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디플루프레드네이트

Difluprednate

HCID 443936
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
23674-86-4
표준 SMILES
CCCC(=O)O[C@]1(C(=O)COC(C)=O)CC[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C
InChIKey
WYQPLTPSGFELIB-JTQPXKBDSA-N
분자식
C27H34F2O7
평균 분자량
508.5 g/mol
단동위원소 질량
508.22725987

개요

Difluprednate is a corticosteroid hormone and a butyrate ester.

이름 및 식별자

우선 이름
Difluprednate
IUPAC
[(6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] butanoate
현지명
디플루프레드네이트
영어명
Difluprednate
분자식
C27H34F2O7
분자량
508.55

이름 및 동의어

difluprednate23674-86-4DurezolDFBADifluprednatoEpitopicDifluprednatumDTXSID0046773Difluoroprednisolone butyrate acetateS8A06QG2QEW 6309W-6309
이름 더 보기
디플루프레드네이트Difluprenatew6309myserDifluprednate-d5Difluprednate-d3
CM 9155[(6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] butanoateDTXCID80267736-alpha,9-alpha-Difluoroprednisolone 17-butyrate 21-acetate21-(Acetyloxy)-6,9-difluoro-11-hydroxy-17-(1-oxobutoxy)pregna-1,4-diene-3,20-dione (6alpha,11beta)-Pregna-1,4-diene-3,20-dione, 6-alpha,9-difluoro-11-beta,17,21-trihydroxy-, 21-acetate, 17-butyrate((6S,8S,9R,10S,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-6,9-difluoro-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta(a)phenanthren-17-yl) butanoate(1R,2S,8S,10S,11S,14R,15S,17S)-14-(2-(acetyloxy)acetyl)-1,8-difluoro-17-hydroxy-2,15-dimethyl-5-oxotetracyclo(8.7.0.0^(2,7).0^(11,15))heptadeca-3,6-dien-14-yl butanoate

데이터베이스 식별자

CAS
23674-86-4
PubChem CID
443936

물성

구조 계산 물성

XLogP
3.4
극성 표면적
107 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
9
회전 가능 결합 수
8
무거운 원자 수
36
형식 전하
0
복잡도
1,050

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Dermatologicals -> Corticosteroids, dermatological preparations

Pharmaceuticals -> Listed in ZINC15

Human Drugs · 3건

Breast Feeding; Lactation; Anti-Inflammatory Agents; Corticosteroids, Ophthalmic; Glucocorticoids;

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point191-194
Physical DescriptionSolid

물리화학적 성질

녹는점
191 · 191-194°
끓는 점
600.3 · 600.3±55.0 °C(Predicted)
밀도
1.1869 · 1.1869 (estimate)
저장 조건
2 · 2-8°C
용해도
디옥산 (약간 용해됨), 메탄올 (약간 용해됨)
물리적 상태
고체
산도 계수 (pKa)
12.56 · 12.56±0.70(Predicted)
색상
하얀색

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 20% (1 of 5) of reports.

Danger

H302+H312+H332 (20%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P203, P260, P261, 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 5 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesRepr. 1B (20%)

독성 정보

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

안전 데이터

wgk
2
rtecs
TU3831500
독성
mouse,LD50,intraperitoneal,146mg/kg (146mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)BEHAVIORAL: FOOD INTAKE (ANIMAL),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 1066, 1984.
HS 번호
2937.29.9095
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 4건

D - Dermatologicals

S - Sensory organs

QD - Dermatologicals

QS - Sensory organs

PharmacodynamicsDifluprednate is a corticosteroid used as an anti-inflammatory steroidal drug used primarily in ocular surgery.
Mechanism of Action · 1건

Corticosteroids are thought to act by the induction of phospholipase A2 inhibitory proteins (lipocortins). It is postulated that these proteins control the biosynthesis of potent mediators of infammation such as prostaglandins and leukotrienes by inhibiting the release of their common precursor arachidonic acid. Arachidonic acid is released from membrane phospholipids by phospholipase A2.

Metabolism/Metabolites · 1건

Difluprednate is rapidly deacetylated in the aqueous humor to difluoroprednisolone butyrate (DFB), the drug’s active metabolite. Endogenous tissue esterases then metabolize DFB to the inert metabolite hydroxyfluoroprednisolone butyrate (HFB), which limits systemic exposure to the active compound.

MeSH Pharmacological Classification · 1건

A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.

Absorption, Distribution and Excretion · 2건

Difluprednate penetrates the corneal epithelium rapidly and effectively. Low systemic absorption.

78.5% of radioactivity was excreted aftert 24 hours, and 99.5% by 7 days after a single dose of labeled difluprednate instilled in the right eyes of pigmented rabbits.

Cellular LocationsCytoplasm

관련 반응

2건
반응 기록 만들기
HRID 359966 반응식
HRID 359966반응물로uspto-grants-1991_03
HRID 982199 반응식
HRID 982199반응물로uspto-grants-1991_02

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID
DTXSID0046773
ChEMBL
CHEMBL1201749
ChEBI
CHEBI:31485
UNII
S8A06QG2QE
EC Number
245-815-4
Nikkaji
J15.820H
InChIKey
WYQPLTPSGFELIB-ATWWAUKRNA-N
SMILES
[C@@]1(OC(=O)CCC)(C(=O)COC(=O)C)CC[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 |&1:0,16,18,21,28,30,32,35,r|

화학적 성질

White Solid

응용 분야 · 3건

개요Difluprednate is a synthetic glucocorticoid that potently activates the glucocorticoid receptor (Ki = 78 pM). In vivo, ocular administration of difluprednate (0.05% w/v) increases intraocular pressure in sheep. Formulations containing difluprednate have been used to treat diabetic macular edema and inflammation following cataract surgery.

용도Difluprednate-d3 is the isotope labeled form of Difluprednate (D445925), a corticosteroid (derivative of prednisolone), approved for the treatment of post-operative ocular inflammation.

일반 설명Difluprednate, 21-(acetyloxy)-6α,9-difluoro-11β-hydroxy-17-(1-oxobutoxy)pregna-1,4-diene-3,20-dione is being developed (phase III) as a topical ophthalmicemulsion to treat inflammatory eye diseases.

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