[2-[(6S,9R,11S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate
Basic information
- CAS
2002-29-1- Standard SMILES
C[C@@H]1C[C@H]2C3C[C@H](F)C4=CC(=O)C=CC4(C)[C@@]3(F)[C@@H](O)CC2(C)[C@@]1(O)C(=O)COC(=O)C(C)(C)C- InChIKey
JWRMHDSINXPDHB-UZNGINFASA-N- Molecular formula
- C27H36F2O6
- Average molar mass
- 494.6 g/mol
- Monoisotopic mass
- 494.24799519
Names & identifiers
- Preferred name
- [2-[(6S,9R,11S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate
- IUPAC
- [2-[(6S,9R,11S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate
- English name
- Flumethasone 21-pivalate
- Molecular formula
- C27H36F2O6
- Molecular weight
- 494.57
Names & synonyms
NCGC00022408-03[2-[(6S,9R,11S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoateCHEMBL2359842Tox21_113499CAS-2002-29-1(8xi,10xi,13xi)-6alpha,9-Difluoro-11beta,17-dihydroxy-16alpha-methyl-3,20-dioxopregna-1,4-dien-21-yl 2,2-dimethylpropanoateFLUMETHASONE PIVALATELosalenLorindenlocortenNSC 107680locacorten
Show more names
21-pivalateFLUMETHSONEPIVALATEFlumethasome pivalateflumetasone 21-pivalate
Database identifiers
- CAS
2002-29-1
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 5
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 1,030
Physicochemical properties
- Melting point
- 263 °C · >263°C (dec.)
- Boiling point
- 600.3 · 600.3±55.0 °C(Predicted)
- Density
- 1.27 · 1.27±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- 4 ML, · dioxane: soluble4.0ML, clear, colorless to very faintly yellow (50 mg + 4.0 mL dioxane)
- form
- solid
- pka
- 11.86 · 11.86±0.70(Predicted)
- color
- White to Off-White
- optical activity
- 25 · [α]25/D 71.0 to 82.0°, c = 1 in dioxane
- CAS DataBase Reference
- 2002 · 2002-29-1(CAS DataBase Reference)
- FDA UNII
- 0 DV09X6F21 · 0DV09X6F21
- EPA Substance Registry System
- -21 · Flumethasone-21-pivalate (2002-29-1)
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Warning
- Hazard statements
- 351 · H351
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- TU3832010
- hs_code
- 2937220000
- Toxicity
- mouse,LD50,oral,> 5gm/kg (5000mg/kg),Drugs in Japan Vol. 6, Pg. 705, 1982.
- risk_code
- 40
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xn
- safety_code
- 22-36
- Hazard statements
- H351
- Precautionary statements
- P201-P202-P280-P308+P313-P405-P501
Chemistry & industry
Applications
UsesAn anti-inflammatory anti-itching corticosteroid found in topical creams.
Usesflumethasone pivalate is a moderately potent difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. As it is a pivalate, its anti-inflammatory action is concentrated at the site of application. This local effect on diseased areas results in a prompt decrease in inflammation, exudation and itching.
Additional notes
DefinitionChEBI: Flumethasone pivalate is a pivalate ester, a glucocorticoid, an 11beta-hydroxy steroid, a 17alpha-hydroxy steroid, a 20-oxo steroid, a fluorinated steroid, a 3-oxo-Delta(1),Delta(4)-steroid and a tertiary alpha-hydroxy ketone. It has a role as an anti-inflammatory drug and an antipruritic drug. It is functionally related to a flumethasone.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…