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MedKoo Cat#: 592948 | Name: Triamcinolone hexacetonide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Triamcinolone hexacetonide is a long-acting synthetic corticosteroid with potent anti-inflammatory and immunosuppressive activity. It functions by binding to the glucocorticoid receptor, leading to altered gene transcription that suppresses pro-inflammatory cytokines (e.g., IL-1, IL-6, TNF-α) and inhibits leukocyte infiltration into inflamed tissues. Due to its low solubility and prolonged intra-articular retention, it is commonly used in the treatment of rheumatoid arthritis, juvenile idiopathic arthritis, and other inflammatory joint diseases, providing extended symptom relief with minimal systemic absorption.

Chemical Structure

Triamcinolone hexacetonide
Triamcinolone hexacetonide
CAS#5611-51-8 (hexacetonide)

Theoretical Analysis

MedKoo Cat#: 592948

Name: Triamcinolone hexacetonide

CAS#: 5611-51-8 (hexacetonide)

Chemical Formula: C30H41FO7

Exact Mass: 532.2836

Molecular Weight: 532.65

Elemental Analysis: C, 67.65; H, 7.76; F, 3.57; O, 21.03

Price and Availability

Size Price Availability Quantity
500mg USD 1,250.00 2 Weeks
1g USD 2,250.00 2 Weeks
2g USD 3,650.00 2 Weeks
5g USD 4,850.00 2 Weeks
10g USD 6,950.00 2 Weeks
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Related CAS #
76-25-5 (acetonide) 124-94-7 (free) 67-78-7 (diacetate) 5611-51-8 (hexacetonide)
Synonym
Triamcinolone hexacetonide
IUPAC/Chemical Name
(11beta,16alpha)-21-(3,3-Dimethyl-1-oxobutoxy)-9-fluoro-11-hydroxy-16,17-((1-methylethylidene)bis(oxy))pregna-1,4-diene-3,20-dione
InChi Key
TZIZWYVVGLXXFV-SSBRBINBSA-N
InChi Code
InChI=1S/C30H41FO7/c1-25(2,3)15-24(35)36-16-22(34)30-23(37-26(4,5)38-30)13-20-19-9-8-17-12-18(32)10-11-27(17,6)29(19,31)21(33)14-28(20,30)7/h10-12,19-21,23,33H,8-9,13-16H2,1-7H3/t19-,20-,21-,23-,27-,28-,29-,30+/m0/s1
SMILES Code
C[C@@]12[C@@]3(C(COC(CC(C)(C)C)=O)=O)[C@](OC(C)(O3)C)([H])C[C@@]1([H])[C@]4([H])CCC5=CC(C=C[C@]5(C)[C@@]4(F)[C@@H](O)C2)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 532.65 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sun W, Ho S, Fang XR, O'Shea T, Liu H. Simultaneous determination of triamcinolone hexacetonide and triamcinolone acetonide in rabbit plasma using a highly sensitive and selective UPLC-MS/MS method. J Pharm Biomed Anal. 2018 May 10;153:267-273. doi: 10.1016/j.jpba.2018.02.052. Epub 2018 Feb 23. PubMed PMID: 29550043. 2: Brazilian Medical Association, Silvinato A, Bernardo WM. Inflammatory arthritis or osteoarthritis of the knee - Efficacy of intra-joint infiltration of methylprednisolone acetate versus triamcinolone acetonide or triamcinolone hexacetonide. Rev Assoc Med Bras (1992). 2017 Oct;63(10):827-836. doi: 10.1590/1806-9282.63.10.827. Review. PubMed PMID: 29267483. 3: Buyuk AF, Kilinc E, Camurcu IY, Camur S, Ucpunar H, Kara A. COMPARED EFFICACY OF INTRA-ARTICULAR INJECTION OF METHYLPREDNISOLONE AND TRIAMCINOLONE. Acta Ortop Bras. 2017 Sep-Oct;25(5):206-208. doi: 10.1590/1413-785220172505172581. PubMed PMID: 29081706; PubMed Central PMCID: PMC5608740. 