7-Methoxy-1-tetralone

Modify Date: 2024-01-01 20:17:16

7-Methoxy-1-tetralone Structure
7-Methoxy-1-tetralone structure
Common Name 7-Methoxy-1-tetralone
CAS Number 6836-19-7 Molecular Weight 176.21
Density 1.1±0.1 g/cm3 Boiling Point 312.3±31.0 °C at 760 mmHg
Molecular Formula C11H12O2 Melting Point 59-63 °C(lit.)
MSDS Chinese USA Flash Point 145.8±18.4 °C

 Use of 7-Methoxy-1-tetralone


7-Methoxy-1-tetralone is a potent antitumor agent. 7-Methoxy-1-tetralone inhibits cancer cell proliferation and migration, and induces hepatocellular carcinoma cell (HCC) apoptosis. 7-Methoxy-1-tetralone decreased the protein levels of NF-κB, matrix metallopeptidase 2 (MMP2)/MMP9, and p-AKT. 7-Methoxy-1-tetralone showed antitumor activity in nude mice and had no effect on body weight and liver, spleen and organ index[1].

 Names

Name 7-Methoxy-1-tetralone
Synonym More Synonyms

 7-Methoxy-1-tetralone Biological Activity

Description 7-Methoxy-1-tetralone is a potent antitumor agent. 7-Methoxy-1-tetralone inhibits cancer cell proliferation and migration, and induces hepatocellular carcinoma cell (HCC) apoptosis. 7-Methoxy-1-tetralone decreased the protein levels of NF-κB, matrix metallopeptidase 2 (MMP2)/MMP9, and p-AKT. 7-Methoxy-1-tetralone showed antitumor activity in nude mice and had no effect on body weight and liver, spleen and organ index[1].
Related Catalog
In Vitro 7-Methoxy-1-tetralone (31.25-1000 μM; 48 h) 抑制 LO2 和 HepG2 细胞的增殖活性[1]。 7-Methoxy-1-tetralone (40 μM, 100 μM, 250 μM; 48 h) 诱导 HepG2 细胞凋亡,调节细胞中 c-Met、p-AKT、AKT、NF-κB、MMP2、MMP9 蛋白的表达水平[1]。 Western Blot Analysis[1] Cell Line: HepG2 cells Concentration: 40 μM, 100 μM, and 250 μM Incubation Time: 48 h Result: Decreased the protein expression levels of c-Met, p-AKT, NF-κB, MMP2, and MMP9. Cell Proliferation Assay[1] Cell Line: LO2 and HepG2 cells Concentration: 31.25 μM, 62.5 μM, 125 μM, 250 μM, 500 μM, and 1000 μM Incubation Time: 24 h, 48 h, and 72 h Result: Exhibited anti-proliferative activity of MT on LO2 and HepG2 cells.
In Vivo 7-Methoxy-1-tetralone (80, 120, or 160 mg/kg/d;腹腔注射;共 19 次剂量) 抑制 HepG2 细胞皮下植入肿瘤模型的肿瘤生长[1]。 Animal Model: BALB/c nude mice (5-week-old) with subcutaneously implanted HepG2 cells[1] Dosage: 80, 120, or 160 mg/kg/d Administration: Intraperitoneal injection; sacrificed after 19 days Result: Resulted the tumor inhibition rates of 40.57% (80 mg/kg), 51.43% (120 mg/kg), 79.43% (160 mg/kg), respectively.
References

[1]. Wen Y, et al. 7-Methoxy-1-Tetralone Induces Apoptosis, Suppresses Cell Proliferation and Migration in Hepatocellular Carcinoma via Regulating c-Met, p-AKT, NF-κB, MMP2, and MMP9 Expression. Front Oncol. 2020 Feb 7;10:58.  

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 312.3±31.0 °C at 760 mmHg
Melting Point 59-63 °C(lit.)
Molecular Formula C11H12O2
Molecular Weight 176.21
Flash Point 145.8±18.4 °C
Exact Mass 176.083725
PSA 26.30000
LogP 2.79
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.549
Storage condition 2~8°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn: Harmful;
Risk Phrases R20/21/22
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2914509090

 Synthetic Route

 Customs

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles3

More Articles
The reaction of 1-tetralones with thallium trinitrate supported on clay: ring contraction vs alpha-oxidation. Ferraz H, et al.

J. Braz. Chem. Soc. 12(5) , 680-684, (2001)

Substituted Derivatives of 3a, 4, 5, 6-Tetrahydrosuccinimido [3, 4-b] Acenaphthen-10-one. Campaigne E and Weddleton RF.

Proc. Indian Acad. Sci. A 95 , (2013)

13H-benzo [6-7] indolo [3, 2-c] quinolines (B [6, 7] IQ): optimization of their DNA triplex-specific stabilization properties. Schmitt P, et al.

Chem. Commun. (Camb.) 9 , 763-764, (2000)

 Synonyms

EINECS 229-916-0
3,4-dihydro-7-methoxynaphthalen-1(2H)-one
7-Methoxy-3,4-dihydronaphthalen-1(2H)-one
1(2H)-Naphthalenone, 3,4-dihydro-7-methoxy-
MFCD00001696
7-Methoxy-3,4-dihydro-1(2H)-naphthalenone
7-methoxy-3,4-dihydro-2H-naphthalen-1-one
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