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L9167

LWH-63 hydrochloride

Name: LWH-63 hydrochloride
Brand: SIGMA

≥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

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Properties

Quality Level

100

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

Description

Biochem/physiol Actions

Non-peptide CRF₁ corticotrophin-releasing factor antagonist.

Non-peptide CRF₁ corticotrophin-releasing factor antagonist. K_i = 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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CRHR1 Receptor binding and lipophilicity of pyrrolopyrimidines, potential nonpeptide corticotropin-releasing hormone type 1 receptor antagonists.

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

An oncogenic mutant of RHEB, RHEB Y35N, exhibits an altered interaction with BRAF resulting in cancer transformation.

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

Ethanol augments GABAergic transmission in the central amygdala via CRF1 receptors.

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

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Global Trade Item Number

SKU	GTIN
L9167-50MG	04061832272276
L9167-10MG	04061832272269