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Merck
CN

18107

Sigma-Aldrich

2-Methoxyestradiol

purum, ≥98.0% (HPLC)

Synonym(s):

1,3,5(10)-Estratriene-2,3,17β-triol 2-methyl ether, 2-Methoxy-estra-1,3,5(10)-triene-3,17β-diol

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
362-07-2
Molecular Weight:
302.41
Beilstein:
3147966
MDL number:
MFCD00010489
UNSPSC Code:
51111800

Key Documents

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grade

purum

Assay

≥98.0% (HPLC)

storage temp.

−20°C

SMILES string

COc1cc2C3CC[C@]4(C)[C@@H](O)CCC4C3CCc2cc1O

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Signal Word

Danger

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

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Lita S Suwandi et al.
Bioorganic & medicinal chemistry letters, 19(22), 6459-6462 (2009-09-29)
The syntheses of 2-methoxyestradiol analogs with modifications at the 3-position are described. The analogs were assessed for their antiproliferative, antiangiogenic, and estrogenic activities. Several lead substituents were identified with similar or improved antitumor activities and reduced metabolic liability compared to
Jamshed H Shah et al.
Bioorganic & medicinal chemistry, 17(20), 7344-7352 (2009-09-19)
A novel series of 17-modified and 2,17-modified analogs of 2-methoxyestradiol (2ME2) were synthesized and characterized. These analogs were designed to retain or potentiate the biological activities of 2ME2 and have diminished metabolic liability. The analogs were evaluated for antiproliferative activity
Fabrice Jourdan et al.
Journal of medicinal chemistry, 53(7), 2942-2951 (2010-03-17)
The synthesis and antiproliferative activity of analogues of estradiol 3,17-O,O-bis-sulfamates (E2bisMATEs) are discussed. Modifications of the C-17 substituent reveal that an H-bond acceptor is essential for high antiproliferative activity. The local environment in which this H-bond acceptor lies can be
Radek Gažák et al.
Journal of medicinal chemistry, 54(20), 7397-7407 (2011-09-21)
The synthesis of various silybin monogalloyl esters was developed, and their antiangiogenic activities were evaluated in a variety of in vitro tests with human umbilical vein endothelial cells (HUVECs). A structure-activity relationship (SAR) study found the regioselectivity of the silybin
Gregory E Agoston et al.
Bioorganic & medicinal chemistry letters, 19(21), 6241-6244 (2009-09-29)
The syntheses of 21 analogs of 2-methoxyestradiol are presented, including ENMD-1198 which was selected for advancement into Phase 1 clinical trials in oncology. These analogs were evaluated for antiproliferative activity using breast tumor MDA-MB-231 cells, for antiangiogenic activity in HUVEC
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