메게스트롤아세테이트

Megestrol Acetate

HCID 11683

기본 정보

CAS
595-33-5
표준 SMILES
CC(=O)O[C@]1(C(C)=O)CC[C@H]2[C@@H]3C=C(C)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C
InChIKey
RQZAXGRLVPAYTJ-GQFGMJRRSA-N
분자식
C24H32O4
평균 분자량
384.5 g/mol
단동위원소 질량
384.2300595

개요

Megestrol Acetate can cause cancer and developmental toxicity according to state or federal government labeling requirements.

이름 및 식별자

우선 이름
Megestrol Acetate
IUPAC
[(8R,9S,10R,13S,14S,17R)-17-acetyl-6,10,13-trimethyl-3-oxo-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
현지명
메게스트롤아세테이트
영어명
Megestrol acetate
분자식
C24H32O4
분자량
384.51

이름 및 동의어

MEGESTROL ACETATE595-33-5MegaceMegestryl acetateNiagestinMegeronOvabanOvaridMegace ESMegestatBDH 1298Maygace
이름 더 보기
메게스트롤아세테이트S4MGANia17alpha-acetoxy-6-methylpregna-4,6-diene-3,20-dioneMEGESTROL ACETATE-D3bdh1298sc103636-MethleneProgesterone AcetateMEGESTROLACETATE,MILLEDPOWDER,USP17-Acetoxy-6-methylpregna-4,6-diene-3,20-dione
PallaceMagestinVolidanSC 10363NSC-71423MegestilMegesterol acetateSC-10363

데이터베이스 식별자

CAS
595-33-5
PubChem CID
11683
DTXSID
DTXSID9040683
ChEMBL
CHEMBL1201139
ChEBI
CHEBI:6723
UNII
TJ2M0FR8ES
EC Number
209-864-5
Nikkaji
J6.777F

물성

구조 계산 물성

XLogP
3.1
극성 표면적
60.4 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
3
무거운 원자 수
28

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal Drugs · 2건

Active Ingredients (Megestrol Acetate) -> FDA Greenbook

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point218.0-220.0 °C

물리화학적 성질

녹는점
214 °C · 214°C
끓는 점
431.17 °C · 431.17°C (rough estimate)
밀도
1.0474 · 1.0474 (rough estimate)
굴절률
11 ° · 11 ° (C=2, CHCl3)
저장 조건
Sealed in dry,Room Temperature
용해도
물에 거의 녹지 않으며, 아세톤에 녹고, 알코올에는 거의 녹지 않습니다.

화학적 성질

Crystalline Solid

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H302 (15.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P263, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P319, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 125 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Hazard Traits - Carcinogenicity; Developmental Toxicity

Megestrol acetate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Pregna-4,6-diene-3,20-dione, 17-(acetyloxy)-6-methyl-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (15.2%)

독성 정보

Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Megestrol acetate

Ambiguous-DILI-concern

1

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

안전 데이터

wgk
3
rtecs
TU4075000
독성
LD50 intravenous in mouse: 56mg/kg
HS 번호
29372390
risk_code
40-48
hazard_code
Xn

화학 및 산업

약리 정보

Pharmacodynamics · 1건

Megestrol is a synthetic progestin and has the same physiologic effects as natural progesterone. These effects include induction of secretory changes in the endometrium, increase in basal body temperature, pituitary inhibition, and production of withdrawal bleeding in the presence of estrogen. Mestrogel has slight glucocorticoid activity and very slight mineralocorticoid activity. This drug has no estrogenic, androgenic, or anabolic activity. The precise mechanism of megestrol’s antianorexic and anticachetic effects is unknown. Initially developed as a contraceptive, it was first evaluated in breast cancer treatment in 1967.

Mechanism of Action · 1건

The precise mechanism by which megestrol acetate produces effects in anorexia and cachexia is unknown at the present time, but its progestin antitumour activity may involve suppression of luteinizing hormone by inhibition of pituitary function. Studies also suggest that the megestrol's weight gain effect is related to its appetite-stimulant or metabolic effects rather than its glucocorticoid-like effects or the production of edema. It has also been suggested that megestrol may alter metabolic pathyways via interferences with the production or action of mediators such as cachectin, a hormone that inhibits adipocyte lipogenic enzymes.

Biological Half-Life34 hours
Metabolism/Metabolites · 1건

Primarily hepatic. Megestrol metabolites which were identified in urine constituted 5% to 8% of the dose administered. Respiratory excretion as labeled carbon dioxide and fat storage may have accounted for at least part of the radioactivity not found in urine and feces. No active metabolites have been identified.

FDA Pharmacological Classification · 2건

MEGESTROL ACETATE

Progestin [EPC]; Progesterone Congeners [CS]

MeSH Pharmacological Classification · 2건

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079)

Agents that are used to stimulate appetite. These drugs are frequently used to treat anorexia associated with cancer and AIDS.

용도 및 제조

Use Classification · 2건

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

응용 분야 · 3건

개요Megestrol Acetate is the acetate salt form of megestrol, a synthetic derivative of the naturally occurring female sex hormone progesterone with potential anti-estrogenic and antineoplastic activity. It is frequently used in the treatment of patients with metastatic breast cancer. It is generally well tolerated, except that it may cause undesirable weight gain. Subsequently, it was shown that megestrol acetate produced weight gain in a variety of cachectic cancer patients. Significant reduction inserum levels of IL-1a and b,IL-2,IL-6, and TNF-o were observed in cancer patientstreated with megestrol acetate which may bear on the mechanism of improved appetite and body weight gain.It has also been postulated that the effect is, at least in part,mediated by NPY,a potent central appetite stimulant.

용도Megestrol acetate (Megace), a semi-synthetic progestational steroid, is the most effective known appetite stimulant at present. Previously used in patients with cancer and acquired immunodeficiency syndrome, only a few studies have considered the applicability of this drug in malnourished older persons. Megestrol acetate is useful if profound anorexia is the main manifestation of cachexia and if expected survival is weeks to months. Megace has been shown to significantly increase appetite, but not survival. In patients with a shorter predicted survival, a brief course of corticosteroids may be useful to stimulate appetite and have positive effects on nausea, pain, and asthenia.

일반 설명Megestrol acetate, 17-hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate(Megace), is a progestin used primarily for the palliativemanagement of recurrent, inoperable, or metastatic endometrialor breast carcinoma. Megestrol acetate has also beenindicated for appetite enhancement in patients with AIDS.The biochemical basis for this use of megestrol is unclear.

공급사101 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]

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2건

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