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L-655,708

CAS No.
130477-52-0
Chemical Name:
L-655,708
Synonyms
MSD;L-655,708;L 655708,L655708;ETHYL (S)-11,12,13,13A-TETRAHYDRO-7-METHOXY-9-OXO-9H-IMIDAZO[1,5-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINE-1-CARBOXYLATE;Ethyl (S)-11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate;11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1.5-a]pyrrolo[2.1-c][1.4]benzodiazepine-1-carboxylicacidethylester;(S)-ethyl 7-methoxy-9-oxo-11,12,13,13a- tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a][1,4]diazepine-1-carboxylate;11,12,13,13A-TETRAHYDRO-7-METHOXY-9-OXO-9H-IMIDAZO[1,5-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINE-1-CARBOXYLIC ACID, ETHYL ESTER;9H-IMidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, 11,12,13,13a-tetrahydro-7-Methoxy-9-oxo-, ethyl ester, (13aS)-;9H-IMidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, 11,12,13,13a-tetrahydro-7-Methoxy-9-oxo-, ethyl ester, (13aS)- (011-14426_500Mg)
CBNumber:
CB4345633
Molecular Formula:
C18H19N3O4
Molecular Weight:
341.36
MDL Number:
MFCD02684528
MOL File:
130477-52-0.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

L-655,708 Properties

Melting point 175-176 °C
Boiling point 584.4±50.0 °C(Predicted)
Density 1.42±0.1 g/cm3(Predicted)
storage temp. Desiccate at +4°C
solubility DMSO: 6 mg/mL
form powder
pka 1.49±0.20(Predicted)
FDA UNII L4BX842T8C

SAFETY

Risk and Safety Statements

WGK Germany  3

L-655,708 price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L9787 L-655,708 ≥98% (HPLC), powder 130477-52-0 5mg $131 2024-03-01 Buy
Sigma-Aldrich L9787 L-655,708 ≥98% (HPLC), powder 130477-52-0 25mg $522 2024-03-01 Buy
Cayman Chemical 30322 L-655,708 130477-52-0 5mg $106 2024-03-01 Buy
Cayman Chemical 30322 L-655,708 130477-52-0 50mg $570 2024-03-01 Buy
Cayman Chemical 30322 L-655,708 130477-52-0 10mg $167 2024-03-01 Buy
Product number Packaging Price Buy
L9787 5mg $131 Buy
L9787 25mg $522 Buy
30322 5mg $106 Buy
30322 50mg $570 Buy
30322 10mg $167 Buy

L-655,708 Chemical Properties,Uses,Production

Uses

L-655,708 has been used as an α5 GABAA receptor inverse agonist to inhibit the discriminative stimulus of propofol in a dose-dependent manner.

Biological Activity

Potent, selective inverse agonist for the benzodiazepine site of GABA A receptors containing the α 5 subunit (K i = 0.45 nM). Displays 50-100-fold selectivity over GABA A receptors containing α 1, α 2, α 3 or α 6 subunits in combination with β 3 and γ 2. Enhances LTP in? a mouse hippocampal slice model and increases spatial learning, without displaying proconvulsant activity.

Biochem/physiol Actions

L-655,708 is an inverse agonist of the α5 γ-Aminobutyric acid type A (GABAA) receptor. It has an ability to increase cognition in rats.

storage

Desiccate at +4°C

L-655,708 Preparation Products And Raw materials

Raw materials

Preparation Products

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9H-IMidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, 11,12,13,13a-tetrahydro-7-Methoxy-9-oxo-, ethyl ester, (13aS)- 9H-IMidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, 11,12,13,13a-tetrahydro-7-Methoxy-9-oxo-, ethyl ester, (13aS)- (011-14426_500Mg) MSD Ethyl (S)-11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate 11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1.5-a]pyrrolo[2.1-c][1.4]benzodiazepine-1-carboxylicacidethylester 11,12,13,13A-TETRAHYDRO-7-METHOXY-9-OXO-9H-IMIDAZO[1,5-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINE-1-CARBOXYLIC ACID, ETHYL ESTER L-655,708 ETHYL (S)-11,12,13,13A-TETRAHYDRO-7-METHOXY-9-OXO-9H-IMIDAZO[1,5-A]PYRROLO[2,1-C][1,4]BENZODIAZEPINE-1-CARBOXYLATE (S)-ethyl 7-methoxy-9-oxo-11,12,13,13a- tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a][1,4]diazepine-1-carboxylate L 655708,L655708 130477-52-0 GABA/Glycine receptor