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SML3136

Sigma-Aldrich

CGP-54626

≥95% (HPLC)

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
MDL number:
MFCD09878291
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to beige

storage temp.

−20°C

SMILES string

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

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

InChI key

ZQCFHOVIXCJPLE-LINSIKMZSA-N

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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