

ETHINAMATE [JAN]

Common Name

English

Ethinamate [WHO-DD]

Common Name

English

1-Ethynylcyclohexanol carbamate

Systematic Name

English

Classification Tree Code System Code

DEA NO.

2545