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U4885

Sigma-Aldrich

UNC0638 hydrate

≥98% (HPLC)

Synonym(s):

2-Cyclohexyl-N-(1-isopropylpiperidin-4-yl)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy) quinazolin-4-amine

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About This Item

Empirical Formula (Hill Notation):
C30H47N5O2 · xH2O
CAS Number:
Molecular Weight:
509.73 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

off-white

solubility

DMSO: >10 mg/mL

storage temp.

−20°C

SMILES string

O.COc1cc2c(NC3CCN(CC3)C(C)C)nc(nc2cc1OCCCN4CCCC4)C5CCCCC5

InChI

1S/C30H47N5O2.H2O/c1-22(2)35-17-12-24(13-18-35)31-30-25-20-27(36-3)28(37-19-9-16-34-14-7-8-15-34)21-26(25)32-29(33-30)23-10-5-4-6-11-23;/h20-24H,4-19H2,1-3H3,(H,31,32,33);1H2

InChI key

LLJGACAJGYXBTL-UHFFFAOYSA-N

General description

UNC0638 enhances the E-cadherin expression in gemcitabine-resistant cell line (PANC-1-R).

Application

UNC0638 has been used to block G9a (a lysine methyltransferase) function in C2C12 cells. UNC0638 has also been reported to decrease H3K9 dimethylation (H3K9me2) levels and inhibit cell death in hair cells.
UNC0638 hydrate has been used:
  • in fractionation and isolation of human blood cells and cell nuclei
  • in the analysis of human immunodeficiency virus (HIV) reactivation in latently infected cell line
  • to determine the effect of G9a and its enzymatic activity on cisplatin resistance

Biochem/physiol Actions

UNC0638 hydrate is a histone methyltransferase (HMT) inhibitor. UNC0638 shows selectivity for G9a (EHMT2) and GLP (EHMT1) methyltransferases, which catalyze the methylation of lysine 9 of histone 3 (H3K9) as well as other non-histone substrates. For full characterization details, please visit the UNC0638 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
UNC0638 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.

Other Notes

UNC0638 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the UNC0638 probe summary on the Chemical Probes Portal website.

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Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 4

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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Histone methyltransferase G9a drives chemotherapy resistance by regulating the glutamate-cysteine ligase catalytic subunit in head and neck squamous cell carcinoma
Liu CW, et al.
Molecular Cancer Therapeutics, molcanther-molcan0567 (2017)
G9a orchestrates PCL3 and KDM7A to promote histone H3K27 methylation
Pan MR, et al.
Scientific Reports, 5, 18709-18709 (2015)
HIV-1 infection of microglial cells in a reconstituted humanized mouse model and identification of compounds that selectively reverse HIV latency
Llewellyn GN, et al.
Journal of Neurovirology, 1-12 (2017)
Genome-wide mapping of histone H3K9me2 in acute myeloid leukemia reveals large chromosomal domains associated with massive gene silencing and sites of genome instability
Salzberg AC, et al.
PLoS ONE, 12(3), e0173723-e0173723 (2017)
Belinda Mei Tze Ling et al.
Molecular biology of the cell, 23(24), 4778-4785 (2012-10-23)
Sharp-1, a basic helix-loop-helix transcription factor, is a potent repressor of skeletal muscle differentiation and is dysregulated in muscle pathologies. However, the mechanisms by which it inhibits myogenesis are not fully understood. Here we show that G9a, a lysine methyltransferase

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