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Details

Stereochemistry RACEMIC
Molecular Formula C13H14N2O2
Molecular Weight 230.2625
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METOMIDATE

SMILES

COC(=O)C1=CN=CN1C(C)C2=CC=CC=C2

InChI

InChIKey=FHFZEKYDSVTYLL-UHFFFAOYSA-N
InChI=1S/C13H14N2O2/c1-10(11-6-4-3-5-7-11)15-9-14-8-12(15)13(16)17-2/h3-10H,1-2H3

HIDE SMILES / InChI

Molecular Formula C13H14N2O2
Molecular Weight 230.2625
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Metomidate is a non-barbiturate imidazole which produces a sleepy condition of 20-60 minutes duration without substantial analgesia. Since the beginning of 1997 the use of the hypnotic drug metomidate (Hypnodil) in swine is nor longer allowed. This ban caused a substantial therapeutic deficit for anesthesia in swine. 11C-metomidate may be used with positron emission tomography which can differentiate adrenocortical from nonadrenocortical tumors and a suspected adrenocortical cancer may be characterized and staged before surgery. Metomidate hydrochloride is for the sedation and anesthesia of aquarium and non-food fish species. Aquacalm has been granted Indexed status by the FDA for this purpose.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.9 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Hypnodil
Diagnostic
Unknown

OverviewOther

Other InhibitorOther SubstrateOther Inducer








Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Pigs below 50 kg body weight: Intraperitoneal 10 mg/kg Pigs over 50 kg body weight: Intravenous 4 mg/kg
Route of Administration: Other
In Vitro Use Guide
Ks-values for substrate binding spectra of metomidate from solubilized liver microsomes of control and pyrazole-treated D2 mice are 7.3 and 1.3 uM respectively.
Substance Class Chemical
Record UNII
Z18ZYL8Y51
Record Status Validated (UNII)
Record Version