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DMCM

From Wikipedia, the free encyclopedia
DMCM
Names
Preferred IUPAC name
Methyl 4-ethyl-6,7-dimethoxy-9H-pyrido[3,4-b]indole-3-carboxylate
Other names
DMCM
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.220.168Edit this at Wikidata
UNII
  • InChI=1S/C17H18N2O4/c1-5-9-15-10-6-13(21-2)14(22-3)7-11(10)19-12(15)8-18-16(9)17(20)23-4/h6-8,19H,5H2,1-4H3 ☒N
    Key: GADIKQPUNWAMEB-UHFFFAOYSA-N ☒N
  • CCC1=C2C3=CC(=C(C=C3NC2=CN=C1C(=O)OC)OC)OC
Properties
C17H18N2O4
Molar mass314.336 g/mol
Boiling point87 °C (189 °F; 360 K)
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

DMCM (methyl 6,7-dimethoxy-4-ethyl-β-carboline-3-carboxylate) is a drug from theβ-carboline family thatinduces anxiety andconvulsions by acting as anegative allosteric modulator ofGABAA receptors — functionally opposite tobenzodiazepines andrelated drugs which arepositive allosteric modulators — and is used in scientific research for these properties to test newanxiolytic andanticonvulsant medications, respectively.[1][2][3][4] It has also been shown to produceanalgesic effects in animals, which is thought to be the drug's inducedpanic reducing the perception of pain.[5]

See also

[edit]

References

[edit]
  1. ^Cole, BJ; Hillmann, M; Seidelmann, D; Klewer, M; Jones, GH (1995). "Effects of benzodiazepine receptor partial inverse agonists in the elevated plus maze test of anxiety in the rat".Psychopharmacology.121 (1):118–26.doi:10.1007/BF02245598.PMID 8539336.S2CID 25423119.
  2. ^Brodie, MJ (1995). "Tiagabine pharmacology in profile".Epilepsia.36 (Suppl 6):S7 –S9.doi:10.1111/j.1528-1157.1995.tb06015.x.PMID 8595791.S2CID 27336198.
  3. ^De Sarro, G; Chimirri, A; McKernan, R; Quirk, K; Giusti, P; De Sarro, A (1997). "Anticonvulsant activity of azirino[1,2-d][1,4]benzodiazepines and related 1,4-benzodiazepines in mice".Pharmacology Biochemistry and Behavior.58 (1):281–9.doi:10.1016/S0091-3057(96)00565-5.PMID 9264104.S2CID 24492818.
  4. ^Leppä, E; Vekovischeva, OY; Lindén, AM; Wulff, P; Oberto, A; Wisden, W; Korpi, ER (2005). "Agonistic effects of the β-carboline DMCM revealed in GABAA receptor γ2 subunit F77I point-mutated mice".Neuropharmacology.48 (4):469–78.doi:10.1016/j.neuropharm.2004.11.007.PMID 15755475.S2CID 54340687.
  5. ^Sieve, AN; King, TE; Ferguson, AR; Grau, JW; Meagher, MW (2001). "Pain and negative affect: evidence the inverse benzodiazepine agonist DMCM inhibits pain and learning in rats".Psychopharmacology.153 (2):180–90.doi:10.1007/s002130000535.PMID 11205417.S2CID 2591731.


GABA receptor antagonists
GABA synthesis inhibitors
Glycine receptor antagonists
Glutamate receptor agonists
Convulsantbarbiturates
Other
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
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