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Merck
CN

SML0009

AI-1

≥98% (HPLC)

Synonym(s):

4-Chloro-1,2-dihydro-1-methyl-2-oxo-3-quinolinecarboxylic acid ethyl ester, Ethyl 4-chloro-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C13H12ClNO3
CAS Number:
Molecular Weight:
265.69
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

ClC(C1=C(N2C)C=CC=C1)=C(C(OCC)=O)C2=O

InChI

1S/C13H12ClNO3/c1-3-18-13(17)10-11(14)8-6-4-5-7-9(8)15(2)12(10)16/h4-7H,3H2,1-2H3

InChI key

XUJQDJGGHFNYDY-UHFFFAOYSA-N

Biochem/physiol Actions

AI-1 positively regulates antioxidant response element (ARE)-driven gene transcription through the activation of Nuclear factor E2-related factor 2 (Nrf2), an ARE-binding transcription factor.
AI-1 promotes Nrf2 activation via the covalent modification of Kelch-like ECH-associated protein 1 (Keap1), a negative regulator of Nrf2. Biochemical studies indicate that an aromatic chloride present within the AI-1 molecule undergoes a nucleophilic aromatic substitution reaction with cysteine thiols of Keap1.


Storage Class

11 - Combustible Solids

wgk

WGK 3



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Kristina Stephens et al.
Nature communications, 10(1), 4129-4129 (2019-09-13)
Synthetic biology and metabolic engineering have expanded the possibilities for engineered cell-based systems. The addition of non-native biosynthetic and regulatory components can, however, overburden the reprogrammed cells. In order to avoid metabolic overload, an emerging area of focus is on engineering
Tiziana Fuoco et al.
Biomacromolecules, 21(1), 188-198 (2019-09-25)
The advancement of 3D printing technologies in the fabrication of degradable scaffolds for tissue engineering includes, from the standpoint of the polymer chemists, an urgent need to develop new materials that can be used as ink and are suitable for
Kyoko Hosohama-Saito et al.
PloS one, 11(1), e0147114-e0147114 (2016-01-23)
Capnocytophaga ochracea is present in the dental plaque biofilm of patients with periodontitis. Biofilm cells change their phenotype through quorum sensing in response to fluctuations in cell-population density. Quorum sensing is mediated by auto-inducers (AIs). AI-2 is involved in intercellular



Global Trade Item Number

SKUGTIN
SML0009-5MG04061833221501
SML0009-25MG04061833221495