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C6240

Sigma-Aldrich

CITCO

≥98% (HPLC), solid

Synonym(s):

6-(4-Chlorophenyl)imidazo[2,1-b][1,3]thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl)oxime

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About This Item

Empirical Formula (Hill Notation):
C19H12N3OCl3S
CAS Number:
Molecular Weight:
436.74
MDL number:
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: soluble 28 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

Clc1ccc(cc1)-c2nc3sccn3c2\C=N\OCc4ccc(Cl)c(Cl)c4

InChI

1S/C19H12Cl3N3OS/c20-14-4-2-13(3-5-14)18-17(25-7-8-27-19(25)24-18)10-23-26-11-12-1-6-15(21)16(22)9-12/h1-10H,11H2/b23-10+

InChI key

ZQWBOKJVVYNKTL-AUEPDCJTSA-N

General description

CITCO is an imidazothiazole derivative. It stimulates human constitutive androstane receptor (CAR) nuclear translocation.

Application

CITCO has been used for the activation of mouse constitutive androstane receptor (CAR) and human CAR.

Biochem/physiol Actions

CITCO is a constitutive androstane receptor (CAR) agonist; nuclear receptor NR113 agonist.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Won-Gu Choi et al.
Pharmaceutics, 12(3) (2020-03-07)
Mertansine, a tubulin inhibitor, is used as the cytotoxic component of antibody-drug conjugates (ADCs) for cancer therapy. The effects of mertansine on uridine 5'-diphospho-glucuronosyltransferase (UGT) activities in human liver microsomes and its effects on the mRNA expression of cytochrome P450s
Identification of a novel human constitutive androstane receptor (CAR) agonist and its use in the identification of CAR target genes
Maglich JM, et al.
The Journal of Biological Chemistry, 278(19), 17277-17283 (2003)
Constitutive androstane receptor agonist CITCO inhibits growth and expansion of brain tumour stem cells
Chakraborty S , et al.
British Journal of Cancer, 104(3), 448-448 (2011)
Susanne Johansson et al.
Clinical pharmacology in drug development, 6(5), 466-475 (2017-03-17)
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Drug metabolism and disposition: the biological fate of chemicals, 45(8), 974-976 (2017-05-26)
Statins are well known lipid lowering agents that inhibit the enzyme 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) reductase. They also activate drug metabolism but their exact receptor-mediated action has not been proven so far. We tested whether atorvastatin and rosuvastatin are direct ligands of

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