Ethoxyquin structure
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Common Name | Ethoxyquin | ||
|---|---|---|---|---|
| CAS Number | 91-53-2 | Molecular Weight | 217.307 | |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 333.1±42.0 °C at 760 mmHg | |
| Molecular Formula | C14H19NO | Melting Point | <0ºC | |
| MSDS | Chinese USA | Flash Point | 137.8±17.3 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of EthoxyquinEthoxyquin is an antioxidant which has been used in animal feed for many years and also an inhibitor of heat shock protein 90 (Hsp90). |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Ethoxyquin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Ethoxyquin is an antioxidant which has been used in animal feed for many years and also an inhibitor of heat shock protein 90 (Hsp90). |
|---|---|
| Related Catalog | |
| Target |
HSP90 |
| In Vitro | Ethoxyquin (EQ) does not block Paclitaxel’s (PTX’s) ability to induce cell death in 4 different breast cancer cell lines. Results demonstrate that only when Hsp90 level is down regulated is neuroprotec-tion provided by Ethoxyquin (EQ) no longer seen[2]. It is found that Ethoxyquin provides neuroprotection with a best efficacy range from 30 to 300 nM. It is interesting to note that higher (μM) concentrations of Ethoxyquin do not provide further neuroprotection and in fact at these higher concentrations Ethoxyquin loses its neuroprotective effects[3]. |
| In Vivo | Ethoxyquin (EQ) provides a dose-dependent neuroprotection. Although all 3 doses of Ethoxyquin provide partial neuroprotection against reduction in intraepidermal nerve fiber density, the peak efficacy is with the 75 μg/kg dose[2]. Rats treated with Ethoxyquin (EQ) alone or control vehicle treated rats gain weight as expected under normal physiological conditions[3]. |
| Kinase Assay | To evaluate the impact of Ethoxyquin (EQ) on Paclitaxel’s (PTX’s) ability to kill breast cancer cells, conditions for culturing 4 cancer cell lines and measuring the ATP levels are optimized for the 96-well plate format. Briefly, 1,500 cells/well in media are plated in 96-well plates for 24 hours. Constant concentrations of PTX with or without Ethoxyquin are added to the wells for another 24 hours. Cellular ATP levels are measured using kit according tomanufacturer ’s protocol[2]. |
| Cell Assay | Briefly, DRGs are harvested from embryonic day 14.5 rats according to standard protocols, then cells are plated onto collagen-coated glass coverslips and allowed to extend neurites for 24 hours in media (Neurobasal medium, 50 mM pencillin-streptomycin (PS), 0.2% FBS, 0.5 mM glutamine, 1×B-27 supplement, 0.2% glucose,10 ng/mL glial cell line-derived neurotrophic factor). Ethoxyquin (EQ) or vehicle control is added to the wells for another 24-hour incubation. DRG cells are fixed with 4% paraformaldehyde and stained with anti-βIII-tubulin antibody to delineate the axons. Axon lengths are measured in multiple fields using a random sampling method[2]. |
| Animal Admin | To examine the effect of Ethoxyquin (EQ) on Paclitaxel’s (PTX’s) ability to reduce tumor burden in vivo, a mouse model in which breast cancer cell line SUM-159 (3×106 tumor cells suspended in phosphate-buffered saline in a final volume of 0.15 mL) is injected subcutaneously into adult male nude mice. When the tumor size reaches 5 mm in diameter, the animals are randomly assigned to PTX or PTX with Ethoxyquin groups. Ethoxyquin is given by intraperitoneal administration on a daily basis for 3 weeks. At the end of 3 weeks, animals are euthanized and tumor size and weight are measured (n=5 per group)[2]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 333.1±42.0 °C at 760 mmHg |
| Melting Point | <0ºC |
| Molecular Formula | C14H19NO |
| Molecular Weight | 217.307 |
| Flash Point | 137.8±17.3 °C |
| Exact Mass | 217.146667 |
| PSA | 21.26000 |
| LogP | 3.93 |
| Vapour Pressure | 0.0±0.7 mmHg at 25°C |
| Index of Refraction | 1.512 |
| InChIKey | DECIPOUIJURFOJ-UHFFFAOYSA-N |
| SMILES | CCOc1ccc2c(c1)C(C)=CC(C)(C)N2 |
| Stability | Stable. Combustible. Incompatible with oxidizing agents, strong acids. Polymerizes if heated. May polymerize upon exposure to light and air. |
| Water Solubility | ethanol: 50 mL/L, clear, brown | <0.1 g/100 mL at 20 ºC |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302 |
| Precautionary Statements | P301 + P312 + P330 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter |
| Hazard Codes | Xn:Harmful |
| Risk Phrases | R22 |
| Safety Phrases | S24 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 1 |
| RTECS | VB8225000 |
| HS Code | 2933499090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
|
~48%
Ethoxyquin CAS#:91-53-2 |
| Literature: Fotie, Jean; Rhodus, Jessica L.; Taha, Hashem A.; Reid, Carolyn S. Heteroatom Chemistry, 2012 , vol. 23, # 6 p. 598 - 604 |
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~%
Ethoxyquin CAS#:91-53-2 |
| Literature: Mutation Research - Genetic Toxicology and Environmental Mutagenesis, , vol. 542, # 1-2 p. 117 - 128 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 3 | |
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| DownStream 5 | |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2933499090 |
|---|---|
| Summary | 2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Modulation of ethoxyquin genotoxicity by free radical scavengers and DNA damage repair in human lymphocytes.
