CAS Number1177-87-3
Synonyms9α-Fluoro-11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione 21-Acetate; (11β,16α)-9-Fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate; MFCD00027407; (11b,16a)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 21-Acetate; Dexamethasone acetate; EINECS 214-646-8; DEXAMETHASONE 21-ACETATE; Dexamethasone (acetate)
Molecular FormulaC24H31FO6
Molecular Weight434.50
Purity98%
Density1.3±0.1 g/cm3
Boiling Point579.4±50.0 °C at 760 mmHg
Melting Point460.4-464 °F (238-240°C)
AppearanceWhite or almost white crystalline powder
EINECS214-646-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1177-87-3 |
| Catalog No. | 2A-9010071 |
| Chinese Name | 醋酸地塞米松 |
| Synonyms | 9α-Fluoro-11β,17α,21-trihydroxy-16α-methyl-1,4-pregnadiene-3,20-dione 21-Acetate; (11β,16α)-9-Fluoro-11,17-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-21-yl acetate; MFCD00027407; (11b,16a)-9-Fluoro-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 21-Acetate; Dexamethasone acetate; EINECS 214-646-8; DEXAMETHASONE 21-ACETATE; Dexamethasone (acetate) |
| Molecular Formula | C24H31FO6 |
| Molecular Weight | 434.50 |
| Purity | 98 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 579.4±50.0 °C at 760 mmHg |
| Melting Point | 460.4-464 °F (238-240°C) |
| Appearance | White or almost white crystalline powder |
| Water Solubility | Water solubility: virtually insoluble; water solub |
| Storage Condition | Sealed, stored at 2ºC -8ºC |
| Application | Dexamethasone is a glucocorticoid steroid compound with anti-inflammatory and immunosuppressive activities. |
| EINECS | 214-646-8 |
| HTC | 2937229000 |
| PubChem ID | 329823439 |
| MDL Number | MFCD00027407 |
| SMILES | [H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1(F)[C@@H](O)C[C@@]4(C)[C@@]2([H])C[C@@H](C)[C@]4(O)C(=O)COC(C)=O |
| InChI | 1S/C24H31FO6/c1-13-9-18-17-6-5-15-10-16(27)7-8-21(15,3)23(17,25)19(28)11-22(18,4)24(13,30)20(29)12-31-14(2)26/h7-8,10,13,17-19,28,30H,5-6,9,11-12H2,1-4H3/t13-,17+,18+,19+,21+,22+,23+,24+/m1/s1 |
| InChI Key | AKUJBENLRBOFTD-RPRRAYFGSA-N |
| Beilstein/REAXYS | 2342608 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1 |
| MSDS | msds/10071_1_1177_87_3.pdf |
| Bioactivity | Dexamethasone acetate is a glucocorticoid receptor agonist. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Inflammation/Immunology Target Glucocorticoid receptor[1] In Vitro Dexamethasone regulates several transcription factors, including activator protein-1, nuclear factor-AT, and nuclear factor-kB, leading to the activation and repression of key genes involved in the inflammatory response[1]. Dexamethasone potently inhibits granulocyte-macrophage colony stimulating factor (GM-CSF) release from A549 cells with EC50 of 2.2 nM. Dexamethasone (EC50=36 nM) induces transcription of the β2-receptor is found to correlate with glucocorticoid receptor (GR) DNA binding and occurred at 10-100 fold higher concentrations than the inhibition of GM-CSF release. Dexamethasone (IC50=0.5 nM) inhibits a 3×κB (NF-κB, IκBα, and I-κBβ), which is associated with inhibition of GM-CSF release[2]. In Vivo It has previously been reported that treatment with Dexamethasone at a dose of 2×5 mg/kg efficiently inhibits lipopolysaccharide (LPS)-induced inflammation. In our experimental system, treatment with a single dose of Dexamethasone 10 mg/kg (i.p.) significantly decreases recruitment of granulocytes as well as spontaneous production of oxygen radicals compared with animals expose to LPS and injected with solvent alone (saline). The effects are statistically significant when administered both 1 h before and 1 h after inhalation of LPS. The number of granulocytes in BALF decreased to levels comparable to healthy animals (given an aerosol of water)[3]. Rats treated with Dexamethasone consume less food and weighed less than control rats. Treated rats also weigh less than pair-fed animals though their food intake is similar. Five days of Dexamethasone injection result in a significant increase in both the liver mass (+42%) and the liver to body weight ratio (+65%). The wet weight of gastrocnemius muscle decreases 20% after 5 days of treatment, but it remains unaffected relative to body weight (g/100 g body weight), indicating that muscle weight loss paralleled body weight loss[4]. Animal