METHYL 6,7-DIMETHOXY-4-ETHYL-.BETA.-CARBOLINE-3-CARBOXYLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H18N2O4
Molecular Weight	314.3358
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of METHYL 6,7-DIMETHOXY-4-ETHYL-.BETA.-CARBOLINE-3-CARBOXYLATE

SMILES

CCC1=C(N=CC2=C1C3=C(N2)C=C(OC)C(OC)=C3)C(=O)OC

InChI

InChIKey=GADIKQPUNWAMEB-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C17H18N2O4
Molecular Weight	314.3358
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Targets

Primary Target	Pharmacology	Potency
Benzodiazepine receptors; peripheral & central 9	Inverse Agonist 85	6.6 nM [IC50]
GABA-A receptor; anion channel 203	Inverse Agonist 85
GABA-A receptor; alpha-5/beta-3/gamma-2 14	Inverse Agonist 85	1.0 nM [Ki]

PubMed

PubMed

Show entries

Title	Date	PubMed
Nitrendipine decreases benzodiazepine withdrawal seizures but not the development of benzodiazepine tolerance or withdrawal signs.	1990 Nov	1963805
Relative anticonvulsant effects of GABAmimetic and GABA modulatory agents.	1992 Nov-Dec	1334454
Evidence for a unique profile of levetiracetam in rodent models of seizures and epilepsy.	1998 Jul 24	9726649
Cocaine: evidence for NMDA-, beta-carboline- and dopaminergic-mediated seizures in mice.	1998 Jun 29	9666168
Influence of benzodiazepine binding site ligands on fear-conditioned contextual memory.	2001 Aug 24	11525770

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Substance Class	Chemical
Record UNII	1309288N1J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHYL 6,7-DIMETHOXY-4-ETHYL-.BETA.-CARBOLINE-3-CARBOXYLATE

Systematic Name

English

DMCM

Preferred Name

English

9H-PYRIDO(3,4-B)INDOLE-3-CARBOXYLIC ACID, 4-ETHYL-6,7-DIMETHOXY-, METHYL ESTER

Systematic Name

English

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Code System

Code

Type

Description

WIKIPEDIA

DMCM

PRIMARY

FDA UNII

1309288N1J

PRIMARY

EPA CompTox

DTXSID90896999

PRIMARY

CAS

82499-00-1

PRIMARY

PUBCHEM

104999

PRIMARY

Showing 1 to 5 of 5 entries

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