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기본 정보
- CAS
80474-14-2- 표준 SMILES
CCC(=O)O[C@]1(C(=O)SCF)[C@H](C)CC2C3CC(F)C4=CC(=O)C=C[C@]4(C)C3(F)[C@@H](O)C[C@@]21C- 분자식
- C25H31F3O5S
- 평균 분자량
- 500.57 g/mol
이름 및 식별자
- 우선 이름
- Fluticasone propionate
- 영어명
- Fluticasone propionate
- 분자식
- C25H31F3O5S
- 분자량
- 500.57
이름 및 동의어
FLOVENTFluticasone propionate for impurity C identification CRSCUTIVATEFluticasone propionate for impurity C identificationZoflutflutideFLUNASEFLONASEcci18781FLIXONASE
데이터베이스 식별자
- CAS
80474-14-2- PubChem CID
- 45006148
물성
물리화학적 성질
- 녹는점
- 275 °C · 275 °C
- 끓는 점
- 568.3 · 568.3±50.0 °C(Predicted)
- 밀도
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- 굴절률
- 31 ° · 31 ° (C=1, Dioxane)
- 저장 조건
- Store at RT
- 용해도
- 10 mg/mL · DMSO: ≥10 mg/mL
- 산도 계수 (pKa)
- 12.53 · 12.53±0.70(Predicted)
- 물리적 상태
- 고체
- 색상
- 하얀색
- Merck
- 14 · 14,4211
- InChIKey
- WMWTYOKRWGGJOA-CENSZEJFSA-N
- SMILES
- [C@]1(C(=O)SCF)(OC(=O)CC)[C@H](C)C[C@@]2([H])[C@]3([H])C[C@@H](C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)F |&1:0,11,14,16,19,26,28,30,33,r|
- EPA
- -1 · Androsta-1,4-diene-17-carbothioic acid, 6,9-difluoro-11-hydroxy-16-methyl-3-oxo-17-(1-oxopropoxy)-,S-(fluoromethyl) ester, (6.alpha.,11.beta.,16.alpha.,17.alpha.)- (80474-14-2)
화학적 성질
Fluticasone propionate is a white to off-white powder with a molecular weight of 500.6, and 17 the empirical formula is C25H31F3O5S. It is practically insoluble in water, freely soluble in 18 dimethyl sulfoxide and dimethylformamide, and slightly soluble in methanol and 95% ethanol.
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 2
- rtecs
- BV7980000
- 독성
- LD50 oral in rat: > 2gm/kg
- HS 번호
- 29372900
- safety_code
- 22-24/25
- Hazard Classifications
- Repr. 2STOT RE 2
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
용도Fluticasone Propionate is a derivative of Flumethasone, a glucocorticoid that has antiallergic, anti-asthmatic, and anti-inflammatory properties. It is used in the treatment of seasonal rhinitis and asthma. Compared to beclomethasone dipropionate, fluticasone propionate is reported to have a comparable side effect profile, but twice the activity in the treatment of asthma.
일반 설명Fluticasone Propionate is the propionate salt form of fluticasone, a synthetic trifluorinated glucocorticoid receptor agonist with antiallergic, antiinflammatory and antipruritic effects. Binding and activation of the glucocorticoid receptor results in the activation of lipocortin that in turn inhibits cytosolic phospholipase A2, which triggers cascade of reactions involved in synthesis of inflammatory mediators, such as prostaglandins and leukotrienes. Secondly, mitogen-activated protein kinase (MAPK) phosphatase 1 is induced, thereby leads to dephosphorylation and inactivation of Jun N-terminal kinase directly inhibiting c-Jun mediated transcription. Finally, transcriptional activity of nuclear factor (NF)-kappa-B is blocked, thereby inhibits the transcription of cyclooxygenase 2, which is essential for prostaglandin production.
제조 방법
Fluticasone propionate, synthesized by Glaxo Wellcome and launched in 1993, is a trifluorinated glucocorticosteroid. It shows good topical antiinflammatory activity and is commonly used as a safe and effective inhaled treatment for asthma and allergic rhinitis.Fluticasone propionate can be synthesized from 9 by using BrCH2F,2a ClCH2F,5a or S-(monofluoromethyl) diarylsulfonium tetrafluoroborate 5f,g directly. Using BrCH2F can get an ideal yield; however, BrCH2F is costly and will destroy to the ozone layer. In addition, 9 reacted with BrCH2Cl or Br2CH2 and then by an anion exchange with AgF,2c,5e KF, or tetrabutylammonium fluoride5b to afford 1 in a low yield.Improved Synthesis of Fluticasone Propionate
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