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플루오로메톨론

Fluorometholone

HCID 9878
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
426-13-1
표준 SMILES
CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3C[C@H](C)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]21C
InChIKey
FAOZLTXFLGPHNG-KNAQIMQKSA-N
분자식
C22H29FO4
평균 분자량
376.5 g/mol
단동위원소 질량
376.20498756

개요

Fluorometholone is a member of the class of glucocorticoids that is 1-progesterone substituted at positions 11beta and 17 by hydroxy groups, at position 6alpha by a methyl group and at position 9 by a fluoro group. Used for the treatment of corticosteroid-responsive inflammation of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe. It has a role as an anti-inflammatory drug. It is a tertiary alpha-hydroxy ketone, a glucocorticoid, a 17alpha-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a fluorinated steroid and a 3-oxo-Delta(1),Delta(4)-steroid. It is functionally related to a Delta(1)-progesterone.

이름 및 식별자

우선 이름
Fluorometholone
IUPAC
(6S,8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
현지명
플루오로메톨론
영어명
Fluorometholone
분자식
C22H29FO4
분자량
376.46

이름 및 동의어

fluorometholone426-13-1OxyloneFluor-OpFML ForteFluorometolonaFluorometholonumFluorometoloneDTXSID70474359-Fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dioneFluaton(6S,8S,9R,10S,11S,13S,14S,17R)-17-acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
이름 더 보기
플루오로메톨론fluoromethaloneFlurometholoneFMLFlulonU 8614UrsnonFluoronFML SOP
SV0CSG527LNSC-33001Fluoro OphtalIsopto FluconCHEBI:31625NSC33001DTXCID5027435Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-6-methyl-, (6alpha,11beta)-

데이터베이스 식별자

CAS
426-13-1
PubChem CID

물성

구조 계산 물성

XLogP
2
극성 표면적
74.6 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
1
무거운 원자 수
27
형식 전하
0
복잡도
787

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Dermatologicals -> Corticosteroids, dermatological preparations

Pharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesMagnetic anisotropy
LogP · 2건

2

2.65

Solubility1.66e-02 g/L
Human Drugs · 4건

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

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Pharmaceuticals

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point · 2건

292-303

297 °C

Physical DescriptionSolid
Collision Cross Section · 2건

272.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID7047435]

182.45 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H302 (89.1%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 46 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Other Safety InformationIMAP assessments - Pregna-1,4-diene-3,20-dione, 9-fluoro-11,17-dihydroxy-6-methyl-, (6.alpha.,11.beta.)-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (89.1%)

독성 정보

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

안전 데이터

wgk
3
rtecs
TU3834100
독성
rat,LD,oral,> 2gm/kg (2000mg/kg),Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 2349, 1974.
HS 번호
29189900
risk_code
20/21/22
hazard_code
Xn
safety_code
36
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 6건

S01BA07

S - Sensory organs

D - Dermatologicals

D - Dermatologicals

S - Sensory organs

C - Cardiovascular system

Pharmacodynamics · 1건

Corticosteroids such as fluorometholone inhibit the inflammatory response to a variety of inciting agents and probably delay or slow healing. They inhibit the edema, fibrin deposition, capillary dilation, leukocyte migration, capillary proliferation, fibroblast proliferation, deposition of collagen, and scar formation associated with inflammation.

Mechanism of Action · 1건

There is no generally accepted explanation for the mechanism of action of ocular corticosteroids. However, corticosteroids are thought to act by the induction of phospholipase A2 inhibitory proteins, collectively called lipocortins. It is postulated that these proteins control the biosynthesis of potent mediators of inflammation 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. Their primary target is the cytosolic glucocorticoid receptor. After binding the receptor the newly formed receptor-ligand complex translocates itself into the cell nucleus, where it binds to many glucocorticoid response elements (GRE) in the promoter region of the target genes. The DNA bound receptor then interacts with basic transcription factors, causing the increase in expression of specific target genes.

FDA Pharmacological Classification · 6건

SV0CSG527L

FLUOROMETHOLONE

Established Pharmacologic Class [EPC] - Corticosteroid

Mechanisms of Action [MoA] - Corticosteroid Hormone Receptor Agonists

Fluorometholone is a Corticosteroid. The mechanism of action of fluorometholone is as a Corticosteroid Hormone Receptor Agonist.

FLUOROMETHOLONE

MeSH Pharmacological Classification · 3건

Substances that reduce or suppress INFLAMMATION.

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.

관련 반응

0건
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현재 필터 조건에 해당하는 반응 기록이 없습니다.

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
9878
DTXSID
DTXSID7047435
ChEMBL
CHEMBL1200600
ChEBI
CHEBI:31625
UNII
SV0CSG527L
EC Number
207-041-5
Nikkaji
J2.041I

물리화학적 성질

녹는점
292 · 292-303°
끓는 점
527.1 · 527.1±50.0 °C(Predicted)
밀도
1.0573 · 1.0573 (rough estimate)
굴절률
55 ° · 55 ° (C=1, Pyridine)
저장 조건
2 · 2-8°C
용해도
DMSO(약간), 메탄올(약간), 피리딘(약간)에 용해됨
산도 계수 (pKa)
12.5 · 12.50±0.70(Predicted)
물리적 상태
Solid
색상
흰색에서 황백색까지
수용성
30 mg/L · 30mg/L(25℃)
Merck
14 · 14,4175
InChIKey
FAOZLTXFLGPHNG-KNAQIMQKSA-N
SMILES
C1=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@]4(C)[C@@](O)(C(=O)C)CC[C@@]4([H])[C@]3([H])C[C@H](C)C2=CC1=O
EPA
Fluorometholone (426-13-1)

화학적 성질

White powder

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

Cellular LocationsCytoplasm

용도 및 제조

Use ClassificationPharmaceuticals
응용 분야 · 2건

용도Fluorometholone is a glucocorticoid; anti-inflammatory.

일반 설명Fluorometholone, 9-fluoro-11β,17-dihydroxy-6α-methylpregn-4-ene-3,20-dione(Fluor-Op, FML), lacks the typical C21 OH group of GCsand is used exclusively in ophthalmic products. The 17-acetateof fluorometholone is also used as an ophthalmic suspension(Flarex).

상·하류 제품 정보

상류 원료

메탄설포닐 클로라이드아이오딘산나트륨티오황산 나트륨

공급사100 곳

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추가 설명 · 1건

정의ChEBI: A member of the class of glucocorticoids that is Delta1-progesterone substituted at positions 11beta and 17 by hydroxy groups, at position 6alpha by a methyl group and at position 9 by a fluoro group. Used for the treatment of corticosteroid-responsive inflammation of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe.