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Merck
CN

18107

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
UNSPSC Code:
51111800
MDL number:
MFCD00010489
Beilstein/REAXYS Number:
3147966

Key Documents

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SMILES string

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

grade

purum

assay

≥98.0% (HPLC)

storage temp.

−20°C

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Abby Ho et al.
Bioorganic & medicinal chemistry letters, 16(13), 3383-3387 (2006-05-03)
The major estrogen metabolite 2-methoxyestradiol (2ME) has been shown to target tumor cells without severe side effects and is currently being evaluated in clinical trials for several types of cancer. Despite its promise for use in clinical setting, the mechanism(s)
Mathew P Leese et al.
Journal of medicinal chemistry, 51(5), 1295-1308 (2008-02-12)
The synthesis, SAR, and preclinical evaluation of 17-cyanated 2-substituted estra-1,3,5(10)-trienes as anticancer agents are discussed. 2-Methoxy-17beta-cyanomethylestra-1,3,5(10)-trien-3-ol ( 14), but not the related 2-ethyl derivative 7, and the related 3- O-sulfamates 8 and 15 display potent antiproliferative effects (MCF-7 GI 50
Christian Bubert et al.
Journal of medicinal chemistry, 50(18), 4431-4443 (2007-08-19)
Estradiol-3,17-O,O-bis-sulfamates inhibit steroid sulfatase (STS), carbonic anhydrase (CA), and, when substituted at C-2, cancer cell proliferation and angiogenesis. C-2 Substitution and 17-sulfamate replacement of the estradiol-3,17-O,O-bis-sulfamates were explored with efficient and practical syntheses developed. Evaluation against human cancer cell lines
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
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
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