1-ethynylcyclohexyl carbamate

• ChemBase ID: 903
• Molecular Formular: C9H13NO2
• Molecular Mass: 167.20502
• Monoisotopic Mass: 167.09462866
• SMILES: O(C1(CCCCC1)C#C)C(=O)N
• Canonical SMILES: C#CC1(CCCCC1)OC(=O)N
• InChI: InChI=1S/C9H13NO2/c1-2-9(12-8(10)11)6-4-3-5-7-9/h1H,3-7H2,(H2,10,11)
• InChIKey: GXRZIMHKGDIBEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethynylcyclohexyl carbamate
• IUPAC Traditional name: ethinamate
• Brand Name: Valmid; Valmidate; Volamin; Valamin; Valaminettae; Valaminetten
• Synonyms: Ethinamate; USAF EL-42; Ethinamat; Ethinimate; Etinamate; Ethinamate; 1-乙炔基环己醇氨基甲酸酯; 炔己蚁胺

Database IDs

• CAS Number: 126-52-3
• EC Number: 204-789-4
• MDL Number: MFCD00063343
• PubChem SID: 46507468; 24894502; 160964366
• PubChem CID: 3284
• CHEBI ID: 4884
• CHEMBL: 1576
• Chemspider ID: 3169
• DrugBank ID: DB01031
• KEGG ID: D00703
• Unique Ingredient Identifier: IAN371PP48
• Wikipedia Title: Ethinamate

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.371113
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.5401251
• LogD (pH = 7.4): 1.5401251
• Log P: 1.5401251
• Molar Refractivity: 44.5735 cm^3
• Polarizability: 17.399368 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.09
• LOG S: -3.2
• Solubility (Water): 1.06e-01 g/l

PROPERTIES

Physical Property

• Solubility: 2500 mg/L
• Hydrophobicity(logP): 1.2

Safety Information

• European Hazard Symbols: Harmful (Xn)
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Drug Control: USDEA Schedule IV; Home Office Schedule 3; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only
• Gene Information: human ... CA1(759)

Product Information

• Grade: analytical standard, for drug analysis

DETAILS

DrugBank - DB01031

• Drug Groups: illicit; approved
• Description: Ethinamate is a short-acting sedative-hypnotic medication used to treat insomnia. Regular use leads to tolerance, and it is usually not effective for more than 7 days. Structurally, it does not resemble the barbituates, but it shares many effects with this class of drugs; the depressant effects of ethinamate are, however, generally milder than those of most barbiturates.
• Indication: Used for the short-term treatment of insomnia, however, it generally has been replaced by other sedative-hypnotic agents.
• Pharmacology: Ethinamate is used to treat insomnia (trouble in sleeping). However, it has generally been replaced by other medicines for the treatment of insomnia. If ethinamate is used regularly (for example, every day) to help produce sleep, it is usually not effective for more than 7 days. Structurally, it does not resemble the barbiturates, but it shares many effects with this class of drugs; the depressant effects of ethinamate are, however, generally milder than those of most barbiturates. Continued and inappropriate use of ethinamate can lead to tolerance and physical dependence, with withdrawal symptoms very similar to those of the barbiturates.
• Toxicity: Symptoms of overdose include shortness of breath or slow or troubled breathing, slow heartbeat, severe weakness, chronic confusion, slurred speech, and staggering.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Rapidly absorbed following oral administration.
• Half Life: 2.5 hours
• External Links: Wikipedia

Sigma Aldrich - E3258

Biochem/physiol Actions
尿烷衍生物，起效快，历时短