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Merck
CN

SML3136

CGP-54626

≥95% (HPLC), Potent selective GABA(B) receptor antagonist, powder

Synonym(s):

CGP-54626A, Cyclohexylmethyl((S)-3-((S)-1-(3,4-dichlorophenyl)ethylamino)-2-hydroxypropyl)phosphinic acid hydrochloride, P-(Cyclohexylmethyl)-P -[(2S )-3-[[(1S )-1-(3,4-dichlorophenyl)ethyl]amino]-2-hydroxypropyl]-phosphinic acid hydrochloride, [3-[N-[(1S)-1-(3,4-Dichlorophenyl)ethyl]amino]-(2S)-hydroxypropyl](cyclohexylmethyl)phosphinic acid hydrochloride, [S-(R*,R*)]-[3-[[1-(3,4-Dichlorophenyl)ethyl]amino]-2-hydroxypropyl](cyclohexylmethyl) phosphinic acid hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H28Cl2NO3P · HCl
CAS Number:
149184-21-4
Molecular Weight:
444.76
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
MFCD09878291

Key Documents

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Product Name

CGP-54626, ≥95% (HPLC)

InChI

1S/C18H28Cl2NO3P.ClH/c1-13(15-7-8-17(19)18(20)9-15)21-10-16(22)12-25(23,24)11-14-5-3-2-4-6-14;/h7-9,13-14,16,21-22H,2-6,10-12H2,1H3,(H,23,24);1H/t13-,16-;/m0./s1

SMILES string

ClC1=C(C=CC([C@@H](NC[C@@H](CP(CC2CCCCC2)(O)=O)O)C)=C1)Cl.Cl

InChI key

ZQCFHOVIXCJPLE-LINSIKMZSA-N

assay

≥95% (HPLC)

form

powder

color

white to beige

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

CGP-54626 is an orally available, potent selective GABAB receptor antagonist with an IC50 of 4 nM that binds to orthosteric site of (Kd = 33.1 nM) GABA(B)-R1. CGP 54626 decreases a sensitivity to ethanol in Drosophila melanogaster model.
Potent selective GABA(B) receptor antagonist

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000156215
0000156215
0000156214
0000140853
0000140853

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A Rory McQuiston
The Journal of physiology, 588(Pt 19), 3727-3742 (2010-08-10)
During theta rhythm, the timing of inputs to hippocampal CA1 from the perforant path (PP) of the entorhinal cortex and the Schaffer collaterals (SCs) from individual CA3 pyramidal neurons can vary within an individual theta period. Importantly, during theta rhythms
Daniel C Ranson et al.
Addiction biology, 25(2), e12725-e12725 (2019-02-15)
When exposed to ethanol, Drosophila melanogaster display a variety of addiction-like behaviours similar to those observed in mammals. Sensitivity to ethanol can be quantified by measuring the time at which 50% of the flies are sedated by ethanol exposure (ST50);
Yeechan Wu et al.
Journal of neurophysiology, 105(6), 2715-2728 (2011-03-25)
Noradrenergic (NAergic) A7 neurons that project axonal terminals to the dorsal horn of the spinal cord to modulate nociceptive signaling are suggested to receive tonic inhibition from local GABAergic interneurons, which are under the regulation of descending analgesic pathways. In

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