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Exemestane

Exemestane Structure
CAS No.
107868-30-4
Chemical Name:
Exemestane
Synonyms
AROMASIN;EXALAMIDE;Exemestan;ExeMestane(AroMasin);EXE;ROMASIN;Isimetan;PNU155971;FCE-24304;ExeMestine
CBNumber:
CB5760314
Molecular Formula:
C20H24O2
Molecular Weight:
296.4
MOL File:
107868-30-4.mol
Modify Date:
2024/5/16 17:35:26

Exemestane Properties

Melting point 155.13°C
Boiling point 453.7±45.0 °C(Predicted)
Density 1.13±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: ≥20mg/mL
form powder
color white to off-white
optical activity [α]/D +250 to +300°, c = 1 in methanol
InChI InChI=1S/C20H24O2/c1-12-10-14-15-4-5-18(22)20(15,3)9-7-16(14)19(2)8-6-13(21)11-17(12)19/h6,8,11,14-16H,1,4-5,7,9-10H2,2-3H3/t14-,15-,16-,19+,20-/m0/s1
InChIKey BFYIZQONLCFLEV-DAELLWKTSA-N
SMILES C1(=O)C=C2[C@](C)(C=C1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)C(=O)CC3)CC2=C
CAS DataBase Reference 107868-30-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS09
Signal word  Danger
Hazard statements  H360-H411
Precautionary statements  P201-P202-P273-P280-P308+P313-P391
Hazard Codes  T,N
Risk Statements  60-61-51
Safety Statements  53-22-36/37-57
WGK Germany  3
HS Code  29372900
NFPA 704
0
2 0

Exemestane price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PZ0006 Exemestane ≥98% (HPLC) 107868-30-4 5MG ₹14115.8 2022-06-14 Buy
Sigma-Aldrich(India) PZ0006 Exemestane ≥98% (HPLC) 107868-30-4 25MG ₹55218.33 2022-06-14 Buy
Sigma-Aldrich(India) PHR1634 Exemestane Pharmaceutical Secondary Standard; Certified Reference Material 107868-30-4 1G ₹11961.63 2022-06-14 Buy
Product number Packaging Price Buy
PZ0006 5MG ₹14115.8 Buy
PZ0006 25MG ₹55218.33 Buy
PHR1634 1G ₹11961.63 Buy

Exemestane Chemical Properties,Uses,Production

Description

Exemestane was launched in US and other countries for the treatment of estrogendependent tumors and postmenopausal breast cancer. It is a novel steroidal compound structurally related to the natural substrate for the biosynthesis of estrogen, androstanedione, and can be synthesized by methylidenation of androsta-1, 4-dien- 17beta-ol-3-one in 6 position then oxidation of the alcohol function. Exemestane is an irreversible inactivator of the aromatase enzyme system, so inducing in vivo a dose-related sustained suppression of serum estrogen and minimal endocrine activity. It is the first steroidal representative of the third-generation of orally active aromatase inhibitors with a highly potent and selective mechanism of action, displaying good tolerability and safety profile. In rats with DMBA-induced mammary tumors, 10 to 100 mglkg of exemestan administered po twice-daily for 4 weeks resulted in 76 to 88% regression. In women failing anti-estrogen therapy with tamoxifen, this agent has demonstrated high activity in locally advanced or metastatic disease. In addition, it may also have potential for breast cancer prevention.

Chemical Properties

white to light yellow crystal powder

Uses

Labeled Exemestane, intended for use as an internal standard for the quantification of Exemestane by GC- or LC-mass spectrometry.

Definition

ChEBI: A 17-oxo steroid that is androsta-1,4-diene-3,17-dione in which the hydrogens at position 6 are replaced by a double bond to a methylene group. A selective inhibitor of the aromatase (oestrogen synthase) system, it is used in the treatment of advanced brea t cancer.

General Description

Exemestane, 6-methylenandrosta-1,4-diene-3,17-dione (Aromasin), is the first steroid-basedaromatase inhibitor approved for the treatment of breastcancer in the United States. It is a mechanism-based inactivatorthat irreversibly inhibits the enzyme. Plasma estrogenlevels are reduced by 85% to 95% within 2 to 3 days, and effectslast 4 to 5 days. Exemestane does not inhibit any of themajor cytochromes P450 and has essentially no interactionwith steroid receptors, with only a very weak affinity for theAR. The 17β-hydroxyexemestane reduction product, however,has much higher affinity for the AR than the parent(still several fold less than DHT, 0.28% for parent vs. 30%for metabolite). The clinical significance of the affinity islikely minimal because of the low levels of the metaboliteproduced.

Hazard

A reproductive hazard.

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Exemestane Spectrum

ExeMestane (USP) 1,4-Androstadien-3,17-dione-6-Methylene-d2 (8R,9S,10R,13S,14S)-10,13-Dimethyl-6-methylene-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17(10H,14H)-dione ExeMestine (8R,9S,10R,13S,14S)-10,13-diMethyl-6-Methylene-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(6H)-dione ExeMestane SynonyMs 6-Methylenandrosta-1,4-diene-3,17-dione PNU155971 Exemestane for system suitability Exemestance:6-methyleneandrosta-1,4-diene-3,17-dione Exemestane D2 6-methylenandrosta-1,4-diene-3,17-dione 6-METHYLENEANDROSTA-1,4-DIENE-3,17-DIONE Exemestance 10,13-dimethyl-6-methylidene-7,8,9,10,11,12,13,14,15,16-decahydrocyclopenta[a]phenanthrene- EXEMESTANE FCE-24304 Androsta-1,4-diene-3,17-dione, 6-methylene 6-Methyleneandrosta-1,4-diene-3,17-dione, FCE-24304, Aromasin FCE24304;FCE-24304 Exemestane(FCE 24304) 10,13-dimethyl-6-methylene-7,8,9,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione Exemestane - Aromasin | FCE 24304 Exemestone EXE Aromasin/exemestane Aromasin CAS 107868-30-4 Exemestane CRS Exemestane for system suitability CRS [2H2]-Exemestane Aromasin Exeme Acatate? Exemestane USP/EP/BP Steroids Raw Powder Hormone Exemestane, Aromasin Exemestane(USFDA/CEP) ROMASIN Exemestane (Aromasin,EXE)-1 gram(17) ExemestaneQ: What is Exemestane Q: What is the CAS Number of Exemestane Q: What is the storage condition of Exemestane Q: What are the applications of Exemestane Exemestane for system suitability (Y0001756) Exemestane 13C D2Q: What is Exemestane 13C D2 Q: What is the CAS Number of Exemestane 13C D2 Q: What is the storage condition of Exemestane 13C D2 Q: What are the applications of Exemestane 13C D2 Exemestane D2Q: What is Exemestane D2 Q: What is the CAS Number of Exemestane D2 Q: What is the storage condition of Exemestane D2 Q: What are the applications of Exemestane D2 Exemestane (1269050) ExeMestane(AroMasin) Exemestan AROMASIN EXALAMIDE Exemestane 107868-30-4 Aromasin / Exemestan / Exemestane Aromasin, or Exemestane 17b-Hydroxy Exemestane-d3 17-O-b-D-Glucuronide Isimetan 107868-30-4 156-1-31 7868-30-4 107968-30-4 C20H24O2 2964 Intermediates & Fine Chemicals Pharmaceuticals Steroids