Triamcinolone
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Triamcinolone
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CAS No:
124-94-7
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Formula:
C21H27FO6
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Chemical Name:
Triamcinolone
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Synonyms:
9α-Fluoro-16α-hydroxyprednisolone;9α-fluoro-11β,16α,17,21-tetrahydroxy-1,4-pregnadiene-3,20-dione;TRIAMCINOLONE,USP;11b,16a,17a,21-Tetrahydroxy-9a-fluoro-1,4-pregnadiene-3,20-dione;11b,16a,17a,21-Tetrahydroxy-9a-fluoro-D1,4-pregnadiene-3,20-dione;31: PN: US20030109453 SEQID: 30 claimed sequence;9a-Fluoro-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione;9a-Fluoro-11b,16a,17a,21-tetrahydroxypregna-1,4-diene-3,20-dione
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CAS No:
Description
A natural extension of corticoid research involved examination of compounds containing both a 9α-fluoro group and a double bond between positions 1 and 2. Triamcinolone (9-fluoro-11β, 16α, 17, 21-tetrahydroxypregna- 1,4-diene-3,20-dione), introduced in 1958, combines the structural features of a 1 -corticoid and a 9α-fluoro corticoid. As mentioned previously, the 9α-fluoro group increases the anti-inflammatory potency, but it also markedly increases the mineralocorticoid potency. This is undesirable if the drug is to be used internally for the treatment of rheumatoid arthritis. By inserting a 16α-hydroxy group into the molecule, one can decrease the mineralocorticoid activity.
White, crystalline powder. Insoluble in water; slightly soluble in usual organic solvents; soluble in dimethylformamide.
ChEBI: A C21-steroid hormone that is 1,4-pregnadiene-3,20-dione carrying four hydroxy substituents at positions 11beta, 16alpha, 17alpha and 21 as well as a fluoro substituent at position 9. sed in the form of its 16,17-acetonide to treat various skin infections.
Poison by subcutaneous route.An experimental teratogen. Other experimentalreproductive effects. Human mutation data reported.When heated to decomposition it emits toxic fumes of F.An anti-inflammatory and antiallergic agent.
Characteristics
1.1703 (estimate)
262-263 °C(lit.)
587.5±50.0 °C(Predicted)
79.99mg/L(25 ºC)
LD50 subcutaneous in mouse: > 4gm/kg
11.57±0.70(Predicted)
2-8°C
Triamcinolone Use and Manufacturing
A glucocorticoid, antiasthmatic (inhalant); antiallergic (nasal).
Triamcinolone is a glucocorticoid. Triamcinolone is used as an antiasthmatic (inhalant); antiallergic (nasal).
Drug Function and Efficacy
This product is a glucocorticoid drug. 1 Effect on immune organs: Glucocorticoids can reduce the weight and volume of the thymus, lymph nodes and spleen, and rapidly reduce the number of lymphocytes in peripheral blood and bone marrow. 2 Effect on the distribution of lymphocytes: After hydrocortisone was applied to mice, T cells migrated to the bone marrow. In the clinic, lymphocyte redistribution after medication can also be seen, and mononuclear macrophages in inflammatory exudates are significantly reduced, mainly because glucocorticoids inhibit their migration, not because of cell lysis. 3 Effect on cellular immunity: Glucocorticoids inhibit the proliferation response of T lymphocytes to mitogens ConA, PHA and antigens, and can also inhibit allogeneic mixed lymphocyte reactions. Glucocorticoids inhibit Tc cell activation and inhibit their cytotoxic effects. 4 Effect on humoral immunity: Corticosteroids have a significant inhibitory effect on the production of antibodies in sensitive animals, but the effect on human antibody levels is inconsistent, and the inhibition of IgG and IgA is stronger than IgM. It has been reported that asthma patients have increased serum IgE levels after the end of corticosteroid treatment. 5 Effect on macrophages: Macrophages are most sensitive to glucocorticoids. The concentration that inhibits macrophage chemotaxis is only 1/30 of that that inhibits neutrophils, and the bactericidal ability of macrophages is weakened. The production of cytokines produced by monocytes, such as interleukin 1 (IL-1) and plasminogen activator, can be inhibited by glucocorticoids. 6 Anti-inflammatory effect: The powerful anti-inflammatory effect of glucocorticoids may be the result of a combination of factors: (1) inhibiting the production of prostaglandins by arachidonic acid metabolism and inhibiting the synthesis of leukotrienes; (2) increasing vascular tension and reducing capillary permeability; (3) inhibiting the accumulation of phagocytes at the site of inflammation, and inhibiting their function of processing antigens and producing IL-1; (4) interfering with complement activation and reducing the production of inflammatory mediators; (5) stabilizing lysosomal membranes and preventing the release of lysosomal enzymes; (6) inhibiting fibroblast proliferation and secretion, delaying granulation tissue formation and wound healing time.
Registered Holders
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Jinyao Pharmaceutical Co., Ltd.
Active
China
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Coral Drugs Private Limited
Active
European Union
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HOECHST MARION ROUSSEL SA
Inactive
United States
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Triamcinolone diacetate Formula
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Triamcinolone hexacetonide Formula
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