Triamcinolone Hexacetonide

Inquiry

Cat Number

API0231943

CAS Number

5611-51-8

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Product Detail Description Scientific Support Customer Q&A

CAS Number

5611-51-8

EINECS

227-031-4

Storage

Store at 2-8℃

Synonyms

Triamcinolone hexatonide,

Molecular Formula

C30H41FO7

Molecular Weight

532.6

Smiles

C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)COC(=O)CC(C)(C)C)CCC5=CC(=O)C=C[C@@]53C)F)O

Appearance

White, needle-like crystals

Melting Point

295-296°C

Boiling Point

619.5±55.0°C

General Description

Triamcinolone hexacetonide is the hexacetonide ester of triamcinolone, a synthetic glucocorticoid with potent anti-inflammatory and immunosuppressive properties. As the least water-soluble of all injectable corticosteroid esters, it is characterized by an extremely prolonged duration of action and minimal systemic absorption following local injection.

Mechanism of Action

Following injection, triamcinolone hexacetonide undergoes slow hydrolysis to release the active moiety triamcinolone acetonide, which then binds to cytoplasmic glucocorticoid receptors. The activated receptor complex modulates gene expression, inducing synthesis of anti-inflammatory proteins such as lipocortin-1 while inhibiting transcription of pro-inflammatory mediators including cytokines, prostaglandins, and leukotrienes.

Application

Triamcinolone hexacetonide is indicated for intra-articular, intrasynovial, and periarticular injection in adults and adolescents for symptomatic treatment of subacute and chronic inflammatory conditions including rheumatoid arthritis, juvenile idiopathic arthritis, osteoarthritis, synovitis, tendinitis, bursitis, and epicondylitis. Compared to other corticosteroids, it provides the longest duration of clinical remission with lower relapse rates, particularly in weight-bearing joints.

Weitoft T,et al. compared the efficacy of two commonly used doses (20 mg versus 40 mg) of intra-articular triamcinolone hexacetonide (THA) for treating knee synovitis in 159 patients with rheumatoid arthritis or psoriatic arthritis. The primary outcome was the relapse rate over six months. Results demonstrated no significant difference in relapse rates between the 20 mg and 40 mg groups (30% vs. 32%, respectively, p=0.822), with similar findings across disease subgroups. The study concludes that the lower 20 mg THA dose is equally effective and should be preferred for intra-articular treatment of knee synovitis in chronic polyarthritis, as it may reduce pharmaceutical costs and potential metabolic side effects without compromising efficacy.

Fig. 1 Treatment response survival in rheumatoid arthritis patients (n = 102). THA, triamcinolone hexacetonide. (Weitoft T, Öberg K, 2019)

References

Weitoft T, Öberg K. Dosing of intra-articular triamcinolone hexacetonide for knee synovitis in chronic polyarthritis: a randomized controlled study. Scand J Rheumatol. 2019;48(4):279-283.

What are the key differences in storage between Triamcinolone Acetonide and Hexacetonide?

The hexacetonide ester makes it more lipophilic, but storage conditions are similar: it should be kept in a cool, dry place, protected from light to prevent ester hydrolysis.

Does the particle size of Triamcinolone Hexacetonide affect its suspension stability?

Yes, particle size is critical for injectable suspensions. We offer controlled micronized grades with tight particle size distribution to ensure uniform suspension and syringeability.

Is Triamcinolone Hexacetonide stable during long-term storage in pre-filled syringe systems?

While the API itself is stable, compatibility with specific syringe materials must be validated. We provide stability data for the bulk API to support your formulation development.

What analytical method is used to confirm the identity of Triamcinolone Hexacetonide?

We use FT-IR for routine identity verification and a specific HPLC method to confirm the unique hexacetonide ester profile against a reference standard.