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33125-97-2 molecular structure
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ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate

ChemBase ID: 177
Molecular Formular: C14H16N2O2
Molecular Mass: 244.28904
Monoisotopic Mass: 244.12117776
SMILES and InChIs

SMILES:
O(C(=O)c1n(C(c2ccccc2)C)cnc1)CC
Canonical SMILES:
CCOC(=O)c1cncn1C(c1ccccc1)C
InChI:
InChI=1S/C14H16N2O2/c1-3-18-14(17)13-9-15-10-16(13)11(2)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3
InChIKey:
NPUKDXXFDDZOKR-UHFFFAOYSA-N

Cite this record

CBID:177 http://www.chembase.cn/molecule-177.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate
IUPAC Traditional name
etomidate
Brand Name
Amidate
Hypnomidate
Synonyms
Etomidic acid
Etomidate
ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate
1-(1-phenylethyl)-imidazole-5-carboxylic acid ethyl ester
Amidate
CAS Number
33125-97-2
MDL Number
MFCD00869295
MFCD00867535
PubChem SID
160963640
PubChem CID
36339
ATC CODE
N01AX07
CHEMBL
23731
Chemspider ID
33418
DrugBank ID
DB00292
KEGG ID
D00548
Unique Ingredient Identifier
Z22628B598
Wikipedia Title
Etomidate

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) 2.4663537  LogD (pH = 7.4) 2.4993365 
Log P 2.4997861  Molar Refractivity 69.5923 cm3
Polarizability 26.606922 Å3 Polar Surface Area 44.12 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P 2.66  LOG S -2.71 
Solubility (Water) 4.77e-01 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
63.2 mg/L expand Show data source
Melting Point
68 - 70°C expand Show data source
Boiling Point
392°C (737.6°F) expand Show data source
Hydrophobicity(logP)
2.667 expand Show data source
2.9 expand Show data source
Storage Condition
-20°C expand Show data source
Target
GABA transporter expand Show data source
Admin Routes
Intravenous expand Show data source
Excretion
Renal (85%) and biliary (15%) expand Show data source
Half Life
75 minutes expand Show data source
Metabolism
Ester hydrolysis expand Show data source
Protein Bound
75% expand Show data source
Legal Status
POM (UK) expand Show data source
Pregnancy Category
D (United States) expand Show data source
Purity
95% expand Show data source
95+% expand Show data source
98% expand Show data source
Salt Data
Free Base expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Selleck Chemicals Selleck Chemicals Wikipedia Wikipedia
DrugBank - DB00292 external link
Item Information
Drug Groups approved
Description Imidazole derivative anesthetic and hypnotic with little effect on blood gases, ventilation, or the cardiovascular system. It has been proposed as an induction anesthetic. [PubChem]
Indication Used in the induction of general anesthesia.
Pharmacology Etomidate is a non-barbiturate hypnotic that acts at the level of the reticular-activating system to produce anesthesia. Etomidate is an imidazole compound that appears to depress CNS function via GABA. Duration of action is intermediate between thiopental and methohexital, and recovery from a single dose is rapid with little residual depression. Like the barbiturates and propofol, etomidate is does not induce analgesia. Etomidate induces unconsciousness within one circulation time. Recovery is rapid as a result of extensive redistribution and rapid metabolism.
Toxicity Undesirable side effects of etomidate that may limit its use include pain on injection, myoclonus and adrenocortical suppression lasting 4-6 hours following an induction dose.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic. Metabolized rapidly by ester hydrolysis to inactive metabolites.
Half Life 75 minutes.
Protein Binding 76%, primarily to serum albumin.
Elimination Approximately 75% of the administered dose is excreted in the urine during the first day after injection.
External Links
Wikipedia
Drugs.com
Selleck Chemicals - S1329 external link
Research Area: Neurological Disease
Biological Activity:
Etomidate is a GABAA receptors agonist at GABAA receptors . Etomidate is a short acting intravenous anaesthetic agent used for the induction of general anaesthesia and for sedation for short procedures such as reduction of dislocated joints and cardioversion. [1]

REFERENCES

REFERENCES

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  • • http://en.wikipedia.org/wiki/Etomidate
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PATENTS

PATENTS

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INTERNET

INTERNET

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