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L9167

Sigma-Aldrich

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
MDL number:
MFCD07784506
UNSPSC Code:
12352200
PubChem Substance ID:
24724529
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

light brown

solubility

DMSO: ~10 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

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

InChI key

DKVWSJKPRJIFPC-UHFFFAOYSA-N

Biochem/physiol Actions

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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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