FLURANDRENOLIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H33FO6
Molecular Weight	436.5136
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@@]3([H])[C@]4([H])C[C@H](F)C5=CC(=O)CC[C@]5(C)[C@@]4([H])[C@@H](O)C[C@]3(C)[C@@]1(OC(C)(C)O2)C(=O)CO

InChI

InChIKey=POPFMWWJOGLOIF-XWCQMRHXSA-N

InChI=1S/C24H33FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/012806s037lbl.pdf

Flurandrenolide is a potent corticosteroid intended for topical use. Flurandrenolide occurs as white to off-white, fluffy, crystalline powder and is odorless. Flurandrenolide is practically insoluble in water and in the ether. Cordran is primarily effective because of its anti-inflammatory, antipruritic, and vasoconstrictive actions. The mechanism of the anti-inflammatory effect of topical corticosteroids is not completely understood. Corticosteroids with anti-inflammatory activity may stabilize cellular and lysosomal membranes. There is also the suggestion that the effect on the membranes of lysosomes prevents the release of proteolytic enzymes and, thus, plays a part in reducing inflammation. Flurandrenolide is indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glucocorticoid receptor 172 Target ID: CHEMBL2034 Sources: https://www.ncbi.nlm.nih.gov/pubmed/567487	Agonist 2678		8.74 null [pKd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses 2 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/012806s037lbl.pdf	Primary		Approved 8429	CORDRAN SP Approved Use Cordran® (flurandrenolide, USP) is indicated for the relief of the inflammatory and pruritic manifestations of corticosteroid-responsive dermatoses. Launch Date 1965

Sourcing

Vendor/Aggregator	ID	URL
AHH Chemical co.,ltd	MT-51815	http://www.ahhchemical.com/product/MT-51815.html
AK Scientific, Inc. (AKSCI)	R212	http://www.aksci.com/item_detail.php?cat=R212
AK Scientific, Inc. (AKSCI)	X1046	http://www.aksci.com/item_detail.php?cat=X1046
Alfa Chemistry	AP1524885	https://reagents.alfa-chemistry.com/product/flurandrenolide-cas-1524-88-5-5524.html
Alfa Chemistry	ACM1524885	https://www.alfa-chemistry.com/flurandrenolide-cas-1524-88-5-item-59422.htm
Avantor Inc	101095-040	https://us.vwr.com/store/catalog/product.jsp?catalog_number=101095-040
BioSynth	W-108052	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/W-108052.html
Boerchem	BC226401	http://www.boerchem.com/?product_38113.html
Chem Scene	CS-4526	http://www.chemscene.com/1524-88-5.html
ChemMol	44007694	http://www.chemmol.com/chemmol/44007694.html
ChemMol	49429970	http://www.chemmol.com/chemmol/49429970.html
Chemspace	CSSB00000267757	https://chem-space.com/CSSB00000267757
DC Chemicals	DC31697	http://www.dcchemicals.com//product_show-Flurandrenolide.html
Hairui	HR123227	http://www.hairuichem.com/en/product/1524-88-5.html
LGC Standards	DRE-A13807000AL-100	https://www.lgcstandards.com/US/en/p/DRE-A13807000AL-100
LGC Standards	DRE-C13807000	https://www.lgcstandards.com/US/en/p/DRE-C13807000
LGC Standards	MM1873.00	https://www.lgcstandards.com/US/en/p/MM1873.00
Lab Network	LN01297487	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01297487
MedChem Express	HY-B1013	https://www.medchemexpress.com/Flurandrenolide.html
MuseChem	I001894	https://www.musechem.com/product/I001894.html
OChem	13217	http://www.ocheminc.com/index.php?act=psearch&pid=524F885
Parchem	87817	https://www.parchem.com/chemical-supplier-distributor/Flurandrenolide-087817.aspx
Smolecule	S528205	http://www.smolecule.com/products/s528205
Smolecule	S748981	https://www.smolecule.com/products/s748981
THE BioTek	bt-268422	https://www.thebiotek.com/product/inhibitors/bt-268422
Yuhao Chemical	RT19240	http://www.chemyuhao.com/1524-88-5.html
eNovation Chemicals	D674271	https://www.enovationchem.com/ProductDetails.asp?ProductID=D674271

PubMed

Title	Date	PubMed
Corticosteroid-induced cutaneous atrophy and telangiectasia. Experimental production associated with weight loss in rats.	1976 Aug	952530
Eumovate (clobetasone butyrate 0.05%) cream: a review of clinical efficacy and safety.	2003 Jun	12775314
Extensive keloid formation and progression after each vaccination.	2007 Jul-Aug	17643066
Linear cutaneous lupus erythematosus in the lines of Blaschko.	2007 Mar-Apr	17461806
Pustular psoriasis following treatment of rheumatoid arthritis with TNF-alpha inhibitors.	2008 Oct	19112764
Flesh-colored, rubbery nodules in a young girl.	2010 May-Jun	20609150
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011 Jul 14	21599003
A high-content biosensor-based screen identifies cell-permeable activators and inhibitors of EGFR function: implications in drug discovery.	2012 Aug	22573732

Patents

Sample Use Guides

In Vivo Use Guide

For moist lesions, a small quantity of the cream should be rubbed gently into the affected areas 2 or 3 times a day. For dry, scaly lesions, the ointment is applied as a thin film to affected areas 2 or 3 times daily. Therapy should be discontinued when control is achieved. If no improvement is seen within 2 weeks, reassessment of the diagnosis may be necessary.

Route of Administration: Topical

In Vitro Use Guide

Cultured rat hepatoma (HTC) cells were grown in the absence of added steroid. Cytosol was incubated with [3H]dexamethasone (3 nM final concentration) with or without competing Flurandrenolide (14-18 h at 00C) and specific binding was measured by the charcoal assay.

Name

Type

Language

FLURANDRENOLIDE

Official Name

English

Fludroxycortide [WHO-DD]

Common Name

English

6α-Fluoro-11β,16α,17,21-tetrahydroxypregn-4-ene-3,20-dione, cyclic 16,17-acetal with acetone

Common Name

English

FLURANDRENOLIDE [USAN]

Common Name

English

FLURANDRENOLIDE [ORANGE BOOK]

Common Name

English

33379

Code

English

NSC-757869

Code

English

FLURANDRENOLIDE [USP MONOGRAPH]

Common Name

English

FLUDROXYCORTIDE [MART.]

Common Name

English

FLURANDRENOLIDE [HSDB]

Common Name

English

CORDRAN

Brand Name

English

FLURANDRENOLIDE [MI]

Common Name

English

PREGN-4-ENE-3,20-DIONE, 6-FLUORO-11,21-DIHYDROXY-16,17-((1-METHYLETHYLIDENE)BIS(OXY))-, (6.ALPHA.,11.BETA.,16.ALPHA.)-

Common Name

English

FLURANDRENOLONE

Common Name

English

FLUDROXYCORTIDE [JAN]

Common Name

English

FLURANDRENOLIDE [USP-RS]

Common Name

English

fludroxycortide [INN]

Common Name

English

CORDRAN-N COMPONENT FLURANDRENOLIDE

Common Name

English

FLUDROXYCORTIDE

Official Name

English

FLURANDRENOLIDE COMPONENT OF CORDRAN-N

Common Name

English

FLURANDRENOLIDE [VANDF]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QD07AC07