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Merck
CN

SML1833

ML385

≥98% (HPLC), powder, Nrf2 transcription factor inhibitor

Synonym(s):

N-[4-[2,3-Dihydro-1-(2-methylbenzoyl)-1H-indol-5-yl]-5-methyl-2-thiazolyl]-1,3-benzodioxole-5-acetamide

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About This Item

Empirical Formula (Hill Notation):
C29H25N3O4S
CAS Number:
846557-71-9
Molecular Weight:
511.59
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

ML385, ≥98% (HPLC)

InChI

1S/C29H25N3O4S/c1-17-5-3-4-6-22(17)28(34)32-12-11-20-15-21(8-9-23(20)32)27-18(2)37-29(31-27)30-26(33)14-19-7-10-24-25(13-19)36-16-35-24/h3-10,13,15H,11-12,14,16H2,1-2H3,(H,30,31,33)

InChI key

LINHYWKZVCNAMQ-UHFFFAOYSA-N

SMILES string

O=C(NC1=NC(C2=CC=C(N(C(C3=C(C)C=CC=C3)=O)CC4)C4=C2)=C(C)S1)CC5=CC(OCO6)=C6C=C5

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

ML385 inihbits the activity of the Nrf2 transcription factor by binding to Neh1, a CNC-bZIP domain that allows Nrf2 to heterodimerize with small Maf proteins, blocking NRF2 transcriptional activity. Much research has been done on activating Nrf2 because it induces cytoprotective antioxidant genes. However, some cancer cells may use Nrf2 similarly for their survival. Nrf2 is overexpressed in certain cancers such as non-small cell lung cancer (NSCLC) often due to loss of function mutations in KEAP1, which targets Nrf2 for proteasomal degradation. ML385 was found to have anti-tumor activity with specificity and selectivity for NSCLC cells with KEAP1 mutations.
ML385 inihbits the activity of the Nrf2 transcription factor by binding to Neh1.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000455058
0000455058
0000385066
0000385067
0000378865

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Yuanyuan Bian et al.
Molecular medicine reports, 25(1) (2021-11-10)
Vitiligo is a depigmentation disease commonly seen in clinical practice, mainly involving loss of functional epidermal pigment cells and hair follicle melanocytes. Narrow‑band ultraviolet B (NB‑UVB) has emerged as the first choice of treatment for vitiligo, but long‑term exposure may have
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BMC microbiology, 20(1), 357-357 (2020-11-24)
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Etay Ziv et al.
Radiology, 297(1), 225-234 (2020-08-12)
Background Intermediate stage hepatocellular carcinomas (HCCs) are treated by inducing ischemic cell death with transarterial embolization (TAE) or transarterial chemoembolization (TACE). A subset of HCCs harbor nuclear factor E2-related factor 2 (NRF2), a major regulator of the oxidative stress response
Xi-Juan Zhang et al.
Biological & pharmaceutical bulletin, 44(3), 396-403 (2021-03-02)
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Oxidized phospholipids regulate amino acid metabolism through MTHFD2 to facilitate nucleotide release in endothelial cells.
Hitzel J, et al.
Nature Communications, 9(1), 2292-2292 (2018)
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