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Triamcinolone acetonide(CAS No. 76-25-5)

Triamcinolone acetonide C24H31FO6 (cas 76-25-5) Molecular Structure

76-25-5 Structure

Identification and Related Records

【Name】
Triamcinolone acetonide
【CAS Registry number】
76-25-5
【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
【EINECS(EC#)】
200-948-7
【Molecular Formula】
C24H31FO6 (Products with the same molecular formula)
【Molecular Weight】
434.5
【Inchi】
InChI=1/C24H31FO6/c1-20(2)30-19-10-16-15-6-5-13-9-14(27)7-8-21(13,3)23(15,25)17(28)11-22(16,4)24(19,31-20)18(29)12-26/h7-9,15-17,19,26,28H,5-6,10-12H2,1-4H3/t15-,16-,17-,19+,21-,22-,23-,24+/m0/s1
【InChIKey】
YNDXUCZADRHECN-UHFFFAOYSA-N
【Canonical SMILES】
CC1(OC2CC3C4CCC5=CC(=O)C=CC5(C4(C(CC3(C2(O1)C(=O)CO)C)O)F)C)C
【Isomers smiles】
C[C@]12C[C@@H]([C@]3([C@H]([C@@H]1C[C@@H]4[C@]2(OC(O4)(C)C)C(=O)CO)CCC5=
CC(=O)C=C[C@@]53C)F)O
【MOL File】
76-25-5.mol

Chemical and Physical Properties

【Appearance】
white to off-white crystalline powder
【Density】
1.33 g/cm3
【Melting Point】
274-278℃ (dec.)
【Boiling Point】
576.9 oC at 760 mmHg
【Refractive Index】
1.588
【Flash Point】
302.7 oC
【Water】
Practically insoluble (soluble in alcohol, chloroform)
【Solubilities】
Practically insoluble (soluble in alcohol, chloroform)
【Stability】
Combustible. Incompatible with strong oxidizing agents.
【Storage temp】
Keep tightly closed.
【Computed Properties】
Molecular Weight:434.497743 [g/mol]
Molecular Formula:C24H31FO6
XLogP3:2.5
H-Bond Donor:2
H-Bond Acceptor:7
Rotatable Bond Count:2
Tautomer Count:9
Exact Mass:434.210467
MonoIsotopic Mass:434.210467
Topological Polar Surface Area:93.1
Heavy Atom Count:31
Formal Charge:0
Complexity:925
Isotope Atom Count:0
Defined Atom Stereocenter Count:8
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:6
Feature 3D Donor Count:2
Feature 3D Hydrophobe Count:1
Feature 3D Ring Count:5
Effective Rotor Count:3.6
Conformer Sampling RMSD:0.8
CID Conformer Count:2

Safety and Handling

【Hazard Codes】
T:Toxic
【Risk Statements】
R61
【Safety Statements 】
S53;S45
【Safety】

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:?T
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

【Specification】

? Aristocort acetonide (CAS NO.76-25-5), its Synonyms are Triamcinolone acetonide ; 9-alpha-Fluoro-11-beta,21-dihydroxy-16-alpha-isopropylidenedioxy-1,4-pregnadiene,3,20-dione ; 9-alpha-Fluoro-16-alpha-17-alpha-isopropyledenedioxyprednisolone ; 9-alpha-Fluoro-16-alpha-17-alpha-isopropylidenedioxy-delta-1-hydrocortisone ; 9-alpha-Fluoro-16-alpha-hydroxyprednisolone 16-alpha,17-alpha-acetonide ; 9-alpha-Fluoro-16-hydroxyprednisolone acetonide ; 9alpha-Fluoro-16-hydroxyprednisolone acetonide ; 9alpha-Fluoro-16alpha-17alpha-isopropyledenedioxyprednisolone ; Aristocort ; Aristocort A ; Triacort ; Triam-Injekt ; Triamcincolone acetonide ; Triamcinolone 16,17-acetonide ; Triamcinolone acetonide ; Triamcinolone acetonide in absorbase .

【Report】

Reported in EPA TSCA Inventory.

Use and Manufacturing

【Usage】

A glucocorticoid, antiasthmatic (inhalant); antiallergic (nasal).

Biomedical Effects and Toxicity

【Pharmacological Action】
- Substances that reduce or suppress INFLAMMATION.
- A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.
- Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.
【Therapeutic Uses】
A glucocorticoid, antiasthmatic (inhalant); antiallergic (nasal).

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