From Wikipedia, the free encyclopedia
Novel anticonvulsant and anxiolytic
KRM-II-81
[1]
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Names
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IUPAC name
5-(8-Ethynyl-6-pyridin-2-yl-4H-imidazo[1,5-a][1,4]benzodiazepin-3-yl)-1,3-oxazole
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Identifiers
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ChEMBL
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ChemSpider
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InChI=1S/C21H13N5O/c1-2-14-6-7-17-15(9-14)20(16-5-3-4-8-23-16)24-10-18-21(25-12-26(17)18)19-11-22-13-27-19/h1,3-9,11-13H,10H2 Key: KNCUEWYWBUIFTQ-UHFFFAOYSA-N
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C#CC1=CC2=C(C=C1)N3C=NC(=C3CN=C2C4=CC=CC=N4)C5=CN=CO5
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Properties
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C21H13N5O
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Molar mass
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351.369 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
KRM-II-81 is a
positive allosteric modulator of the GABAA receptor. It is selective for the
alpha2 and
alpha3 subunits. KRM-II-81 displays
anxiolytic,
antidepressant and
anticonvulsant effects. However, it has less adverse effects than some other
GABAA PAMs: it has low to no sedation and no tolerance development.
[2]
A study has also shown KRM-II-81 to be better at treating seizures than diazepam.
[3]
References
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^
"KRM-II-81".
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^ Witkin, Jeffrey M.; Lippa, Arnold; Smith, Jodi L.; Jin, Xiaoming; Ping, Xingjie; Biggerstaff, Andrew; Kivell, Bronwyn M.; Knutson, Daniel E.; Sharmin, Dishary; Pandey, Kamal P.; Mian, Md Yeunus; Cook, James M.; Cerne, Rok (February 2022).
"The imidazodiazepine, KRM-II-81: An example of a newly emerging generation of GABAkines for neurological and psychiatric disorders". Pharmacology, Biochemistry, and Behavior. 213: 173321.
doi:
10.1016/j.pbb.2021.173321.
ISSN
1873-5177.
PMID
35041859.
S2CID
245963990.
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^ Knutson, Daniel E.; Smith, Jodi L.; Ping, Xingjie; Jin, Xiaoming; Golani, Lalit K.; Li, Guanguan; Tiruveedhula, V. V. N. Phani Babu; Rashid, Farjana; Mian, Md Yeunus; Jahan, Rajwana; Sharmin, Dishary; Cerne, Rok; Cook, James M.; Witkin, Jeffrey M. (2020-09-02).
"Imidazodiazepine Anticonvulsant, KRM-II-81, Produces Novel, Non-diazepam-like Antiseizure Effects". ACS Chemical Neuroscience. 11 (17): 2624–2637.
doi:
10.1021/acschemneuro.0c00295.
hdl:
1805/28047.
ISSN
1948-7193.
PMID
32786313.
S2CID
221123396.
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Alcohols | |
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Barbiturates | |
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Benzodiazepines | |
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Carbamates | |
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Flavonoids | |
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Imidazoles | |
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Kava constituents | |
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Monoureides | |
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Neuroactive steroids | |
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Nonbenzodiazepines | |
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Phenols | |
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Piperidinediones | |
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Pyrazolopyridines | |
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Quinazolinones | |
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Volatiles/
gases | |
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Others/unsorted |
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3-Hydroxybutanal
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α-EMTBL
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AA-29504
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Alogabat
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Avermectins (e.g.,
ivermectin)
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Bromide compounds (e.g.,
lithium bromide,
potassium bromide,
sodium bromide)
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Carbamazepine
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Chloralose
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Chlormezanone
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Clomethiazole
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Darigabat
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DEABL
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Deuterated etifoxine
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Dihydroergolines (e.g.,
dihydroergocryptine,
dihydroergosine,
dihydroergotamine,
ergoloid (dihydroergotoxine))
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DS2
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Efavirenz
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Etazepine
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Etifoxine
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Fenamates (e.g.,
flufenamic acid,
mefenamic acid,
niflumic acid,
tolfenamic acid)
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Fluoxetine
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Flupirtine
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Hopantenic acid
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KRM-II-81
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Lanthanum
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Lavender oil
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Lignans (e.g.,
4-O-methylhonokiol,
honokiol,
magnolol,
obovatol)
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Loreclezole
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Menthyl isovalerate (validolum)
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Monastrol
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Niacin
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Niacinamide
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Org 25,435
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Phenytoin
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Propanidid
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Retigabine (ezogabine)
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Safranal
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Seproxetine
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Stiripentol
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Sulfonylalkanes (e.g.,
sulfonmethane (sulfonal),
tetronal,
trional)
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Terpenoids (e.g.,
borneol)
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Topiramate
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Valerian constituents (e.g.,
isovaleric acid,
isovaleramide,
valerenic acid,
valerenol)
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