CCG-1423 structure, CAS 285986-88-1

CCG-1423

CAS Number285986-88-1

SynonymsN-(2-(4-Chloroanilino)-1-methyl-2-oxoethoxy)-3,5-bis(trifluoromethyl)benzamide; CCG 1423 N-[2-[(4-Chlorophenyl)amino]-1-methyl-2-oxoethoxy]-3,5-bis(trifluoromethyl)-benzamide; CCG-1423; N-({1-[(4-Chlorophenyl)amino]-1-oxo-2-propanyl}oxy)-3,5-bis(trifluoromethyl)benzamide

Molecular FormulaC18H13ClF6N2O3

Molecular Weight454.751

Purity

Density1.5±0.1 g/cm3

Boiling Point

Melting Point

Flash Point

Appearancewhite to beige

EINECS

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Cat. No.: 2A-1170234 Purity:
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Chemical & Physical Properties
CAS Number285986-88-1
Catalog No.2A-1170234
Chinese NameCCG-1423
SynonymsN-(2-(4-Chloroanilino)-1-methyl-2-oxoethoxy)-3,5-bis(trifluoromethyl)benzamide; CCG 1423 N-[2-[(4-Chlorophenyl)amino]-1-methyl-2-oxoethoxy]-3,5-bis(trifluoromethyl)-benzamide; CCG-1423; N-({1-[(4-Chlorophenyl)amino]-1-oxo-2-propanyl}oxy)-3,5-bis(trifluoromethyl)benzamide
Molecular FormulaC18H13ClF6N2O3
Molecular Weight454.751
Density1.5±0.1 g/cm3
Appearancewhite to beige
Water SolubilityDMSO: soluble5mg/mL, clear (warmed)
Storage Condition2-8°C
ApplicationCCG-1423 is a novel RhoA/C-mediated gene transcription inhibitor that can inhibit cell metastasis in the prostate cancer PC-3 cell invasion model.
PubChem ID3142997
SMILESCC(ONC(=O)c1cc(C(F)(F)F)cc(C(F)(F)F)c1)C(=O)Nc1ccc(Cl)cc1
InChIInChI=1S/C18H13ClF6N2O3/c1-9(15(28)26-14-4-2-13(19)3-5-14)30-27-16(29)10-6-11(17(20,21)22)8-12(7-10)18(23,24)25/h2-9H,1H3,(H,26,28)(H,27,29)
InChI KeyDSMXVSGJIDFLKP-UHFFFAOYSA-N
Hazard Symbolstransportation
BioactivityCCG-1423 is a novel inhibitor of RhoA/C-mediated gene transcription that is capable of inhibiting invasion of PC-3 prostate cancer cells in a Matrigel model of metastasis.IC50 value: 1.5 uM [1]Target: Rho signaling inhibitorin vitro: CCG-1423 selectively inhibited spontaneous PC-3 prostate cancer cell invasion through a Matrigel matrix, but not the Gαi-dependent LPA-stimulated SKOV-3 ovarian cancer cell invasion, in vitro. At 100 μM, nearly complete inhibition of invasion was achieved with a lesser degree of toxicity than that induced by CCG-1423 at 10 μM [1]. SRF binds to this site in vivo and the SRF inhibitor CCG-1423 completely blocks STARS proximal reporter activity in H9c2 cells [3]. pharmacological MKL-inhibition with CCG-1423 significantly inhibited CCN1 promoter activity as well as mRNA and protein expression[4].in vivo: Pharmacological SRF inhibition by CCG-1423 reduced nuclear MKL1 and improved glucose uptake and tolerance in insulin-resistant mice in vivo [2]. Related Catalog Signaling Pathways >> GPCR/G Protein >> Ras Research Areas >> Cancer References [1]. Evelyn CR, et al. Design, synthesis and prostate cancer cell-based studies of analogs of the Rho/MKL1 transcriptional pathway inhibitor, CCG-1423. Bioorg Med Chem Lett. 2010 Jan 15;20(2):665-72. [2]. Jin W, et al. Increased SRF transcriptional activity in human and mouse skeletal muscle is a signature of insulin resistance. J Clin Invest. 2011 Mar;121(3):918-29. [3]. Chong NW, et al. STARS is essential to maintain cardiac development and function in vivo via a SRF pathway. PLoS One. 2012;7(7):e40966. [4]. Duggirala A, et al. cAMP-induced actin cytoskeleton remodelling inhibits MKL1-dependent expression of the chemotactic and pro-proliferative factor, CCN1. J Mol Cell Cardiol. 2014 Nov 18;79C:157-168. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Molecular Formula C18H13ClF6N2O3 Molecular Weight 454.751 Exact Mass 454.051880 PSA 70.92000 LogP 6.59 Appearance of Characters white to beige Index of Refraction 1.525 InChIKey DSMXVSGJIDFLKP-UHFFFAOYSA-N SMILES CC(ONC(=O)c1cc(C(F)(F)F)cc(C(F)(F)F)c1)C(=O)Nc1ccc(Cl)cc1 Storage condition 2-8°C Water Solubility DMSO: soluble5mg/mL, clear (warmed)
Use ofProperties Name N-[1-(4-chloroanilino)-1-oxopropan-2-yl]oxy-3,5-bis(trifluoromethyl)benzamide Synonym More Synonyms CCG 1423 Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> Ras Research Areas >> Cancer References [1]. Evelyn CR, et al. Design, synthesis and prostate cancer cell-based studies of analogs of the Rho/MKL1 transcriptional pathway inhibitor, CCG-1423. Bioorg Med Chem Lett. 2010 Jan 15;20(2):665-72. [2]. Jin W, et al. Increased SRF transcriptional activity in human and mouse skeletal muscle is a signature of insulin resistance. J Clin Invest. 2011 Mar;121(3):918-29. [3]. Chong NW, et al. STARS is essential to maintain cardiac development and function in vivo via a SRF pathway. PLoS One. 2012;7(7):e40966. Chemical & Physical Properties Exact Mass 454.051880 PSA 70.92000 Appearance of Characters white to beige Index of Refraction 1.525 InChIKey DSMXVSGJIDFLKP-UHFFFAOYSA-N
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MSDS Transport InfoModule 14. Shipping information European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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