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| CAS No.: | 1177-87-3 |
|---|---|
| Name: | Dexamethasone-17-acetate |
| Molecular Structure: | |
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|
|
| Formula: | C24H31FO6 |
| Molecular Weight: | 434.505 |
| Synonyms: | Dex-Cortideltacetate;Dexa-Cortisyl;Fortecortin;Fortecortin (crystal suspension);Pregna-1,4-diene-3,20-dione,21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-, (11b,16a)-;Pregna-1,4-diene-3,20-dione,9-fluoro-11b,17,21-trihydroxy-16a-methyl-, 21-acetate (6CI,8CI);16a-Methyl-9a-fluoroprednisolone 21-acetate;Dalalone DP;Dalalone LA;Decadron LA;Decadronal;Dectancyl;Dexamethasone acetate; |
| EINECS: | 214-646-8 |
| Density: | 1.3 g/cm3 |
| Melting Point: | 238-240 ºC(lit.) |
| Boiling Point: | 579.4 ºC at 760 mmHg |
| Flash Point: | 304.2 ºC |
| Solubility: | 5.47 mg/L at 25 ºC in water |
| Appearance: | White or almost white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 43 |
| Safety: | 36/37 |
| PSA: | 100.90000 |
| LogP: | 2.46650 |
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21-acetoxy-9-fluoro-11β,17-dihydroxy-16α-methyl-pregn-4-ene-3,20-dione
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| With selenium(IV) oxide |
- 912-38-9, 2884-51-7, 14622-51-6, 98573-86-5
21-acetoxy-9,11β-epoxy-17-hydroxy-16α-methyl-9β-pregna-1,4-diene-3,20-dione
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| With tetrahydrofuran; chloroform; hydrogen fluoride |
- 2884-51-7
17α,21-dihydroxy-9β,11β-epoxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| With hydrogen fluoride In N,N-dimethyl-formamide at -10℃; for 3h; Temperature; | |
| With hydrogen fluoride In chloroform |
- 34542-57-9
16β-methyl-17a,11β,21-trihydroxy-9-bromopregna-4-ene-3,20-dione-21-acetate
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: potassium acetate; ethanol 2: THF; CHCl3; HF 3: SeO2 View Scheme |
- 18769-18-1, 34542-58-0, 104111-24-2, 104527-32-4
21-acetoxy-9,11β-epoxy-17-hydroxy-16α-methyl-9β-pregn-4-ene-3,20-dione
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: THF; CHCl3; HF 2: SeO2 View Scheme |
- 19784-87-3
17,21-dihydroxy-16α-methyl-pregna-1,4-diene-3,20-dione
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: mit Hilfe von Pestalotia foedans 4: sodium acetate; acetic acid 5: N-bromo-acetamide; dichloromethane; tert-butyl alcohol / Reagens 4: wss. Perchlorsaeure, Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aceton 6: CHCl3; THF; HF View Scheme |
- 115606-30-9
21-acetoxy-17-hydroxy-16α-methyl-11α-(toluene-4-sulfonyloxy)-pregna-1,4-diene-3,20-dione
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: sodium acetate; acetic acid 2: N-bromo-acetamide; dichloromethane; tert-butyl alcohol / Reagens 4: wss. Perchlorsaeure, Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aceton 3: CHCl3; THF; HF View Scheme |
- 78761-59-8
11α,17,21-trihydroxy-16α-methyl-pregna-1,4-diene-3,20-dione
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 3: sodium acetate; acetic acid 4: N-bromo-acetamide; dichloromethane; tert-butyl alcohol / Reagens 4: wss. Perchlorsaeure, Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aceton 5: CHCl3; THF; HF View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 2: sodium acetate; acetic acid 3: N-bromo-acetamide; dichloromethane; tert-butyl alcohol / Reagens 4: wss. Perchlorsaeure, Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aceton 4: CHCl3; THF; HF View Scheme |
- 10106-41-9
17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate
- 1177-87-3
betamethasone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: N-bromo-acetamide; dichloromethane; tert-butyl alcohol / Reagens 4: wss. Perchlorsaeure, Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aceton 2: CHCl3; THF; HF View Scheme |
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Chemistry
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IUPAC Name: [2-[(8S,9R,10S,11S,13S,14S,16R,17R)-9-Fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Molecular Weight: 434.497743 [g/mol]
Molecular Formula: C24H31FO6
XLogP3: 2.8
H-Bond Donor: 2
H-Bond Acceptor: 7
EINECS: 214-646-8
Product Categories: Biochemistry; Hydroxyketosteroids; Steroids
refractive index: 87 ° (C=1, Dioxane)
storage temp.: 2-8 °C
Index of Refraction: 1.571
Molar Refractivity: 109.82 cm3
Molar Volume: 334 cm3
Surface Tension: 52.9 dyne/cm
Density: 1.3 g/cm3
Flash Point: 304.2 °C
Enthalpy of Vaporization: 99.54 kJ/mol
Boiling Point: 579.4 °C at 760 mmHg
Vapour Pressure: 7.75E-16 mmHg at 25 °C
Water Solubility: 5.47 mg/L at 25 °C
Melting Point: 238-240 °C(lit.)
