CAS Number2797-51-5
SynonymsQuinoclamin; Quinoclamine; EINECS 220-529-2; 2-AMINO-3-CHLORO-1,4-NAPHTHOQUINONE; ACN; 2-amino-3-chloro-naphthoquinone; 2-Amino-3-chlor-1,4-naphthochinone; 06K-Quinone; 2-amino-3-chloronaphthalene-1,4-dione; MFCD00001680; Mogeton; 2-amino-3-chloro-1,4-dihydro-1,4-dioxonaphthalene; ACNQ; Mogeton granule; O 6K-quinone; 2-amino-3-chloro-1,4-naphthalenedione
Molecular FormulaC11H9O2N1
Molecular Weight187.2
Purity96+%
Density1.5±0.1 g/cm3
Boiling Point310.2±42.0 °C at 760 mmHg
Melting Point198-200 °C
AppearanceSolid;Orange to Amber to Dark red powder to crystal
EINECS0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2797-51-5 |
| Catalog No. | 2A-0118145 |
| Chinese Name | 2-氨基-3-氯-1,4-萘醌 |
| Synonyms | Quinoclamin; Quinoclamine; EINECS 220-529-2; 2-AMINO-3-CHLORO-1,4-NAPHTHOQUINONE; ACN; 2-amino-3-chloro-naphthoquinone; 2-Amino-3-chlor-1,4-naphthochinone; 06K-Quinone; 2-amino-3-chloronaphthalene-1,4-dione; MFCD00001680; Mogeton; 2-amino-3-chloro-1,4-dihydro-1,4-dioxonaphthalene; ACNQ; Mogeton granule; O 6K-quinone; 2-amino-3-chloro-1,4-naphthalenedione |
| Molecular Formula | C11H9O2N1 |
| Molecular Weight | 187.2 |
| Purity | 96+ |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 310.2±42.0 °C at 760 mmHg |
| Melting Point | 198-200 °C |
| Appearance | Solid;Orange to Amber to Dark red powder to crystal |
| Water Solubility | Water solubility: insoluble; soluble in: acetone, |
| Storage Condition | Sealed in a cool, dry environment at 0-6 ºC |
| Application | Quinoclamine is a naphthoquinone derivative and an NF-κB inhibitor. Quinoclamine has antitumor activity. |
| EINECS | 0 |
| HTC | 2922399021 |
| UN(IATA) | 0 |
| MDL Number | MFCD00667088 |
| SMILES | NC1=C(Cl)C(=O)c2ccccc2C1=O |
| InChI | InChI=1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2 |
| InChI Key | OBLNWSCLAYSJJR-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Quinoclamine, a naphthoquinone derivative, is a NF-κB inhibitor. Quinoclamine exhibits anti-cancer activity[1][2]. Related Catalog Research Areas >> Cancer Target NF-κB[2] In Vitro Quinoclamine causes differentiation of U-937 cells into macrophage-like cells[1]. Quinoclamine inhibits NF-κB activities in HepG2 cells, with an IC50 of 1.7 μM[2]. Quinoclamine (1-4 μM; 30 minutes ) suppresses endogenous NF-κB activity in HepG2 cells through the inhibition of IκB-α phosphorylation and p65 translocation[2]. Quinoclamine inhibits induced NF-κB activities in lung and breast cancer cell lines[2]. Quinoclamine affects the expression levels of genes involved in cell cycle or apoptosis[2]. Quinoclamine down-regulates the expressions of UDP glucuronosyltransferase genes involved in phase II drug metabolism[2]. Cell Viability Assay[2] Cell Line: HepG2 cells Concentration: 1 μM, 2 μM, 4 μM, 8 μM, 16 μM, 32 μM, 64 μM Incubation Time: 24 hours Result: Inhibited NF-κB activities in HepG2 cells. Western Blot Analysis[2] Cell Line: HepG2 cells Concentration: 0 μM, 1 μM, 2 μM, 4 μM Incubation Time: 30 minutes Result: Inhibited IκB-α phosphorylation and p65 translocation in HepG2 cells. References [1]. Kwon H ,et al. Induction of differentiation of U-937 cells by 2-chloro-3-amino-1,4-naphthoquinone. Res Commun Mol Pathol Pharmacol. 1997 Aug;97(2):215-27. [2]. Cheng WY, et al. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 310.2±42.0 °C at 760 mmHg Melting Point 198-200 °C Molecular Formula C10H6ClNO2 Molecular Weight 207.613 Flash Point 141.4±27.9 °C Exact Mass 207.008713 PSA 60.16000 LogP 1.31 Vapour Pressure 0.0±0.7 mmHg at 25°C Index of Refraction 1.660 InChIKey OBLNWSCLAYSJJR-UHFFFAOYSA-N SMILES NC1=C(Cl)C(=O)c2ccccc2C1=O Storage condition 0-6°C |
| Use of | Quinoclamine, a naphthoquinone derivative, is a NF-κB inhibitor. Quinoclamine exhibits anti-cancer activity[1][2]. Properties Name quinoclamine Synonym More Synonyms ACN Biological Activity Description Quinoclamine, a naphthoquinone derivative, is a NF-κB inhibitor. Quinoclamine exhibits anti-cancer activity[1][2]. Related Catalog Research Areas >> Cancer References [2]. Cheng WY, et al. Comprehensive evaluation of a novel nuclear factor-kappaB inhibitor, quinoclamine, by transcriptomic analysis. Br J Pharmacol. 2009 Jul;157(5):746-56. Chemical & Physical Properties Exact Mass 207.008713 PSA 60.16000 Index of Refraction 1.660 InChIKey OBLNWSCLAYSJJR-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | S (Import and export pesticide registration certificate) |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Quinoclamine) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Quinoclamine) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Quinoclamine) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
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