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Triamcinolone acetonide

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Name

Triamcinolone acetonide

EINECS 200-948-7
CAS No. 76-25-5 Density 1.33 g/cm3
PSA 93.06000 LogP 2.41880
Solubility Soluble in DMSO or ethanol. Slightly soluble in water. Melting Point 274-278°C (dec.)
Formula C24H31FO6 Boiling Point 576.9 °C at 760 mmHg
Molecular Weight 434.505 Flash Point 302.7 °C
Transport Information N/A Appearance White solid
Safety 53-45 Risk Codes 61
Molecular Structure Molecular Structure of 76-25-5 (Triamcinolone acetonide) Hazard Symbols
Synonyms

Aristocort A;Azmacort;Berlicort;Extracort;Kenacort 80;Kenacort A 40;Kenalog;Kenalog 10;Kenalog 40;Ledercort Cream;Lichtena;Nasacort;Respicort;Rineton;TAC 3;Tamceton;Tramacin;Tri-Nasal;Triacet;Triamcinolone 16,17-acetonide;Triamcort-Depot;Triamhexal;Trianopollon;Tricinolon;Vetalog;Vetazine;Volon A;Volonimat;Triamcinalone acetonide;Pregna-1,4-diene-3,20-dione,9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11b,16a)-;9-Fluoro-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione-16,17-acetonide;9a-Fluoro-11b,21-dihydroxy-16a,17a-isopropylidenedioxy-1,4-pregnadiene-3,20-dione;9a-Fluoro-16a-hydroxyprednisolone 16a,17a-acetonide;Adcortyl A;Aristocort acetonide;

Article Data 22

Triamcinolone acetonide Synthetic route

124-94-7

triamcinolone

67-64-1

acetone

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at -10 - 0℃;93%
With hydrogenchloride for 1h; Heating;52%
With methanesulfonic acid at 50℃; for 2h; Temperature;
64089-14-1

11β-trimethylsiloxy-21-acetoxy-16α,17α-isopropylidenedioxy-9α-fluoro-pregna-1,4-diene-3,20-dione

A

triamcinolone acetonide, 21-acetate

triamcinolone acetonide, 21-acetate

B

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
With sodium carbonate In aqueous hydrofluoric acidA 80%
B n/a

C24H30O6

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
With hydrogen fluoride In chloroform at -40℃;76%
1524-86-3

16α-17-[(1-methylethylidene)bis(oxy)]-11β,21-dihydroxy-9-fluoro-4-ene-pregna-3,20-dione

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 70h; Heating;40%
124-94-7

triamcinolone

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
With perchloric acid; acetone
With hydrogenchloride; acetone
13951-70-7

desonide

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: pyridine
2: SOCl2; pyridine
3: aqueous HClO4; dioxane
4: potassium acetate; ethanol
5: CHCl3; HF
6: methanol.KOH
7: acetone; hydrochloric acid
View Scheme
23460-76-6

21-acetoxy-pregna-4,9(11),16-triene-3,20-dinone

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: KMnO4
2: pyridine
3: aqueous HClO4; dioxane
4: potassium acetate; ethanol / Behandeln einer Loesung des Reaktionsprodukts in Pyridin mit Acetanhydrid
5: CHCl3; HF
6: mit Hilfe von Nocardia corallina
7: methanol.KOH
8: acetone; hydrochloric acid
View Scheme
74220-43-2

21-Acetoxy-16α,17α-dihydroxy-4,9(11)-pregnadien-3,20-dion

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: pyridine
2: aqueous HClO4; dioxane
3: potassium acetate; ethanol / Behandeln einer Loesung des Reaktionsprodukts in Pyridin mit Acetanhydrid
4: CHCl3; HF
5: mit Hilfe von Nocardia corallina
6: methanol.KOH
7: acetone; hydrochloric acid
View Scheme
95943-95-6

16α,21-diacetoxy-17-hydroxy-pregna-1,4,9(11)-triene-3,20-dione

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: aqueous HClO4; dioxane
2: potassium acetate; ethanol
3: CHCl3; HF
4: methanol.KOH
5: acetone; hydrochloric acid
View Scheme
98422-55-0

16α,21-diacetoxyprednisolone

76-25-5

triamcinolone acetonide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: SOCl2; pyridine
2: aqueous HClO4; dioxane
3: potassium acetate; ethanol
4: CHCl3; HF
5: methanol.KOH
6: acetone; hydrochloric acid
View Scheme

Triamcinolone acetonide Consensus Reports

Reported in EPA TSCA Inventory.

Triamcinolone acetonide Specification

1. Introduction of Triamcinolone acetonide

Triamcinolone acetonide, with the Systematic Name of (4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS)-4b-Fluoro-5-hydroxy-6b-(hydroxyacetyl)-4a,6a,8,8-tetramethyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one, is one kind of white solid. For being incompatible with strong oxidizing agents, it belongs to the Product Categories which include Biochemistry; Steroids; Steroids (Others); Intermediates & Fine Chemicals; Pharmaceuticals. Besides, its Classification Code are including Adrenal Cortex Hormones; Anti-Inflammatory Agents; Drug / Therapeutic Agent; Glucocorticoid; Glucocorticoids; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Human Data; Immunologic Factors; Immunosuppressive agents; Mutation data; Reproductive Effect.

2. Properties of Triamcinolone acetonide

Triamcinolone acetonide has the below properties: (1)Molar Refractivity: 109.41 cm3; (2)Molar Volume: 324.8 cm3; (3)Surface Tension: 54.5 dyne/cm; (4)Density: 1.33 g/cm3; (5)Flash Point: 302.7 °C; (6)Enthalpy of Vaporization: 99.19 kJ/mol; (7)Boiling Point: 576.9 °C at 760 mmHg; (8)Vapour Pressure: 1.04E-15 mmHg at 25 °C; (9)Appearance: White Solid; (10)Melting Point: 274-278 °C (dec.).

3. Toxicity of Triamcinolone acetonide

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intramuscular 571ug/kg (0.571mg/kg) VASCULAR: SHOCK

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Annals of Pharmacotherpy. Vol. 28, Pg. 1310, 1994.
mouse LD50 intraperitoneal 105mg/kg (105mg/kg)   Drugs in Japan Vol. 6, Pg. 516, 1982.
mouse LD50 oral 5gm/kg (5000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2117, 1979.
mouse LD50 subcutaneous 132mg/kg (132mg/kg)   Drugs in Japan Vol. 6, Pg. 516, 1982.
rat LD50 subcutaneous 13100ug/kg (13.1mg/kg)   Drugs of the Future. Vol. 6, Pg. 44, 1981.
women TDLo parenteral 4mg/kg (4mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Netherlands Journal of Medicine. Vol. 56, Pg. 12, 2000.

4. Safety Information of Triamcinolone acetonide

Poison by subcutaneous and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and toxic fumes of F.
Hazard Codes: ToxicT
Risk Statements: 61 
R61:May cause harm to the unborn child.
Safety Statements: 53-45 
S53:Avoid exposure - obtain special instructions before use. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: TU3920000

5. Use and Preparation of Triamcinolone acetonide

Aristocort acetonide can be used as adrenal cortical hormone medicines and also used in neurodermatitis, eczema, psoriasis, joint pain, bronchial asthma and other illnesses.

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