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Diflorasone diacetate

Diflorasone diacetate structure

CAS No:
33564-31-7
Formula:
C26H32F2O7
Chemical Name:
Diflorasone diacetate
Synonyms:
Pregna-1,4-diene-3,20-dione,17,21-bis(acetyloxy)-6,9-difluoro-11-hydroxy-16-methyl-,(6α,11β,16β)-;(6α,11β,16β)-17,21-Bis(acetyloxy)-6,9-difluoro-11-hydroxy-16-methylpregna-1,4-diene-3,20-dione;Diflorasone diacetate;Florone;Diflorasone 17,21-diacetate;Maxiflor;Psorcon;U 34865;Difulal;Diacort;Soriflor;Dermaflor;290837-26-2
Categories:
Analytical Chemistry > Standard

Description

White Solid

Diflorasone diacetate is the 17,21-diacetate derivative of diflorasone. It is used topically for its anti-inflammatory and antipruritic properties in the treatment of various skin disorders. It has a role as an anti-inflammatory drug and an antipruritic drug. It is an 11beta-hydroxy steroid, a glucocorticoid, a 20-oxo steroid, a fluorinated steroid, an acetate ester and a 3-oxo-Delta(1),Delta(4)-steroid. It derives from a diflorasone and an acetic acid. It derives from a hydride of a pregnane.|Diflorasone Diacetate is the acetate salt form of diflorasone, a synthetic glucocorticoid with anti-inflammatory and immunosuppressive properties. Like other glucocorticoids, diflorasone enters the cell by diffusion across the cell membrane and binds to the glucocorticoid receptor (GR) in the cytoplasm. The receptor complex subsequently translocates to the nucleus and activates or represses genes by interacting with short, palindromic DNA sequences called glucocorticoid response element (GRE). Gene activation leads to the exertion of anti-inflammatory effects, e.g. upregulation of IkappaB, while gene repression inhibits production of pro-inflammatory cytokines such as interleukin-1 (IL-1), IL-2 and IL-6, thereby preventing activation of cytotoxic T-lymphocytes.

Diflorasone diacetate Basic Attributes

Molecular Weight：

494.52

Exact Mass：

494.52

EC Number：

251-575-1

UNII：

7W2J09SCWX

DSSTox ID：

DTXSID8045646

NCI Thesaurus Code：

C47488

HScode：

2942000000

Characteristics

PSA：

107

XLogP3：

3.10

Appearance：

crystals

Density：

1.3±0.1 g/cm3

Melting Point：

221-223 °C (decomp)

Boiling Point：

585.1±50.0 °C at 760 mmHg

Flash Point：

307.6±30.1 °C

Refractive Index：

1.546

Water Solubility：

6.5mg/L(22 ºC)

Storage Conditions：

Refrigerator

Specific rotation：

D +61° (chloroform)

Collision Cross Section：

209.5 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-40

safety instructions：

22-36

RTECS Number：

TU3722000

Marks：

Precautionary statement(s)：

P261-P280

Hazard Statements：

H312 + H332-H351

GHS Classification：

|Warning|H312 (95.12%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P363, P405, and P501|Aggregated GHS information provided by 41 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)|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. (See all compounds classified as Glucocorticoids.)

MeSH Entry Terms：

diflorasone

Diflorasone diacetate Use and Manufacturing

Uses

Anti-inflammatory (topical)

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals

Computed Properties

Molecular Weight:494.5
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:6
Exact Mass:494.21160968
Monoisotopic Mass:494.21160968
Topological Polar Surface Area:107
Heavy Atom Count:35
Complexity:1050
Defined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Diflorasone diacetate

CAS No.: 33564-31-7

Content: 99.00%

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