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Repinotan

Repinotan structure

Repinotan 

structure
  • CAS No:

    144980-29-0

  • Formula:

    C21H24N2O4S

  • Chemical Name:

    Repinotan

  • Synonyms:

    1,2-Benzisothiazol-3(2H)-one,2-[4-[[[(2R)-3,4-dihydro-2H-1-benzopyran-2-yl]methyl]amino]butyl]-,1,1-dioxide;1,2-Benzisothiazol-3(2H)-one,2-[4-[[(3,4-dihydro-2H-1-benzopyran-2-yl)methyl]amino]butyl]-,1,1-dioxide,(R)-;Repinotan;2-[4-[[(2R)-3,4-Dihydro-2H-chromen-2-yl]methylamino]butyl]-1,1-dioxo-1,2-benzothiazol-3-one

Description

Repinotan is a high-affinity, selective, full agonist of the 5HT1A-receptor subtype with neuroprotective properties.

Repinotan Basic Attributes

400.49100

400.49

05PB82Z52L

DTXSID80162857

Characteristics

84.09000

4.00430

1.284g/cm3

599.5ºC at 760 mmHg

316.4ºC

1.603

2.49E-14mmHg at 25°C

Drug Information

Investigated for use/treatment in strokes, cerebral ischemia, and depression.

Endogenous compounds and drugs that specifically stimulate SEROTONIN 5-HT1 RECEPTORS. Included under this heading are agonists for one or more of the specific 5-HT1 receptor subtypes. (See all compounds classified as Serotonin 5-HT1 Receptor Agonists.)

Repinotan is a 5-HT1A receptor agonist which inhibits glutamate induced depolarization. The effect of repinotan in neuronal cells has been reported to be mediated by a variety of mechanisms/signaling pathways, including activation of the anti-apoptotic phosphatidylinositol 3-kinase (PI-3K) pathway, inhibition of glutamate release (probably via opening of K+ channels leading to membrane hyperpolarization), extracellular-regulated kinase (Erk)-stimulated Bcl-2 expression or inhibition of caspase-3 activity, and increased release of the neurite extension factor S-100 beta.

2-(4-((chroman-2-ylmethyl)amino)butyl)-1,1-dioxobenzo(d)isothiazolone hydrochloride

Computed Properties

Molecular Weight:400.5
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:400.14567842
Monoisotopic Mass:400.14567842
Topological Polar Surface Area:84.1
Heavy Atom Count:28
Complexity:647
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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