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T6376

Triamcinolone

Name: Triamcinolone
Brand: SIGMA

Glucocorticoid agonist

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :

C₂₁H₂₇FO₆

Numéro CAS:

124-94-7

Poids moléculaire :

394.43

NACRES:

NA.77

PubChem Substance ID:

24278749

UNSPSC Code:

12352200

EC Number:

204-718-7

MDL number:

MFCD00010477

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Propriétés

Nom du produit

Triamcinolone,

mp

262-263 °C (lit.)

solubility

DMF: soluble 20 mg/mL, methanol: soluble 5 mg/mL, DMSO: soluble (Refer citation 16)

originator

Abbott

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

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

InChI key

GFNANZIMVAIWHM-OBYCQNJPSA-N

Gene Information

human ... NR3C1(2908), PTGS2(5743)

Description

Application

Triamcinolone has been used as a corticosteroid standard for LC-MS-MS analysis. Triamcinolone has also been used to study its effect on IgG and IgE levels in peripheral blood mononuclear cells (PBMCs)

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).

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

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pictograms

GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Articles

Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

Effects of topical corticosteroids on inflammatory mediator-induced eicosanoid release by human airway epithelial cells.

M O Aksoy et al.

The Journal of allergy and clinical immunology, 103(6), 1081-1091 (1999-06-09)

Airway epithelial cells are among the first cells to come in contact with aerosolized corticosteroids. However, the relative potencies and time course of action of the several commonly used aerosolized corticosteroids on eicosanoid production by airway epithelial cells are unknown.

In vitro and in vivo effect of glucocorticoids on IgE and IgG subclass secretion.

F H Klebl et al.

Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 24(11), 1022-1029 (1994-11-01)

Hydrocortisone (HC) as well as its synthetic derivatives have been shown to strongly enhance interleukin-4 (IL-4)-induced in vitro IgE synthesis. To investigate possible effects on IgG subclasses, peripheral blood mononuclear cells (PBMC) were incubated with different glucocorticosteroids in the absence

Treatment of lateral epicondylitis with platelet-rich plasma, glucocorticoid, or saline: a randomized, double-blind, placebo-controlled trial.

Thøger Persson Krogh et al.

The American journal of sports medicine, 41(3), 625-635 (2013-01-19)

Lateral epicondylitis (LE) is a common musculoskeletal disorder for which an effective treatment strategy remains unknown. To examine whether a single injection of platelet-rich plasma (PRP) is more effective than placebo (saline) or glucocorticoid in reducing pain in adults with

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Numéro d'article de commerce international

Référence	GTIN
T6376-50MG	04061835306183
T6376-5G	04061832639512
T6376-1G	04061837371356
T6376-250MG	04061837371363