Toxicol. Lett. 193(2) , 194-9, (2010) N-tert-butyl-alpha-phenylnitrone (PBN) and its new derivative N-(Pyridine-4-ylmethylidene)-2-carboxy-tert-butylamine N-oxide (PBNC) were synthesized and used to modulate ethoxyquin (1,2-dihydro-6-etho... |
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Effects of a dietary antioxidant blend and vitamin E on fatty acid profile, liver function, and inflammatory response in broiler chickens fed a diet high in oxidants.
Poult. Sci. 93(7) , 1658-66, (2014) The aim of the current study was to determine the effects of a dietary antioxidant blend and vitamin E on fatty acid profile, inflammatory response, and liver function. Cobb 500 male broilers (n = 1,2... |
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Effects of a dietary antioxidant blend and vitamin E on growth performance, oxidative status, and meat quality in broiler chickens fed a diet high in oxidants.
Poult. Sci. 93(7) , 1649-57, (2014) The aim of the study was to determine the effects of a dietary antioxidant blend (AB) and vitamin E on performance, oxidative status, and meat quality. Cobb 500 male broilers (n = 1,200, d 0) were ran... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
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Name: Cell Viability Profiling of Human Lymphoblast Cell Lines
Source: NCGC
Target: N/A
External Id: HAPV101
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Name: Caspase-3/7 Activation Profiling of Human Lymphoblast Cell Lines
Source: NCGC
Target: N/A
External Id: HAPC101
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
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Name: Cytochrome P450 Family 1 Subfamily A Member 2 (CYP1A2) small molecule antagonists: lu...
Source: 824
External Id: CYP273
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Name: Primary Screen Inhibitors of CD40 Signaling in BL2 Cells Measured in Cell-Based Syste...
Source: Broad Institute
Target: N/A
External Id: 7124-01_Inhibitor_SinglePoint_HTS_Activity
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Name: Dicer-mediated maturation of pre-microRNA
Source: Center for Chemical Genomics, University of Michigan
Target: N/A
External Id: TargetID_659_CEMA
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
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Name: Fluorescence polarization-based biochemical high throughput primary assay to identify...
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=Sialate O-acetylesterase; AltName: Full=H-Lse; AltName: Full=Sialic acid-specific 9-O-acetylesterase; Flags: Precursor [Homo sapiens]
External Id: SIAE_INH_FP_1536_1X%INH PRUN
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Name: p53 small molecule agonists, cell-based qHTS assay: qHTS cell viability counter scree...
Source: 824
Target: N/A
External Id: P53600
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline |
| EINECS 202-075-7 |
| 6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline |
| emq |
| quinoled |
| 1,2-dihydro-2,2,4-trimethylquinolin-6-yl ethyl ether |
| UNII-9T1410R4OR |
| 2,2,4-trimethyl-6-ethoxy-1,2-dihydroquinoline |
| nocracaw |
| amea100 |
| Santoquin |
| usafb-24 |
| antageaw |
| niflex |
| ETMDQ |
| 1,2-dihydro-6-ethoxy-2,2,4-trimethylQUINOLINE |
| Santoflex |
| niflexd |
| MFCD00023883 |
| Ethoxyquin |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the downstream products of Ethoxyquin? |
| A: Related downstream products(CAS) of Ethoxyquin: 1502-22-3;16489-90-0;7345-50-8;825-25-2;612-50-0. |
| Q: What is the molecular formula of Ethoxyquin? |
| A: Molecular formula of Ethoxyquin is C14H19NO. |
| Q: What is the LogP of Ethoxyquin? |
| A: LogP of Ethoxyquin is 3.93. |
| Q: What is the InChIKey of Ethoxyquin? |
| A: InChIKey of Ethoxyquin is DECIPOUIJURFOJ-UHFFFAOYSA-N. |
| Q: What is the SMILES notation of Ethoxyquin? |
| A: SMILES notation of Ethoxyquin is CCOc1ccc2c(c1)C(C)=CC(C)(C)N2. |
| Q: What is the polar surface area (PSA) of Ethoxyquin? |
| A: Polar surface area (PSA) of Ethoxyquin is 21.26000. |
| Q: What English synonyms does Ethoxyquin have? |
| A: English synonyms of Ethoxyquin: 6-Ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline, EINECS 202-075-7, 6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline, emq, quinoled, 1,2-dihydro-2,2,4-trimethylquinolin-6-yl ethyl ether, UNII-9T1410R4OR, 2,2,4-trimethyl-6-ethoxy-1,2-dihydroquinoline, nocracaw, amea100, Santoquin, usafb-24, antageaw, niflex, ETMDQ, 1,2-dihydro-6-ethoxy-2,2,4-trimethylQUINOLINE, Santoflex, niflexd, MFCD00023883, Ethoxyquin. |
| Q: How is the water solubility of Ethoxyquin? |
| A: Water solubility of Ethoxyquin: ethanol: 50 mL/L, clear, brown | <0.1 g/100 mL at 20 ºC. |
| Q: What are the upstream materials of Ethoxyquin? |
| A: Related upstream materials(CAS) of Ethoxyquin: 156-43-4;67-64-1;123-42-2. |
| Q: What is the boiling point of Ethoxyquin? |
| A: Boiling point of Ethoxyquin is 333.1±42.0 °C at 760 mmHg. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |
| Zhongshan Xingrui Chemical Co. , Ltd. |