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Merck
CN

L9167

LWH-63 hydrochloride

≥98% (HPLC), solid

Synonym(s):

4-(N-Ethyl-n-4-hydroxybutyl)amino-2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidine hydrochloride, NIH-3

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About This Item

Empirical Formula (Hill Notation):
C24H35ClN4O
CAS Number:
276890-57-4
Molecular Weight:
431.01
NACRES:
NA.77
PubChem Substance ID:
24724529
UNSPSC Code:
12352200
MDL number:
MFCD07784506

Key Documents

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Product Name

LWH-63 hydrochloride, ≥98% (HPLC), solid

InChI

1S/C24H34N4O.ClH/c1-8-27(11-9-10-12-29)23-21-18(5)19(6)28(24(21)26-20(7)25-23)22-16(3)13-15(2)14-17(22)4;/h13-14,29H,8-12H2,1-7H3;1H

SMILES string

Cl[H].CCN(CCCCO)c1nc(C)nc2n(c(C)c(C)c12)-c3c(C)cc(C)cc3C

InChI key

DKVWSJKPRJIFPC-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

color

light brown

solubility

DMSO: ~10 mg/mL
H2O: insoluble

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Non-peptide CRF1 corticotrophin-releasing factor antagonist.
Non-peptide CRF1 corticotrophin-releasing factor antagonist. Ki = 0.68 nM; blocks ethanol-induced effects as well as CRF effects in mice, suggesting a possible therapeutic target for the treatment of stress-induced alcohol drinking.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
075K4604

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Jeffrey J Heard et al.
BMC cancer, 18(1), 69-69 (2018-01-13)
RHEB is a unique member of the RAS superfamily of small GTPases expressed in all tissues and conserved from yeast to humans. Early studies on RHEB indicated a possible RHEB-RAF interaction, but this has not been fully explored. Recent work
Ling-Wei Hsin et al.
Bioorganic & medicinal chemistry, 10(1), 175-183 (2001-12-12)
A series of compounds related to N-butyl-N-ethyl[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)pyrrolo[2,3-d]pyrimidin-4-yl]amine (1, antalarmin) have been prepared and evaluated for their CRHR1 binding affinity as the initial step in the development of selective high affinity hydrophilic nonpeptide corticotropin-releasing hormone type 1 receptor (CRHR1) antagonists. Calculated
Zhiguo Nie et al.
Science (New York, N.Y.), 303(5663), 1512-1514 (2004-03-06)
The central amygdala (CeA) plays a role in the relationship among stress, corticotropin-releasing factor (CRF), and alcohol abuse. In whole-cell recordings, both CRF and ethanol enhanced gamma-aminobutyric acid-mediated (GABAergic) neurotransmission in CeA neurons from wild-type and CRF2 receptor knockout mice
Maíra de Assis Lima et al.
Cellular signalling, 77, 109827-109827 (2020-11-09)
ADAMTSs (A Disintegrin And Metalloproteinase with ThromboSpondin motifs) are secreted proteases dependent on Zn2+/Ca2+, involved in physiological and pathological processes and are part of the extracellular matrix (ECM). Here, we investigated if ADAMTS-1 is required for invasion and migration of
Claudio Cappelli et al.
Journal of molecular biology, 432(10), 3222-3238 (2020-03-22)
Several mechanisms directing a rapid transcriptional reactivation of genes immediately after mitosis have been described. However, little is known about the maintenance of repressive signals during mitosis. In this work, we address the role of Ski in the repression of

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