2-METHOXYESTRADIOL CAS 362-07-2

Introduction：Basic information about 2-METHOXYESTRADIOL CAS 362-07-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-METHOXYESTRADIOL Basic information

• Product Name: 2-METHOXYESTRADIOL
• Synonyms: 2-METHOXYESTRADIOL \ INHIBITOR OF CELL P ROLIFERATION AND ANGIOGENESIS;2-METHOXY-OESTRADIOL-(17BETA),(13S,17S)-2-METHOXY-13-METHYL-7,8,9,11,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIOL;2-Hydroxyestradiol 2-Methyl Ether;2-Methoxy-17b-estradiol;2-Methoxyestra-1,3,5(10)-triene-3,17b-diol;NSC 659853;Panzem;2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 362-07-2
• MF: C19H26O3
• MW: 302.41
• EINECS: 263-807-9
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;Inhibitor;Inhibitors;2-ME2;Isolabel;APIs
• Mol File: 362-07-2.mol

2-METHOXYESTRADIOL Chemical Properties

• Melting point: 188-190°C
• Boiling point: 464.4±45.0 °C(Predicted)
• density: 1.178±0.06 g/cm3(Predicted)
• storage temp.: Inert atmosphere,Room Temperature
• solubility: DMSO: 10 mg/mL
• form: crystalline
• pka: 10.29±0.60(Predicted)
• color: light yellow
• λmax: 286nm(EtOH)(lit.)
• InChI: InChI=1/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/s3
• InChIKey: CQOQDQWUFQDJMK-SSTWWWIQSA-N
• SMILES: C[C@@]12[C@H](CC[C@@]1([H])[C@]1([H])CCC3C=C(O)C(OC)=CC=3[C@@]1([H])CC2)O |&1:1,2,5,7,20,r|
• CAS DataBase Reference: 362-07-2(CAS DataBase Reference)

Safety Information

• Hazard Codes: T,Xi,N
• Risk Statements: 23/24/25-36/37/38-48-61-60-46-45-51/53
• Safety Statements: 22-26-36/37/39-45-53-36-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• RTECS: KG7537500
• HS Code: 2937.23.5050
• Storage Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Carc. 1B Eye Irrit. 2 Repr. 1B Skin Irrit. 2 STOT RE 1 STOT SE 3

2-METHOXYESTRADIOL Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

A natural metabolite of 17?Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule a

Uses

A natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly

Uses

2-Methoxyestradiol is a tubulin polymerization inhibitor and also decreases HIF-1 activity.

Uses

2-Methoxyestradiol depolymerizes microtubules and blocks HIF-1α nuclear accumulation and HIF-transcriptional activity. Phase 2.

Uses

2-Methoxy 17β-Estradiol is a natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. 2-Methoxy 17β-Estradiol binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly and function.

Definition

ChEBI: A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.

Biological Activity

Apoptotic, antiproliferative and antiangiogenic agent, in vitro and in vivo ; acts via an estrogen receptor-independent mechanism. Induces p53-induced apoptosis via two pathways: activation of p38 and NF- κ B; and activation of JNK and AP-1 leading to Bcl-2 phosphorylation. Also upregulates death receptor 5 and binds to tubulin, inhibiting its assembly.

in vivo

To investigate the effect of 2-Methoxyestradiol (2-ME2) on uveitis development, C57BL/6 mice are randomly assigned into two groups and immunized with IRBP peptide. 2ME2 group starts 2-Methoxyestradiol (15 mg/kg) intraperitoneally from day 0 to day 13 while control group is given with vehicle. The disease score of 2-Methoxyestradiol (2ME2) group is 0.30±0.30, significantly lower than that of control group 2.09±0.28 (p<0.05), each group containing 5 mice^[3].
Treatment with 2-Methoxyestradiol (60-600 mg/kg/d) results in a dose-dependent inhibition of tumor growth. The percentage of cells with strong pimonidazole-positive staining (+++) is significantly decreased in the 2-Methoxyestradiol-treated group (36.0% for 60 mg/kg/d and 0% for 200 and 600 mg/kg/d) compare with the vehicle-treated group (86.5%). This may be attributed to the dramatic inhibition of tumor growth in a dose-dependent manner following 2-Methoxyestradiol treatment^[4].

IC 50

Human Endogenous Metabolite

2-METHOXYESTRADIOL Preparation Products And Raw materials

• Preparation Products: 2-HYDROXYESTRADIOL