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| CAS No.: | 124-94-7 |
|---|---|
| Name: | Triamcinolone |
| Molecular Structure: | |
|
|
|
| Formula: | C21H27FO6 |
| Molecular Weight: | 394.44 |
| Synonyms: | 11b,16a,17a,21-Tetrahydroxy-9a-fluoro-1,4-pregnadiene-3,20-dione;9-Fluoro-11b,16a,17,21-tetrahydroxypregna-1,4-diene-3,20-dione;9a-Fluoro-16a-hydroxyprednisolone;Adcortyl;CL 19823;Cinolone;Fluoxyprednisolone;Kenacort;Ledercort;Mycolog;NSC13397;Omicilon;Polcortolon;Rodinolone;Triamcinlon;Triamcinolone;Tricortale;Volon; |
| EINECS: | 204-718-7 |
| Density: | 1.42 g/cm3 |
| Melting Point: | 262-263 °C(lit.) |
| Boiling Point: | 587.5 °C at 760 mmHg |
| Flash Point: | 309.1 °C |
| Solubility: | 79.99mg/L(25 oC) |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 40 |
| Safety: | 22-36 |
| PSA: | 115.06000 |
| LogP: | 0.62050 |
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- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 3859-65-2
(11β,16α)-21-acetyloxy-9-fluoro-11,16,17-trihydroxypegna-1,4-diene-3,20-dione
- 124-94-7
triamcinolone
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol; dichloromethane at -7 - -3℃; Inert atmosphere; | 85.29% |
- 124-94-7
triamcinolone
| Conditions | Yield |
|---|---|
| Stage #1: C28H38O9 With hydrogen fluoride In chloroform; water at -40℃; Stage #2: With toluene-4-sulfonic acid at 40℃; | 81% |
| Conditions | Yield |
|---|---|
| mit Hilfe von Streptomyces roseochromogenus; |
- 4001-36-9
16β,21-diacetoxy-9-fluoro-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione
- 124-94-7
triamcinolone
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 98422-57-2, 114417-77-5
16β,21-diacetoxy-9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione
- 124-94-7
triamcinolone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: CH2Cl2; THF; HF 2: SeO2 3: methanol.KOH View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: SeO2 2: methanol.KOH View Scheme |
- 98422-57-2, 114417-77-5
16α,21-diacetoxy-9,11β-epoxy-17-hydroxy-9β-pregn-4-ene-3,20-dione
- 124-94-7
triamcinolone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: CHCl3; HF 2: mit Hilfe von Nocardia corallina 3: methanol.KOH View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: mit Hilfe von Corynebacterium simplex oder Nocardia corallina 2: pyridine 3: SOCl2; pyridine 4: aqueous HClO4; dioxane 5: potassium acetate; ethanol 6: CHCl3; HF 7: methanol.KOH View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: mit Hilfe von Nocardia corallina 2: methanol.KOH View Scheme |
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Chemistry
Molecular Formula: C21H27FO6
Molar mass: 394.44 g/mol
EINECS: 204-718-7
Density: 1.42 g/cm3
Flash Point: 309.1 °C
Index of Refraction: 1.617
Boiling Point: 587.5 °C at 760 mmHg
Vapour Pressure: 3E-16 mmHg at 25°C
Melting point: 260-263 ºC (dec.)
Synonyms of Triamcinolone (124-94-7): (8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one ; (1R,2S,10S,11S,13R,14S,15S,17S)-1-fluoro-13,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one
Structure of Triamcinolone (124-94-7):
XLogP3-AA: 1.2
H-Bond Donor: 4
H-Bond Acceptor: 7
IUPAC Name: (8S,9R,10S,11S,13S,14S,16R,17S)-9-Fluoro-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Canonical SMILES: CC12CC(C3(C(C1CC(C2(C(=O)CO)O)O)CCC4=CC(=O)C=CC43C)F)O
Isomeric SMILES: C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@H]([C@@]2(C(=O)CO)O)O)CCC4=CC(=O)C=C[C@@]43C)F)O
InChI: InChI=1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,
17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1
InChIKey: GFNANZIMVAIWHM-OBYCQNJPSA-N
Uses
Triamcinolone (124-94-7) is used in the post-operative period of certain cosmetic surgery procedures, notably rhinoplasty. Injected into the subcutaneous area, it may help to alleviate stubborn swelling, scar tissue, and inflamed sebaceous cysts.It is occasionally used to treat lichen planus and severe cases of hayfever, and may also be used to treat diabetic retinopathy.It is highly effective in the most severe cases of eczema, but may require a waiting period before subsequent treatments.Inaddition, it can be used in case of severe arthritis, Lumbago sciatica.
Toxicity Data With Reference
| 1. | oms-hmn-orl 428 µg/kg | ARDEAC Archives of Dermatology. 103 (1971),39. | ||
| 2. | scu-rat LD50:99 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 8 (1966),250. |
Safety Profile
Poison by subcutaneous route. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of F−. An anti-inflammatory and antiallergic agent.
Hazard Codes: Xn.gif){kind=small}
Risk Statements:
40: Limited evidence of a carcinogenic effect
Safety Statements:
22: Do not breathe dust
36: Wear suitable protective clothing
Specification
Triamcinolone (124-94-7) (trade names Kenalog, Aristocort, Nasacort, Tri-Nasal, Triderm, Azmacort, Trilone, Volon A, Tristoject, Fougera, Tricortone,Triesence) is a synthetic corticosteroid given orally, by inhalation, injection, or as a topical ointment or cream.
Its side effects include nosebleeds, a sore throat, increased headache, coughing, and runny nose. White patches in the throat or nose indicates a serious side effect. Symptoms of an allergic reaction include itch, rash, severe dizziness, swelling, trouble breathing.