엑스메스탄

엑스메스탄 · AROMASIN · EXALAMIDE · Exemestan · ExeMestine · ExeMestane(AroMasin) · EXE · ROMASIN

https://huagongshe.com/ko/chemical/60198

식별자 및 물리적 특성

CAS No.	107868-30-4
분자식	C20H24O2
평균 분자량	296.4 g/mol
단동위원소 질량	296.17763 g/mol
SMILES	C=C1C[C@@H]2[C@H](CC[C@]3(C)C(=O)CC[C@@H]23)[C@@]2(C)C=CC(=O)C=C12
InChIKey	BFYIZQONLCFLEV-DAELLWKTSA-N
PubChem CID	60198
ChEMBL	CHEMBL1200374
ChEBI	CHEBI:4953
EC No.	643-090-2
DTXSID	DTXSID5023037
현지명	엑스메스탄

화학 및 물리적 성질

XLogP	3.1
극성 표면적	34.1
수소 결합 공여자 수	0
수소 결합 수용자 수	2
회전 가능 결합 수	0
무거운 원자 수	22
형식 전하	0
복잡도	653
LogP(분배 계수)	3.7
Color/Form	... white to slightly yellow crystalline powder
용해도	Non-solubleFreely soluble in N,N-dimethylformamidesoluble in methanolpractically insoluble in water6.83e-03 g/LDMSO: ≥20mg/mL
녹는점	155.13188-191 °C155.13 °C155.13°C
Physical Description	Solid
Collision Cross Section	171.1 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]194.63 Å² [M+Na]+ [CCS Type: TW162.92 Å² [M+H-H2O]+ [CCS Type: TW172.02 Å² [M+K]+ [CCS Type: TW169.5 Å² [M+H]+ [CCS Type: TW
끓는 점	453.7±45.0 °C(Predicted)
밀도	1.13±0.1 g/cm3(Predicted)
저장 조건	2-8°C
물리적 상태	가루
색상	흰색에서 황백색까지
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

화학적 성질

white to light yellow crystal powder

안전 및 규제

GHS 분류	DangerH319 (54%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H360 (98.9%): May damage fertility or the unborn child [Danger Reproductive toxicity]H411 (49.4%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P203, P264+P265, P273, P280, P305+P351+P338, P318, P337+P317, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 87 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
규제 정보	Exemestane: Does not have an individual approval but may be used under an appropriate group standard
FDA 요건	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl exemestane, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
Hazard Classes and Categories	Eye Irrit. 2 (54%)Repr. 1B (98.9%)Aquatic Chronic 2 (49.4%)
Shipment Methods and Regulations	/PRECAUTIONS FOR ANTINEOPLASTIC AGENTS:/ Methods for transporting hazardous drugs to the health-care setting should be consistent with environmental protection and national or local regulations for transporting hazardous substances. When hazardous drugs are being transported to the home-care setting, appropriate containers (eg, lined cardboard boxes) and procedures should be used to prevent breakage and contain leakage. ... The drugs must be securely capped or sealed and properly packaged and protected during transport to reduce further the chance of breakage and spillage in a public area such as a corridor or elevator. /Antineoplastic agents/
보관 조건	Store at 25 °C (77 °F)excursions permitted to 15 to 30 °C (59 to 86 °F). Store in a well-closed container, unless otherwise specified by manufacturer.

용도

개요

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.

용도

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

일반 설명

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.