4: McCormack R, Lamontagne M, Vannabouathong C, Deakon RT, Belzile EL. Comparison of the 3 Different Injection Techniques Used in a Randomized Controlled Study Evaluating a Cross-Linked Sodium Hyaluronate Combined With Triamcinolone Hexacetonide (Cingal) for Osteoarthritis of the Knee: A Subgroup Analysis. Clin Med Insights Arthritis Musculoskelet Disord. 2017 Aug 14;10:1179544117725026. doi: 10.1177/1179544117725026. eCollection 2017. PubMed PMID: 28839449; PubMed Central PMCID: PMC5560514. 5: Resnick CM, Vakilian PM, Kaban LB, Peacock ZS. Is Intra-Articular Steroid Injection to the Temporomandibular Joint for Juvenile Idiopathic Arthritis More Effective and Efficient When Performed With Image Guidance? J Oral Maxillofac Surg. 2017 Apr;75(4):694-700. doi: 10.1016/j.joms.2016.09.045. Epub 2016 Oct 6. PubMed PMID: 28718441. 6: Sadigursky D, Simões DP, de Albuquerque RA, Silva MZ, Fernandes RJC, Colavolpe PO. LOCAL PERIARTICULAR ANALGESIA IN TOTAL KNEE ARTHROPLASTY. Acta Ortop Bras. 2017 Mar-Apr;25(2):81-84. doi: 10.1590/1413-785220172502151116. PubMed PMID: 28642656; PubMed Central PMCID: PMC5474418. 7: Hangody L, Szody R, Lukasik P, Zgadzaj W, Lénárt E, Dokoupilova E, Bichovsk D, Berta A, Vasarhelyi G, Ficzere A, Hangody G, Stevens G, Szendroi M. Intraarticular Injection of a Cross-Linked Sodium Hyaluronate Combined with Triamcinolone Hexacetonide (Cingal) to Provide Symptomatic Relief of Osteoarthritis of the Knee: A Randomized, Double-Blind, Placebo-Controlled Multicenter Clinical Trial. Cartilage. 2018 Jul;9(3):276-283. doi: 10.1177/1947603517703732. Epub 2017 May 23. PubMed PMID: 28535076; PubMed Central PMCID: PMC6042027. 8: Peters SE, Laxer RM, Connolly BL, Parra DA. Ultrasound-guided steroid tendon sheath injections in juvenile idiopathic arthritis: a 10-year single-center retrospective study. Pediatr Rheumatol Online J. 2017 Apr 11;15(1):22. doi: 10.1186/s12969-017-0155-3. PubMed PMID: 28399893; PubMed Central PMCID: PMC5387283. 9: Vaishya R, Pandit R, Agarwal AK, Vijay V. Intra-articular hyaluronic acid is superior to steroids in knee osteoarthritis: A comparative, randomized study. J Clin Orthop Trauma. 2017 Jan-Mar;8(1):85-88. doi: 10.1016/j.jcot.2016.09.008. Epub 2016 Sep 30. PubMed PMID: 28360505; PubMed Central PMCID: PMC5359523. 10: Furtado RNV, Machado FS, Luz KRD, Santos MFD, Konai MS, Lopes RV, Natour J. Intra-articular injection with triamcinolone hexacetonide in patients with rheumatoid arthritis: prospective assessment of goniometry and joint inflammation parameters. Rev Bras Reumatol Engl Ed. 2017 Mar - Apr;57(2):115-121. doi: 10.1016/j.rbre.2016.08.001. Epub 2016 Sep 6. English, Portuguese. PubMed PMID: 28343615. 11: Ravelli A, Davì S, Bracciolini G, Pistorio A, Consolaro A, van Dijkhuizen EHP, Lattanzi B, Filocamo G, Verazza S, Gerloni V, Gattinara M, Pontikaki I, Insalaco A, De Benedetti F, Civino A, Presta G, Breda L, Marzetti V, Pastore S, Magni-Manzoni S, Maggio MC, Garofalo F, Rigante D, Gattorno M, Malattia C, Picco P, Viola S, Lanni S, Ruperto N, Martini A; Italian Pediatric Rheumatology Study Group. Intra-articular corticosteroids versus intra-articular corticosteroids plus methotrexate in oligoarticular juvenile idiopathic arthritis: a multicentre, prospective, randomised, open-label trial. Lancet. 