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A9611 Sigma-Aldrich

Atipamezole

≥98% (HPLC)

Synonym: 4-(2-Ethyl-2,3-dihydro-1H-inden-2-yl)-1H-Imidazole, Antisedan, MPV 1248

  • CAS Number 104054-27-5

  • Empirical Formula (Hill Notation) C14H16N2

  • Molecular Weight 212.29

  •  MDL number MFCD00864502

  •  PubChem Substance ID 329771055

  •  NACRES NA.77

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Properties

Related Categories AN-AZ, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to brown
solubility   DMSO: ≥30 mg/mL
originator   Pfizer
storage temp.   room temp
SMILES string   CCC1(Cc2ccccc2C1)c3c[nH]cn3
InChI   1S/C14H16N2/c1-2-14(13-9-15-10-16-13)7-11-5-3-4-6-12(11)8-14/h3-6,9-10H,2,7-8H2,1H3,(H,15,16)
InChI key   HSWPZIDYAHLZDD-UHFFFAOYSA-N

Description

General description

Atipamezole has an imidazole structure and gets localized in the central nervous system on administration.

Application

Atipamezole has been used as a α2-adrenoceptor antagonist in mesencephalic trigeminal nucleus (MTN) neurons, CD4+ T-lymphocyte and human embryonic kidney (HEK293) membrane preparation.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Atipamezole elicits affinity towards adrenoreceptor subtypes namely α2A, α2B and α2C. High levels of atipamezole impairs cognitive functions. It also reverses the adrenoreceptor agonist functionalities. Atipamezole shows no affinity towards muscarinic and dopamine or neurotransmitter receptors. Atipamezole when used along with morphine elicits antinociceptive effects.

Atipamezole is a selective α2 adrenergic blocker. Atipamezole is more potent than yohimbine; it is very selective for α2 adrenergic vs α1 sites, but not selelctive for α2 subtypes.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the α2-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Alpha 2 Adrenoreceptor Modulators

α2-Adrenoceptors are widely distributed and are activated by norepinephrine (A7257, A0937), released from sympathetic nerve terminals or by epinephrine (E4250, E4375), released from the adrenal medul...
Keywords: Analgesics, Atomic absorption spectroscopy, Cardiovascular, Eliminations, Gene expression, Genetic, Neurotransmission, Neurotransmitters, Transduction

Discover Bioactive Small Molecules for Neuroscience

The nervous system, comprised of the brain and spinal cord (central nervous system, or CNS) and network of nerves that connects the CNS to the rest of the body (peripheral nervous system, or PNS) is ...
Keywords: Bioactive small molecules, Central Nervous System, Diseases, Metabolism, Neurodegenerative Diseases, Neuroscience, Neurotransmission, Neurotransmitters

Peer-Reviewed Papers
15

References

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