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Dexmedetomidine

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Dexmedetomidine Basic information

Product Name:
Dexmedetomidine
Synonyms:
  • (+)-4-[(S)-1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole
  • 4-[(S)-1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole
  • DexmedetomidineHclC13H16N2.Hcl
  • Dexmedetomidine Hcl C13H16N2.Hcl 145108-58-3(Hcl)
  • (S)-4-[1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole
  • (S)-Medetomidine
  • 5-[(1S)-1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole
  • d-Medetomidine
CAS:
113775-47-6
MF:
C13H16N2
MW:
200.28
EINECS:
601-281-8
Product Categories:
  • Aromatics Compounds
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Inhibitors
Mol File:
113775-47-6.mol
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Dexmedetomidine Chemical Properties

Melting point:
146-149°C
Boiling point:
381.9±11.0 °C(Predicted)
Density 
1.053±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO > 10 mM
form 
Powder
pka
13.89±0.10(Predicted)
color 
White to off-white
InChI
InChI=1S/C13H16N2/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13/h4-8,11H,1-3H3,(H,14,15)/t11-/m0/s1
InChIKey
CUHVIMMYOGQXCV-NSHDSACASA-N
SMILES
C1NC([C@H](C2=CC=CC(C)=C2C)C)=CN=1
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Dexmedetomidine Usage And Synthesis

Chemical Properties

White Solid

Uses

Dexmedetomidine is a sedative drug that has many benefits when given to children under anesthesia, such as improved pain relief and reduced agitation following their surgery. The FDA-approved indications for dexmedetomidine are sedation of intubated and mechanically ventilated patients in the intensive care unit (ICU) and peri-procedural (or peri-operative) sedation of non-intubated patients.

Definition

ChEBI: Dexmedetomidine is a medetomidine. It has a role as an alpha-adrenergic agonist, a non-narcotic analgesic, an analgesic and a sedative. It is an enantiomer of a levomedetomidine.

brand name

Precedex (Hospira).

Side effects

This drug is most commonly given to cause sedation, so extreme sedation/lethargy for a short period of time is an expected side effect. Pale gums and lowered heart and respiratory rates can occur. Rarely, vomiting, diarrhea, and collapse may occur. When injected into the muscle, this medication can cause temporary pain at the injection site.

Mode of action

The mechanism of action of dexmedetomidine is as an Adrenergic alpha2-Agonist. Dexmedetomidine selectively binds to presynaptic alpha-2 adrenoceptors located in the brain, thereby inhibiting the release of norepinephrine from synaptic vesicles. This leads to an inhibition of postsynaptic activation of adrenoceptors, which inhibit sympathetic activity, thereby leading to sedation and anxiolysis. The analgesic effect of this agent is mediated by binding to alpha-2 adrenoceptors in the spinal cord.

References

https://www.statpearls.com/articlelibrary/viewarticle/20424/
https://pubchem.ncbi.nlm.nih.gov/compound/dexmedetomidine
https://www.drugs.com/mtm/dexmedetomidine.html
Dexmedetomidine: A Review of Its Use for Sedation in the Intensive Care Setting DOI: 10.1007/s40265-015-0419-5

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