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T6376

Sigma-Aldrich

Triamcinolone

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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About This Item

Formule empirique (notation de Hill):
C21H27FO6
Numéro CAS:
124-94-7
Poids moléculaire :
394.43
Numéro CE :
204-718-7
Numéro MDL:
MFCD00010477
Code UNSPSC :
12352200
ID de substance PubChem :
24278749
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pf

262-263 °C (lit.)

Solubilité

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

Auteur

Abbott

Chaîne SMILES 

[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

Clé InChI

GFNANZIMVAIWHM-OBYCQNJPSA-N

Informations sur le gène

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

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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)

Actions biochimiques/physiologiques

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).

Caractéristiques et avantages

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.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H351

Conseils de prudence

P281

Classification des risques

Carc. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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.
Suresh Ambati et al.
mBio, 12(1) (2021-02-25)
Invasive fungal diseases cause millions of deaths each year. There are currently approximately 300,000 acute cases of aspergillosis, most of which result from a pulmonary infection of immunocompromised patients by the common soil organism and opportunistic pathogen Aspergillus fumigatus Patients
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
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
Wai-Leung Langston Suen et al.
Journal of controlled release : official journal of the Controlled Release Society, 167(1), 21-28 (2013-01-15)
We are proposing folate-decorated polymeric nanoparticles as carriers of poorly soluble drug molecules for intracellular and prolonged delivery to retinal pigment epithelium (RPE) cells. RPE is a monolayer of epithelial cells that forms the outer blood-retinal barrier in the posterior
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