121021-51-0

Basic information

• Product Name: Exemestane Related Compound B (15 mg) (6-hydroxymethylandrostra-1,4-diene-3,17-dione)
• Synonyms: Exemestane Related Compound B (15 mg) (6-hydroxymethylandrostra-1,4-diene-3,17-dione);6β-(HydroxyMethyl)androsta-1,4-dien-3,17-dione;6β-HydroxyMethylandrosta-1,4-diene-3,17-dione;ExeMestane Related CoMpound B;6beta-(Hydroxymethyl)androsta-1,4-dien-3,17-dione;Exemestane 6β-Hydroxymethylandrosta-1,4-diene-3,17-dione
• CAS NO: 121021-51-0
• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.41864
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 121021-51-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Exemestane Related Compound B (15 mg) (6-hydroxymethylandrostra-1,4-diene-3,17-dione)(CAS DataBase Reference)
• NIST Chemistry Reference: Exemestane Related Compound B (15 mg) (6-hydroxymethylandrostra-1,4-diene-3,17-dione)(121021-51-0)
• EPA Substance Registry System: Exemestane Related Compound B (15 mg) (6-hydroxymethylandrostra-1,4-diene-3,17-dione)(121021-51-0)

Safety Data

• Hazardous Substances Data: 121021-51-0(Hazardous Substances Data)

Usage

Uses

6β-Hydroxymethylandrosta-1,4-diene-3,17-dione is a derivative of Exemestane (E957000) and a potential aromatase inhibitor.

Upstream product

• 897-06-3 Androsta-1,4-diene-3,17-dione 
• 1012054-48-6 6ξ-hydroxymethyl-4-androstene-3,17-dione 
• 50-00-0 formaldehyd 
• 67737-88-6 1α,3-dipyrrolidinylandrosta-3,5-dien-17-one 

Downstream Products

• 72648-46-5 Androsta-1,4-dien-3,6,17-trion 
• 881896-95-3 (6S,8R,9S,10R,13S,14S)-6-(methoxymethyl)-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(6H)-dione 
• 107868-30-4 exemestane 

Relevant articles and documents

PROCESS FOR THE SELECTIVE ISOLATION, PURIFICATION AND SEPARATION OF MONOHYDROXYLATED 3,17-DIKETO-STEROID COMPOUNDS

The subject of the present invention is a new process for the selective isolation, purification and separation of monohydroxylated 3,17-diketo-steroid compounds from a solution obtained preferably by microbiological way containing a mixture of steroid compounds via selective extraction, purification and selective crystallization of the steroid compounds by treatment of several solvents.

Synthesis and aromatase inhibition by potential metabolites of exemestane (6-methylenandrosta-1,4-diene-3,17-dione)

Exemestane (6-methylenandrosta-1,4-diene-3,17-dione; FCE 24304) is an orally active irreversible aromatase inhibitor which is in phase II clinical evaluation for the potential therapy of postmenopausal breast cancer. A series of exemestane analogs, with modifications at the 6-methylene group and with additional reduction at the 17-keto group, were synthesized as potential metabolites and tested in vitro for their effect on human placental aromatase. All these new analogs were found to be less potent in inhibiting aromatase than exemestane. The most effective compound was the 17β-hydroxy- derivative (compound 2), which is 2.6-fold less potent than exemestane [50% inhibitory concentration (IC50) 69 and 27 nM, respectively]. The various C- 6 modified derivatives of the 17-oxo series were found to inhibit the aromatase enzyme in the following descending order: 6-methylene (exemestane) > 6-spirooxirane (6) > 6β-hydroxymethyl (11) > 6-hydroxymethyl (7) > 6β- carboxy (13), showing IC50 values of 27, 206, 295, 2,300, and 7,200 nM, respectively. The 17β-hydroxy analogs of some of the above mentioned compounds were also synthesized (3, 4, 12) and found to be 3-8-fold less potent than the corresponding 17-keto analogs.