Classification Code of Dexamethasone acetate (CAS NO.1177-87-3): Anti-Inflammatory Agents; Reproductive Effect
Uses
1. Dexamethasone acetate (CAS NO.1177-87-3) is used to treat many inflammatory and autoimmune conditions, such as rheumatoid arthritis. It is useful to counteract allergic anaphylactic shock, if given in high doses. Dexamethasone acetate is used in transvenous screw-in cardiac pacing leads to minimize the inflammatory response of the myocardium.
2. In oncology, it is given to cancer patients undergoing chemotherapy, to counteract certain side-effects of their antitumor treatment. Dexamethasone can augment the antiemetic effect of 5-HT3 receptor antagonists like ondansetron. Dexamethasone acetate is also used in certain hematological malignancies, especially in the treatment of multiple myeloma, in which dexamethasone is given alone or together with thalidomide (thal-dex) or lenalidomide, or a combination of Adriamycin (doxorubicin) and vincristine (VAD). In brain tumours (primary or metastatic), Dexamethasone acetate is used to counteract the development of edema, which could eventually compress other brain structures. It is also given in cord compression where a tumor is compressing the spinal cord.
3. Dexamethasone acetate is the treatment for the very rare disorder of glucocorticoid resistance. In adrenal insufficiency and Addison's disease, it is prescribed when the person doesn't respond well to prednisone or methylprednisolone.
4. Dexamethasone acetate is used in the treatment of high altitude cerebral edema as well as pulmonary edema. It is commonly carried on mountain climbing expeditions to help climbers deal with altitude sickness.
5. Dexamethasone acetate has been used as an off-label pre-natal treatment for the symptoms of congenital adrenal hyperplasia (CAH) in female fetuses. has also been used in the hope of enhancing sports performance. Dexamethasone acetate is also used in a diagnostic context, namely in its property to suppress the natural pituitary-adrenal axis.
6. Combined with marbofloxacin and clotrimazole, dDexamethasone acetate used to treat difficult ear infections, especially in dogs. It can also be combined with Trichlormethiazide to treat horses with swelling of distal limbs and general bruising.
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Experimental teratogenic and reproductive effects. A steroid. When heated to decomposition it emits toxic fumes of F−.
Hazard Codes: 
Xi
Risk Statements: 43
R43:May cause sensitization by skin contact ;
Safety Statements: 36/37
S36/37:Wear suitable protective clothing and gloves ;
WGK Germany: 3
RTECS: TU4050000
Specification
Dexamethasone acetate (CAS NO.1177-87-3), its Synonyms are 16alpha-Methyl-9alpha-fluoroprednisolone 21-acetate ; 9-Fluoro-11-beta,17,21-trihydroxy-16-alpha-methylpregna-1,4-diene-3,20-dione acetate ; 9alpha-Fluoro-16alpha-methylprednisolone acetate ; Decadron-LA ; Decadronal ; Dectan ; Dex-Cortidelt acetate ; Dexamethasone 21-acetate ; Fortecortin (VAN) ; Panasone ; Pregna-1,4-diene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-16-methyl-, (11beta,16alpha)- ; Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-16-alpha-methyl-, acetate Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17,21-trihydroxy-16alpha-methyl-, 21-acetate (8CI) .