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Merck

T1899990

Triamcinolone

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

9α-Fluoro-11β,16α,17,21-tetrahydroxy-1,4-pregnadiene-3,20-dione, 9α-Fluoro-11β,16α,17,21-tetrahydroxypregna-1,4-diene-3,20-dione, Fluoxyprednisolone

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About This Item

Empirical Formula (Hill Notation):
C21H27FO6
CAS Number:
124-94-7
Molecular Weight:
394.43
NACRES:
NA.24
PubChem Substance ID:
329826693
UNSPSC Code:
41116107
MDL number:
MFCD00010477

Key Documents

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Product Name

Triamcinolone, European Pharmacopoeia (EP) Reference Standard

InChI

1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1

SMILES string

[H][C@@]12C[C@@H](O)[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)C=C[C@]34C

InChI key

GFNANZIMVAIWHM-OBYCQNJPSA-N

grade

pharmaceutical primary standard

API family

triamcinolone

manufacturer/tradename

EDQM

mp

262-263 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

Gene Information

human ... NR3C1(2908)

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Application

Triamcinolone EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Triamcinolone is a synthetic glucocorticoid agonist; induces gene expression and apoptosis; inhibits prostaglandin synthesis; impairs tumor necrosis factor (TNF)-α-induced degradation of κB-α; potentiates the differentiation-inducing effects of bone morphogenetic proteins (BMP-2, -4, -6).

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

Hazard Classifications

Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Pseudohypopyon after intravitreal triamcinolone injection for the treatment of pseudophakic cystoid macular oedema.
S D M Chen et al.
The British journal of ophthalmology, 88(6), 843-844 (2004-05-19)
Hossein Abedini et al.
The Journal of dermatological treatment, 25(2), 153-155 (2013-01-24)
The authors sought to determine whether antidepressant therapy could enhance the efficacy of dermatological treatment in alopecia areata patients who suffer from major depressive disorder. Sixty patients were enrolled in the study. Thirty patients with alopecia who were diagnosed with
A J Bircher et al.
Acta dermato-venereologica, 75(6), 490-493 (1995-11-01)
We report the case of a 27-year-old female who had an allergic contact dermatitis to topical corticosteroids belonging to the corticosteroid groups A and D. Upon oral treatment with prednisolone a disseminated exanthema began within 24 h. Patch tests revealed
Jacob Karsh et al.
Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology, 90(2), 254-258 (2003-02-27)
The primary objective was to report a case of triamcinolone-induced anaphylaxis and review the proposed mechanisms of corticosteroid-associated hypersensitivity reactions. Articles in French and English were identified from references in relevant articles and from articles retrieved from the PubMed web
Taygan Yilmaz et al.
Current pharmaceutical biotechnology, 12(3), 337-346 (2010-10-14)
Diabetic retinopathy (DR) still represents one of the leading causes of vision loss worldwide. Since this condition affects the posterior segment of the eye, topical application of ophthalmic medicines is of limited benefit, considering that they seldom reach therapeutic levels
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