Admin Mice[3] Female C57Bl/6JBom mice (age 10-12 weeks) are used in all experiments. Dexamethasone is administered as a single injection of 1 or 10 mg/kg. Dexamethasone is dissolved in saline and 400 μL are injected intraperitoneally, either 1 h before or 1 h after LPS exposure. In one experiment, N-acetylcysteine (NAC) (100 and 500 mg/kg) is injected successively every 4•5 h, starting 1 h before challenge (five injections in total). A control group of LPS-exposed animals are injected intraperitoneally with solvent alone (saline). Intratracheal administration is performed by instillation of 100 μL NAC (50, 100 or 500 mg/kg) or Dexamethasone (10 mg/kg) into the lungs of mice anaesthetized with 15 mg/kg Rapinovet (i.v.). Rats[4] Male Sprague-Dawley rats are used.Dexamethasone-treated rats are injected intraperitoneally once daily with Dexamethasone (1.5 mg/kg body weight) for 5 days and are allowed to feed ad libitum. The Dexamethasone dose (1.5 mg/kg/day) and the duration of treatment (5 days) are specifically chosen as this treatment induced a reproducible and marked catabolic state. Control rats received no treatment and are fed ad libitum. In order to take into account the decrease in food intake induced by Dexamethasone treatment, a third group of pair-fed rats are used. These rats are provided with the same amount of food as Dexamethasone-injected rats and are treated with a daily isovolumic intraperitoneal injection of NaCl (0.9%) for 5 days. After the final injection of Dexamethasone or NaCl, the animals are fasted overnight prior to being killed by decapitation. References [1]. LaLone CA, et al. Effects of a glucocorticoid receptor agonist, Dexamethasone, on fathead minnow reproduction, growth, and development. Environ Toxicol Chem. 2012 Mar;31(3):611-22. [2]. Adcock IM, et al. Ligand-induced differentiation of glucocorticoid receptor (GR) trans-repression and transactivation: preferential targetting of NF-kappaB and lack of I-kappaB involvement. Br J Pharmacol. 1999 Jun;127(4):1003-11 [3]. Rocksén D, et al. Differential anti-inflammatory and anti-oxidative effects of Dexamethasone and N-acetylcysteine in endotoxin-induced lung inflammation. Clin Exp Immunol. 2000 Nov;122(2):249-56 [4]. Roussel D, et al. Dexamethasone treatment specifically increases the basal proton conductance of rat liver mitochondria. FEBS Lett. 2003 Apr 24;541(1-3):75-9. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 579.4±50.0 °C at 760 mmHg Melting Point 238-240 °C(lit.) Molecular Formula C24H31FO6 Molecular Weight 434.498 Flash Point 304.2±30.1 °C Exact Mass 434.210480 PSA 100.90000 LogP 2.96 Vapour Pressure 0.0±3.6 mmHg at 25°C Index of Refraction 1.571 InChIKey AKUJBENLRBOFTD-RPRRAYFGSA-N SMILES CC(=O)OCC(=O)C1(O)C(C)CC2C3CCC4=CC(=O)C=CC4(C)C3(F)C(O)CC21C Storage condition 2-8°C |
| Use of | Dexamethasone acetate is a glucocorticoid receptor agonist. Properties Articles29 Name Dexamethasone-17-acetate Synonym More Synonyms Dexamethasone-17-acetate Biological Activity Description Dexamethasone acetate is a glucocorticoid receptor agonist. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor Signaling Pathways >> Autophagy >> Mitophagy Research Areas >> Inflammation/Immunology Glucocorticoid receptor[1] References [1]. LaLone CA, et al. Effects of a glucocorticoid receptor agonist, Dexamethasone, on fathead minnow reproduction, growth, and development. Environ Toxicol Chem. 2012 Mar;31(3):611-22. [2]. Adcock IM, et al. Ligand-induced differentiation of glucocorticoid receptor (GR) trans-repression and transactivation: preferential targetting of NF-kappaB and lack of I-kappaB involvement. Br J Pharmacol. 1999 Jun;127(4):1003-11 [3]. Rocksén D, et al. Differential anti-inflammatory and anti-oxidative effects of Dexamethasone and N-acetylcysteine in endotoxin-induced lung inflammation. Clin Exp Immunol. 2000 Nov;122(2):249-56 [4]. Roussel D, et al. Dexamethasone treatment specifically increases the basal proton conductance of rat liver mitochondria. FEBS Lett. 2003 Apr 24;541(1-3):75-9. Chemical & Physical Properties Molecular Formula C24H31FO6 Exact Mass 434.210480 PSA 100.90000 Index of Refraction 1.571 InChIKey AKUJBENLRBOFTD-RPRRAYFGSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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