Exemestane

Modify Date: 2024-01-02 19:07:18

Exemestane Structure
Exemestane structure
 Common Name Exemestane
CAS Number 107868-30-4 Molecular Weight 296.403
Density 1.1±0.1 g/cm3 Boiling Point 453.7±45.0 °C at 760 mmHg
Molecular Formula C20H24O2 Melting Point 155.13°C
MSDS Chinese USA Flash Point 169.0±25.7 °C
Symbol GHS07 GHS08
GHS07, GHS08		 Signal Word Danger

 Use of Exemestane


Exemestane(FCE 24304) is an aromatase inhibitor, inhibits human placental and rat ovarian aromatase with IC50 of 30 nM and 40 nM, respectively.Target: AromataseApproved: October 2005Exemestane competitively inhibits and time-dependently inactivates of human placental aromatase with Ki of 4.3 nM. Exemestane displaces [3H]DHT from rat prostate androgen receptor with IC50 of 0.9 μM [1]. Exemestane (1 μM) increases alkaline phosphatase activity in hFOB and Saos-2 cells and induces the expression of MYBL2, OSTM1, HOXD11, ADCYAP1R1, and glypican 2 in hFOB cells [2]. Exemestane causes aromatase degradation in a dose-responsive manner in MCF-7aro cells [3].Exemestane increases lumbar spine BMD by 14.0% in OVX rats at dose of 100 mg/kg. Exemestane (100 mg/kg) and 17-hydroexemestane (20 mg/kg) significantly reduces an ovariectomy-induced increase in serum pyridinoline and serum osteocalcin in rats and causes significant reductions of serum cholesterol and low-density lipoprotein cholesterol inOVX rats [4].Exemestane (20 mg/kg/day s.c.) induces 26% complete (CR) and 18% partial (PR) tumor regressions in rats with 7,12-dimethylbenzanthracene (DMBA)-induced mammary tumors [5].

 Names

Name exemestane
Synonym More Synonyms

 Exemestane Biological Activity

Description Exemestane(FCE 24304) is an aromatase inhibitor, inhibits human placental and rat ovarian aromatase with IC50 of 30 nM and 40 nM, respectively.Target: AromataseApproved: October 2005Exemestane competitively inhibits and time-dependently inactivates of human placental aromatase with Ki of 4.3 nM. Exemestane displaces [3H]DHT from rat prostate androgen receptor with IC50 of 0.9 μM [1]. Exemestane (1 μM) increases alkaline phosphatase activity in hFOB and Saos-2 cells and induces the expression of MYBL2, OSTM1, HOXD11, ADCYAP1R1, and glypican 2 in hFOB cells [2]. Exemestane causes aromatase degradation in a dose-responsive manner in MCF-7aro cells [3].Exemestane increases lumbar spine BMD by 14.0% in OVX rats at dose of 100 mg/kg. Exemestane (100 mg/kg) and 17-hydroexemestane (20 mg/kg) significantly reduces an ovariectomy-induced increase in serum pyridinoline and serum osteocalcin in rats and causes significant reductions of serum cholesterol and low-density lipoprotein cholesterol inOVX rats [4].Exemestane (20 mg/kg/day s.c.) induces 26% complete (CR) and 18% partial (PR) tumor regressions in rats with 7,12-dimethylbenzanthracene (DMBA)-induced mammary tumors [5].
Related Catalog
References

[1]. Di Salle, E., et al., Novel aromatase and 5 alpha-reductase inhibitors. J Steroid Biochem Mol Biol, 1994. 49(4-6): p. 289-94.

[2]. Miki, Y., et al., Effects of aromatase inhibitors on human osteoblast and osteoblast-like cells: a possible androgenic bone protective effects induced by exemestane. Bone, 2007. 40(4): p. 876-87.

[3]. Wang, X. and S. Chen, Aromatase destabilizer: novel action of exemestane, a food and drug administration-approved aromatase inhibitor. Cancer Res, 2006. 66(21): p. 10281-6.

[4]. Goss, P.E., et al., Effects of the steroidal aromatase inhibitor exemestane and the nonsteroidal aromatase inhibitor letrozole on bone and lipid metabolism in ovariectomized rats. Clin Cancer Res, 2004. 10(17): p. 5717-23.

[5]. Zaccheo, T., D. Giudici, and E. Di Salle, Inhibitory effect of combined treatment with the aromatase inhibitor exemestane and tamoxifen on DMBA-induced mammary tumors in rats. J Steroid Biochem Mol Biol, 1993. 44(4-6): p. 677-80.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 453.7±45.0 °C at 760 mmHg
Melting Point 155.13°C
Molecular Formula C20H24O2
Molecular Weight 296.403
Flash Point 169.0±25.7 °C
Exact Mass 296.177643
PSA 34.14000
LogP 3.11
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.572
Storage condition Store at -20°C

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H319-H360
Precautionary Statements P201-P305 + P351 + P338-P308 + P313
Hazard Codes T,N
Risk Phrases 60-61-51
Safety Phrases S26-S36/37/39
RIDADR UN 3261 8/PG 2
WGK Germany 3
Packaging Group III
Hazard Class 8
HS Code 2937900090

 Synthetic Route

6-Methyleneandrost-4-ene-3,17-dione structure

6-Methyleneandr...

