A potential impurity found in commercial triamcinolone acetonide preparations
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Δ14-Triamcinolone acetonide

Item No. 9000087

Technical Information
Formal Name
(6aS,6bR,7S,8aS,8bS,11aR,12bS)-6b-fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-1,2,6a,6b,7,8,8a,8b,11a,12b-decahydro-4H-naphtho[2’,1’:4,5]indeno[1,2-d][1,3]dioxol-4-one
CAS Number
1260149-96-9
Synonyms
  • 14,15-dehydro Triamcinolone acetonide
  • Triamcinolone acetonide Impurity B
Molecular Formula
C24H29FO6
Formula Weight
Purity
≥96%
A crystalline solid
λmax
238 nm
SMILES
O=C1C=C[C@@]2(C)C(CC[C@]3([H])[C@]2(F)[C@@H](O)C[C@@]4(C)C3=C[C@]5([H])[C@@]4(C(CO)=O)OC(C)(C)O5)=C1
InChi Code
InChI=1S/C24H29FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-10,15,17,19,26,28H,5-6,11-12H2,1-4H3/t15-,17-,19+,21-,22-,23-,24+/m0/s1
InChi Key
ZIASJPXEBODFKN-VZFRDGCYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Δ14-Triamcinolone acetonide is a potential impurity found in commercial preparations of triamcinolone acetonide.1 Triamcinolone acetonide is a synthetic corticosteroid.2 It decreases cytokine levels, the firing rate of sensory neurons, and mechanical hypersensitivity in a rat spinal nerve ligation model when used at a dose of 1.5 mg/kg prior to and following surgery for three days. Triamcinolone acetonide also decreases outflow facility in a mouse model of steroid-induced glaucoma when 20 µl of a 40 mg/ml suspension is administered subconjunctivally.3 Formulations containing triamcinolone acetonide are used in the treatment of diabetic macular edema.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cavina, G., Alimenti, R., Gallinella, B., et alThe identification of related substances in triamcinolone acetonide by means of high-performance liquid chromatography with diode array detector and mass spectrometry. J. Pharm. Biomed. Anal. 10(9), 685-692 (1992).

    2. Li, H., Xie, W., Strong, J.A., et alSystemic antiinflammatory corticosteroid reduces mechanical pain behavior, sympathetic sprouting, and elevation of proinflammatory cytokines in a rat model of neuropathic pain. Anesthesiology 107(3), 469-477 (2007).

    3. Kumar, S., Shah, S., Deutsch, E.R., et alTriamcinolone acetonide decreases outflow facility in C57BL/6 mouse eyes. Invest. Ophthalmol. Vis. Sci. 54(2), 1280-1287 (2013).