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L9167

Sigma-Aldrich

LWH-63 hydrochloride

≥98% (HPLC), solid

Synonyme(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

Formule empirique (notation de Hill):
C24H35ClN4O
Numéro CAS:
276890-57-4
Poids moléculaire :
431.01
Numéro MDL:
MFCD07784506
Code UNSPSC :
12352200
ID de substance PubChem :
24724529
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Couleur

light brown

Solubilité

DMSO: ~10 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

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

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

Clé InChI

DKVWSJKPRJIFPC-UHFFFAOYSA-N

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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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
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
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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