CAS#:19457-55-7

~82%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Crystal Pharma, S.A. Patent: EP2070943 A1, 2009 ; Location in patent: Page/Page column 9 ;
N/A structure

N/A

CAS#:933455-74-4

~88%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Pariza, Richard J.; Yarger, James G. Patent: US2007/88013 A1, 2007 ; Location in patent: Page/Page column 3 ;
((8R,9S,10R,13S,14S)-10,13-dimethyl-3,17-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-6-yl)methyl methanesulfonate structure

((8R,9S,10R,13S...

CAS#:861395-77-9

~%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: WO2005/70951 A1, ; Page/Page column 18-24 ;
Methylene boldenone structure

Methylene boldenone

CAS#:122370-91-6

~99%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Marcos-Escribano, Andres; Bermejo, Francisco A.; Bonde-Larsen, Antonio Lorente; Retuerto, Jesus Iglesias; Sierra, Ignacio Herraiz Tetrahedron, 2009 , vol. 65, # 36 p. 7587 - 7590
Carbon structure

Carbon

CAS#:7440-44-0

6-Methyleneandrost-4-ene-3,17-dione structure

6-Methyleneandr...

CAS#:19457-55-7

tert-Butanol structure

tert-Butanol

CAS#:75-65-0

~%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: US4808616 A1, ;
Boldenon structure

Boldenon

CAS#:846-48-0

~%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Steroids, , vol. 58, # 11 p. 527 - 532
androsta-1,4-diene-3,17-dione structure

androsta-1,4-di...

CAS#:897-06-3

~%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Pharmazie, , vol. 61, # 7 p. 575 - 581
1α,3-dipyrrolidinylandrosta-3,5-dien-17-one structure

1α,3-dipyrrolid...

CAS#:67737-88-6

~%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Pharmazie, , vol. 61, # 7 p. 575 - 581
Dehydroepiandrosterone structure

Dehydroepiandro...

CAS#:53-43-0

~%

Exemestane Structure

Exemestane

CAS#:107868-30-4

Literature: Steroids, , vol. 78, # 11 p. 1148 - 1151

 Customs

HS Code 2937900090
Summary HS: 2937900090 Tax rebate rate:9.0% Supervision conditions:q(report of inspection of soundness on import medicines) VAT:17.0% MFN tariff:4.0% General tariff:30.0%

 Articles67

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Simple, fast and efficient sample preparation approaches that allow high-throughput isolation of various compounds from complex matrices are highly desired in bioanalysis. Particularly sought are meth...

Synergistic effects of combined treatment with simvastatin and exemestane on MCF-7 human breast cancer cells.

Mol. Med. Report. 12 , 456-62, (2015)

Breast cancer is associated with high levels of incidence, morbidity and mortality; therefore, the identification of effective chemopreventive strategies is crucial. It is important for clinicians to ...

Adjuvant exemestane with ovarian suppression in premenopausal breast cancer.

N. Engl. J. Med. 371(2) , 107-18, (2014)

Adjuvant therapy with an aromatase inhibitor improves outcomes, as compared with tamoxifen, in postmenopausal women with hormone-receptor-positive breast cancer.In two phase 3 trials, we randomly assi...

 Synonyms

Exemestan
6-Methylenandrosta-1,4-diene-3,17-dione
(8R,9S,10R,13S,14S)-10,13-diméthyl-6-méthylidène-7,8,9,10,11,12,13,14,15,16-décahydro-3H-cyclopenta[a]phénanthrène-3,17(6H)-dione
6-methylenandrost-1,4-diene-3,17-dione
Aromasin
Exemestane
androsta-1,4-diene-6-methylene-3,17-dione
(8R,9S,10R,13S,14S)-10,13-dimethyl-6-methylidene-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(6H)-dione
Exemestance
6-Methylene-androsta-1,4-diene-3,17-dione
MFCD00866994
6-Methyleneandrosta-1,4-diene-3,17-dione
EXALAMIDE
6-methylideneandrosta-1,4-diene-3,17-dione
Androsta-1,4-diene-3,17-dione, 6-methylene-
(8R,9S,10R,13S,14S)-10,13-Dimethyl-6-methyliden-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthren-3,17(6H)-dion
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Related Compounds: More...
Exemestane Impurity 1
159354-61-7
17β-Hydroxy Exemestane
122370-91-6
1,2-Dihydro Exemestane
19457-55-7
17|A-Hydroxy Exemestane
50880-57-4
6-Hydroxymethyl Exemestane
152764-26-6
EXEMESTANE RELATED COMPOUND
881896-95-3
EXEMESTANE RELATED COMPOUND C
897-06-3
17-beta-Hydroxy Exemestane Epoxide
1331732-05-8
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2-(Bromomethyl)-3-fluoro-6-pyridin-3-ylpyridine
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1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
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(4-Methyl-tetrahydro-furan-2-yl)-methanol
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