2017 Mar 4;389(10072):909-916. doi: 10.1016/S0140-6736(17)30065-X. Epub 2017 Feb 3. PubMed PMID: 28162781. 12: Wulffraat N. The value of old drugs for juvenile idiopathic arthritis. Lancet. 2017 Mar 4;389(10072):883-884. doi: 10.1016/S0140-6736(17)30180-0. Epub 2017 Feb 3. PubMed PMID: 28162780. 13: Kumar A, Dhir V, Sharma S, Sharma A, Singh S. Efficacy of Methylprednisolone Acetate Versus Triamcinolone Acetonide Intra-articular Knee Injection in Patients With Chronic Inflammatory Arthritis: A 24-Week Randomized Controlled Trial. Clin Ther. 2017 Jan;39(1):150-158. doi: 10.1016/j.clinthera.2016.11.023. Epub 2016 Dec 21. PubMed PMID: 28012569. 14: Araújo JP, Silva L, Andrade R, Paços M, Moreira H, Migueis N, Pereira R, Sarmento A, Pereira H, Loureiro N, Espregueira-Mendes J. Pain reduction and improvement of function following ultrasound-guided intra-articular injections of triamcinolone hexacetonide and hyaluronic acid in hip osteoarthritis. J Biol Regul Homeost Agents. 2016 Oct-Dec;30(4 Suppl 1):51-62. PubMed PMID: 28002900. 15: Cunha AL, Miotto E Silva VB, Osaku FM, Niemxeski LB, Furtado RN, Natour J, Sande MT, Terreri LR. Intra-articular injection in patients with juvenile idiopathic arthritis: factors associated with a good response. Rev Bras Reumatol Engl Ed. 2016 Nov - Dec;56(6):490-496. doi: 10.1016/j.rbre.2016.01.001. Epub 2016 Feb 26. English, Portuguese. PubMed PMID: 27914595. 16: Hajialilo M, Ghorbanihaghjo A, Valaee L, Kolahi S, Rashtchizadeh N, Amirkhiz MB, Malekmahdavi I, Khabbazi A. A double-blind randomized comparative study of triamcinolone hexacetonide and dexamethasone intra-articular injection for the treatment of knee joint arthritis in rheumatoid arthritis. Clin Rheumatol. 2016 Dec;35(12):2887-2891. Epub 2016 Aug 29. PubMed PMID: 27572327. 17: Resnick CM, Vakilian PM, Kaban LB, Peacock ZS. Quantifying the Effect of Temporomandibular Joint Intra-Articular Steroid Injection on Synovial Enhancement in Juvenile Idiopathic Arthritis. J Oral Maxillofac Surg. 2016 Dec;74(12):2363-2369. doi: 10.1016/j.joms.2016.06.189. Epub 2016 Jul 5. PubMed PMID: 27474460. 18: Conrozier T, Patarin J, Mathieu P, Rinaudo M. Steroids, lidocain and ioxaglic acid modify the viscosity of hyaluronic acid: in vitro study and clinical implications. Springerplus. 2016 Feb 24;5:170. doi: 10.1186/s40064-016-1762-z. eCollection 2016. PubMed PMID: 27026867; PubMed Central PMCID: PMC4766165. 19: Yahia SA, Zeller V, Desplaces N, Chazerain P, Lhotellier L, Marmor S, Ziza JM. Crystal-induced arthritis after arthroplasty: 7 cases. Joint Bone Spine. 2016 Oct;83(5):559-62. doi: 10.1016/j.jbspin.2016.01.006. Epub 2016 Mar 22. PubMed PMID: 27020953. 20: Cunha AL, Miotto E Silva VB, Osaku FM, Niemxeski LB, Furtado RN, Natour J, Terreri MT. Intra-articular injection in patients with juvenile idiopathic arthritis: factors associated with a good response. Rev Bras Reumatol. 2016 Jan 24. pii: S0482-5004(15)00166-7. doi: 10.1016/j.rbr.2015.08.010. [Epub ahead of print] English, Portuguese. PubMed PMID: 26970894.