DMCM

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DMCM
IUPAC name methyl 4-ethyl-6,7-dimethoxy-9H-pyrido[5,4-b]indole-3-carboxylate
Other names DMCM
Identifiers
CAS number [82499-00-1]
PubChem 104999
SMILES CCC1=C2C3=CC(=C(C=C3NC2=CN=C1C(=O)OC)OC)OC
Properties
Molecular formula C17H18N2O4
Molar mass 314.336 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

DMCM (methyl-6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate) is a drug from the beta-carboline family. It acts as an inverse agonist of benzodiazepine receptors, meaning that it causes the opposite effects to the Benzodiazepine class of drugs. As such, DMCM has anxiogenic and convulsant properties,[1] and is used in scientific research to induce anxiety so that new anxiolytic medications can be tested,[2] and to produce convulsions so that anticonvulsant medications can be tested.[3][4][5] It has also been shown to produce analgesic effects in animals, thought to be because it produces panic which reduces the perception of pain.[6]


[edit] References

  1. ^ Contó MB, de Carvalho JG, Benedito MA. Behavioral differences between subgroups of rats with high and low threshold to clonic convulsions induced by DMCM, a benzodiazepine inverse agonist. Pharmacology, Biochemistry and Behaviour. 2005 Nov;82(3):417-26. PMID 16297441
  2. ^ Cole BJ, Hillmann M, Seidelmann D, Klewer M, Jones GH. Effects of benzodiazepine receptor partial inverse agonists in the elevated plus maze test of anxiety in the rat. Psychopharmacology (Berlin). 1995 Sep;121(1):118-26. PMID 8539336
  3. ^ Brodie MJ. Tiagabine pharmacology in profile. Epilepsia. 1995;36 Suppl 6:S7-S9. PMID 8595791
  4. ^ De Sarro G, Chimirri A, McKernan R, Quirk K, Giusti P, De Sarro A. Anticonvulsant activity of azirino[1,2-d][1,4]benzodiazepines and related 1,4-benzodiazepines in mice. Pharmacology, Biochemistry and Behaviour. 1997 Sep;58(1):281-9. PMID 9264104
  5. ^ Leppä E, Vekovischeva OY, Lindén AM, Wulff P, Oberto A, Wisden W, Korpi ER. Agonistic effects of the beta-carboline DMCM revealed in GABA(A) receptor gamma 2 subunit F77I point-mutated mice. Neuropharmacology. 2005 Mar;48(4):469-78. PMID 15755475
  6. ^ Sieve AN, King TE, Ferguson AR, Grau JW, Meagher MW. Pain and negative affect: evidence the inverse benzodiazepine agonist DMCM inhibits pain and learning in rats. Psychopharmacology (Berlin). 2001 Jan 1;153(2):180-90. PMID 11205417
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