FG-7142

HCID 4375CAS 78538-74-6

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Basic information

Standard SMILES: CNC(=O)c1cc2c(cn1)[nH]c1ccccc12
InChIKey: QMCOPDWHWYSJSA-UHFFFAOYSA-N
Molecular formula: C13H11N3O
Average molar mass: 225.25 g/mol
Monoisotopic mass: 225.09021198

Names & identifiers

Preferred name: FG-7142
IUPAC: N-methyl-9H-pyrido[3,4-b]indole-3-carboxamide
English name: N-Methyl-beta-carboline-3-carboxamide
Molecular formula: C13H11N3O
Molecular weight: 225.25

Names & synonyms

FG 7142FG-7142ZK-3190660PO70N1BPZK-39106RefChem:92159378538-74-6N-Methyl-beta-carboline-3-carboxamideN-methyl-9H-pyrido[3,4-b]indole-3-carboxamideFG7142N-Methyl-9H-pyrido(3,4-b)indole-3-carboxamideZK 39106;LSU-65

Show more names

LSU-65ZK 39106β-CCA methylamideFG 7142, 10 mM in DMSON-Methyl-β-carboline-3-carboxamideB-carboline-3-carboxylic acid N-*methylamide4-b)indole-3-carboxamide,n-methyl-9h-pyrido(

beta-Carboline-3-carboxylic acid N-methylamide9H-Pyrido(3,4-b)indole-3-carboxamide, N-methyl-9H-Pyrido[3,4-b]indole-3-carboxamide, N-methyl-SR-01000075632UNII-60PO70N1BPDTXSID30999832QMCOPDWHWYSJSA-UHFFFAOYSA-Nss-CCA methylamide

Database identifiers

CAS: 78538-74-6
PubChem CID: 4375
DTXSID: DTXSID30999832
ChEMBL: CHEMBL1256141
ChEBI: CHEBI:93081
UNII: 60PO70N1BP
Nikkaji: J22.196A

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 57.8 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 17
Formal charge: 0
Complexity: 307

Experimental & physicochemical properties

Solubility27.5 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point: 269 · 269-270°
Boiling point: 576.3 · 576.3±30.0 °C(Predicted)
Density: 1.328 · 1.328±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: 1 mg/mL · ethanol: 1 mg/mL
pka: 13.44 · 13.44±0.46(Predicted)
form: A crystalline solid
color: light tan
InChI: 1S/C13H11N3O/c1-14-13(17)11-6-9-8-4-2-3-5-10(8)16-12(9)7-15-11/h2-7,16H,1H3,(H,14,17)
InChIKey: QMCOPDWHWYSJSA-UHFFFAOYSA-N
SMILES: CNC(=O)c1cc2c(cn1)[nH]c3ccccc23
EWG's Food Scores: 1 · 1
FDA UNII: 60 PO70N1BP · 60PO70N1BP
UNSPSC Code: 12352106 · 12352106
NACRES: 77 · NA.77
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
RTECS: 9780100 · UU9780100
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: UU9780100
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents that are used to suppress appetite.

Drugs that bind to but do not activate GABA RECEPTORS, thereby blocking the actions of endogenous GAMMA-AMINOBUTYRIC ACID and GABA RECEPTOR AGONISTS.

Applications · 2 items

DescriptionFG 7142 (ZK 39106; LSU-65) is a nonselective benzodiazepine inverse agonist with high affinity (Ki= 91 nM) for the α1 subunit-containing GABAA receptor. FG 7142 also modulates GABA-induced chloride flux (EC50=137 nM) at GABAA receptors expressing the α1 subunit. FG 7142 increases tyrosine hydroxylation and leads to upregulation of β-adrenergic receptors in mouse cerebral cortex.

UsesFG 7142 is a benzodiazepine inverse agonist anxiogenic compound.