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프레드니손

프레드니손
프레드니손 구조식 이미지
카스 번호:
53-03-2
한글명:
프레드니손
동의어(한글):
프레드니손
상품명:
Prednisone
동의어(영문):
MOPP;u6020;Cortan;Deltra;Cotone;deltae;U 6020;Wojtab;delta-E;In-Sone
CBNumber:
CB6716222
분자식:
C21H26O5
포뮬러 무게:
358.43
MOL 파일:
53-03-2.mol

프레드니손 속성

녹는점
236-238 °C(lit.)
알파
169 º (c=0.5, dioxane)
끓는 점
410.86°C (rough estimate)
밀도
1.1121 (rough estimate)
굴절률
170 ° (C=0.5, Dioxane)
인화점
>200℃
저장 조건
2-8°C
용해도
Practically insoluble in water, slightly soluble in ethanol (96 per cent) and in methylene chloride. It shows polymorphism (5.9).
산도 계수 (pKa)
12.36±0.60(Predicted)
수용성
115mg/L(25 ºC)
Merck
7722
BRN
2065301
안정성
Stable. Incompatible with strong oxidizing agents.
CAS 데이터베이스
53-03-2(CAS DataBase Reference)
IARC
3 (Vol. 26, Sup 7) 1987
NIST
Prednisone(53-03-2)
EPA
Prednisone (53-03-2)

안전

위험품 표기 Xn
안전지침서 36/37/39-45-26-16
유해 물질 데이터 53-03-2(Hazardous Substances Data)
기존화학 물질 KE-10857

프레드니손 C화학적 특성, 용도, 생산

화학적 성질

White or almost white, crystalline powder.

용도

Adrenocortical steroid. Glucocorticoid, antiinflammatory.

용도

Downregulates TNF-α production and NF-κB expression

용도

Prednisone is used for the same indications as cortisone for inflammatory processes, allergies, and adrenal gland insufficiency; however, it is somewhat more active than cortisone and has less of an effect on mineral volume.

Indications

Prednisone 2.5 to 7.5 mg, administered at night or dexamethasone 0.25 to 0.75 mg are useful in female patients, with severe acne unresponsive to conventional therapy, who suffer from adrenal gland overproduction of androgens such as congenital adrenal hyperplasia.

정의

ChEBI: A synthetic glucocorticoid drug that is particularly effective as an immunosuppressant, and affects virtually all of the immune system. Prednisone is a prodrug that is converted by the liver into prednisolone (a beta-hydroxy group instead f the oxo group at position 11), which is the active drug and also a steroid.

상표명

Cortan (Halsey); Delta-Dome (Bayer); Deltasone (Pharmacia & Upjohn); Liquid Pred (Muro); Meticorten (Schering); Orasone (Solvay Pharmaceuticals); Paracort (Parke-Davis).

일반 설명

Odorless white crystalline powder.

일반 설명

Prednisone, Δ1-cortisone, 17,21-dihydroxypregna-1,4-diene-3,11,20-trione, has systemic activityvery similar to that of prednisolone, and because of itslower salt-retention activity, it is often preferred over cortisoneor hydrocortisone. Prednisone must be reduced in vivoto prednisolone to provide the active GC.

공기와 물의 반응

Very slightly water soluble .

위험도

Questionable carcinogen.

Safety Profile

Poison by intraperitoneal and subcutaneous routes. Moderately toxic by intramuscular route. Human systemic effects: sensory change involving peripheral nerves, dermatitis. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Has been implicated in aplastic anemia.

Chemical Synthesis

Prednisone is 17α,21-dihydroxypregna-1,4-dien-3,11-20-trione (27.1.31). Prednisone differs from cortisone in the presence of an additional double bond between C1 and C2. There are various ways of synthesizing it. In one of these, as is in the case when synthesizing cortisone, it is synthesized from dihydrocortisone acetate. However, in the given example, this compound undergoes dibromination by molecular bromine, giving 2,4-dibromo-derivative of dihydrocortisone 27.1.30. Dehydrobromination with 3,5-lutidine, followed by subsequent hydrolysis of the acetyl group using potassium bicarbonate gives the desired prednisone (27.1.31). Prednisone is also synthesized by microbiological dehydrogenation of cortisone.

Purification Methods

Crystallise prednisone from acetone/hexane, then recrystallise it from Me2CO. The monoacetate crystallises from Me2CO/hexane with m 227-233o(dec), [] D +186o (c 1, dioxane), and the diacetate crystallises from 25Me2CO/hexane with m 219-221o(dec), [] D +125o (c 1, CHCl3). [Hertzog et al. Tetrahedron 18 581 1962, Beilstein 8 IV 3531.]

프레드니손 준비 용품 및 원자재

원자재

준비 용품


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