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Merck
CN

287334

Triamcinolone

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
UNSPSC Code:
12352200
PubChem Substance ID:
24857272
EC Number:
204-718-7
MDL number:
MFCD00010477

Key Documents

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InChI key

GFNANZIMVAIWHM-OBYCQNJPSA-N

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

optical activity

[α]25/D +69°, c = 2 in DMF

mp

262-263 °C (lit.)

Gene Information

human ... NR3C1(2908)

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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).

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H351

pcodes

P281

Hazard Classifications

Carc. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
01826ME
01512ME
03314HE
04010DT
04211DE

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Neil A Manson et al.
Canadian journal of surgery. Journal canadien de chirurgie, 56(2), 89-96 (2013-01-29)
The median orthopedic surgery wait time in Canada is 33.7 weeks, thus alternative treatments for pathologies such as lumbar disc herniations (LDH) are needed. We sought to determine whether transforaminal epidural steroid injections (TFESIs) alleviate or merely delay the need
Toine F H Bovee et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 30(2), 264-271 (2012-11-29)
Use of hormones for fattening purposes is forbidden in the animal production in Europe (European Commission. 1996. Council Directive EC/96/22 (replacement of 88/146/EC). Off J Eur Commun. L125:3-9; European Commission. 1996. Council Directive EC/96/23. Off J Eur Commun. L125:10-32). Moreover
Justis P Ehlers et al.
The British journal of ophthalmology, 97(11), 1384-1386 (2013-04-25)
Optical coherence tomography (OCT) has revolutionised clinical ophthalmology. The translation of OCT into the operating room is a natural next step given its high-resolution anatomic information. Contrast agents and enhancement have significantly improved the diagnostic capabilities of numerous imaging modalities
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
Ali Shakir et al.
American journal of physical medicine & rehabilitation, 92(9), 768-775 (2013-02-02)
This study aimed to compare the effectiveness of triamcinolone vs. dexamethasone used in transforaminal epidural steroid injections for the treatment of cervical radiculopathy. This is a retrospective cohort study of patients with cervical radiculopathy who underwent cervical transforaminal epidural steroid
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