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B1152

Sigma-Aldrich

Betamethasone 17,21-dipropionate

Synonym(s):

9α-Fluoro-16β-methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 17,21-dipropionate

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About This Item

Empirical Formula (Hill Notation):
C28H37FO7
CAS Number:
5593-20-4
Molecular Weight:
504.59
EC Number:
227-005-2
MDL number:
MFCD00133140
UNSPSC Code:
12352200
PubChem Substance ID:
24891564
NACRES:
NA.77

Assay

≥97.0%

form

powder

originator

Schering Plough

SMILES string

[H][C@@]12C[C@H](C)[C@](OC(=O)CCl)(C(=O)COC(=O)CC)[C@@]1(C)C[C@H](O)C3(F)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

InChI

1S/C27H34ClFO7/c1-5-22(33)35-14-21(32)27(36-23(34)13-28)15(2)10-19-18-7-6-16-11-17(30)8-9-24(16,3)26(18,29)20(31)12-25(19,27)4/h8-9,11,15,18-20,31H,5-7,10,12-14H2,1-4H3/t15-,18-,19-,20-,24-,25-,26?,27-/m0/s1

InChI key

UOCNBCVPZWLUKX-HOBFILNXSA-N

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General description

Betamethasone dipropionate is a class III intermediate potency synthetic fluorinated corticosteroid, which is used to treat psoriasis vulgaris. It is also used to treat seborrheic dermatitis and chronic hand eczema.

Biochem/physiol Actions

Betamethasone 17,21-dipropionate is a glucocorticoid with anti-inflammatory and immunosuppressive activity.

Features and Benefits

This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD,H373

Hazard Classifications

Repr. 1B - STOT RE 2

Target Organs

Liver,Kidney,Endocrine system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Seborrheic dermatitis
Gupta AK and Bluhm R
Journal of the European Academy of Dermatology and Venereology : JEADV, 18(1), 13-26 (2004)
Comparison of cyclosporine and topical betamethasone-17, 21-dipropionate in the treatment of severe chronic hand eczema.
Granlund H, et al.
Acta Dermato-Venereologica, 76(5), 371-376 (1996)
Early onset of action and efficacy of a combination of calcipotriene and betamethasone dipropionate in the treatment of psoriasis
Papp KA, et al.
Journal of the American Academy of Dermatology, 48(1), 48-54 (2003)
Naresh Punwani et al.
Journal of the American Academy of Dermatology, 67(4), 658-664 (2012-01-28)
Janus-associated kinases (JAKs) are involved in signal transduction from a variety of cytokines implicated in the pathogenesis of psoriasis, including interleukin (IL)-12, IL-23, and interferon-γ. INCB018424, a small molecule inhibitor of JAK1 and JAK2, inhibits cytokine-induced JAK/signal transducers and activators
Mohd Hanif Zulfakar et al.
International journal of pharmaceutics, 434(1-2), 399-405 (2012-06-14)
The current work examined the effect of fish oil (FO) and betamethasone dipropionate (BD) on the growth of immortalized HaCaT keratinocytes. HaCaT cells were grown and treated with FO and/or BD, and proliferation determined using the MTT method. The cells
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