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Merck
CN

R2028

RHC 80267

≥98% (HPLC), solid

Synonym(s):

1,6-bis(Cyclohexyloximinocarbonylamino)hexane, U 57908

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About This Item

Empirical Formula (Hill Notation):
C20H34N4O4
CAS Number:
83654-05-1
Molecular Weight:
394.51
NACRES:
NA.77
PubChem Substance ID:
329824011
UNSPSC Code:
41106300
MDL number:
MFCD00210844

Key Documents

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InChI

1S/C20H34N4O4/c25-19(27-23-17-11-5-3-6-12-17)21-15-9-1-2-10-16-22-20(26)28-24-18-13-7-4-8-14-18/h1-16H2,(H,21,25)(H,22,26)

SMILES string

O=C(NCCCCCCNC(=O)O\N=C1/CCCCC1)O\N=C2/CCCCC2

InChI key

RXSVYGIGWRDVQC-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: 9 mg/mL

Quality Level

100

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Biochem/physiol Actions

RHC 80267 is a diacylglycerol (DAG) lipase inhibitor and an important second messenger in signal transduction pathways. RHC 80267 is generated by the hydrolysis of phosphatidylinositol (PI) and bPC by phospholipase C (PLC). DAG mediates the actions of a large number of hormones and cytokines by activating protein kinase C (PKC). A sustained elevation in intracellular DAG may cause neoplastic transformation.
RHC 80267 is a diacylglycerol (DAG) lipase inhibitor.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
059K4629V
059K46292V
059K46291
059K4629
027K46193

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Takahiro Shimizu et al.
European journal of pharmacology, 499(1-2), 99-105 (2004-09-15)
Recently, we reported that intracerebroventricularly (i.c.v.) administered arginine-vasopressin evokes the release of noradrenaline and adrenaline from adrenal medulla by brain thromboxane A2-mediated mechanisms in rats. These results suggest the involvement of brain arachidonic acid in the vasopressin-induced activation of the
Donna L Pedicord et al.
Biochemical and biophysical research communications, 411(4), 809-814 (2011-07-27)
Diacylglycerol lipase α is the key enzyme in the formation of the most prevalent endocannabinoid, 2-arachidonoylglycerol in the brain. In this study we identified the catalytic triad of diacylglycerol lipase α, consisting of serine 472, aspartate 524 and histidine 650.
Sharleen Yuan et al.
Journal of neurophysiology, 104(5), 2766-2777 (2010-10-05)
Recent studies have found that some forms of endocannabinoid-dependent synaptic plasticity in the hippocampus are mediated through activation of transient potential receptor vanilloid (TRPV) receptors instead of cannabinoid receptors CB1 or CB2. The potential role for synaptic localization of TRPV
Rogier Min et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(7), 2710-2715 (2010-02-19)
Endocannabinoids control hippocampal inhibitory synaptic transmission through activation of presynaptic CB(1) receptors. During depolarization-induced suppression of inhibition (DSI), endocannabinoids are synthesized upon postsynaptic depolarization. The endocannabinoid 2-arachidonoylglycerol (2-AG) may mediate hippocampal DSI. Currently, the best studied pathway for biosynthesis of
Yanjun Zhao et al.
Journal of neurophysiology, 101(5), 2434-2446 (2009-03-13)
Endocannabinoids (ECs) act as retrograde messengers that enable postsynaptic cells to regulate the strength of their synaptic inputs. Here, by using physiological and histological techniques, we showed that, unlike in other parts of the brain, excitatory inputs are more sensitive
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