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Key Documents

SML1327

Sigma-Aldrich

Glutaminase Inhibitor 968

≥98% (HPLC)

Synonym(s):

5-(3-Bromo-4-(dimethylamino)phenyl)-2,2-dimethyl-2,3,5,6-tetrahydrobenzo[a]phenanthridin-4(1H)-one

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¥974.30
2.5 L
¥2,047.88

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Estimated to ship on2025年9月09日Details

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1 L
¥974.30
2.5 L
¥2,047.88

About This Item

Empirical Formula (Hill Notation):
C27H27BrN2O
CAS Number:
311795-38-7
Molecular Weight:
475.42
UNSPSC Code:
12352200
NACRES:
NA.77

¥974.30

Estimated to ship on2025年9月09日Details

Request a Bulk Order

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

Brc1c(ccc(c1)C2Nc3c(c5c(cc3)cccc5)C4=C2C(=O)CC(C4)(C)C)N(C)C

InChI

1S/C27H27BrN2O/c1-27(2)14-19-24-18-8-6-5-7-16(18)9-11-21(24)29-26(25(19)23(31)15-27)17-10-12-22(30(3)4)20(28)13-17/h5-13,26,29H,14-15H2,1-4H3

InChI key

NVFRRJQWRZFDLM-UHFFFAOYSA-N

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Show Differences

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This Item
320536808154447285
氯化亚砜 ReagentPlus®, ≥99%

230464

氯化亚砜

氯化亚砜 reagent grade, 97%

320536

氯化亚砜

亚硫酰氯 for synthesis

808154

亚硫酰氯

氯化亚砜 ReagentPlus®, 99.5%, low iron

447285

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form

liquid

form

liquid

form

liquid

form

liquid

assay

≥99%

assay

97%

assay

-

assay

99.5%

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

density

1.631 g/mL at 25 °C (lit.)

density

1.631 g/mL at 25 °C (lit.)

density

1.64 g/cm3 at 20 °C

density

1.631 g/mL at 25 °C (lit.)

anion traces

chloride (Cl-): 59.0-60.2%

anion traces

-

anion traces

-

anion traces

-

mp

−105 °C (lit.)

mp

−105 °C (lit.)

mp

-104.5 °C

mp

−105 °C (lit.)

General description

Glutaminase Inhibitor 968 belongs to the benzophenanthridinone family.[1]

Application

Glutaminase inhibitor 968 has been used to study the role of glutamine metabolism in macrophage activation.[2]

Biochem/physiol Actions

Glutaminase Inhibitor 968 is an allosteric inihibitor of the mitochondrial enzyme glutaminase C (GAC), which is overexpressed in a number of cancer cell lines. Glutaminase Inhibitor 968 shows 21% inhibition at 10 μM, 94% at 25 μM. Glutaminase Inhibitor 968 blocked human cancer cell proliferation in culture, and in inhibited tumor formation in mouse xenograft models.
Glutaminase Inhibitor 968 is an allosteric inihibitor of the mitochondrial enzyme glutaminase C (GAC).
Variation in the 3-bromo-4-(dimethylamino)phenyl ring of glutaminase inhibitor 968, leads to loss of its inhibitory activity.[3] Glutaminase catalysed glutamine metabolism maintains intracellular pH of cancer cells. Inhibition by glutaminase inhibitor 968 is known to hinder cell proliferation as a consequences of low intracellular pH.[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000132066
    0000132067
    0000123025
    0000071120
    0000051502

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    Dibenzophenanthridines as Inhibitors of Glutaminase C and Cancer Cell Proliferation
    Katt W P, et al.
    Molecular Cancer Therapeutics, 11(6) (2012)
    α-ketoglutarate orchestrates macrophage activation through metabolic and epigenetic reprogramming.
    Liu P S, et al.
    Nature Immunology, 18(9), 985-985 (2017)
    Glutaminase: a hot spot for regulation of cancer cell metabolism?.
    Erickson J W and Cerione R A
    Oncotarget, 1(8), 734-734 (2010)
    Glutaminase regulation in cancer cells: a druggable chain of events.
    Katt W P and Cerione R A
    Drug Discovery Today, 19(4), 450-457 (2014)
    Shuting Han et al.
    Theranostics, 11(17), 8464-8479 (2021-08-11)
    As glutamine plays a central role in cancer metabolism, inhibition of glutaminolysis has become an ideal anticancer therapeutic target. However, glutaminolysis inhibition leads to activation of autophagy, which compromises its antitumor effect. Hence, we investigated the mechanism underlying glutaminolysis inhibition-induced
    View All Related Papers

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